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6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypyran-2-one

PubChem CID: 102247460

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 186.0
Hydrogen Bond Donor Count 7.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC(CCC2CCCCC2)CCC1CC1CCCCC1
Np Classifier Class Kavalactones and derivatives
Deep Smiles OC[C@H]O[C@@H]OccO)ccoc6=O)))/C=C/cccccc6)O))O))))))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 30.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level OC1OC(CCC2CCCCC2)CCC1OC1CCCCO1
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 730.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name 6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypyran-2-one
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp -0.2
Gsk 4 400 Rule False
Molecular Formula C19H20O11
Scaffold Graph Node Bond Level O=c1oc(C=Cc2ccccc2)ccc1OC1CCCCO1
Inchi Key WDIZWIYNWPPECY-PMSYKMBQSA-N
Silicos It Class Soluble
Rotatable Bond Count 5.0
Synonyms equisetumpyrone
Esol Class Soluble
Functional Groups CO, c/C=C/c, c=O, cO, cO[C@@H](C)OC, coc
Compound Name 6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypyran-2-one
Exact Mass 424.101
Formal Charge 0.0
Monoisotopic Mass 424.101
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 424.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C19H20O11/c20-7-13-14(24)15(25)16(26)19(29-13)30-17-12(23)6-9(28-18(17)27)3-1-8-2-4-10(21)11(22)5-8/h1-6,13-16,19-26H,7H2/b3-1+/t13-,14-,15+,16-,19+/m1/s1
Smiles C1=CC(=C(C=C1/C=C/C2=CC(=C(C(=O)O2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Styrylpyrones

  • 1. Outgoing r'ship FOUND_IN to/from Equisetum Arvense (Plant) Rel Props:Reference:ISBN:9788172362300; ISBN:9788185042145
  • 2. Outgoing r'ship FOUND_IN to/from Equisetum Palustre (Plant) Rel Props:Reference:ISBN:9788172362300