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alpha-D-glucopyranuronic acid

PubChem CID: 444791

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Compound Synonyms a-d-glucopyranuronic acid, 70021-34-0, alpha-D-glucopyranuronic acid, alpha-D-glucuronic acid, M7Y086VB5G, (2S,3S,4S,5R,6S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid, (2S,3S,4S,5R,6S)-3,4,5,6-tetrahydroxytetrahydro-2H-pyran-2-carboxylic acid, Glucosiduronate, GCU, D-(+)-glucuronic acid, Glucuronic acid, alpha-D-, UNII-M7Y086VB5G, GlcAalpha, GlcAa, delta-glucuronate, alpha-D-Glucopyranosyluronic acid, D-(+)-glucuronate, delta-(+)-glucuronate, alpha-delta-glucuronic acid, delta-(+)-glucuronic acid, SCHEMBL6851, alpha-delta-glucopyranuronic acid, CHEBI:42717, .ALPHA.-D-GLUCURONIC ACID, DTXSID201036416, ALFA-D-GLUCOPYRANURONIC ACID, GLUCURONIC ACID, ALPHA.-D-, AKOS015855520, .ALPHA.-D-GLUCOPYRANURONIC ACID, AS-76367, .ALPHA.-D-GLUCOPYRANOSYLURONIC ACID, D93555, SBI-0633919.0002, alpha-D-glucuronic acid, D-glucuronic acid, glucuronic acid
Topological Polar Surface Area 127.0
Hydrogen Bond Donor Count 5.0
Heavy Atom Count 13.0
Pathway Kegg Map Id map00562, map00500
Description Glucuronic acid is a carboxylic acid that has the structure of a glucose molecule that has had its sixth carbon atom (of six total) oxidized. The salts of glucuronic acid are known as glucuronates. Glucuronic acid is highly soluble in water. In the animal body, glucuronic acid is often linked to poisonous substances to allow for subsequent elimination, and to hormones to allow for easier transport. These linkages involve O-glycosidic bonds. The process is known as glucuronidation, and the resulting substances are known as glucuronides (or glucuronosides). Glucuronidation uses UDP-glucuronic acid (glucuronic acid linked via a glycosidic bond to uridine diphosphate) as an intermediate. UDP-glucuronic acid is formed in the liver of all animals. [HMDB] Widely distributed in plants, where it occurs in gums, mucilages, saponins and flavone glycosides and in animals as a constituent of mucopolysaccharides. Glycosides are formed in the liver to detoxify poisonous hydroxyl-containing substances. Phenyl, cresyl and indoxyl glycosides are present in normal urine. [CCD]. beta-D-Glucuronic acid is found in many foods, some of which are cashew nut, american cranberry, sour cherry, and soy bean.
Isotope Atom Count 0.0
Molecular Complexity 205.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Enzyme Uniprot Id Q9BY64, P06133, P22310, P36537, P16662, P54855, Q9Y4X1, P22309, O60656, Q9HAW9, P35503, Q9HAW8, O75795, P19224, P35504, O75310, Q9HAW7, P08236, Q6UWM9, Q9UL01
Uniprot Id Q9BY64, P06133, P22310, P36537, P16662, P54855, Q9Y4X1, P22309, O60656, Q9HAW9, P35503, Q9HAW8, O75795, P19224, P35504, O75310, Q9HAW7, P08236, Q9UGB7, Q6UWM9, Q9UEF7, Q9UL01, Q9NUJ1
Iupac Name (2S,3S,4S,5R,6S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid
Prediction Hob 1.0
Class Carbohydrates and carbohydrate conjugates
Xlogp -2.3
Superclass Organooxygen compounds
Subclass Sugar acids and derivatives
Molecular Formula C6H10O7
Prediction Swissadme 0.0
Inchi Key AEMOLEFTQBMNLQ-WAXACMCWSA-N
Fcsp3 0.8333333333333334
Logs -0.069
Rotatable Bond Count 1.0
State Solid
Logd -1.578
Synonyms alpha-D-Glucopyranuronic acid, alpha-D-Glucuronic acid, alpha-delta-Glucopyranuronic acid, alpha-delta-Glucuronic acid, D-(+)-Glucuronate, D-(+)-Glucuronic acid, D-Glucuronate, D-GLUCURONIC ACID, delta-(+)-Glucuronate, delta-(+)-Glucuronic acid, delta-Glucuronate, GCU, GlcAa, GlcAalpha, Glucosiduronate, Glucosiduronic acid, Glucuronate, Glucuronic acid, D-Glucopyranuronic acid, alpha-D-Glucopyranosyluronic acid, α-D-Glucopyranosyluronic acid, α-D-Glucopyranuronic acid
Substituent Name Glucuronic acid or derivatives, Pyran carboxylic acid, Pyran carboxylic acid or derivatives, Beta-hydroxy acid, Pyran, Oxane, Monosaccharide, Hydroxy acid, Secondary alcohol, Polyol, Hemiacetal, 1,2-diol, Oxacycle, Organoheterocyclic compound, Monocarboxylic acid or derivatives, Ether, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Carbonyl group, Alcohol, Aliphatic heteromonocyclic compound
Compound Name alpha-D-glucopyranuronic acid
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 194.043
Formal Charge 0.0
Monoisotopic Mass 194.043
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 194.14
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteromonocyclic compounds
Esol 0.4965382
Inchi InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3+,4-,6-/m0/s1
Smiles [C@@H]1([C@@H]([C@H](O[C@@H]([C@@H]1O)O)C(=O)O)O)O
Nring 1.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Glucuronic acid derivatives

  • 1. Outgoing r'ship FOUND_IN to/from Alstonia Muelleriana (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Anacardium Occidentale (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Artemisia Cina (Plant) Rel Props:Source_db:cmaup_ingredients
  • 4. Outgoing r'ship FOUND_IN to/from Capparis Spinosa (Plant) Rel Props:Source_db:fooddb_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Coreopsis Nodosa (Plant) Rel Props:Source_db:cmaup_ingredients
  • 6. Outgoing r'ship FOUND_IN to/from Dacrydium Cupressinum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 7. Outgoing r'ship FOUND_IN to/from Glycine Max (Plant) Rel Props:Source_db:fooddb_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Glycine Tomentella (Plant) Rel Props:Source_db:cmaup_ingredients
  • 9. Outgoing r'ship FOUND_IN to/from Haematococcus Lacustris (Plant) Rel Props:Source_db:cmaup_ingredients
  • 10. Outgoing r'ship FOUND_IN to/from Linum Usitatissimum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Nicotiana Undulata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 12. Outgoing r'ship FOUND_IN to/from Panax Schinseng (Plant) Rel Props:Source_db:cmaup_ingredients
  • 13. Outgoing r'ship FOUND_IN to/from Passiflora Incarnata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 14. Outgoing r'ship FOUND_IN to/from Prunus Cerasus (Plant) Rel Props:Source_db:fooddb_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Psidium Guajava (Plant) Rel Props:Source_db:fooddb_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Senecio Paludaffinis (Plant) Rel Props:Source_db:cmaup_ingredients
  • 17. Outgoing r'ship FOUND_IN to/from Sinapis Alba (Plant) Rel Props:Source_db:fooddb_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Trigonella Grandiflora (Plant) Rel Props:Source_db:cmaup_ingredients
  • 19. Outgoing r'ship FOUND_IN to/from Tripolium Pannonicum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 20. Outgoing r'ship FOUND_IN to/from Uvaria Calamistrata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 21. Outgoing r'ship FOUND_IN to/from Vaccinium Macrocarpon (Plant) Rel Props:Source_db:fooddb_chem_all