#METABOLOMICS WORKBENCH htian_20221003_082520 DATATRACK_ID:3486 STUDY_ID:ST002306 ANALYSIS_ID:AN003768 PROJECT_ID:PR001479 VERSION 1 CREATED_ON October 7, 2022, 2:07 pm #PROJECT PR:PROJECT_TITLE Metabolomics Discovery of Aryl Hydrocarbon Receptor Activating Metabolites from PR:PROJECT_TITLE the Human Microbiota PR:PROJECT_TYPE Bacteria supernatant PR:PROJECT_SUMMARY The aryl hydrocarbon receptor (AhR) is a transcription factor that regulates PR:PROJECT_SUMMARY gene expression upon activation by small molecules. It plays a significant role PR:PROJECT_SUMMARY in the innate immune recognition of bacteria and response to exogenous molecules PR:PROJECT_SUMMARY in the human host. By stimulating host immune cells with microbiota metabolites, PR:PROJECT_SUMMARY the AhR signaling enables microbiota-dependent induction, training, and function PR:PROJECT_SUMMARY of the host immune system. AhR is a potential target for developing therapeutics PR:PROJECT_SUMMARY to treat myalgic encephalomyelitis/chronic fatigue syndrome (ME/CFS), cancer, PR:PROJECT_SUMMARY and aging-related diseases. A variety of bioactive molecules can act as AhR PR:PROJECT_SUMMARY agonists, including the metabolites and derivatives of indole and tryptophan. PR:PROJECT_SUMMARY However, given the ligand-binding versatility of AhR, new methods are needed to PR:PROJECT_SUMMARY discover novel AhR agonists. Herein, we report an analytical workflow for the PR:PROJECT_SUMMARY deep discovery of AhR agonists from the secreted metabolome of bacteria. It is PR:PROJECT_SUMMARY efficient to involve the activity measurement in the early stages of discovering PR:PROJECT_SUMMARY new AhR ligands. Moreover, utilization of the AhR-chaperone complex in live PR:PROJECT_SUMMARY cells by the AhR activity assay can mitigate the need for purifying the complex PR:PROJECT_SUMMARY and allows for the deep discovery of low-concentration activators. PR:INSTITUTE University of Connecticut PR:DEPARTMENT Chemistry PR:LABORATORY Yao Lab PR:LAST_NAME Tian PR:FIRST_NAME Huidi PR:ADDRESS 55 N. Eagleville Road, Unit 3060, Storrs CT 06269 PR:EMAIL huidi.tian@uconn.edu PR:PHONE 8606341143 PR:FUNDING_SOURCE NIH #STUDY ST:STUDY_TITLE Metabolomics profiling of full extracts of bacterial culture supernatants. ST:STUDY_TYPE MS quantitative analysis ST:STUDY_SUMMARY Separate LC-MS runs of AhR-active and inactive bacterial culture supernatants ST:STUDY_SUMMARY were used to identify differentially expressed compounds in the active bacterial ST:STUDY_SUMMARY strains ST:INSTITUTE University of Connecticut ST:DEPARTMENT Chemistry ST:LABORATORY Yao Lab ST:LAST_NAME Tian ST:FIRST_NAME Huidi ST:ADDRESS 55 N. Eagleville Road, Unit 3060, Storrs CT 06269 ST:EMAIL huidi.tian@uconn.edu ST:PHONE 8606341143 #SUBJECT SU:SUBJECT_TYPE Bacteria SU:SUBJECT_SPECIES Bacillus megaterium, Enterococcus faecium #FACTORS #SUBJECT_SAMPLE_FACTORS: SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Raw file names and additional sample data SUBJECT_SAMPLE_FACTORS - SAM_1 Bacteria:Enterococcus faecium | AhR_activity:Inactive Discribtion=full supernatant; RAW_FILE_NAME=SAM_1_FullC18Extract_50XConc_CORTECS-T3_21min_1to90B _Flowrate300_MS1_20200221.mzML SUBJECT_SAMPLE_FACTORS - SAM_2 Bacteria:Enterococcus faecium | AhR_activity:Inactive Discribtion=full supernatant; RAW_FILE_NAME=SAM_2_FullC18Extract_50XConc_CORTECS-T3_21min_1to90B _Flowrate300_MS1_20200221.mzML SUBJECT_SAMPLE_FACTORS - SAM_3 Bacteria:Enterococcus faecium | AhR_activity:Inactive Discribtion=full supernatant; RAW_FILE_NAME=SAM_3_FullC18Extract_50XConc_CORTECS-T3_21min_1to90B _Flowrate300_MS1_20200221.mzML SUBJECT_SAMPLE_FACTORS - MSR_1 Bacteria:Bacillus megaterium | AhR_activity:Active Discribtion=full supernatant; RAW_FILE_NAME=MSR_1_FullC18Extract_50XConc_CORTECS-T3_21min_1to90B _Flowrate300_MS1_20200221.mzML SUBJECT_SAMPLE_FACTORS - MSR_2 Bacteria:Bacillus megaterium | AhR_activity:Active Discribtion=full supernatant; RAW_FILE_NAME=MSR_2_FullC18Extract_50XConc_CORTECS-T3_21min_1to90B _Flowrate300_MS1_20200221.mzML SUBJECT_SAMPLE_FACTORS - MSR_3 Bacteria:Bacillus megaterium | AhR_activity:Active Discribtion=full supernatant; RAW_FILE_NAME=MSR_3_FullC18Extract_50XConc_CORTECS-T3_21min_1to90B _Flowrate300_MS1_20200221.mzML #COLLECTION CO:COLLECTION_SUMMARY Bacteria were cultured in deep well plates. Bacteria supernatants were filtered CO:COLLECTION_SUMMARY through a 0.22-micron filter to prepare cell-free culture supernatants. The CO:COLLECTION_SUMMARY supernatants were processed by solid phase extraction and dried for LC-MS. CO:COLLECTION_PROTOCOL_FILENAME Full_sample_collection.docx CO:SAMPLE_TYPE Bacterial cells CO:STORAGE_CONDITIONS -80℃ #TREATMENT TR:TREATMENT_SUMMARY The supernatants were processed by solid phase extraction and dried for LC-MS. #SAMPLEPREP SP:SAMPLEPREP_SUMMARY The supernatants were processed by solid phase extraction and dried for LC-MS. SP:PROCESSING_STORAGE_CONDITIONS On ice SP:EXTRACT_STORAGE -80℃ #CHROMATOGRAPHY CH:CHROMATOGRAPHY_SUMMARY The autosampler temperature was 4.0 °C, and the column oven temperature was CH:CHROMATOGRAPHY_SUMMARY 40.0 °C. The sample injection volume was 10 µL with a full loop overfilling CH:CHROMATOGRAPHY_SUMMARY factor of 2.0. The mobile phase flow rate was 300 µL/min. Solvent A was 0.1 % CH:CHROMATOGRAPHY_SUMMARY FA in water, and solvent B was 0.1 % FA in MeCN. The gradient (% for Solvent B CH:CHROMATOGRAPHY_SUMMARY at runtime) method was 1% from 0 to 1 minute, 20% at 15 minutes, 90% from 15.1 CH:CHROMATOGRAPHY_SUMMARY to 19 minutes, and 1% from 19.1 to 21 minutes. CH:CHROMATOGRAPHY_TYPE Reversed phase CH:INSTRUMENT_NAME Waters Acquity H-Class CH:COLUMN_NAME Waters CORTECS UPLC T3 (2.1 x 150 mm, 1.6 um) CH:FLOW_GRADIENT 90 CH:FLOW_RATE 0.3 mL CH:COLUMN_TEMPERATURE 40 CH:METHODS_FILENAME Full_chromatography method.docx CH:SOLVENT_A water with 0.1% formic acid CH:SOLVENT_B acetonitrile with 0.1% formic acid CH:COLUMN_PRESSURE 8000 psi #ANALYSIS AN:ANALYSIS_TYPE MS AN:LABORATORY_NAME Yao Lab AN:OPERATOR_NAME Huidi Tian AN:DETECTOR_TYPE ToF #MS MS:INSTRUMENT_NAME Waters Synapt G2 Si QTOF MS:INSTRUMENT_TYPE QTOF MS:MS_TYPE ESI MS:ION_MODE POSITIVE MS:MS_COMMENTS TOF MS modes were used to analyze positively charged ions from the full extracts MS:MS_COMMENTS and fractions. Major instrument parameters were: capillary voltage, 3000 V; MS:MS_COMMENTS source temperature, 80 °C; sampling cone, 20 V; source offset, 80 V; MS:MS_COMMENTS desolvation temperature, 150 °C; desolvation nitrogen, 600.0 L/hr; nebulizer MS:MS_COMMENTS nitrogen, 6.5 bar. The lock spray had lock masses of 278.1141 and 556.2771 m/z MS:MS_COMMENTS as internal m/z calibration standards. In the TOF MS mode, the TOF mass analyzer MS:MS_COMMENTS used the high-resolution mode (40,000 FWHM at 956 m/z) with a scan time of 0.1 MS:MS_COMMENTS sec, interscan time of 0.015 sec, and mass range from 100 to 1200 m/z. The data MS:MS_COMMENTS was collected in centroid format. The top nine ions were selected for MS/MS MS:MS_COMMENTS acquisition in the DDA mode. For MS1 survey scans, the TOF mass analyzer used a MS:MS_COMMENTS high-resolution mode with a scan time of 0.1 sec, interscan time of 0.01 sec, MS:MS_COMMENTS and mass range from 100 to 1200 m/z. For data-dependent MS/MS, the quadrupole MS:MS_COMMENTS mass analyzer used unit resolution, the trap collision cell used ramping MS:MS_COMMENTS collision energy from 5 to 65 eV, and TOF mass analyzer used high-resolution MS:MS_COMMENTS mode with a scan time of 0.1 sec, interscan time of 0.015 sec, and mass range MS:MS_COMMENTS from 50 to 1700 m/z. Precursors that triggered MS/MS scans were dynamically MS:MS_COMMENTS excluded within ± 5.0 ppm from repetitive MS/MS scans for 6.0 sec. The data was MS:MS_COMMENTS collected in centroid format. The acquired data was converted with MSConvert41 MS:MS_COMMENTS and processed with MZmine 2.53. The raw