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3a-hydroxy-3,5a,9-trimethyl-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6,7,8,9b-hexahydro-3H-benzo[g][1]benzofuran-2-one

PubChem CID: 14733721

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 146.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCC3CCC(CC4CCCCC4)CC3C2C1
Np Classifier Class Eudesmane sesquiterpenoids
Deep Smiles OCCOCOCCCCC=C6C))COC=O)CC5CC9))O))C))))))C))))))CCC6O))O))O
Heavy Atom Count 30.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CC2CCC3CCC(OC4CCCCO4)CC3C2O1
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 738.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 3a-hydroxy-3,5a,9-trimethyl-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6,7,8,9b-hexahydro-3H-benzo[g][1]benzofuran-2-one
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -1.1
Gsk 4 400 Rule False
Molecular Formula C21H32O9
Scaffold Graph Node Bond Level O=C1CC2CCC3CCC(OC4CCCCO4)C=C3C2O1
Inchi Key XJIHHYMEBKDQFZ-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms spilanthene
Esol Class Very soluble
Functional Groups CC(C)=C(C)C, CO, COC(C)=O, COC(C)OC
Compound Name 3a-hydroxy-3,5a,9-trimethyl-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6,7,8,9b-hexahydro-3H-benzo[g][1]benzofuran-2-one
Exact Mass 428.205
Formal Charge 0.0
Monoisotopic Mass 428.205
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 428.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H32O9/c1-9-11(28-19-16(25)15(24)14(23)12(8-22)29-19)4-5-20(3)6-7-21(27)10(2)18(26)30-17(21)13(9)20/h10-12,14-17,19,22-25,27H,4-8H2,1-3H3
Smiles CC1C(=O)OC2C1(CCC3(C2=C(C(CC3)OC4C(C(C(C(O4)CO)O)O)O)C)C)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Acmella Oleracea (Plant) Rel Props:Reference:ISBN:9780387706375