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(3aS,5aR,6R,9R,9aS,9bS)-9-(hydroxymethyl)-5a-methyl-3-methylidene-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6,7,8,9,9a,9b-octahydro-3aH-benzo[g][1]benzofuran-2-one

PubChem CID: 15628122

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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 CC1CC2C(CCC3C(CC4CCCCC4)CCCC32)C1C
Np Classifier Class Eudesmane sesquiterpenoids
Deep Smiles OC[C@@H]CC[C@H][C@][C@H]6[C@H]OC=O)C=C)[C@@H]5CC9))))))))C))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O
Heavy Atom Count 30.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1C(O)OC2C1CCC1C(OC3CCCCO3)CCCC12
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 683.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 11.0
Iupac Name (3aS,5aR,6R,9R,9aS,9bS)-9-(hydroxymethyl)-5a-methyl-3-methylidene-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6,7,8,9,9a,9b-octahydro-3aH-benzo[g][1]benzofuran-2-one
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.1
Gsk 4 400 Rule False
Molecular Formula C21H32O9
Scaffold Graph Node Bond Level C=C1C(=O)OC2C1CCC1C(OC3CCCCO3)CCCC12
Inchi Key KICWVYURWOVHAU-UWRNWCSGSA-N
Silicos It Class Soluble
Rotatable Bond Count 4.0
Synonyms sonchuside f
Esol Class Soluble
Functional Groups C=C1CCOC1=O, CO, CO[C@@H](C)OC
Compound Name (3aS,5aR,6R,9R,9aS,9bS)-9-(hydroxymethyl)-5a-methyl-3-methylidene-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6,7,8,9,9a,9b-octahydro-3aH-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 11.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H32O9/c1-9-11-5-6-21(2)13(4-3-10(7-22)14(21)18(11)30-19(9)27)29-20-17(26)16(25)15(24)12(8-23)28-20/h10-18,20,22-26H,1,3-8H2,2H3/t10-,11-,12+,13+,14+,15+,16-,17+,18-,20-,21-/m0/s1
Smiles C[C@@]12CC[C@@H]3[C@@H]([C@H]1[C@@H](CC[C@H]2O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)CO)OC(=O)C3=C
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 Sonchus Asper (Plant) Rel Props:Reference:https://doi.org/10.2174/0929867033456729