Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	70955
Common Name:	Bis-gamma-glutamylcystine
Systematic Name:	(2S)-2-amino-5-[[(1R)-2-[[(2R)-2-[[(4S)-4-amino-4-carboxy-butanoyl]amino]-2-carboxy-ethyl]disulfanyl]-1-carboxy-ethyl]amino]-5-oxo-pentanoic acid
RefMet Name:	Bis-gamma-glutamylcystine
Synonyms:	Oxidized gamma-glutamylcysteine; Bis-gamma-L-glutamyl-L-cystine; Oxidized gamma-L-glutamyl-L-cysteine; C03646 [PubChem Synonyms]
Exact Mass:	498.1090 (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:	C16H26N4O10S2
InChIKey:	GOZJYXJJQVGDOJ-XKNYDFJKSA-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:	Dipeptides [C0004830]
SMILES:	C(CC(=O)N[C@@H](CSSC[C@@H](C(=O)O)NC(=O)CC[C@@H](C(=O)O)N)C(=O)O)[C@@H](C(=O)O)N
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	14253336
CHEBI ID:	17257
KEGG ID:	C03646
Plant Metabolite Hub(Pmhub):	MS000018016

Calculated physicochemical properties (?):

Heavy Atoms:	32
Rings:	0
Aromatic Rings:	0
Rotatable Bonds:	17
van der Waals Molecular volume:	438.44 Å3 molecule-1
Toplogical Polar Sufrace Area:	259.44 Å2 molecule-1
Hydrogen Bond Donors:	8
Hydrogen Bond Acceptors:	10
logP:	-0.39
Molar Refractivity:	116.77
Fraction sp3 Carbons:	0.62
sp3 Carbons:	10

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