Record Information
Version1.0
Creation date2015-10-09 22:27:29 UTC
Update date2017-01-19 02:36:10 UTC
FoodComEx IDPC000027
FoodDB RecordFDB001224
Chemical Information
NameL-Ascorbic acid
DescriptionAscorbic acid, also known as acide ascorbique or L-ascorbate, belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. Ascorbic acid is a drug which is used to treat vitamin c deficiency, scurvy, delayed wound and bone healing, urine acidification, and in general as an antioxidant. it has also been suggested to be an effective antiviral agent. Ascorbic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). dopamine and ascorbic acid can be converted into norepinephrine and dehydroascorbic acid through the action of the enzyme dopamine beta-hydroxylase. In humans, ascorbic acid is involved in the metabolic disorder called tyrosinemia, transient, of the newborn. Ascorbic acid is a very mild and grassy tasting compound. Outside of the human body, Ascorbic acid is found, on average, in the highest concentration within a few different foods, such as acerola, pepper (c. frutescens), and orange bell peppers and in a lower concentration in yogurts, yardlong beans, and peanuts. Ascorbic acid has also been detected, but not quantified in, several different foods, such as deerberries, cetacea (dolphin, porpoise, whale), acorns, lemon balms, and gelatins. This could make ascorbic acid a potential biomarker for the consumption of these foods. The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.
CAS Number50-81-7
Structure
Thumb
Synonyms
SynonymSource
(+)-Ascorbatebiospider
(+)-Ascorbic acidbiospider
3-Keto-L-gulofuranolactonebiospider
3-Oxo-L-gulofuranolactonebiospider
Adenexbiospider
Allercorbbiospider
Antiscorbic vitaminbiospider
Antiscorbutic vitaminbiospider
Ascoltinbiospider
Ascorbicapdb_source
Ascorbicinbiospider
Ascorinbiospider
Ascortealbiospider
Ascorvitbiospider
Cantanbiospider
Cantaxinbiospider
Catavin Cbiospider
Cebicurebiospider
Cebionbiospider
Cebionedb_source
Ceconbiospider
Cegiolanbiospider
Ceglionbiospider
Ceklinbiospider
Celaskondb_source
Celinbiospider
Cell Cbiospider
Cemagylbiospider
Cenetonebiospider
Cereonbiospider
Cergonabiospider
Cescorbatbiospider
Cetamidbiospider
Cetane-Caps TCbiospider
Cetebebiospider
Cetemicanbiospider
Cevalindb_source
Cevatinebiospider
Ceviminbiospider
Cevitaldb_source
Cevitamatebiospider
Cevitamic acidbiospider
Cevitaminbiospider
Cevitanbiospider
Cevitexbiospider
Cewinbiospider
Ciaminbiospider
Cipcabiospider
Citrovitdb_source
Colascorbiospider
Conceminbiospider
E300db_source
gamma-lactone L-threo-Hex-2-enonatebiospider
gamma-lactone L-threo-Hex-2-enonic acidbiospider
Hiceebiospider
Hybrinbiospider
Juvaminebiospider
L-(+)-ascorbatebiospider
L-(+)-ascorbic acidbiospider
L-Ascorbatebiospider
L-Ascorbic acid (8CI,9CI)biospider
L-threo-ascorbic acidbiospider
Laroscorbinebiospider
Lemascorbbiospider
Proscorbinbiospider
Redoxonbiospider
Testascorbicbiospider
Vicelatbiospider
Vicinbiospider
Viforcitbiospider
Viscorinbiospider
Vitacebiospider
Vitaceebiospider
Vitacimindb_source
Vitacinbiospider
Vitamin Cdb_source
Vitamisinbiospider
Vitascorboldb_source
Xitixbiospider
Chemical FormulaC6H8O6
IUPAC name(5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydrofuran-2-one
InChI IdentifierInChI=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
Isomeric SMILES[H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO
Average Molecular Weight176.1241
Monoisotopic Molecular Weight176.032087988
Chemical Taxonomy
Description Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDihydrofurans
Sub ClassFuranones
Direct ParentButenolides
Alternative Parents
Substituents
  • 2-furanone
  • Vinylogous acid
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • 1,2-diol
  • Carboxylic acid ester
  • Enediol
  • Secondary alcohol
  • Lactone
  • Carboxylic acid derivative
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Primary alcohol
  • Organooxygen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-1.85AVDEEF,A (1997)
Experimental Water Solubility400 mg/mL at 40 oCMERCK INDEX (1996)
Melting PointMp 190-192°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci C510
Cayman Chemical 14656
Glentham GV5017
Glentham GV9871
MetaSci HMDB0000044
Sigma-Aldrich HMDB0000044
Toronto Research Chemicals A786990