Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	52470
Common Name:	S-prenyl-L-cysteine
Systematic Name:	S-(3-methylbut-2-en-1-yl)-L-cysteine
RefMet Name:	S-Prenyl-L-cysteine
Synonyms:	2-Amino-3-prenylmercaptopropionic acid; 2-Amino-3-prenylthiopropionic acid; 3-((3-Methyl-2-butenyl)thio)-L-alanine; S-(3-Methyl-2-butenyl-L-cysteine); S-dimethylallyl-L-cysteine [PubChem Synonyms]
Exact Mass:	189.0823 (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:	C8H15NO2S
InChIKey:	ULHWZNASVJIOEM-ZETCQYMHSA-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:	L-cysteine-S-conjugates [C0004555]
SMILES:	CC(=CCSC[C@@H](C(=O)O)N)C
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	21359
CHEBI ID:	47914
HMDB ID:	HMDB0012286
KEGG ID:	C06751
MetaCyc ID:	S-PRENYL-L-CYSTEINE

Calculated physicochemical properties (?):

Heavy Atoms:	12
Rings:	0
Aromatic Rings:	0
Rotatable Bonds:	5
van der Waals Molecular volume:	188.77 Å3 molecule-1
Toplogical Polar Sufrace Area:	63.32 Å2 molecule-1
Hydrogen Bond Donors:	2
Hydrogen Bond Acceptors:	2
logP:	1.95
Molar Refractivity:	53.86
Fraction sp3 Carbons:	0.62
sp3 Carbons:	5

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