Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	63463
Common Name:	Mycophenolic acid O-acyl-glucuronide
Systematic Name:	1-O-[(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoyl]-beta-D-glucopyranuronic acid
Synonyms:	AcMPAG; mycophenolic acid acyl glucuronide; mycophenolic acid acyl-glucuronide; mycophenolic acid-O-acyl-beta-D-glucopyranuronoside [PubChem Synonyms]
Exact Mass:	496.1581 (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-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C23H28O12
InChIKey:	QBMSTEZXAMABFF-UEARNRKISA-N
ClassyFire superclass:	Organic oxygen compounds
ClassyFire class:	Organooxygen compounds
ClassyFire subclass:	Carbohydrates and carbohydrate conjugates
ClassyFire direct parent:	O-glucuronides
SMILES:	C/C(=CCc1c(c2c(COC2=O)c(C)c1OC)O)/CCC(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](C(=O)O)O1)O)O)O
Studies:	Available studies(via PubChem CID)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	10028772
CHEBI ID:	64689
HMDB ID:	HMDB0060491
Plant Metabolite Hub(Pmhub):	MS000027861

Calculated physicochemical properties (?):

Heavy Atoms:	35
Rings:	3
Aromatic Rings:	1
Rotatable Bonds:	9
van der Waals Molecular volume:	445.48 Å3 molecule-1
Toplogical Polar Sufrace Area:	193.42 Å2 molecule-1
Hydrogen Bond Donors:	5
Hydrogen Bond Acceptors:	12
logP:	1.52
Molar Refractivity:	118.18
Fraction sp3 Carbons:	0.52
sp3 Carbons:	12

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y
NPClassifier classification: "NPClassifier: A Deep Neural Network-Based Structural Classification Tool for Natural Products", Kim HW, Wang M, Leber CA, Nothias LF, Reher R, Kang KB, van der Hooft JJJ, Dorrestein PC, Gerwick WH and Cottrell GW. J Nat Prod. 2021 Nov 26;84(11):2795-2807.DOI: 10.1021/acs.jnatprod.1c00399.