data first went through a mass detection MS:MS_COMMENTS with an MS level of 1, and the mass detector was set to the centroid. The mass MS:MS_COMMENTS list was processed by ADAP chromatogram builder with MS level 1, min group size MS:MS_COMMENTS in # of scans of 12, group intensity threshold as 1E3, min highest intensity as MS:MS_COMMENTS 1E3, and m/z tolerance as 1E-4 or 20 ppm. The feature lists were obtained by MS:MS_COMMENTS deisotoping (the same m/z tolerance, retention time tolerance as 0.05 min, MS:MS_COMMENTS maximum charge 1, and most intense as the representative isotope), alignment MS:MS_COMMENTS with the join aligner with the same m/z tolerance and retention time tolerance MS:MS_COMMENTS as 0.1 min, and then gap-filling with the peak finder with 20% intensity MS:MS_COMMENTS tolerance and 0.05 retention tolerance. The feature lists were searched against MS:MS_COMMENTS KEGG with the 20 ppm error allowance. The obtained results were processed in R MS:MS_COMMENTS to generate differential expression plots. MS:MS_RESULTS_FILE ST002306_AN003768_Results.txt UNITS:peak area Has m/z:Yes Has RT:Yes RT units:Minutes #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS peak area MS_METABOLITE_DATA_START Samples MSR_3 SAM_2 SAM_3 MSR_2 MSR_1 SAM_1 Factors Bacteria:Bacillus megaterium | AhR_activity:Active Bacteria:Enterococcus faecium | AhR_activity:Inactive Bacteria:Enterococcus faecium | AhR_activity:Inactive Bacteria:Bacillus megaterium | AhR_activity:Active Bacteria:Bacillus megaterium | AhR_activity:Active Bacteria:Enterococcus faecium | AhR_activity:Inactive (-)-Apparicine 169311.9131 196800.725 183941.1141 173056.9385 180881.5417 203551.8618 (3-Arylcarbonyl)-alanine 144982.8845 148313.8394 107728.7969 155291.6561 125745.2056 152313.6267 (9Z,11E)-(13S)-13-Hydroperoxyoctadeca-9,11-dienoic acid 282858.8164 313223.8183 282912.084 293397.4441 315573.0999 338450.3348 (9Z,12Z)-(8R)-Hydroxyoctadeca-9,12-dienoic acid 162028.8016 165100.6422 151057.5926 173465.4214 179715.0068 170310.4424 (Ac)2-L-Lys-D-Ala 271279.3618 27907.24677 16756.6439 304092.6075 330857.0979 25811.31561 (Ac)2-L-Lys-D-Ala-D-Ala 264640.0815 305952.7569 285554.1585 276306.2323 309138.9301 326932.2953 (R)-(Homo)3-citrate 156365.7386 160997.5918 129336.3897 156382.2602 179589.5527 158548.3886 (R)-2-Methylimino-1-phenylpropan-1-ol 141581.9456 290141.9479 270300.649 159746.7206 128424.5341 268675.3719 (S)-Malate 144374.9825 138579.2326 106586.7854 141895.0403 152154.4345 117604.4273 (S)-Scoulerine 145803.9266 172395.3868 159881.3806 181719.6051 169808.4202 174175.196 1,2-Dehydroreticuline 196145.1738 220024.1565 216241.9758 201599.2249 230408.7225 231459.506 1,2-Diamino-4-nitrobenzene 157060.8701 152391.4917 107520.8478 139047.1252 160540.7624 121445.8866 1,4'-Bipiperidine-1'-carboxylic acid 399004.7303 895167.2638 852473.0619 429683.5731 447216.4605 920432.7428 1,8-Diazacyclotetradecane-2,9-dione 178776.2509 268411.8646 262945.7139 198015.8399 193080.2063 275168.8383 10-Deacetyl-2-debenzoylbaccatin III 185886.3666 191778.5312 184083.7682 206458.1678 214334.7342 203917.8376 10-Deacetylbaccatin III 293541.5496 296934.3323 279044.9434 303245.5415 330893.1959 320579.4683 12-Keto-leukotriene B4 212975.1154 188807.191 173751.9822 214754.0927 226917.0833 194055.181 12-OPDA 278433.1037 223862.2191 192793.5365 293463.4185 294893.4742 214803.4815 12-trans-Hydroxy juvenile hormone III 178324.4862 199128.93 187046.5784 184426.5101 199142.8028 205432.265 15beta-Hydroxy-7alpha-mercapto-pregn-4-ene-3,20-dione 7-acetate 208663.1912 211826.0772 197539.7971 12756.73831 239107.7823 222455.9984 16alpha-Hydroxydehydroepiandrosterone 169352.8135 174863.7053 166282.3271 167809.6604 177791.171 182841.5958 16-Epivellosimine 403285.4301 442331.4284 409353.5326 414669.5573 444124.6416 466110.9294 17beta-(1H-Imidazol-4-yl)androst-5-en-3beta-ol 159701.0425 177636.3339 172956.707 163722.7735 170390.0646 180317.2589 17-Methylmorphinan 578495.3511 618436.0665 589111.7178 621242.5539 647736.3173 638768.8437 19-(4-Hydroxyphenyl)nonadecanoyl adenylate 470553.2035 405829.2817 386303.1193 492142.9381 539156.5843 458471.3898 1-Acetylaspidoalbidine 222349.5803 216802.8918 200208.1868 232031.0027 249066.6127 233725.0254 1-Carbazol-9-yl-3-(3,5-dimethylpyrazol-1-yl)-propan-2-ol 203468.6767 239265.497 214817.5519 259952.8143 259033.6144 236777.3691 1-Naphthylacetylspermine 149775.8218 158619.5321 148954.0584 148506.2096 158939.8426 159428.9299 2-(4-Methoxyphenethyl)chromone 174225.9517 185144.7534 173826.3824 188941.9103 213837.5474 204295.5703 2,3-Dihydrothienamycin 146853.3554 160377.7715 160165.8725 169901.067 180747.8583 167594.9967 2,4-Dioxotetrahydropyrimidine D-ribonucleotide 161193.9458 153168.0214 119466.1172 147406.9666 177319.376 160529.775 2,5-Dichloro-4-oxohex-2-enedioate 174019.6926 153827.1267 153935.9035 177822.1961 181258.7137 161409.8842 2-[2-(4-Pyridinyl)-1-butenyl]phenol 181813.7581 186227.3168 156696.7907 190998.088 197569.6549 189207.0786 20-Oxo-5-O-beta-mycaminosyltylactone 141938.5018 168958.6772 159998.3105 160425.1717 174382.7611 181367.1174 2'-Dehydrokanamycin A 194297.1254 196771.1675 185804.5693 202593.7169 223047.3543 217381.8244 2-Hydroxyestrone 217661.6354 261949.2558 253806.8133 233868.3484 243655.9493 280055.2727 2-Methyl-4-chlorophenoxybutyric acid 151572.3445 153972.5135 126095.3993 143031.0008 162625.2807 161716.1303 2-Naphthylamine 440866.2371 276679.113 244571.9949 501593.6376 514781.0051 325016.4308 2-Oxo-7-methylthioheptanoic acid 187577.8585 168406.8214 167561.5358 194304.6143 184282.8674 170655.2498 2-Oxoglutaramate 172524.4548 166290.1681 78077.62299 159332.9405 158116.7494 153108.7592 3,3'-Dichloro-4,4'-diaminodiphenyl ether 130200.4302 154615.4566 131754.5529 145066.4545 148173.2963 131857.4744 3,3-Difluoro-17-methyl-5alpha-androstan-17beta-ol 178556.8012 194213.8399 187599.6555 186425.7619 194548.7613 200166.8011 3,4,3'-Tri-O-methylellagic acid 152804.964 157622.596 154131.7408 142997.872 164903.2601 166693.5924 3',4'-Anhydrovinblastine 210152.7192 192773.1455 176486.5294 240251.4551 245260.72 217136.276 3,4-Diphenyltetrahydrofuran 319818.3521 315622.6623 299539.8113 334168.3772 358500.6845 325868.2978 3alpha,12alpha-Dihydroxy-5beta-pregnan-20-one diacetate 154092.4221 160499.4428 154762.5117 155591.7986 162101.1955 169255.9773 3beta-Fluoroandrost-5-en-17beta-ol 155103.7656 164364.7935 152641.7702 160466.8221 168785.3687 167775.2022 3'-Demethylstaurosporine 193479.0981 196856.052 177449.4621 196327.665 210048.0645 217921.7768 3'-Deoxydihydrostreptomycin 332784.1746 199408.6224 166630.0087 348490.0853 380298.3793 212129.2553 3''-Hydroxy-geranylhydroquinone 211290.1434 198348.5624 199058.8939 216176.6647 240984.7748 211609.4624 3-Hydroxykynurenamine 551066.3331 728970.8475 684963.4558 591785.7603 619029.7505 755765.9439 3-Methyleneoxindole 828383.5701 459387.0419 404181.3607 884289.5327 943550.6555 545412.2122 3-Methylguanine 168764.4014 179351.5171 127873.3581 199428.339 203999.4749 178238.3076 3-Methylindolepyruvate 175046.4283 172093.2317 171203.5136 178332.7725 186739.1723 177315.3284 3-Phosphoglycerol-glutathione 160522.3527 159089.6515 126792.0198 177976.965 172447.8943 172485.3551 4-(Hydroxylamino)-N,N-dimethylaniline 130546.708 144453.8411 141155.9733 170772.9806 175928.1637 172841.6606 4,4'-Diapolycopenedial 254475.1784 24509.0027 19608.2877 253442.3328 270612.8933 21593.40646 4,4-Disubstituted cyclohexenone 359158.5637 407242.1409 356137.161 379413.8722 416461.4669 427492.6352 4,4'-Methylenediphenyl diisocyanate 134232.3489 177308.1745 169087.7946 152099.3217 165204.1249 172584.1595 4,6-Diamino-5-formamidopyrimidine 165044.2438 167675.4502 136417.4128 140403.9591 168789.7581 173488.2924 4-Amino-4-deoxychorismate 124453.5502 147349.6963 132340.2159 153410.2495 153543.5288 158731.52 4-Dimethylallyl-L-abrine 123764.7073 232460.1717 219434.3686 127738.6757 