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(1R,5R,6S,7S,8S)-7-(3,4-dimethoxyphenyl)-8-hydroxy-3-methoxy-6-methyl-5-prop-2-enylbicyclo[3.2.1]oct-3-en-2-one

PubChem CID: 101715614

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 65.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2CC1C(C1CCCCC1)C2
Np Classifier Class Neolignans
Deep Smiles C=CC[C@@]C=COC))C=O)[C@@H][C@@H]6O))[C@H][C@@H]7C))cccccc6)OC)))OC
Heavy Atom Count 26.0
Classyfire Class Benzene and substituted derivatives
Scaffold Graph Node Level OC1CCC2CC1C(C1CCCCC1)C2
Classyfire Subclass Methoxybenzenes
Isotope Atom Count 0.0
Molecular Complexity 585.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name (1R,5R,6S,7S,8S)-7-(3,4-dimethoxyphenyl)-8-hydroxy-3-methoxy-6-methyl-5-prop-2-enylbicyclo[3.2.1]oct-3-en-2-one
Veber Rule True
Classyfire Superclass Benzenoids
Xlogp 3.3
Gsk 4 400 Rule True
Molecular Formula C21H26O5
Scaffold Graph Node Bond Level O=C1C=CC2CC1C(c1ccccc1)C2
Inchi Key WHHWCIFCUMPODM-VSTITZPBSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 6.0
Synonyms piperol b
Esol Class Soluble
Functional Groups C=CC, CO, COC(=CC)C(C)=O, cOC
Compound Name (1R,5R,6S,7S,8S)-7-(3,4-dimethoxyphenyl)-8-hydroxy-3-methoxy-6-methyl-5-prop-2-enylbicyclo[3.2.1]oct-3-en-2-one
Exact Mass 358.178
Formal Charge 0.0
Monoisotopic Mass 358.178
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 358.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H26O5/c1-6-9-21-11-16(26-5)19(22)18(20(21)23)17(12(21)2)13-7-8-14(24-3)15(10-13)25-4/h6-8,10-12,17-18,20,23H,1,9H2,2-5H3/t12-,17+,18-,20-,21-/m0/s1
Smiles C[C@H]1[C@@H]([C@@H]2[C@@H]([C@]1(C=C(C2=O)OC)CC=C)O)C3=CC(=C(C=C3)OC)OC
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Lignans

  • 1. Outgoing r'ship FOUND_IN to/from Piper Betle (Plant) Rel Props:Reference:ISBN:9788172363130