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6-O-Galloyl-beta-D-glucose

PubChem CID: 5317463

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Compound Synonyms 6-O-galloyl-beta-D-glucose, CHEBI:65941, 6-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranose, 34781-46-9, CHEMBL518124, 6-O-Galloyl-I(2)-D-glucose, DTXSID201313729, Q27134441
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 177.0
Hydrogen Bond Donor Count 7.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)C1CCCCC1
Np Classifier Class Simple phenolic acids
Deep Smiles O[C@@H]O[C@H]COC=O)cccO)ccc6)O))O))))))))[C@H][C@@H][C@H]6O))O))O
Heavy Atom Count 23.0
Classyfire Class Benzene and substituted derivatives
Description 6-o-galloylglucose is a member of the class of compounds known as galloyl esters. Galloyl esters are organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid. 6-o-galloylglucose is soluble (in water) and a very weakly acidic compound (based on its pKa). 6-o-galloylglucose can be found in garden rhubarb, which makes 6-o-galloylglucose a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level OC(OCC1CCCCO1)C1CCCCC1
Classyfire Subclass Benzoic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 406.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name [(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Benzenoids
Xlogp -2.0
Gsk 4 400 Rule True
Molecular Formula C13H16O10
Scaffold Graph Node Bond Level O=C(OCC1CCCCO1)c1ccccc1
Prediction Swissadme 0.0
Inchi Key VGVDLJNNDOFWKT-JEUROIALSA-N
Silicos It Class Soluble
Fcsp3 0.4615384615384615
Logs -1.017
Rotatable Bond Count 4.0
Logd -0.48
Synonyms 6-O-galloylglucose, 6-o-galloyl-d-glucose
Esol Class Very soluble
Functional Groups CO, CO[C@H](C)O, cC(=O)OC, cO
Compound Name 6-O-Galloyl-beta-D-glucose
Prediction Hob Swissadme 0.0
Exact Mass 332.074
Formal Charge 0.0
Monoisotopic Mass 332.074
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 332.26
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -0.5879616782608695
Inchi InChI=1S/C13H16O10/c14-5-1-4(2-6(15)8(5)16)12(20)22-3-7-9(17)10(18)11(19)13(21)23-7/h1-2,7,9-11,13-19,21H,3H2/t7-,9-,10+,11-,13-/m1/s1
Smiles C1=C(C=C(C(=C1O)O)O)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O)O)O)O
Nring 2.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Phenolic acids (C6-C1)