CHEBI:29073 - L-ascorbic acid

ChEBI IDCHEBI:29073
ChEBI NameL-ascorbic acid
Stars
ASCII NameL-ascorbic acid
DefinitionThe L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.
Secondary ChEBI IDsCHEBI:2868, CHEBI:17208, CHEBI:21240, CHEBI:40892, CHEBI:43473
Last Modified22 January 2024
DownloadsMolfile
FormulaC6H8O6
Net Charge0
Average Mass176.124
Monoisotopic Mass176.03209
SMILES[H][C@]1([C@@H](O)CO)OC(=O)C(O)=C1O
InChIInChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1
InChIKeyCIWBSHSKHKDKBQ-JLAZNSOCSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Arabidopsis thaliana (ncbitaxon:3702) - DOI (10.1046/j.1365-3040.2001.00686.x)
Roles Classification
Chemical Roles:
food antioxidant  An antioxidant that used as a food additives to help guard against food deterioration.
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
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).
food antioxidant  An antioxidant that used as a food additives to help guard against food deterioration.
food colour retention agent  A food additive that intensifies, retains or stabilises the colour of a food.
flour treatment agent  A food additive which is added to flour or dough to improve baking quality and/or colour.
coenzyme  A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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.
Applications:
food antioxidant  An antioxidant that used as a food additives to help guard against food deterioration.
food colour retention agent  A food additive that intensifies, retains or stabilises the colour of a food.
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
flour treatment agent  A food additive which is added to flour or dough to improve baking quality and/or colour.
skin lightening agent  Any cosmetic used to lighten the colour of skin by reducing the concentration of melanin.
ChEBI Ontology
Outgoing Relation(s)
L-ascorbic acid (CHEBI:29073) has role coenzyme (CHEBI:23354)
L-ascorbic acid (CHEBI:29073) has role cofactor (CHEBI:23357)
L-ascorbic acid (CHEBI:29073) has role flour treatment agent (CHEBI:64577)
L-ascorbic acid (CHEBI:29073) has role food antioxidant (CHEBI:77962)
L-ascorbic acid (CHEBI:29073) has role food colour retention agent (CHEBI:78006)
L-ascorbic acid (CHEBI:29073) has role geroprotector (CHEBI:176497)
L-ascorbic acid (CHEBI:29073) has role plant metabolite (CHEBI:76924)
L-ascorbic acid (CHEBI:29073) has role skin lightening agent (CHEBI:85046)
L-ascorbic acid (CHEBI:29073) is a ascorbic acid (CHEBI:22652)
L-ascorbic acid (CHEBI:29073) is a vitamin C (CHEBI:176783)
L-ascorbic acid (CHEBI:29073) is conjugate acid of L-ascorbate (CHEBI:38290)
L-ascorbic acid (CHEBI:29073) is enantiomer of D-ascorbic acid (CHEBI:51384)
Incoming Relation(s)
L-ascorbic acid 2-phosphate (CHEBI:167162) has functional parent L-ascorbic acid (CHEBI:29073)
L-ascorbic acid 6-phosphate (CHEBI:61701) has functional parent L-ascorbic acid (CHEBI:29073)
L-dehydroascorbic acid (CHEBI:27956) has functional parent L-ascorbic acid (CHEBI:29073)
1,12-di-L-ascorbyl dodecanedioate (CHEBI:59753) has functional parent L-ascorbic acid (CHEBI:29073)
ascorbigen (CHEBI:64944) has functional parent L-ascorbic acid (CHEBI:29073)
ascorbyl dipalmitate (CHEBI:85080) has functional parent L-ascorbic acid (CHEBI:29073)
L-ascorbate (CHEBI:38290) is conjugate base of L-ascorbic acid (CHEBI:29073)
D-ascorbic acid (CHEBI:51384) is enantiomer of L-ascorbic acid (CHEBI:29073)
IUPAC Names 
L-threo-hex-2-enono-1,4-lactone
(5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one
INNs  Source
acide ascorbiqueChemIDplus
ascorbic acidKEGG DRUG
ácido ascórbicoChemIDplus
acidum ascorbicumChemIDplus
Synonyms  Source
Ascorbic acidKEGG COMPOUND
L-AscorbateKEGG COMPOUND
L-Ascorbic acidKEGG COMPOUND
Vitamin CKEGG COMPOUND
L-(+)-ascorbic acidNIST Chemistry WebBook
ASCORBIC ACIDPDBeChem
Brand Name  Source
AscoltinKEGG DRUG
Manual XrefsDatabases
C00072KEGG COMPOUND
ASCPDBeChem
D00018KEGG DRUG
Ascorbic_AcidWikipedia
DB00126DrugBank
ASCORBATEMetaCyc
HMDB0000044HMDB
C00001179KNApSAcK
4072DrugCentral
2405BPDB
Registry NumbersSources
Gmelin:4087Gmelin
Reaxys:84272Reaxys
CAS:50-81-7KEGG COMPOUND
CAS:50-81-7ChemIDplus
CAS:50-81-7NIST Chemistry WebBook
CAS:50-81-7KEGG COMPOUND
Citations