Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	54657
Common Name:	Acetaminophen glutathione conjugate
Systematic Name:	L-gamma-glutamyl-S-(5-acetamido-2-hydroxyphenyl)-L-cysteinylglycine
Synonyms:	3-(Glutathion-S-yl)acetaminophen; AA-Glutathion; AA-Gsh; Acetaminophen glutathion; Glutathione-S-acetaminophen conjugate [PubChem Synonyms]
Exact Mass:	456.1315 (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:	C18H24N4O8S
InChIKey:	VFNAXGMNFCUWCI-RYUDHWBXSA-N
ClassyFire superclass:	Organic acids and derivatives [C0000264]
ClassyFire class:	Carboxylic acids and derivatives [C0000265]
ClassyFire subclass:	Amino acids, peptides, and analogues [C0000013]
ClassyFire direct parent:	Oligopeptides [C0004831]
SMILES:	CC(=O)Nc1ccc(c(c1)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)O
Studies:	-

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	83998
CHEBI ID:	32639

Calculated physicochemical properties (?):

Heavy Atoms:	31
Rings:	1
Aromatic Rings:	1
Rotatable Bonds:	12
van der Waals Molecular volume:	408.41 Å3 molecule-1
Toplogical Polar Sufrace Area:	208.15 Å2 molecule-1
Hydrogen Bond Donors:	7
Hydrogen Bond Acceptors:	8
logP:	0.46
Molar Refractivity:	112.56
Fraction sp3 Carbons:	0.39
sp3 Carbons:	7

Human Pathway links:

REACTOME pathways containing this metabolite

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