142420.8291 248236.6868 4-Hydroxymethylphenylhydrazine 223087.9363 206716.6076 189094.6 235714.9275 247229.8315 195860.6685 4-Methylene-L-glutamine 137491.4427 191886.5988 133422.1538 155285.5829 152900.7558 180008.6484 4'-O-Demethylsordarin 187851.7771 210954.388 194330.9811 200322.6595 229399.5512 211729.6356 4-Phenethylphenol 363395.3914 322349.4876 317327.9046 406929.4569 397918.2848 326386.8923 5-Acetylamino-6-formylamino-3-methyluracil 149582.0306 157282.329 172496.2641 132158.8704 167268.8209 172388.1889 5-Amino-6-(1-D-ribitylamino)uracil 15772.22389 185068.7777 176646.8279 10089.13056 16169.28205 195164.9395 5-Guanidino-3-methyl-2-oxopentanoate 175570.353 27280.37504 12358.89427 186296.0342 174721.3177 36646.66949 5-Hydroxyindoleacetylglycine 179301.8172 189235.7756 155529.8176 166834.8077 186187.3262 191005.0633 5-Hydroxyindolepyruvate 163275.0337 150085.9658 101205.2481 169517.9047 176071.4745 145573.1399 5-Hydroxy-L-tryptophan 217702.4778 366483.5258 316674.981 202545.1066 235014.9054 371018.0719 5-Hydroxymethyldeoxycytidylate 126454.6396 160276.2583 148194.3725 136371.678 164793.0225 159455.6191 5-O-Methylembelin 191599.2159 196770.5343 181188.4835 196253.7495 212695.136 209426.6134 5-O-Methyl-myo-inositol 135914.0976 151344.6704 115589.9081 140914.4513 180513.2421 157568.5547 6-(1,2,3,4-Tetrahydro-6-methoxy-2-naphthyl)-2(1H)-pyridone 163591.5678 175904.1183 177849.8318 159343.5048 163451.2834 182114.0355 6,8a-Seco-6,8a-deoxy-5-oxoavermectin ''1a'' aglycone 155993.7559 849584.9094 790070.7916 184582.0867 189516.8897 989767.3375 6-Acetamido-3-oxohexanoate 202544.8455 52852.50737 10768.00707 225603.8036 262214.8167 116374.0116 6-Acetophenazine-1-carboxylic acid 132972.508 192198.7333 178935.6249 153260.6491 157277.1515 199344.6974 6-Acetylpicropolin 218272.1377 165068.727 160646.9957 227598.6292 243805.6668 177845.8735 6beta-Hydroxy-17beta-estradiol 337963.4544 66668.63799 25161.08952 361021.8564 394302.8848 79209.52599 6'''-Deamino-6'''-oxoparomomycin II 2544259.382 1257302.469 1212819.285 2680858.711 2871523.641 1367567.404 6-Hydroxypseudooxynicotine 588003.08 555196.7048 525821.2621 626033.93 638443.6001 553447.8839 6-Oxabicyclo[3.1.0]hexane-2-undecanoic acid methyl ester 153022.005 162082.9681 149423.4475 156379.0508 163117.6449 164495.4046 7,8-Dihydromethanopterin 137432.3867 173699.0065 164561.9556 156643.5147 174299.0409 193453.403 8-Amino-7-oxononanoate 150882.3529 11846.78925 11197.79175 185271.0556 13512.14806 11764.4651 8-Oxodeoxycoformycin 414136.4704 247015.083 247164.9798 435865.2515 476355.958 13845.26419 9,10-Dihydroergocornine methanesulfonate 308932.7511 376319.349 364345.3391 299771.8139 65237.9489 427904.1159 9alpha-Fluoro-11beta,17alpha,21-trihydroxypregna-1,4-diene-3,20-dione 21-acetate 201432.3599 208504.7939 198447.2523 206974.1426 218041.6679 220100.4819 9-Oxononanoic acid 115146.2548 161749.8368 134723.4956 158068.5066 155129.3728 145680.0775 Acadesine 220362.7682 213808.974 209838.3223 228968.259 241214.094 218905.3426 Aconifine 376884.6637 450700.3371 426221.2689 392044.211 91018.44285 487728.3837 Acronycidine 124676.0713 131328.6721 147232.9937 137103.869 164761.9808 161091.1718 Adouetine Z 202180.7245 206754.4478 205805.5112 16757.49777 229619.4927 224730.8699 Agrimophol 253839.3708 271155.2539 250141.2817 271520.812 287827.9766 290495.9695 Ajmaline 594045.956 735899.8986 687048.4161 643580.563 682193.0056 778620.8851 Ajugalactone 207165.2095 234356.3354 209916.2147 217107.2121 236444.0993 261092.8056 Akuammine 267266.5292 453967.6374 423188.9933 281741.3646 302430.6579 482548.5541 Alangicine 205719.729 210747.9778 202635.925 212009.3606 222695.941 230896.5939 Alloxydim 197896.8801 188375.3923 180766.7275 203516.9003 215623.7133 194414.6543 alpha,alpha'-Trehalose 6-phosphate 148859.0665 159835.6273 125437.3363 159533.405 171770.3812 169552.719 alpha,beta-Didehydrotryptophan 159703.3204 238471.7824 229120.407 163425.6686 200146.6097 276448.5604 alpha-Eucaine 196103.3819 330366.5945 285438.2215 196448.6339 211187.6368 338920.0211 alpha-Ionone 145641.0287 126635.3236 122655.3371 150199.0171 144618.0981 141799.1355 Amaryllisine 355684.7687 79906.27129 27894.92046 387194.9148 45574.50457 73842.35318 Americine 171729.9965 180672.6666 178003.508 171556.1337 198494.1501 197963.1808 Amprenavir 225296.0829 216337.9481 207587.5072 244569.4167 258385.4314 10796.0526 AM-toxin I 227606.5423 280913.5204 266929.8185 254714.8908 285207.0138 309360.5136 Ancistrocladine 263779.0541 275253.4488 257937.0826 285619.7737 300642.6425 290439.7332 Androst-4-ene-3beta,17beta-diol diacetate 154636.5592 167072.6536 165868.4693 161133.0993 169980.4349 177370.5354 Angiotensin IV 177759.4677 200824.157 162822.8012 188063.3061 207378.1537 219339.0701 Annolobine 169501.1969 178443.8297 147245.72 181749.6151 198736.8498 191599.037 Anopterine 220659.9512 222796.1394 208859.6705 250561.6269 274225.7661 243312.4202 Antioside 319609.3364 283208.568 259761.6353 339982.9645 408579.0638 331807.9627 Apoatropine 1070239.719 612682.2726 578753.6439 1143140.403 1238195.192 634211.7605 Aprobarbital 340587.8473 308826.7811 294410.0859 359647.8014 390451.5467 319749.6915 Asclepin 1431985.321 16400.30012 30033.48957 1520009.92 1629069.899 50953.34782 Aspergillic acid 189366.7812 203531.3071 167408.5399 196142.9397 181902.5612 200430.7666 Astemizole 83099.69992 252726.2375 237467.6165 84470.77571 45996.33314 323257.2761 Asukamycin 43221.28562 34177.19825 21167.61388 48426.53189 387290.0911 40890.34578 Atalaphylline 203220.4285 249210.3058 214729.6133 215943.8545 241220.0891 259592.5091 Athamantin 444259.2544 651718.5793 616113.0652 474614.728 514309.4245 711603.719 Atractyloside A 218460.9908 476972.2675 461300.3738 228256.5821 253088.7014 542313.2436 Atrazine 138107.1547 156473.7211 171501.7143 162835.3191 166940.3846 159593.5719 Azafrin 249291.3724 1580936.216 1497199.626 272245.9915 277236.5314 1726732.673 Balofloxacin 219071.5974 281295.3799 288746.4699 229163.644 245629.3952 315738.6392 Baptifoline 162171.448 193533.1518 185142.4156 172434.3723 178587.9385 199274.8365 Beiwutine 317141.7029 243448.7908 228322.747 338196.9578 386432.3149 251592.6107 Belladine 910516.8889 537169.2315 515581.4369 864881.5839 1063023.785 581354.7796 Benazeprilat 233521.588 234904.3024 218436.2949 254502.444 279712.7732 250252.245 Benzo[b]fluorene 234564.9208 239243.0499 232931.2781 234199.0763 238186.1145 225536.1051 Benzyl viologen 349717.9029 312628.5084 306597.2619 366145.27 396133.1632 329875.4912 Berbamunine 316344.6621 337949.9671 313694.9806 335008.5067 366914.7583 364410.5309 Bergenin 160957.5494 141846.963 156991.2228 163012.7696 160892.1951 172299.636 Betamethasone 12065.13447 269312.506 11501.91267 269095.3407 287734.0806 294050.2969 Biocytin 228163.107 222661.0982 207515.4284 241634.9341 255090.8722 227458.9776 Biotin 224886.8611 455084.8932 425727.8479 229424.7744 242232.7304 468902.5051 Bis(1-aziridinyl)morpholinophosphine sulfide 189175.9135 180857.9979 165592.2751 191871.0964 201649.9124 185917.4899 Bisphenol B 13765.87626 359968.3755 338057.9876 13507.87482 12859.26343 376133.3101 Bitolterol 265190.8041 14051.25062 13654.19512 282718.6608 315203.3496 16005.31654 Boc-Asn 155170.8173 170722.0683 136275.9146 160868.7119 160068.4801 174556.6647 Borreline 393727.0991 315002.0208 287706.4948 427279.3671 443686.4268 322698.7523 BQ 123 195327.6095 211083.9652 186215.601 212545.4826 223039.1119 230958.5017 Buclizine 221645.9861 30159.13888 16628.20628 228602.1573 258920.0595 30314.89084 Butabarbital 448573.3739 14784.41363 10686.76577 472426.0179 499073.5801 14387.79963 Butorphanol 1006112.455 27756.12934 29094.49031 1060071.531 1144304.359 32674.43971 Calafatimine 234524.4866 260718.3083 238078.6973 237873.5663 272591.0217 283646.5234 Calophyllolide 225482.4484 227920.0812 216404.707 243463.0971 265353.8909 237920.8407 Candicidin D 147014.5608 160796.6924 