Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:24:46 UTC
Update Date2023-08-08 20:16:26 UTC
MiMeDB IDMMDBc0000013
Metabolite Identification
Common NameAscorbic acid
DescriptionAscorbic acid is found naturally in citrus fruits and many vegetables and is an essential nutrient in human diets. It is necessary to maintain connective tissue and bone. The biologically active form of ascorbic acid is vitamin C. Vitamin C is a water soluble vitamin. Primates (including humans) and a few other species in all divisions of the animal kingdom, notably the guinea pig, have lost the ability to synthesize ascorbic acid and must obtain it in their food. Vitamin C functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant (PubChem). Ascorbic acid is an electron donor for enzymes involved in collagen hydroxylation, biosynthesis of carnitine and norepinephrine, tyrosine metabolism, and amidation of peptide hormones. Ascrobic acid (vitamin C) deficiency causes scurvy. The amount of vitamin C necessary to prevent scurvy may not be adequate to maintain optimal health. The ability of vitamin C to donate electrons also makes it a potent water-soluble antioxidant that readily scavenges free radicals such as molecular oxygen, superoxide, hydroxyl radical, and hypochlorous acid. In this setting, several mechanisms could account for a link between vitamin C and heart disease. One is the relation between LDL oxidation and vitamins C and E. Vitamin C in vitro can recycle vitamin E, which can donate electrons to prevent LDL oxidation in vitro. As the lipid-phase vitamin E is oxidized, it can be regenerated by aqueous vitamin C. Other possibilities are that vitamin C could decrease cholesterol by mechanisms not well characterized, or could improve vasodilatation and vascular reactivity, perhaps by decreasing the interactions of nitric oxide with oxidants (PMID: 10799361 ). Moreover, ascorbic acid is found to be associated with hyperoxalemia, which is an inborn error of metabolism. Ascorbic acid is also a microbial metabolite produced by Ketogulonicigenium (PMID: 15785002 ).
Structure
Synonyms
ValueSource
Acide ascorbiqueChEBI
Acido ascorbicoChEBI
Acidum ascorbicumChEBI
Acidum ascorbinicumChEBI
AscoltinChEBI
AscorbicapChEBI
AscorbinsaeureChEBI
e 300ChEBI
e-300ChEBI
e300ChEBI
L-(+)-Ascorbic acidChEBI
L-AscorbateChEBI
Vitamin CChEBI
Monodehydroascorbate radicalKegg
Ascorbate radicalKegg
Semidehydroascorbic acidKegg
ASCORKegg
L-(+)-AscorbateGenerator
L-Ascorbic acidGenerator
Monodehydroascorbic acid radicalGenerator
Ascorbic acid radicalGenerator
SemidehydroascorbateGenerator
AscorbateGenerator
Ascorbic acid, monosodium saltMeSH
Ferrous ascorbateMeSH
L Ascorbic acidMeSH
Magnesium di L ascorbateMeSH
MagnorbinMeSH
Sodium ascorbateMeSH
Acid, L-ascorbicMeSH
Ascorbate, magnesiumMeSH
Acid, ascorbicMeSH
Ascorbate, ferrousMeSH
Ascorbate, sodiumMeSH
HybrinMeSH
Magnesium ascorbateMeSH
Magnesium ascorbicumMeSH
Magnesium di-L-ascorbateMeSH
Di-L-ascorbate, magnesiumMeSH
(+)-AscorbateHMDB
(+)-Ascorbic acidHMDB
(+)-Sodium L-ascorbateHMDB
3-keto-L-GulofuranolactoneHMDB
3-oxo-L-GulofuranolactoneHMDB
AdenexHMDB
AllercorbHMDB
Antiscorbic vitaminHMDB
Antiscorbutic vitaminHMDB
arco-CeeHMDB
Ascor-b.i.d.HMDB
AscorbHMDB
AscorbajenHMDB
AscorbicabHMDB
AscorbicinHMDB
AscorbinHMDB
AscorbutinaHMDB
AscorinHMDB
AscortealHMDB
AscorvitHMDB
C-LevelHMDB
C-LongHMDB
C-QuinHMDB
C-SpanHMDB
C-ViminHMDB
CantanHMDB
CantaxinHMDB
Catavin CHMDB
Ce lentHMDB
Ce-mi-linHMDB
Ce-vi-solHMDB
CebicureHMDB
CebidHMDB
CebionHMDB
CebioneHMDB
CeconHMDB
Cee-caps TDHMDB
Cee-viteHMDB
CegiolanHMDB
CeglionHMDB
CeklinHMDB
CelaskonHMDB
CelinHMDB
Cell CHMDB
CemagylHMDB
CemillHMDB
CenetoneHMDB
CenolateHMDB
CereonHMDB
CergonaHMDB
CescorbatHMDB
CetamidHMDB
CetaneHMDB
Cetane-caps TCHMDB
Cetane-caps TDHMDB
CetebeHMDB
CetemicanHMDB
CevalinHMDB
CevatineHMDB
CevexHMDB
Cevi-bidHMDB
CeviminHMDB
CevitalHMDB
CevitamateHMDB
Cevitamic acidHMDB
CevitaminHMDB
CevitanHMDB
CevitexHMDB
CewinHMDB
ChewceeHMDB
CiaminHMDB
CipcaHMDB
CitriscorbHMDB
CitrovitHMDB
ColascorHMDB
ConceminHMDB
Davitamon CHMDB
Dora-C-500HMDB
DuoscorbHMDB
gamma-Lactone L-threo-hex-2-enonateHMDB
gamma-Lactone L-threo-hex-2-enonic acidHMDB
HiCeeHMDB
ido-CHMDB
JuvamineHMDB
KangbingfengHMDB
Kyselina askorbovaHMDB
L(+)-AscorbateHMDB
L(+)-Ascorbic acidHMDB
L-3-Ketothreohexuronic acid lactoneHMDB
L-LyxoascorbateHMDB
L-Lyxoascorbic acidHMDB
L-threo-Ascorbic acidHMDB
L-XyloascorbateHMDB
L-Xyloascorbic acidHMDB
LaroscorbineHMDB
LemascorbHMDB
Liqui-ceeHMDB
Meri-cHMDB
NatrascorbHMDB
Natrascorb injectableHMDB
Planavit CHMDB
ProscorbinHMDB
RedoxonHMDB
RibenaHMDB
Ronotec 100HMDB
Rontex 100HMDB
RoscorbicHMDB
Rovimix CHMDB
ScorbacidHMDB
Scorbu CHMDB
Scorbu-CHMDB
SecorbateHMDB
SodascorbateHMDB
Suncoat VC 40HMDB
TestascorbicHMDB
VASCHMDB
VicelatHMDB
VicinHMDB
Vicomin CHMDB
ViforcitHMDB
ViscorinHMDB
Viscorin 100mHMDB
VitaceHMDB
VitaceeHMDB
VitaciminHMDB
VitacinHMDB
VitamisinHMDB
VitascorbolHMDB
XitixHMDB
ASCORBIC ACIDChEBI
Chemical FormulaC6H8O6
Average Molecular Weight176.1241
Monoisotopic Molecular Weight176.032087988
IUPAC Name(5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydrofuran-2-one
Traditional Namevitamin C
CAS Registry Number50-81-7
SMILES
[H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO
InChI Identifier
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
InChI KeyCIWBSHSKHKDKBQ-JLAZNSOCSA-N