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5-(1,2-Dihydroxyethyl)-2,3,4(5H)-furantrione

PubChem CID: 835

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Compound Synonyms 7723-73-1, 5-(1,2-Dihydroxyethyl)-2,3,4(5H)-furantrione, 5-(1,2-dihydroxyethyl)oxolane-2,3,4-trione, L-DehydroAscorbicAcid-13C6, CHEBI:17242, 5-(1,2-dihydroxyethyl)furan-2,3,4(5H)-trione, dehydroascorbates, DTXSID40862023, Dehydroascorbinsaure, SCHEMBL257592, CHEMBL174035, DEHYDROASCORBIC ACID, L-, ASCORBIC ACID, L-DEHYDRO-, NSC141520, NSC240736, AKOS006228873, NSC-141520, NSC-240736, AC-13584, DB-051599, DB-056192, Q57826492
Prediction Swissadme 0.0
Topological Polar Surface Area 101.0
Hydrogen Bond Donor Count 2.0
Inchi Key SBJKKFFYIZUCET-UHFFFAOYSA-N
Fcsp3 0.5
Rotatable Bond Count 2.0
Synonyms threo-2,3-Hexodiulosono-1,4-lactone, 9CI, 8CI
Heavy Atom Count 12.0
Compound Name 5-(1,2-Dihydroxyethyl)-2,3,4(5H)-furantrione
Description Dehydroascorbic acid, also known as dehydroascorbate, is a member of the class of compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Dehydroascorbic acid is soluble (in water) and a moderately acidic compound (based on its pKa). Dehydroascorbic acid can be found in a number of food items such as white cabbage, gram bean, mexican groundcherry, and common pea, which makes dehydroascorbic acid a potential biomarker for the consumption of these food products. Dehydroascorbic acid may be a unique E.coli metabolite. Dehydroascorbic acid (DHA) is an oxidized form of ascorbic acid (vitamin C). It is actively imported into the endoplasmic reticulum of cells via glucose transporters. It is trapped therein by reduction back to ascorbate by glutathione and other thiols. The (free) chemical radical semidehydroascorbic acid (SDA) also belongs to the group of oxidized ascorbic acids .
Prediction Hob Swissadme 0.0
Exact Mass 174.016
Formal Charge 0.0
Monoisotopic Mass 174.016
Isotope Atom Count 0.0
Molecular Complexity 244.0
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 174.11
Database Name cmaup_ingredients;fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name 5-(1,2-dihydroxyethyl)oxolane-2,3,4-trione
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 0.0
Prediction Hob 1.0
Esol -0.13856959999999985
Inchi InChI=1S/C6H6O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8H,1H2
Smiles C(C(C1C(=O)C(=O)C(=O)O1)O)O
Xlogp -1.0
Defined Bond Stereocenter Count 0.0
Molecular Formula C6H6O6

  • 1. Outgoing r'ship FOUND_IN to/from Allium Ampeloprasum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Apium Graveolens (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Brassica Oleracea (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Capsicum Annuum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Daucus Carota (Plant) Rel Props:Source_db:fooddb_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Hippophae Rhamnoides (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Malus Domestica (Plant) Rel Props:Source_db:fooddb_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Manihot Esculenta (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Physalis Ixocarpa (Plant) Rel Props:Source_db:fooddb_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Physalis Philadelphica (Plant) Rel Props:Source_db:cmaup_ingredients
  • 11. Outgoing r'ship FOUND_IN to/from Pisum Sativum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Spinacia Oleracea (Plant) Rel Props:Source_db:fooddb_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Vigna Mungo (Plant) Rel Props:Source_db:fooddb_chem_all