CHEBI:38290 - L-ascorbate

ChEBI IDCHEBI:38290
ChEBI NameL-ascorbate
Stars
ASCII NameL-ascorbate
DefinitionThe L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants.
Secondary ChEBI IDsCHEBI:13082, CHEBI:13861
Last Modified3 August 2021
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC6H7O6
Net Charge-1
Average Mass175.116
Monoisotopic Mass175.02481
SMILES[H][C@]1([C@@H](O)CO)OC(=O)C(O)=C1[O-]
InChIInChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/p-1/t2-,5+/m0/s1
InChIKeyCIWBSHSKHKDKBQ-JLAZNSOCSA-M
Species of MetaboliteComponentSourceComments
Daphnia magna (ncbitaxon:35525) - Article (Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268)
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
cofactor  An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Daphnia magna metabolite  A Daphnia metabolite produced by the species Daphnia magna.
water-soluble vitamin (role)  Any vitamin that dissolves in water and readily absorbed into tissues for immediate use. Unlike the fat-soluble vitamins, they are not stored in the body and need to be replenished regularly in the diet and will rarely accumulate to toxic levels since they are quickly excreted from the body via urine.
ChEBI Ontology
Outgoing Relation(s)
L-ascorbate (CHEBI:38290) has role Daphnia magna metabolite (CHEBI:83056)
L-ascorbate (CHEBI:38290) has role cofactor (CHEBI:23357)
L-ascorbate (CHEBI:38290) has role human metabolite (CHEBI:77746)
L-ascorbate (CHEBI:38290) is a ascorbate (CHEBI:22651)
L-ascorbate (CHEBI:38290) is a vitamin C (CHEBI:176783)
L-ascorbate (CHEBI:38290) is conjugate base of L-ascorbic acid (CHEBI:29073)
Incoming Relation(s)
sodium ascorbate (CHEBI:113451) has part L-ascorbate (CHEBI:38290)
L-ascorbic acid (CHEBI:29073) is conjugate acid of L-ascorbate (CHEBI:38290)
IUPAC Name 
(2R)-2-[(1S)-1,2-dihydroxyethyl]-4-hydroxy-5-oxo-2,5-dihydrofuran-3-olate
Synonyms  Source
AscorbateKEGG COMPOUND
L-AscorbateKEGG COMPOUND
L-ascorbate(1−)ChEBI
L-ascorbic acid, ion(1−)ChemIDplus
Vitamin CKEGG COMPOUND
UniProt Name  Source
L-ascorbateUniProt
Manual XrefsDatabases
10239162ChemSpider
ASCORBATEMetaCyc
C00072KEGG COMPOUND
Registry NumbersSources
Beilstein:3549814Beilstein
Gmelin:506552Gmelin
CAS:299-36-5ChemIDplus
Citations