Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:36:18 UTC
Update Date2024-04-30 20:01:06 UTC
Metabolite IDMMDBc0033139
Metabolite Identification
Common NameL-Gulono-1,4-lactone
DescriptionL-Gulono-1,4-lactone, also known as L-gulonolactone, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. L-Gulono-1,4-lactone exists in all living species, ranging from bacteria to plants to humans. L-Gulono-1,4-lactone has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make L-Gulono-1,4-lactone a potential biomarker for the consumption of these foods. L-Gulono-1,4-lactone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on L-Gulono-1,4-lactone.
Structure
Synonyms
ValueSource
gamma-GulonolactoneChEBI
L-Gulonic acid gamma-lactoneChEBI
L-Gulono-gamma-lactoneChEBI
g-GulonolactoneGenerator
Γ-gulonolactoneGenerator
L-Gulonate g-lactoneGenerator
L-Gulonate gamma-lactoneGenerator
L-Gulonate γ-lactoneGenerator
L-Gulonic acid g-lactoneGenerator
L-Gulonic acid γ-lactoneGenerator
L-Gulono-g-lactoneGenerator
L-Gulono-γ-lactoneGenerator
L-(+)-gulono-1,4-LactoneHMDB
L-Gulono-1,4-lactoneHMDB
Reduced ascorbateHMDB
Reduced ascorbic acidHMDB
Gulonolactone, (L)-isomerMeSH, HMDB
GulonolactoneMeSH, HMDB
Gulonolactone, (D)-isomerMeSH, HMDB
Dihydroascorbic acidHMDB
L-(+)-Gulonic acid gamma-lactoneHMDB
L-(+)-Gulonic acid γ-lactoneHMDB
L-GulonolactoneHMDB
Molecular FormulaC6H10O6
Average Mass178.14
Monoisotopic Mass178.047738052
IUPAC Name(3S,4R,5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one
Traditional NameL-gulonolactone
CAS Registry Number1128-23-0
SMILES
[H][C@@]1(OC(=O)[C@@H](O)[C@H]1O)[C@@H](O)CO
InChI Identifier
InChI=1S/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2-,3+,4-,5+/m0/s1
InChI KeySXZYCXMUPBBULW-SKNVOMKLSA-N