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(2S,3R)-Astilbin

PubChem CID: 12309470

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Compound Synonyms (2S,3R)-Astilbin, NSC 245342, 5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2,3-dihydrochromen-4-one, Aromadendrin 3-rhamnoside, SCHEMBL13360568, FBA98758, AKOS032948357
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 166.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1C2CCCCC2CC(C2CCCCC2)C1CC1CCCCC1
Np Classifier Class Dihydroflavonols
Deep Smiles Occcccc6))COcccO)ccc6C=O)C%10OCOCC)CCC6O))O))O)))))))))O
Heavy Atom Count 31.0
Classyfire Class Flavonoids
Description Aromadendrin 3-rhamnoside is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Aromadendrin 3-rhamnoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Aromadendrin 3-rhamnoside can be found in common grape, which makes aromadendrin 3-rhamnoside a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level OC1C2CCCCC2OC(C2CCCCC2)C1OC1CCCCO1
Classyfire Subclass Flavonoid glycosides
Isotope Atom Count 0.0
Molecular Complexity 638.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2,3-dihydrochromen-4-one
Class Flavonoids
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 0.7
Superclass Phenylpropanoids and polyketides
Subclass Flavonoid glycosides
Gsk 4 400 Rule False
Molecular Formula C21H22O10
Scaffold Graph Node Bond Level O=C1c2ccccc2OC(c2ccccc2)C1OC1CCCCO1
Inchi Key VQUPQWGKORWZII-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms Aromadendrin 3-rhamnoside, Dihydrokaempferol 3-rhamnoside, Engeletin, Engelitin, dihydrokaempferol 3-rhamnoside
Esol Class Soluble
Functional Groups CO, COC(C)OC, cC(C)=O, cO, cOC
Compound Name (2S,3R)-Astilbin, NSC 245342
Kingdom Organic compounds
Exact Mass 434.121
Formal Charge 0.0
Monoisotopic Mass 434.121
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 434.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H22O10/c1-8-15(25)17(27)18(28)21(29-8)31-20-16(26)14-12(24)6-11(23)7-13(14)30-19(20)9-2-4-10(22)5-3-9/h2-8,15,17-25,27-28H,1H3
Smiles CC1C(C(C(C(O1)OC2C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)O)O
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Flavonoid-3-O-glycosides
Np Classifier Superclass Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Eucalyptus Astringens (Plant) Rel Props:Reference:ISBN:9788172362300
  • 2. Outgoing r'ship FOUND_IN to/from Eucalyptus Flocktoniae (Plant) Rel Props:Reference:ISBN:9788172362300
  • 3. Outgoing r'ship FOUND_IN to/from Vitis Vinifera (Plant) Rel Props:Source_db:fooddb_chem_all