145379.6152 153512.0694 168872.6786 164249.598 Carapanaubine 236560.6519 219924.6511 211485.0766 251970.5332 279769.0713 236726.8131 Carnosine 11340.99993 279382.9887 249080.9479 242143.2237 254065.3707 276092.1697 Carpipramine maleate 171523.5156 552857.0441 510200.1097 182001.1886 203379.0155 623495.6587 Carvedilol 419087.3253 224991.324 213806.5807 436372.9031 463181.6678 239318.823 Ceceline 171540.3561 169663.2413 138279.3955 177816.9538 183275.2438 177552.9244 Cerulenin 180756.5948 30477.91707 20255.28525 180990.1559 179227.2 26970.31602 Cetraxate 207422.8056 23715.13801 21244.17257 216525.8615 235349.4796 23640.41498 Chamazulene 625933.5739 903267.9707 829956.7306 662659.9198 697939.9325 898572.9401 Chanoclavine-I 191072.1619 171256.4843 178021.0042 198152.4369 213521.8903 193814.2221 Chaparrin 314147.7319 264407.1961 242802.6924 331778.0938 360028.4508 274947.6375 Chloramphenicol palmitate 275182.6363 360435.4207 338226.1824 291353.942 320887.3348 402619.4471 Chlorophyllide 149600.6763 173506.4077 166643.9206 171290.8266 200893.6905 191537.4297 Chloroquine 277164.4213 24118.6033 21828.03584 296458.2048 321551.6274 24879.56616 Chrysene 446786.8491 477108.7198 460111.4259 471825.8379 496115.1151 503767.3626 Cicutoxin 281435.8947 563212.9592 511286.7432 284525.9285 318056.3828 526381.9784 Cinncassiol C3 304685.593 288240.2368 262595.2592 321287.5918 334330.7613 303733.8021 Ciprofloxacin 190276.8299 190727.0784 206315.9387 206184.9137 215613.8545 221891.0315 Clemastine 1154463.65 3021870.571 2834073.32 1220316.65 1335974.28 3232950.214 Codonocarpine 210776.6618 231020.7987 220121.206 235488.5897 243447.8591 250852.8673 Coformycin 161025.9195 162687.5029 163983.4099 162897.9016 180717.4758 170166.274 Compactin diol lactone 215525.8383 199145.2683 187414.591 224211.2337 230966.8486 209537.1758 Compound III(S) 469576.2237 435003.6612 420524.7909 502399.7658 538262.3297 472953.6973 Compound IV 704679.1838 745207.0482 698354.327 742101.1027 825306.0921 798939.155 Convallasaponin A 160350.9459 172952.1607 163978.5498 158212.1532 170871.8798 186498.7166 Cortisone 267130.6547 13669.39797 18305.30251 980939.172 786792.2698 28529.87947 Cotylenin F 682582.9996 201001.5366 194459.246 718447.7214 786677.4893 220185.1711 Coumestrol 156689.0439 163093.7919 162414.5013 159466.4549 169756.5286 162775.1329 Cryptopleurine 10423.10337 600493.7544 570962.4676 14748.05873 18341.50851 652494.9199 Cucurbic acid 303704.6477 372053.7524 344081.2615 307008.4916 331046.8238 385918.3133 Cucurbitacin B 242516.0182 254076.7467 41817.60865 12838.90369 36578.26676 273971.3779 Curcumin diglucoside 162662.6085 181295.4105 165974.2713 169543.7942 186381.8166 191792.2168 Cyclo[(Z)-alpha,beta-didehydrophenylalanyl-L-leucyl] 264466.4926 35857.63705 32253.40192 304615.2042 327083.237 37145.39641 Cymarin 191497.4654 300923.869 287644.4393 193671.8952 198348.4637 330979.7009 Cynometrine 367443.2056 404093.6089 385707.4756 387568.7358 406130.9343 428647.797 Cyphenothrin 1797064.514 761693.4763 717466.5035 1907392.408 2077517.493 841157.6487 Cytarabine ocfosphate 1505950.276 336791.222 334395.7872 1585244.561 481165.891 290329.4982 DAMGO 244798.8626 252180.5928 233891.2189 272124.7937 293965.0491 281906.4407 Deacetylcolchicine 23001.30518 193024.7253 183836.7408 24041.65401 304265.0242 200196.2019 Deacetylvindoline 378675.0858 458407.9517 410344.7896 393014.4744 422952.8452 458270.464 Deamino-alpha-keto-demethylphosphinothricin 239451.7172 280156.0321 255460.6584 261472.976 281569.1588 292798.9839 Deaminohydroxyblasticidin S 174021.1676 185358.2412 171944.312 181688.2081 202399.7542 186942.4634 Decoside 504140.9988 104888.0332 100778.2289 473821.5041 591755.4023 111393.5682 Deethylatrazine 4126118.432 3779006.569 3309731.507 4425426.856 4731308.953 4567987.552 Dehydroemetine 149404.1394 211411.4388 211985.2123 167028.1781 178214.8132 241340.8751 Deltaline 185562.1504 182638.3516 172309.2427 175301.0732 200630.8401 196192.7409 Deoxyadenosine 233079.2018 193648.5155 206192.7443 262078.9387 258101.1075 221012.9822 Deoxyguanidinoproclavaminic acid 421592.9758 431235.1171 409474.5696 443347.1053 459002.7969 439553.2413 Deoxylimononic acid D-ring-lactone 31099.55446 287851.1377 283760.0677 25586.60256 50771.42429 305370.2924 Dermorphin 247597.3751 333922.7766 310384.8453 263769.063 301239.6917 369868.1295 Desacetoxyvindoline 456804.8248 377754.4733 364277.8098 478358.5467 514750.7269 410884.8176 Deslanoside 216810.2695 320122.9723 289100.2186 231394.5749 257554.2431 359504.4506 Destomysin 232745.0163 197278.5405 180797.9239 237065.7279 253035.1713 211098.4837 Dethiobiotin 539207.4237 186846.3209 161255.9141 343674.5793 597815.9871 185810.5009 Devapamil 271964.7786 308513.0394 272729.608 278139.632 288172.9982 315971.1942 Devazepide 176475.8749 190973.3621 175966.004 184188.0029 193306.6405 197189.67 Diclomezine 142941.5103 148798.1856 125512.6466 150513.3536 157396.3354 151124.2018 Diethyl phenyl phosphate 159404.359 157157.5848 151063.8623 153944.1182 158084.553 162308.0622 Dihydrozeatin riboside 186740.9266 240130.9295 221126.0388 195064.6099 208630.0933 253353.6544 Dimetacrine tartrate 255282.7042 331300.6998 305918.9345 272029.7488 294199.6178 355175.6478 Discadenine 230747.9254 230233.1445 221828.7363 246700.1814 254720.3456 243229.5037 Distigmine 246234.6515 351692.3054 323575.2959 243189.4122 242935.4247 367737.0605 Disulfiram 124938.2188 134188.4804 129319.1418 155541.475 158899.8193 155212.7323 D-Lysopine 181094.35 22854.78023 17671.40717 196706.0464 208269.8234 20647.22061 Dodecanamide 139861.548 152719.6593 112516.3163 131142.1066 139705.0641 141974.1871 Dodemorph 167863.9601 178437.1791 165126.7987 167481.0702 180269.3697 186878.8962 dTDP-2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitroso-beta-L-arabino-hexopyranose 175239.3263 171555.8634 142317.8897 163421.8059 182588.8039 184732.3285 DTP 130036.0436 134498.346 148473.1966 133648.7782 163669.6005 163980.9706 Echitovenine 520883.5161 435018.325 405038.4749 545775.6621 655024.1725 470885.5679 Ectoine 151857.1447 169991.8458 163734.0272 129887.5049 166421.8411 160652.4696 Elatine 170102.4361 179601.8907 166959.7334 185597.6044 192376.8068 197057.1091 Emetamine 188468.9143 253762.8294 237029.9755 207044.1797 221265.9427 280357.9111 Enalapril 190395.8888 228838.2563 205169.1339 198467.1763 201719.7932 241514.3353 Ergonovine 320926.0971 27897.60746 47810.37611 330649.8961 362508.1403 54495.61893 Erythratidine 402045.7353 686451.354 648344.6584 411273.8127 466311.5128 728331.4952 Eseramine 222313.6942 240528.0818 232080.6327 219682.1215 230928.099 251097.6704 Estrone 192598.8933 198706.3226 169357.4494 190225.0878 193973.9251 193059.4272 Ethylketocyclazocine 284275.3347 270159.3252 243644.9079 298293.5474 319115.1067 280212.8188 Etodolac 209995.5109 256153.2744 216803.0411 217343.0193 10597.17372 258767.6771 Falaconitine 1448752.945 542714.3954 524580.6351 1516903.442 1654268.171 641859.4634 Fasoracetam 1382489.806 1421161.38 1352853.042 1466338.544 1565572.155 1435758.241 Febrifugine 295099.0169 231473.4726 199191.8771 335616.3786 342502.6642 232093.2029 Fenamiphos 138602.4167 165330.8109 156389.0814 142390.6095 171809.9347 159377.2928 Fenapanil 5979872.781 5411333.37 5005364.271 6303382.083 6833842.676 5547523.451 Fexofenadine 196201.081 204278.2622 194856.0147 196754.3864 220453.4659 222990.8008 Finaconitine 619729.359 867771.0192 846512.3748 629085.8013 704978.2089 967686.1577 Flumetover 187422.5213 161153.5116 166945.3817 189589.9653 196944.683 188475.6534 Fluocinonide 193977.5801 187971.7974 175532.9095 197942.6414 222084.5996 200518.7862 Fluorene 191304.9448 170369.702 164245.8378 188094.6267 204125.6601 173362.0037 Fluphenazine enanthate 239904.2564 260828.2987 236423.8395 255672.597 279344.8469 278513.1294 Flutriafol 154064.5074 138670.0894 140921.7757 165828.6444 145120.5969 160133.2367 Fosinoprilat 