CHEBI:29073 - L-ascorbic acid

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ChEBI Name L-ascorbic acid
ChEBI ID CHEBI:29073
ChEBI ASCII Name L-ascorbic acid
Definition The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:2868, CHEBI:43473, CHEBI:40892, CHEBI:17208, CHEBI:21240
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Formula C6H8O6
Net Charge 0
Average Mass 176.12410
Monoisotopic Mass 176.032
InChI InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1
InChIKey CIWBSHSKHKDKBQ-JLAZNSOCSA-N
SMILES [H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO
Metabolite of Species Details
Arabidopsis thaliana (NCBI:3702) See: DOI
Roles Classification
Chemical Role(s): 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 (Bronsted base).
(via oxoacid )
Biological Role(s): water-soluble vitamin

vitamin C

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.
flour treatment agent
A food additive which is added to flour or dough to improve baking quality and/or colour.
food antioxidant
An antioxidant that used as a food additives to help guard against food deterioration.
Application(s): vitamin C

flour treatment agent
A food additive which is added to flour or dough to improve baking quality and/or colour.
food antioxidant
An antioxidant that used as a food additives to help guard against food deterioration.
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ChEBI Ontology
Outgoing L-ascorbic acid (CHEBI:29073) has role coenzyme (CHEBI:23354)
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 plant metabolite (CHEBI:76924)
L-ascorbic acid (CHEBI:29073) has role vitamin C (CHEBI:21241)
L-ascorbic acid (CHEBI:29073) has role water-soluble vitamin (CHEBI:27314)
L-ascorbic acid (CHEBI:29073) is a ascorbic acid (CHEBI:22652)
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 1,12-di-L-ascorbyl dodecanedioate (CHEBI:59753) 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)
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
(5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one
L-threo-hex-2-enono-1,4-lactone
INNs Sources
acide ascorbique ChemIDplus
ácido ascórbico ChemIDplus
acidum ascorbicum ChemIDplus
ascorbic acid KEGG DRUG
Synonyms Sources
acidum ascorbinicum ChemIDplus
ASCORBIC ACID PDBeChem
Ascorbic acid KEGG COMPOUND
Ascorbicap KEGG DRUG
Ascorbinsäure ChEBI
E 300 ChEBI
E-300 ChEBI
E300 ChEBI
L-(+)-ascorbic acid NIST Chemistry WebBook
L-Ascorbate KEGG COMPOUND
L-Ascorbic acid KEGG COMPOUND
Vitamin C KEGG COMPOUND
Brand Name Source
Ascoltin KEGG DRUG
Database Links Databases
4072 DrugCentral
ASC PDBeChem
ASCORBATE MetaCyc
Ascorbic_Acid Wikipedia
C00001179 KNApSAcK
C00072 KEGG COMPOUND
D00018 KEGG DRUG
DB00126 DrugBank
HMDB00044 HMDB
View more database links
Registry Numbers Types Sources
4087 Gmelin Registry Number Gmelin
50-81-7 CAS Registry Number KEGG COMPOUND
50-81-7 CAS Registry Number NIST Chemistry WebBook
50-81-7 CAS Registry Number ChemIDplus
84272 Beilstein Registry Number Beilstein
84272 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12569111 PubMed citation Europe PMC
15949874 PubMed citation Europe PMC
17253561 PubMed citation Europe PMC
17636648 PubMed citation Europe PMC
18813862 PubMed citation Europe PMC
19273781 PubMed citation Europe PMC
19692922 PubMed citation Europe PMC
22770225 PubMed citation Europe PMC
491997 PubMed citation Europe PMC
9506998 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2011-03-23 An essential nutrient and antioxidant with possible anticancer role, especially with intravenous administration. A cofactor in several enzymatic reactions of living organisms, it is linked with effective wound healing and prevention or treatment of scurvy and gout. Also known as vitamin C, it is believed to boost the immune system. Humans alone of the primates require exogenous sources of daily vitamin C.