Record Information
Version1.0
Creation date2010-04-08 22:09:56 UTC
Update date2018-05-28 23:33:15 UTC
Primary IDFDB012005
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameD-Isoascorbic acid
DescriptionProduction from glucose by Penicillium subspecies Antioxidant for foods and soft drinks. Flavouring ingredient; colouring preservative/antioxidant in fruit and meat products Erythorbic acid, formerly known as isoascorbic acid and D-araboascorbic acid, is a stereoisomer of ascorbic acid (vitamin C). It is a vegetable-derived food additive produced from sucrose. It is denoted by E number E315, and is widely used as an antioxidant in processed foods. [Wikipedia].
CAS Number89-65-6
Structure
Thumb
Synonyms
SynonymSource
D-(-)-isoascorbic acidbiospider
D-Araboascorbic acidmanual
D-erythorbic acidbiospider
D-erythro-3-Ketohexonic acid lactonebiospider
D-erythro-3-Oxohexonic acid lactonebiospider
D-erythro-ascorbic acidbiospider
D-erythro-Hex-2-enoic acid gamma-lactonebiospider
D-erythro-hex-2-enonic acid gamma-lactonebiospider
D-erythro-hex-2-enono-1,4-lactonebiospider
D-isoascorbic acidbiospider
E315db_source
FEMA 2410db_source
Isovitamin Cmanual
Predicted Properties
PropertyValueSource
Water Solubility245 g/LALOGPS
logP-1.6ALOGPS
logP-1.9ChemAxon
logS0.14ALOGPS
pKa (Strongest Acidic)4.36ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area107.22 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity37.03 m³·mol⁻¹ChemAxon
Polarizability15.04 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC6H8O6
IUPAC name5-(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
InChI KeyCIWBSHSKHKDKBQ-UHFFFAOYSA-N
Isomeric SMILESOCC(O)C1OC(=O)C(O)=C1O
Average Molecular Weight176.1241
Monoisotopic Molecular Weight176.032087988
Classification
DescriptionThis compound belongs to the class of chemical entities known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassDihydrofurans
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 DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 40.92%; H 4.58%; O 54.50%DFC
Melting PointMp 168° dec.DFC
Boiling PointNot Available
Experimental Water Solubility400 mg/mL at 25 oCMERCK INDEX (1996)
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D -22 (H2O)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID6981
Pubchem Substance IDNot Available
ChEBI ID51438
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDBWQ58-F:HCL84-P
EAFUS ID1115
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1019901
SuperScent IDNot Available
Wikipedia IDErythorbic acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference