Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-04-29 22:46:22 UTC
Update Date2022-12-15 22:52:19 UTC
Metabolite IDMMDBc0049923
Metabolite Identification
Common NameHydroxymethylglutathione
DescriptionS-Hydroxymethylglutathione is a critical component of the binding site for activating fatty acids in glutathione-dependent formaldehyde dehydrogenase activity (OMIM: 103710 ). Formaldehyde dehydrogenase (FDH; EC 1.2.1.1), a widely occurring enzyme, catalyzes the oxidation of S-hydroxymethylglutathione into S-formylglutathione in the presence of NAD (PMID: 2806555 ).
Structure
Synonyms
ValueSource
2-amino-4-[1-CARBOXYMETHYL-carbamoyl)-2-hydroxymethylsulfanyl-ethylcarbamoyl]-butyrIC ACIDChEBI, HMDB
S-HydroxymethylglutathioneChEBI
2-amino-4-[1-CARBOXYMETHYL-carbamoyl)-2-hydroxymethylsulfanyl-ethylcarbamoyl]-butyrateGenerator, HMDB
2-amino-4-[1-CARBOXYMETHYL-carbamoyl)-2-hydroxymethylsulphanyl-ethylcarbamoyl]-butyrateGenerator, HMDB
2-amino-4-[1-CARBOXYMETHYL-carbamoyl)-2-hydroxymethylsulphanyl-ethylcarbamoyl]-butyric acidGenerator, HMDB
S-Hydroxymethyl-glutathioneHMDB
SerGSHMeSH, HMDB
Formaldehyde-glutathione thiohemiacetalHMDB
Glutathione-formaldehyde thiohemiacetalHMDB
L-gamma-Glutamyl-S-(hydroxymethyl)-L-cysteinylglycineHMDB
L-γ-Glutamyl-S-(hydroxymethyl)-L-cysteinylglycineHMDB
S-(Hydroxymethyl)glutathioneHMDB
Molecular FormulaC11H19N3O7S
Average Mass337.349
Monoisotopic Mass337.094370667
IUPAC Name(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-[(hydroxymethyl)sulfanyl]ethyl]carbamoyl}butanoic acid
Traditional NameS-hydroxymethylglutathione
CAS Registry NumberNot Available
SMILES
N[C@@H](CCC(=O)N[C@@H](CSCO)C(=O)NCC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C11H19N3O7S/c12-6(11(20)21)1-2-8(16)14-7(4-22-5-15)10(19)13-3-9(17)18/h6-7,15H,1-5,12H2,(H,13,19)(H,14,16)(H,17,18)(H,20,21)/t6-,7-/m0/s1
InChI KeyPIUSLWSYOYFRFR-BQBZGAKWSA-N