334008.676 349585.5128 336094.6245 347086.144 378064.429 378862.8822 Fulvine 335041.6299 991473.6471 941646.1586 332480.9317 309486.6777 1044102.104 Gallopamil 181359.4294 414538.7319 393455.3831 185380.252 198837.0665 441219.7222 gamma-Glutamyl-beta-aminopropiononitrile 146548.209 159421.3679 137157.1338 133202.3529 154960.206 173922.5115 gamma-Glutamyl-gamma-aminobutyraldehyde 226599.5684 297708.1304 273488.1049 231447.2879 241885.4669 297926.4825 Gemfibrozil 174634.1876 204249.8956 202391.3766 187448.6956 182735.7066 200376.0942 Geranyl phosphate 213686.2307 239077.1382 215177.2489 212743.0049 228537.8153 241987.5038 Gibberellin A1 209672.9592 219464.9664 195842.6604 219913.3871 225537.2003 216646.912 Gibberellin A20 192987.1388 200640.4317 177849.781 202082.6294 221603.8965 205094.1516 Gibberellin A44 diacid 241519.4683 231670.5121 215824.811 253378.0394 274507.2641 242477.3763 Glaucarubolone 391435.6675 184487.0296 173109.4674 422554.5465 445061.8623 186516.5851 Glutathione disulfide 162895.6842 166390.2432 140761.0929 167124.2757 180584.7603 181157.8223 Glycochenodeoxycholate 7-sulfate 238265.1906 279891.0374 220743.0257 253457.1419 277777.7767 288856.4748 Gomisin D 171395.5448 147556.4254 162520.3694 172199.2121 191353.9583 184062.5148 Goniodomin A 181636.0791 184980.6791 150822.7788 214644.6176 237726.7963 206916.4141 Granisetron 176223.1836 171201.7138 168250.3679 184180.2671 188144.2447 175360.3542 Guanidinoproclavaminic acid 1421659.285 1365865.443 1316341.998 1514086.889 1628560.335 1498707.871 Guanine 228996.7403 250297.6342 249825.86 243126.669 259987.0016 244054.5251 Hedamycin 223816.1584 232776.1011 213843.8503 11619.21182 15598.59989 258438.7235 Hellebrigenin 3-acetate 48926.81344 448440.2334 424881.6662 51454.67758 54643.67939 400926.2785 Herbimycin 267068.5035 12008.84995 288656.8781 266304.0246 280390.003 255056.5806 Hetisine 564686.5829 580829.5305 540365.3031 591538.4758 637999.5771 607803.0413 Humilixanthin 182142.1181 177377.6276 147045.3344 211083.1045 222132.8012 178613.4145 Hydnocarpic acid 179206.1657 153550.1436 150090.4847 181571.3147 181918.5227 161027.2299 Hydrocortisone caproate 883716.9187 404648.1804 403198.1072 952805.2937 1022588.728 364375.1057 Hymenoxon 173138.5715 189861.751 177254.0588 190269.9401 207898.8994 189638.5524 Hypoxanthine 1043291.759 108856.6244 95644.76884 1107155.514 1237890.742 105941.7854 Ibutilide 1855759.28 6778594.744 6477432.549 1973120.668 2142975.297 7453792.128 Imazaquin 183643.1717 180248.5475 169030.6472 188165.3146 203294.4664 179698.5271 Indole 331750.5412 78155.37203 54602.62411 357244.5592 375286.1745 48070.31528 Inflexin 236393.4473 263993.6366 248257.0227 264963.4289 278265.0203 288328.789 Irbesartan 264473.9326 328497.1893 310278.5056 280041.9844 301676.9162 363549.0441 Irinotecan carboxylate 3710996.404 4832233.947 4571894.726 3917713.94 4138901.797 5119750.716 Iriomoteolide 1a 157972.3081 172440.2184 159674.9525 161609.7316 171815.9145 180682.8791 Isobrucein A 203734.5907 196169.3206 198367.2046 218053.8674 248257.3318 211331.1866 Isocarbamid 246122.5219 184108.1312 179353.0603 256175.1252 260323.6052 187169.0678 Isodomedin 350351.685 316212.0295 316590.8232 362465.4438 396271.7122 356571.7069 Juvenile hormone II acid 161016.7677 162159.9377 152422.6147 166116.4223 160777.1767 165564.5881 Kanamycin B 231363.1054 228685.7916 206738.1291 206759.8627 240932.1084 243962.4438 Kanokoside A 286730.5534 276501.0953 258489.1596 296133.3143 313930.3251 295106.7845 Karwinaphthol B 213526.5871 218024.2485 214302.3696 227962.4658 229649.9686 227988.6127 Kikkanol A 152050.5249 150693.4599 147086.9244 146924.587 153597.129 153757.9801 Kolaflavanone 160825.094 155758.9044 149456.2563 160097.0301 182974.6629 168149.9935 Kyotorphin 305005.7983 379370.0404 349729.1603 327570.479 369548.9902 403554.7208 L-Alanyl-gamma-D-glutamyl-L-lysine 304034.6842 231312.4603 204985.1023 352033.0039 376529.9608 42756.1523 L-alpha-Acetyl-N,N-dinormethadol 1486038.169 457414.9086 412752.1248 1587559.645 1710082.817 474229.8807 Lappaconitine 2587097.756 1260567.323 1204026.149 2756254.803 2958358.127 1427024.258 L-Asparagine 238620.9345 451812.7877 415164.8778 24933.71011 28233.00868 423560.0288 Lemobiline 766593.0161 150110.4886 1455155.85 803296.6111 852849.8364 136790.3081 Leucyl-leucyl-norleucine 172671.7923 187112.7587 171752.4265 178316.2113 196596.886 194740.2146 Leu-Gly-Pro 1375729.479 54827.43683 46973.56536 1469574.133 1584602.563 50504.56421 Leukotriene D4 967289.8884 485147.7566 455256.999 1040590.955 1121966.574 432355.4283 Leukotriene E4 671325.2762 968540.8805 922058.5891 721728.3478 776096.6135 1053598.06 Levetiracetam 434621.7444 838927.2855 830951.0077 464788.5125 478003.0425 872212.0493 L-Formylkynurenine 317223.5292 20236.19603 20620.37763 333002.0798 355599.9383 22735.07249 LG 100268 201022.8633 226343.4741 217569.9963 209244.6112 221521.7984 240373.1572 Limonoate 533094.3489 309525.5555 296090.009 560570.8381 609005.146 306661.3824 Linamarin 137102.8643 133924.9688 157088.9441 159282.8616 142857.9981 162874.4744 Lincomycin 204209.8311 244053.5113 219756.9895 212278.8188 231733.1824 263762.571 Lindheimerine 674178.8104 1146416.19 1084872.514 711324.2532 758078.407 1224662.982 Lipoate 132259.0269 156628.7055 104427.7377 135949.1758 155168.8466 151489.5422 Lividomycin B 405612.1731 371622.7573 352077.7263 429941.4138 472276.3846 403677.5663 L-Kynurenine 292001.588 286650.9719 277686.346 310694.4735 323476.4612 298201.0471 LL-2,6-Diaminoheptanedioate 148311.1378 154205.956 145307.2398 157639.9013 148301.9085 155612.9756 L-Leucine 712340.8066 754932.3335 720942.3435 736648.9384 761289.8051 683507.6071 L-Lysine 187393.9241 236969.1313 226552.1302 225969.6186 227126.3434 229586.602 L-Lysine 1,6-lactam 262086.9582 68298.68564 515075.2973 296697.4104 315616.1757 522615.4803 L-Methionine 468257.3735 386031.6208 375240.8311 498786.6721 546788.7692 364334.0103 L-Mimosine 133865.0462 156085.2025 109886.5337 138623.9023 168390.7359 157833.0625 Lolitrem B 40589.52098 878351.6776 841266.5673 67991.39876 49595.82026 974926.8201 Loperamide 252196.1606 867527.4785 834104.7318 280354.2261 324524.0593 953401.3217 Lophocerine 189094.2233 229556.4353 215331.0568 201389.6129 211104.9768 231293.0831 Lovastatin 164424.2756 200581.0026 166089.0948 167505.6055 196962.5765 202075.5029 L-Phenylalanine 2980220.452 3032305.5 3010756.52 3173235.01 3202188.437 2828268.965 L-Tryptophan 731118.2144 587623.6086 538144.8887 755042.9114 806834.6874 661101.8045 Maculosin 1196853.296 1141477.382 1075121.577 1288871.102 1376836.517 1172075.81 Magnocurarine 220424.4656 220357.852 205275.7571 229888.977 250926.8135 231446.1901 Magnoflorine 211493.3649 211778.3154 181664.6912 223081.1361 237206.1567 215307.4913 Mahanimbine 181833.4368 212077.2054 207053.1596 193443.99 207248.6404 216592.7886 Mannopine 164089.364 178455.6353 175324.2662 183851.8275 186506.9153 181968.4072 Mascaroside 199371.4462 262518.8831 238497.0671 204538.1606 225734.4543 282962.5661 Mefenacet 146379.7167 159172.8643 148288.1577 162697.1718 173479.4388 153794.7076 Mefenamic acid 178069.6474 190633.8884 192380.6331 172999.7408 184498.9526 191591.0467 Megastachine 242746.1007 28267.28082 21281.91894 251546.6485 276011.7171 12001.1399 Meleagrin 170438.6472 174826.3816 173093.4223 179598.2766 189643.8437 188380.7104 Metaxalone 171919.5312 151795.1086 153540.645 166381.5215 155903.3091 161978.4138 Methaqualone 168927.0977 178648.714 172247.2098 171858.9065 183592.6604 185102.4077 Methyl 2-diazoacetamidohexonate 180333.0077 202464.7534 191266.0228 184460.3416 196342.7686 194997.9552 Methyl acetyl ricinoleate 186496.1866 195433.1892 178594.2965 185860.7026 190485.8427 204125.1051 Methylprednisolone acetate 260210.3127 343726.0819 322269.3337 291325.3569 316084.7281 369501.3913 Metocurine 1342451.117 324133.0974 288447.024 1083984.051 1412898 374217.149 