Compound: Erythorbic acid
SMILES: O=C1O[C@H]([C@H](O)CO)C(=C1O)O
InChIKey: CIWBSHSKHKDKBQ-DUZGATOHSA-N
Synonyms: Erythorbic acid, 89-65-6, D-Isoascorbic acid, Isoascorbic acid, D-Araboascorbic acid, D-Erythorbic acid, Araboascorbic acid, Isovitamin C, Erycorbin, Glucosaccharonic acid, Neo-cebicure, Saccharosonic acid, Mercate 5, FEMA Number: 2410, FEMA No. 2410, D-erythro-3-Oxohexonic acid lactone, 2,3-Didehydro-D-erythro-hexono-1,4-lactone, D-erythro-3-Ketohexonic acid lactone, DTXSID6026537, (2R)-2-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxy-2H-furan-5-one, 3-Keto-D-erythro-hexonic acid gamma-lactone, 311332OII1, DTXCID306537, CHEBI:51438, INS-315, (5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one, NSC-8117, E-315, NSC8117, erythroascorbic acid, (2R)-2-((1R)-1,2-dihydroxyethyl)-3,4-dihydroxy-2H-furan-5-one, (5R)-5-((1R)-1,2-DIHYDROXYETHYL)-3,4-DIHYDROXYFURAN-2(5H)-ONE, RefChem:137724, INS NO.315, (5R)-5-((1R)-1,2-dihydroxyethyl)-3,4-dihydroxyfuran-2(5H)-one;D-erythro-hex-2-enono-1,4-lactone, 201-928-0, D-erythro-ascorbic acid, D-(-)-Isoascorbic acid, MFCD00005378, (R)-5-((R)-1,2-dihydroxyethyl)-3,4-dihydroxyfuran-2(5H)-one, D-erythro-Hex-2-enonic acid, g-lactone, D-erythro-hex-2-enonic acid gamma-lactone, D-ASCORBIC ACID, ISO, D-erythro-hex-2-enono-1,4-lactone, D(-)-Isoascorbic Acid (Erythorbic Acid), Erythroascorbic acid, D-, (5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydrofuran-2-one, Araboascorbic acid, D-, CCRIS 6568, HSDB 584, D(-?)?-?Isoascorbic Acid (Erythorbic Acid), Erythorbic acid [NF], NSC 8117, EINECS 201-928-0, 3-Oxohexonic acid lactone, D-erythro-, BRN 0084271, Ascorbic Acid EP Impurity F, Hex-2-enonic acid gamma-lactone, D-erythro-, UNII-311332OII1, D-soascorbic acid, (5R)-5-[(1R)-1,2-Dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one (D-Isoascorbic Acid), (5R)-5-[(1R)-1,2-Dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one (D-Isoascorbic Acid); Ascorbic Acid Impurity F; Sodium Ascorbate Impurity F, d-iso-ascorbic acid, ISOASCORBIC-ACID, d(-)-isoascorbic acid, 1f9g, E315, D-arabino-Ascorbic acid, GlyTouCan:G12164VD, D-Erythro-hex-2-enonic acid, gamma-lactone,, EC 201-928-0, Erythorbic acid (Standard), SCHEMBL18678, ERYTHORBIC ACID [II], 5-18-05-00026 (Beilstein Handbook Reference), ERYTHORBIC ACID [FCC], ISOASCORBIC ACID [MI], ERYTHORBIC ACID [FHFI], ERYTHORBIC ACID [HSDB], CHEMBL486293, SCHEMBL3700961, Sodium Ascorbate EP Impurity F, ERYTHORBIC ACID [MART.], HY-N7079R, ERYTHORBIC ACID [USP-RS], MSK2311, D-(-)-Isoascorbic acid, 98%, G12164VD, HY-N7079, Tox21_201111, AC8021, SBB017515, AKOS015856346, D-erythro-hex-2-enoic acid ?-lactone, EBC-146034, FI09585, CAS-89-65-6, NCGC00258663-01, D-erythro-Hex-2-enonic acid, |A-lactone, D-Isoascorbic acid, >=99%, FCC, FG, SY010444, D-erythro-Hex-2-enonic acid gamma lactone, A0520, CS-0014152, NS00079026, ASCORBIC ACID IMPURITY F [EP IMPURITY], C20364, EN300-251979, D-erythro-Hexonic acid, 3-keto-, gamma-lactone, F600911, Q424531, D-Isoascorbic acid 1000 microg/mL in Acetonitrile, Calcium ascorbate dihydrate Impurity F [EP Impurity], Z1255372411, 7179C406-7CCF-4C07-9125-AA71E28FB983, (5R)-5-(1,2-dihydroxyethyl)-3,4-dihydroxy-5-hydrofuran-2-one, Erythorbic acid, United States Pharmacopeia (USP) Reference Standard, (5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one (non-preferred name)
Theoretical properties:
molecular_formula: C6H8O6
molecular_weight: 176.12 g/mol
exact_mass: 176.03208797 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 2
heavy_atom_count: 12
topological_polar_surface_area: 107 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Shiny granular crystals from water or dioxane
color: Shiny granular crystals from water or dioxane
melting_point: About 164 °C to 172 °C with decomposition
solubility: Soluble in alcohol, pyridine; moderately soluble in acetone; slightly soluble in glycerol
Descriptions:
pubchem: D-isoascorbic acid is an ascorbic acid.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Erythorbic acid (isoascorbic acid, D-araboascorbic acid) is a stereoisomer (C5 epimer) of ascorbic acid (vitamin C). It is synthesized by a reaction between methyl 2-keto-D-gluconate and sodium methoxide. It can also be synthesized from sucrose or by strains of Penicillium that have been selected for this feature. It is denoted by E number E315, and is widely used as an antioxidant in processed foods.