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[3,4,5-Trihydroxy-6-[5-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate

PubChem CID: 22288010

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Compound Synonyms [3,4,5-trihydroxy-6-[5-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate, Genistin 6''-O-acetate, CHEBI:142249, DB-055779, [(2R,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[5-Hydroxy-3-(4-Hydroxyphenyl)-4-Oxo-Chromen-7-Yl]Oxy-Tetrahydropyran-2-Yl]Methyl Acetate
Topological Polar Surface Area 172.0
Hydrogen Bond Donor Count 5.0
Heavy Atom Count 34.0
Description Isolated from seeds of soybean (Glycine max). Therefore, it is present in soy foods suc as miso, soy yogurt, soy milk, and soy bean. 6''-O-Acetylgenistin is a potential nutriceutical (having medicinal benefit).
Isotope Atom Count 0.0
Molecular Complexity 777.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name [3,4,5-trihydroxy-6-[5-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate
Prediction Hob 0.0
Class Isoflavonoids
Xlogp 0.9
Superclass Phenylpropanoids and polyketides
Subclass Isoflavonoid O-glycosides
Molecular Formula C23H22O11
Prediction Swissadme 0.0
Inchi Key DXWGBJJLEDQBKS-UHFFFAOYSA-N
Fcsp3 0.3043478260869565
Logs -4.103
Rotatable Bond Count 6.0
State Solid
Logd 1.995
Synonyms 6-o-acetylgenistin, 6'-O-Acetylgenistin, 6''-O-Acetylgenistin, 6"-O-Acetylgenistin, Genistin 6''-O-acetate, 6"-O-acetylgenistin, 6-O-Acetylgenistin, (3,4,5-Trihydroxy-6-{[5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methyl acetic acid
Substituent Name Isoflavonoid-7-o-glycoside, Isoflavonoid o-glycoside, Hydroxyisoflavonoid, Isoflavone, O-glycosyl compound, Glycosyl compound, Chromone, 1-benzopyran, Benzopyran, Pyranone, Phenol, Benzenoid, Pyran, Oxane, Monosaccharide, Saccharide, Monocyclic benzene moiety, Heteroaromatic compound, Acetate salt, Vinylogous acid, Secondary alcohol, Polyol, Carboxylic acid ester, 1,2-diol, Oxacycle, Organoheterocyclic compound, Monocarboxylic acid or derivatives, Ether, Carboxylic acid derivative, Acetal, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Alcohol, Aromatic heteropolycyclic compound
Compound Name [3,4,5-Trihydroxy-6-[5-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 474.116
Formal Charge 0.0
Monoisotopic Mass 474.116
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 474.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Esol -2.7903268941176482
Inchi InChI=1S/C23H22O11/c1-10(24)31-9-17-20(28)21(29)22(30)23(34-17)33-13-6-15(26)18-16(7-13)32-8-14(19(18)27)11-2-4-12(25)5-3-11/h2-8,17,20-23,25-26,28-30H,9H2,1H3
Smiles CC(=O)OCC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC=C(C3=O)C4=CC=C(C=C4)O)O)O)O)O
Nring 4.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Isoflavonoid O-glycosides

  • 1. Outgoing r'ship FOUND_IN to/from Glycine Max (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all