Metolachlor 166964.3619 175601.2358 143542.2809 181802.1111 183232.2878 185508.1239 Mevastatin 241540.4823 246604.2727 245408.7944 257529.0803 268380.1218 263761.3577 Mirtazapine 166522.8908 195339.1286 175481.7864 179425.1677 191025.0364 196785.7873 Morellin 354402.8089 300506.8432 275362.5106 373091.7758 411670.0332 333418.1472 Morindaparvin A 130147.0647 156781.0537 151049.3793 123764.9138 157825.9936 165569.2886 Morphinone 138868.4469 143847.2979 141062.9677 167932.9865 176954.3603 168755.4471 Morusin 161196.3461 178774.5735 167336.1402 180949.505 194478.8886 193455.9815 Mycinamicin VI 260646.8618 177280.1463 151069.4119 216161.8957 335742.7539 193165.9018 N-(Acetyloxy)benzenamine 149910.496 146044.3312 114860.8243 130567.8188 158327.6591 141456.5658 N(beta)-Epoxysuccinamoyl-DAP-Val 179642.6248 183450.7366 180964.5897 192660.0216 189835.5107 196637.4905 N,N-Didesmethyltamoxifen 301119.2382 648292.6605 611742.0234 316840.6698 353909.055 713740.6546 N1,N8-Bis(sinapoyl)spermidine 248579.5039 252056.6344 234265.366 249082.5209 260062.8081 250582.7774 N1-Acetylspermidine 151802.6704 139411.4479 119182.5322 121954.5673 156345.6384 156199.5123 N2,N5-Dibenzoyl-L-ornithine 161098.4285 180175.7235 163310.3511 177190.2683 194160.1074 187705.4805 N4-(Acetyl-beta-D-glucosaminyl)asparagine 149817.9075 168310.8906 174153.1467 175365.605 190139.989 176590.1438 N6-Methyl-2'-deoxyadenosine 247232.506 237533.9798 204513.3445 281292.2359 294430.1354 241139.964 N-Acetyl-beta-D-glucosaminylamine 163501.8295 168744.3864 166069.2024 173168.1486 182598.5083 167348.4073 N-Acetyl-D-glucosaminyl-N-acetylmuramoyl-L-Ala-D-glutamyl-6-carboxy-L-lysine 152547.9023 161646.207 155845.5835 160182.8674 179727.2671 179545.7468 N-Acetylleucyl-leucyl-methioninal 90387.39501 964514.1758 1066208.792 98696.07939 108101.5959 1208706.457 N-Acetylleukotriene E4 188275.8669 194330.0988 186802.4317 203449.9459 210261.5713 206948.219 N-Acetylmethionine 185832.3768 120153.7008 119281.9751 186881.5695 196435.2525 159833.2742 N-Acetylornithine 135584.9685 431803.1825 415775.9162 163286.4137 168816.6428 423678.4852 N-Acetylpuromycin 276927.534 243114.9933 234924.6568 287851.2311 314324.8381 267076.3817 N-Acetylserotonin 252386.437 239820.4406 227010.3602 240651.8394 271037.1272 245678.8642 Naltriben 174873.5367 186813.0072 169233.588 183693.9153 197551.6823 192433.0462 Naproanilide 210698.1775 19390.63004 18149.55886 219370.3754 229334.9252 19729.48927 Naproxen 151412.3585 174311.597 155831.3842 181187.6563 179949.4882 173270.3803 N-Caffeoylputrescine 170769.3489 183146.1062 162229.6203 183737.2014 190173.9814 188191.1358 Nebramycin 5' 238371.9596 227534.5509 211227.2376 251345.135 271723.4765 238593.0229 Nebularine 129732.0364 129072.4731 141699.4812 121662.3506 151806.407 155199.772 Neostigmine methylsulfate 154058.187 163990.2555 162353.059 164703.4862 172389.9762 174927.382 N-Formyl-4-amino-5-aminomethyl-2-methylpyrimidine 221283.6562 482584.5563 465908.2737 503576.4061 520569.4402 454131.3966 N-Formyl-norleucyl-leucyl-phenylalanyl-methylester 332690.2044 193298.6616 177462.3921 333703.8585 384728.7274 198410.3352 Nicotinate 188122.6681 237666.1317 226930.6769 186457.7471 209601.1619 233402.6847 Nicotyrine 264746.4262 81617.68527 57277.96533 256975.6389 290386.0182 112422.2572 Nitrilacarb 155537.2529 140203.9066 166555.521 169624.6258 171530.9202 170692.9143 Norsanguinine 316323.0961 245372.6643 225291.0138 336928.7958 356121.2971 242379.5268 Nortriptyline 155436.2913 183665.2717 181547.4693 172853.622 168391.0552 189580.9879 Nystatin A3 122621.5521 154334.3629 139664.8731 159507.8946 173321.346 181392.3068 OA-6129 B1 183917.6083 190272.6214 181873.3704 180503.9665 214644.6036 205354.4673 OA-6129 E 931924.1227 948599.8824 881225.0844 1007252.012 1102226.478 1015653.277 Obacunone 1045201.242 904522.121 845119.3102 1115233.475 1215765.51 1000566.613 Obamegine 167143.2861 205181.6232 184327.8267 199988.6185 226909.476 220330.1737 Obliquine 376078.2391 416179.8428 392985.496 398116.4411 432129.9222 462734.2834 Oblongolide 154135.0131 157931.0044 152635.4983 150502.3497 166715.106 167151.3391 Ochrolifuanine A 3352547.588 2029060.647 1896812.574 3616371.944 3857813.897 2210496.331 Octhilinone 210354.9027 272231.8561 228749.2128 190375.9253 227351.2976 265333.4688 Octopine 223645.4338 22909.02593 20469.60112 234940.3188 236336.0757 25335.31366 Olopatadine 26184.35074 452547.6596 392847.4209 28946.58304 254333.1903 443470.9523 Olsalazine 160433.1298 173277.4907 166946.9238 169175.5724 170978.1795 183045.2511 omega-Carboxy-N-acetyl-LTE4 173819.0701 189734.5958 153502.9285 179377.9033 203498.2047 191680.9392 Ondansetron 714766.6385 632600.9842 601238.6596 770300.7096 821949.7587 652512.3804 Osthol 245243.176 303626.2959 286581.6042 257145.6851 268532.0171 319617.5531 Ouabain 195851.1079 210296.3506 199788.0267 209819.5136 247483.8812 246249.832 Oxandrolone 163603.478 170216.5592 157387.0666 171955.9752 170479.9748 175771.9151 Oxyphencyclimine 236084.6818 282795.7821 281436.0122 260067.5149 275029.02 305551.6921 Paliperidone 236092.6364 231761.1464 218780.5228 259923.3029 267710.6305 243719.6473 Pandamine 8720354.573 3617528.566 3427157.872 9316328.496 9952379.131 3963840.995 Pantetheine 368459.9528 585130.4306 537124.6952 412211.0348 440567.2754 619029.2657 Parillin 124592.8955 151704.1777 141026.697 152431.8026 166244.2485 171323.8905 Patellamide A 213680.4997 190175.6557 156638.4001 220307.0285 245590.0307 210970.7823 p-Coumaroylagmatine 469158.5074 269200.9483 258997.1318 503591.3445 543626.1354 284298.1239 PD 123177 216476.7478 229728.2528 217327.2278 226077.9639 238372.4486 243814.5435 Pedilstatin 191584.2598 563017.7295 498548.0006 222084.2783 230484.9409 606277.9643 Penicillin G 153379.725 143547.9884 167884.1421 157287.0785 188934.8176 180231.7444 Phalaenopsine T 22054.14541 321048.4093 305337.6618 24456.06187 28802.54043 346028.5014 Phaseollidin 291874.285 241201.2721 249284.9501 319432.8831 343681.1042 264109.1375 Phenanthrene-9,10-oxide 288875.9443 270554.8608 256046.3159 307371.4814 320001.5526 269826.4757 Phospho-anandamide 524401.0537 684225.613 636503.9699 555261.2028 604694.2785 767620.9263 Phosphodimethylethanolamine 255698.7499 131205.4847 118477.2903 267086.705 306001.3304 163306.4949 Phytyl diphosphate 214657.2183 211114.9715 197258.9948 226978.0528 248859.4246 224513.5706 Pilocarpine 422046.4056 409098.1434 366482.2699 431649.0898 468379.1911 406584.652 Pimelea factor P2 171506.5341 186122.8191 181712.9689 177243.0723 200402.6262 200149.1961 Pioglitazone 129579.37 165798.355 167290.3647 163879.6293 169015.8482 175962.8769 Pirbuterol 163484.0658 168479.8809 165653.5295 156360.9132 172558.8192 175061.8121 Plakortic acid 156702.7603 158208.1761 153043.5216 158433.223 161041.0916 160837.0676 Polhovolide 566962.0714 434871.9643 426839.1391 597116.0076 635131.1499 473511.859 Polysulfide 117304.3806 146001.0377 117466.341 183882.0796 134033.6859 116101.9465 Porphobilinogen 405220.5565 502216.843 474050.7585 435724.8649 469098.7366 516772.5051 Prednisolone tebutate 184945.2942 212582.4203 212816.5862 192460.9734 200791.0658 231290.6325 Prephytoene diphosphate 183322.6799 241184.2913 226812.2959 189175.2174 204589.8454 265352.7774 Proansamitocin 1444726.34 3127601.448 2973468.58 1538145.158 1662232.325 3454981.497 Procarbazine hydrochloride 185587.9338 204135.176 196416.4306 200199.8733 221323.0873 211667.1503 Prochlorperazine 171906.0648 161854.9697 138237.4619 180408.4017 194568.4973 165745.8749 Pronethalol 256565.416 239562.9863 222239.8829 269036.1376 282365.0402 228788.3958 Propazine 1453571.01 1331985.094 1233821.159 1537812.251 1676847.174 1368189.058 Prostaglandin F1alpha 190402.578 197985.8169 186763.4316 190626.1984 196586.5122 202552.6647 Protoveratrine B 148169.1248 177329.0409 176688.7421 174262.2079 185737.8119 199361.456 Psicofuranine 137054.3167 170557.8457 