RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0137308
RefMet name	SN-38
Systematic name	(2S)-2-[12-ethyl-2-hydroxy-8-(hydroxymethyl)-9-oxo-11H-indolizino[1,2-b]quinolin-7-yl]-2-hydroxy-butanoate
Synonyms	PubChem Synonyms
Exact mass	409.139961 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C22H21N2O6	View other entries in RefMet with this formula
Molecular descriptors
Molfile	69660 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C22H22N2O6/c1-3-12-13-7-11(26)5-6-17(13)23-19-14(12)9-24-18(19)8-16(15(10-25)20(24)27)22(30,4-2)21(28)29/h5-8,25-26,30H,3 -4,9-10H2,1-2H3,(H,28,29)/p-1/t22-/m0/s1
InChIKey	IRKZFHZUIBLGKU-QFIPXVFZSA-M	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	CCc1c2cc(ccc2nc2c1Cn1c2cc(c(CO)c1=O)[C@@](CC)(C(=O)[O-])O)O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Alkaloids
Main Class	Tryptophan alkaloids
Sub Class	Pyrroloquinoline alkaloids
Distribution of SN-38 in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting SN-38
External Links
Pubchem CID	443148
ChEBI ID	8988
KEGG ID	C11173
HMDB ID	HMDB0060510
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving SN-38

Rxn ID	KEGG Reaction	Enzyme
R08255	Irinotecan + H2O <=> SN-38 + 1,4'-Bipiperidine-1'-carboxylic acid	Irinotecan + H2O <=> SN-38 + 1,4'-Bipiperidine-1'-carboxylic acid
R08258	NPC + H2O <=> SN-38 + 4-Amino-1-piperidinecarboxylic acid	NPC + H2O <=> SN-38 + 4-Amino-1-piperidinecarboxylic acid
R08259	SN-38 + UDP-glucuronate <=> SN38 glucuronide + UDP	SN-38 + UDP-glucuronate <=> SN38 glucuronide + UDP
R08260	SN38 glucuronide + H2O <=> SN-38 + D-Glucuronate	SN38 glucuronide glucuronosohydrolase

Table of KEGG human pathways containing SN-38

Pathway ID	Human Pathway	# of reactions
hsa00983	Drug metabolism - other enzymes	4