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(3S,3aR,4S,5aR,6R,9aS,9bR)-4,6-dihydroxy-3,5a-dimethyl-9-methylidene-3a,4,5,6,7,8,9a,9b-octahydro-3H-benzo[g][1]benzofuran-2-one

PubChem CID: 14335237

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 66.8
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2CCC3CCCC(C)C3C2C1
Np Classifier Class Eudesmane sesquiterpenoids
Deep Smiles C=CCC[C@H][C@][C@H]6[C@H]OC=O)[C@H][C@@H]5[C@H]C9)O)))C))))))C))O
Heavy Atom Count 19.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CCCC2CCC3CC(O)OC3C12
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 432.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 7.0
Iupac Name (3S,3aR,4S,5aR,6R,9aS,9bR)-4,6-dihydroxy-3,5a-dimethyl-9-methylidene-3a,4,5,6,7,8,9a,9b-octahydro-3H-benzo[g][1]benzofuran-2-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.2
Gsk 4 400 Rule True
Molecular Formula C15H22O4
Scaffold Graph Node Bond Level C=C1CCCC2CCC3CC(=O)OC3C12
Prediction Swissadme 0.0
Inchi Key CCOGMNXJHQYPKW-YGZRBXPVSA-N
Silicos It Class Soluble
Fcsp3 0.8
Logs -2.386
Rotatable Bond Count 0.0
Logd 1.245
Synonyms artapshin
Esol Class Soluble
Functional Groups C=C(C)C, CC(=O)OC, CO
Compound Name (3S,3aR,4S,5aR,6R,9aS,9bR)-4,6-dihydroxy-3,5a-dimethyl-9-methylidene-3a,4,5,6,7,8,9a,9b-octahydro-3H-benzo[g][1]benzofuran-2-one
Prediction Hob Swissadme 0.0
Exact Mass 266.152
Formal Charge 0.0
Monoisotopic Mass 266.152
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 266.33
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -2.2346893999999997
Inchi InChI=1S/C15H22O4/c1-7-4-5-10(17)15(3)6-9(16)11-8(2)14(18)19-13(11)12(7)15/h8-13,16-17H,1,4-6H2,2-3H3/t8-,9-,10+,11+,12+,13-,15-/m0/s1
Smiles C[C@H]1[C@@H]2[C@H](C[C@]3([C@@H](CCC(=C)[C@@H]3[C@H]2OC1=O)O)C)O
Nring 3.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids

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  • 2. Outgoing r'ship FOUND_IN to/from Cardamine Impatiens (Plant) Rel Props:Source_db:npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Ligusticum Jeholense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Salvia Carduacea (Plant) Rel Props:Source_db:npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Schisandra Henryi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Scrophularia Lepidota (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Veratrum Album (Plant) Rel Props:Source_db:npass_chem_all