148955.8018 156558.8001 172455.1993 166623.2136 Pyraclofos 125607.0348 159298.6399 155803.2208 157496.4586 158916.7657 165896.3455 Pyridoxamine 455251.6703 463080.3023 424815.8396 474191.5681 506592.2085 459690.1173 Pyridoxine 154163.4032 126749.9987 148841.3663 133004.7216 165789.2349 157669.6012 Pyriminobac 163866.8517 168289.363 143642.5337 165538.2435 171227.2328 183713.8247 Pyrvinium 321585.7017 254591.9362 245060.5239 337164.1204 367378.8757 270529.2411 Quercetin 3-O-[beta-D-xylosyl-(1->2)-beta-D-glucoside] 151712.9762 169408.5641 126533.8466 162011.2101 167799.8445 167355.5439 Radium-226 135119.4702 128631.3586 119982.4615 148494.7177 143088.5972 143290.2762 Red chlorophyll catabolite 201657.2066 197322.2826 188298.4725 217191.2746 239800.0197 222763.2185 Remikiren 198981.4229 225260.9926 193727.5082 207437.4741 247760.1468 244267.5662 Rescinnamine 355150.9922 593241.7611 506703.1245 374118.6396 418644.1624 606108.7165 Ribostamycin 219247.4865 219444.1168 189107.9523 230337.8368 257828.8153 237335.7494 Rifamycin 181692.3842 187051.5392 177440.511 187285.6656 212984.5877 217890.2462 Rivastigmine 152833.6505 169481.431 157550.9936 161680.6879 162959.8274 166055.9376 Ruspolinone 158259.8441 172565.0808 149832.2641 162490.3239 164982.9644 162852.7426 Rutaevin 179227.6237 183675.8119 166618.1654 184110.6016 200988.2571 198492.9263 S-Adenosyl-L-methionine 148609.978 161997.0508 156561.6518 163225.8672 168060.2041 166756.9864 Salidroside 183880.6033 188794.9265 178559.5102 187795.6826 204274.3983 196062.0582 Secogalioside 155423.2724 157877.4149 151586.1805 155521.9333 162687.0371 169224.0308 Selagine 243345.5822 206146.2292 196510.5406 255410.157 268170.1953 214833.6977 Senkirkine 398152.9582 339938.3339 321384.7464 431123.5122 455896.4743 369671.6562 Sertraline 148514.2682 162237.4435 153463.5589 144647.0544 157685.643 158072.3694 Sophoranone 252908.3491 252565.2997 245987.0282 282847.6217 309052.0443 281106.2598 Spiradine A 320466.609 193369.3938 181206.1845 329170.3714 354547.2512 217606.3102 Spironolactone 860071.6405 442780.1556 418531.4427 898215.4111 990789.9232 485083.3221 SQ 26180 122914.7787 151011.2414 128014.7716 154831.5233 164692.0717 155481.262 Staurosporine 203302.1567 221976.6988 211121.4933 212605.0737 227102.1421 242528.2371 Stovaine 155854.1709 168488.0633 161378.1229 151550.1316 160467.0593 163743.0884 Streptothricin F acid 278424.0245 322488.0179 305062.3688 304027.9602 335150.0872 346147.0813 Sudan I 191457.1451 173205.3969 172060.6659 198531.8348 186290.4903 171196.0069 Sultopride 206203.0587 218812.0769 194291.2604 213853.7862 252264.2366 233340.6374 Taurolithocholate 173018.6785 256933.3107 258354.4216 184374.1799 197951.3685 283939.2217 Taxiphyllin 159747.2582 138143.3621 153946.9684 190396.6622 203213.1687 160420.5938 Terpendole I 279567.0039 302598.2515 281919.4928 293280.3401 326813.2086 325262.3775 Tetrabenazine 203281.7341 53897.18875 364080.3704 195395.3149 225531.228 44415.39905 Tetrahydroharmine 274658.9116 179290.4206 155765.2452 301141.5933 315654.1347 183515.4169 Tetrahydropalmatine 191301.3845 197978.66 184862.1382 201731.1015 223237.7736 202249.3158 Tetraneurin A 175324.6384 190478.5717 163641.0172 188995.9666 197239.7663 194688.5301 Thapsigargin 184070.8875 202463.6786 184865.1525 190724.3692 213012.2995 218165.9394 Thiamine aldehyde 160041.9317 144995.1545 162026.9386 162776.1586 158787.4146 169254.0821 Thiethylperazine 184242.5751 186780.3043 174190.6414 187763.4002 196342.9272 193314.5824 THTC 342493.9281 309836.59 269511.7403 400641.6814 415419.1596 266094.8628 Tirofiban 563594.4791 503178.6968 474726.1254 600417.2116 647727.3083 541909.1483 Tolmetin sodium 156867.998 169204.4484 158204.591 161139.6107 168641.8993 163789.65 Toonacilin 692651.6744 1386396.464 1317916.855 753009.3231 806443.7729 1513490.736 Toxyl angelate 182718.691 225024.7232 206266.1488 192213.81 212423.3685 231357.5046 trans,trans-Farnesyl phosphate 19694.67764 580586.4272 525670.9303 47580.98476 54130.98866 609443.0621 trans-4-Hydroxystilbene 152528.245 178956.4832 139213.9343 177790.0464 185545.2845 163811.2654 trans-Cinnamate 249929.8147 266235.0153 278466.5345 296936.1184 290519.8492 299025.7368 Triadimefon 164918.3168 161772.2816 141890.8382 181802.0429 167614.474 158749.437 Triamcinolone hexacetonide 271287.4341 262504.1247 247279.1426 286656.3875 301793.2528 284673.3533 Trimethobenzamide 260164.9271 329079.8794 291837.1051 273577.1657 301759.0518 354279.2991 Trimetrexate 202612.7974 208045.006 198099.7062 233020.2983 233009.0061 217224.6243 Tropine 134177.9779 146542.6723 140590.8603 150750.1636 149307.0753 148973.0025 Trp-P-2 143453.3439 156946.2223 129506.6243 138314.508 170064.0818 130298.1202 Trypanothione 941859.7506 849438.2946 834394.6686 992350.7464 1064389.93 949238.341 Tryprostatin A 166119.1034 303752.1126 283136.4518 172963.9074 180787.67 309177.7172 Tubulysin A 169087.2227 183549.0244 156955.7956 181058.3218 203937.7142 205135.8374 UCL 1684 250167.9562 218882.5579 208117.6897 265916.5073 288054.3593 240439.5069 Uracil 120714.947 140085.9677 127907.8676 115129.3759 166659.8458 126216.2959 Uridine 200307.6002 218728.1497 202691.8931 208606.2824 224662.9164 234090.7695 Valtratum 308849.3665 269075.0797 21304.67935 314305.5597 340131.2218 31225.86517 Verapamil 161504.247 195809.3831 185448.5475 170248.4472 178957.6301 203142.8805 Veratridine 2039324.807 3128457.164 3072849.352 2191356.775 2345304.252 3560545.099 Verruculogen 180313.6156 193207.4493 184304.8797 189476.2642 215617.8323 210307.0034 Viguiestenin 239444.5802 235643.0036 212222.3222 249794.9333 267138.9937 249205.439 Vincamine 462991.9199 399594.9899 370425.7546 485745.2068 521475.523 416673.8108 Virginiamycin S1 152694.6466 170178.909 159692.5445 164728.2107 182915.4968 191285.0364 Vomilenine 264837.0624 247733.6901 228095.7049 278858.6407 303608.8003 260915.1293 WIN I(S) 1415750.692 11568.0416 63470.7614 1513539.787 1637373.244 74526.64075 WIN VI 209078.5103 208264.7205 202962.3398 234319.9017 246423.7067 218265.5806 Xamoterol 807254.6963 780713.3668 722119.132 857027.3799 947378.2082 812026.1702 Xanthan 170464.3845 181864.8065 154619.9782 173374.4592 176959.0552 185107.9904 Xylobiose 175327.1271 187502.1375 169579.5187 195242.0904 198970.6984 189587.8115 Zalcitabine 304119.8669 50777.66227 48152.32797 327765.0727 341016.4224 50899.77396 Zanamivir 176732.3419 208195.2219 199738.0788 184429.5279 195458.2904 212570.9276 Zeatin 272489.9504 180302.6386 175455.4688 313800.774 325009.3791 176111.0111 Zolpidem 283028.7895 307029.4687 293939.2319 285241.403 319570.8688 324267.3689 Z-Tyr-Leu-NHOH 236624.2322 264822.8215 233384.9306 258088.2772 289120.4123 302939.2161 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name (-)-Apparicine (3-Arylcarbonyl)-alanine (9Z,11E)-(13S)-13-Hydroperoxyoctadeca-9,11-dienoic acid (9Z,12Z)-(8R)-Hydroxyoctadeca-9,12-dienoic acid (Ac)2-L-Lys-D-Ala (Ac)2-L-Lys-D-Ala-D-Ala (R)-(Homo)3-citrate (R)-2-Methylimino-1-phenylpropan-1-ol (S)-Malate (S)-Scoulerine 1,2-Dehydroreticuline 1,2-Diamino-4-nitrobenzene 1,4'-Bipiperidine-1'-carboxylic acid 1,8-Diazacyclotetradecane-2,9-dione 10-Deacetyl-2-debenzoylbaccatin III 10-Deacetylbaccatin III 12-Keto-leukotriene B4 12-OPDA 12-trans-Hydroxy juvenile hormone III 15beta-Hydroxy-7alpha-mercapto-pregn-4-ene-3,20-dione 7-acetate 16alpha-Hydroxydehydroepiandrosterone 16-Epivellosimine 17beta-(1H-Imidazol-4-yl)androst-5-en-3beta-ol 17-Methylmorphinan 19-(4-Hydroxyphenyl)nonadecanoyl adenylate 1-Acetylaspidoalbidine 1-Carbazol-9-yl-3-(3,5-dimethylpyrazol-1-yl)-propan-2-ol 1-Naphthylacetylspermine 2-(4-Methoxyphenethyl)chromone 2,3-Dihydrothienamycin 2,4-Dioxotetrahydropyrimidine D-ribonucleotide 2,5-Dichloro-4-oxohex-2-enedioate 2-[2-(4-Pyridinyl)-1-butenyl]phenol 20-Oxo-5-O-beta-mycaminosyltylactone 2'-Dehydrokanamycin A 2-Hydroxyestrone 2-Methyl-4-chlorophenoxybutyric acid 2-Naphthylamine 2-Oxo-7-methylthioheptanoic acid 2-Oxoglutaramate 3,3'-Dichloro-4,4'-diaminodiphenyl ether 3,3-Difluoro-17-methyl-5alpha-androstan-17beta-ol 3,4,3'-Tri-O-methylellagic acid 3',4'-Anhydrovinblastine 3,4-Diphenyltetrahydrofuran 3alpha,12alpha-Dihydroxy-5beta-pregnan-20-one diacetate 3beta-Fluoroandrost-5-en-17beta-ol 3'-Demethylstaurosporine 3'-Deoxydihydrostreptomycin 3''-Hydroxy-geranylhydroquinone 3-Hydroxykynurenamine 3-Methyleneoxindole 3-Methylguanine 3-Methylindolepyruvate 3-Phosphoglycerol-glutathione 4-(Hydroxylamino)-N,N-dimethylaniline 4,4'-Diapolycopenedial 4,4-Disubstituted cyclohexenone 4,4'-Methylenediphenyl diisocyanate 4,6-Diamino-5-formamidopyrimidine 4-Amino-4-deoxychorismate 4-Dimethylallyl-L-abrine 4-Hydroxymethylphenylhydrazine 4-Methylene-L-glutamine 4'-O-Demethylsordarin 4-Phenethylphenol 5-Acetylamino-6-formylamino-3-methyluracil 5-Amino-6-(1-D-ribitylamino)uracil 5-Guanidino-3-methyl-2-oxopentanoate 5-Hydroxyindoleacetylglycine 5-Hydroxyindolepyruvate 5-Hydroxy-L-tryptophan 5-Hydroxymethyldeoxycytidylate 5-O-Methylembelin 5-O-Methyl-myo-inositol 6-(1,2,3,4-Tetrahydro-6-methoxy-2-naphthyl)-2(1H)-pyridone 6,8a-Seco-6,8a-deoxy-5-oxoavermectin ''1a'' aglycone 6-Acetamido-3-oxohexanoate 6-Acetophenazine-1-carboxylic acid 6-Acetylpicropolin 6beta-Hydroxy-17beta-estradiol 6'''-Deamino-6'''-oxoparomomycin II 6-Hydroxypseudooxynicotine 6-Oxabicyclo[3.1.0]hexane-2-undecanoic acid methyl ester 7,8-Dihydromethanopterin 8-Amino-7-oxononanoate 8-Oxodeoxycoformycin 9,10-Dihydroergocornine methanesulfonate 9alpha-Fluoro-11beta,17alpha,21-trihydroxypregna-1,4-diene-3,20-dione 21-acetate 9-Oxononanoic acid Acadesine Aconifine Acronycidine Adouetine Z Agrimophol Ajmaline Ajugalactone Akuammine Alangicine Alloxydim alpha,alpha'-Trehalose 6-phosphate alpha,beta-Didehydrotryptophan alpha-Eucaine alpha-Ionone Amaryllisine Americine Amprenavir AM-toxin I Ancistrocladine Androst-4-ene-3beta,17beta-diol diacetate Angiotensin IV Annolobine Anopterine Antioside Apoatropine Aprobarbital Asclepin Aspergillic acid Astemizole Asukamycin Atalaphylline Athamantin Atractyloside A Atrazine Azafrin Balofloxacin Baptifoline Beiwutine Belladine Benazeprilat Benzo[b]fluorene Benzyl viologen Berbamunine Bergenin Betamethasone Biocytin Biotin Bis(1-aziridinyl)morpholinophosphine sulfide Bisphenol B Bitolterol Boc-Asn Borreline BQ 123 Buclizine Butabarbital Butorphanol Calafatimine Calophyllolide Candicidin D Carapanaubine Carnosine Carpipramine maleate Carvedilol Ceceline Cerulenin Cetraxate Chamazulene Chanoclavine-I Chaparrin Chloramphenicol palmitate Chlorophyllide Chloroquine Chrysene Cicutoxin Cinncassiol C3 Ciprofloxacin Clemastine Codonocarpine Coformycin Compactin diol lactone Compound III(S) Compound IV Convallasaponin A Cortisone Cotylenin F Coumestrol Cryptopleurine Cucurbic acid Cucurbitacin B Curcumin diglucoside Cyclo[(Z)-alpha,beta-didehydrophenylalanyl-L-leucyl] Cymarin Cynometrine Cyphenothrin Cytarabine ocfosphate DAMGO Deacetylcolchicine Deacetylvindoline Deamino-alpha-keto-demethylphosphinothricin Deaminohydroxyblasticidin S Decoside Deethylatrazine Dehydroemetine Deltaline Deoxyadenosine Deoxyguanidinoproclavaminic acid Deoxylimononic acid D-ring-lactone Dermorphin Desacetoxyvindoline Deslanoside Destomysin Dethiobiotin Devapamil Devazepide Diclomezine Diethyl phenyl phosphate Dihydrozeatin riboside Dimetacrine tartrate Discadenine Distigmine Disulfiram D-Lysopine Dodecanamide Dodemorph dTDP-2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitroso-beta-L-arabino-hexopyranose DTP Echitovenine Ectoine Elatine Emetamine Enalapril Ergonovine Erythratidine Eseramine Estrone Ethylketocyclazocine Etodolac Falaconitine Fasoracetam Febrifugine Fenamiphos Fenapanil Fexofenadine Finaconitine Flumetover Fluocinonide Fluorene Fluphenazine enanthate Flutriafol Fosinoprilat Fulvine Gallopamil gamma-Glutamyl-beta-aminopropiononitrile gamma-Glutamyl-gamma-aminobutyraldehyde Gemfibrozil Geranyl phosphate Gibberellin A1 Gibberellin A20 Gibberellin A44 diacid Glaucarubolone Glutathione disulfide Glycochenodeoxycholate 7-sulfate Gomisin D Goniodomin A Granisetron Guanidinoproclavaminic acid Guanine Hedamycin Hellebrigenin 3-acetate Herbimycin Hetisine Humilixanthin Hydnocarpic acid Hydrocortisone caproate Hymenoxon Hypoxanthine Ibutilide Imazaquin Indole Inflexin Irbesartan Irinotecan carboxylate Iriomoteolide 1a Isobrucein A Isocarbamid Isodomedin Juvenile hormone II acid Kanamycin B Kanokoside A Karwinaphthol B Kikkanol A Kolaflavanone Kyotorphin L-Alanyl-gamma-D-glutamyl-L-lysine L-alpha-Acetyl-N,N-dinormethadol Lappaconitine L-Asparagine Lemobiline Leucyl-leucyl-norleucine Leu-Gly-Pro Leukotriene D4 Leukotriene E4 Levetiracetam L-Formylkynurenine LG 100268 Limonoate Linamarin Lincomycin Lindheimerine Lipoate Lividomycin B L-Kynurenine LL-2,6-Diaminoheptanedioate L-Leucine L-Lysine L-Lysine 1,6-lactam L-Methionine L-Mimosine Lolitrem B Loperamide Lophocerine Lovastatin L-Phenylalanine L-Tryptophan Maculosin Magnocurarine Magnoflorine Mahanimbine Mannopine Mascaroside Mefenacet Mefenamic acid Megastachine Meleagrin Metaxalone Methaqualone Methyl 2-diazoacetamidohexonate Methyl acetyl ricinoleate Methylprednisolone acetate Metocurine Metolachlor Mevastatin Mirtazapine Morellin Morindaparvin A Morphinone Morusin Mycinamicin VI N-(Acetyloxy)benzenamine N(beta)-Epoxysuccinamoyl-DAP-Val N,N-Didesmethyltamoxifen N1,N8-Bis(sinapoyl)spermidine N1-Acetylspermidine N2,N5-Dibenzoyl-L-ornithine N4-(Acetyl-beta-D-glucosaminyl)asparagine N6-Methyl-2'-deoxyadenosine N-Acetyl-beta-D-glucosaminylamine N-Acetyl-D-glucosaminyl-N-acetylmuramoyl-L-Ala-D-glutamyl-6-carboxy-L-lysine N-Acetylleucyl-leucyl-methioninal N-Acetylleukotriene E4 N-Acetylmethionine N-Acetylornithine N-Acetylpuromycin N-Acetylserotonin Naltriben Naproanilide Naproxen N-Caffeoylputrescine Nebramycin 5' Nebularine Neostigmine methylsulfate N-Formyl-4-amino-5-aminomethyl-2-methylpyrimidine N-Formyl-norleucyl-leucyl-phenylalanyl-methylester Nicotinate Nicotyrine Nitrilacarb Norsanguinine Nortriptyline Nystatin A3 OA-6129 B1 OA-6129 E Obacunone Obamegine Obliquine Oblongolide Ochrolifuanine A Octhilinone Octopine Olopatadine Olsalazine omega-Carboxy-N-acetyl-LTE4 Ondansetron Osthol Ouabain Oxandrolone Oxyphencyclimine Paliperidone Pandamine Pantetheine Parillin Patellamide A p-Coumaroylagmatine PD 123177 Pedilstatin Penicillin G Phalaenopsine T Phaseollidin Phenanthrene-9,10-oxide Phospho-anandamide Phosphodimethylethanolamine Phytyl diphosphate Pilocarpine Pimelea factor P2 Pioglitazone Pirbuterol Plakortic acid Polhovolide Polysulfide Porphobilinogen Prednisolone tebutate Prephytoene diphosphate Proansamitocin Procarbazine hydrochloride Prochlorperazine Pronethalol Propazine Prostaglandin F1alpha Protoveratrine B Psicofuranine Pyraclofos Pyridoxamine Pyridoxine Pyriminobac Pyrvinium Quercetin 3-O-[beta-D-xylosyl-(1->2)-beta-D-glucoside] Radium-226 Red chlorophyll catabolite Remikiren Rescinnamine Ribostamycin Rifamycin Rivastigmine Ruspolinone Rutaevin S-Adenosyl-L-methionine Salidroside Secogalioside Selagine Senkirkine Sertraline Sophoranone Spiradine A Spironolactone SQ 26180 Staurosporine Stovaine Streptothricin F acid Sudan I Sultopride Taurolithocholate Taxiphyllin Terpendole I Tetrabenazine Tetrahydroharmine Tetrahydropalmatine Tetraneurin A Thapsigargin Thiamine aldehyde Thiethylperazine THTC Tirofiban Tolmetin sodium Toonacilin Toxyl angelate trans,trans-Farnesyl phosphate trans-4-Hydroxystilbene trans-Cinnamate Triadimefon Triamcinolone hexacetonide Trimethobenzamide Trimetrexate Tropine Trp-P-2 Trypanothione Tryprostatin A Tubulysin A UCL 1684 Uracil Uridine Valtratum Verapamil Veratridine Verruculogen Viguiestenin Vincamine Virginiamycin S1 Vomilenine WIN I(S) WIN VI Xamoterol Xanthan Xylobiose Zalcitabine Zanamivir Zeatin Zolpidem Z-Tyr-Leu-NHOH METABOLITES_END #END