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

PubChem CID: 102586046

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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[C@H][C@H][C@@H]5O))C=O)C=C7)OC)))))cccccc6)OC)))OC
Heavy Atom Count 25.0
Classyfire Class Benzene and substituted derivatives
Scaffold Graph Node Level OC1CCC2CC1C(C1CCCCC1)C2
Classyfire Subclass Methoxybenzenes
Isotope Atom Count 0.0
Molecular Complexity 556.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name (1R,5R,7R,8S)-7-(3,4-dimethoxyphenyl)-8-hydroxy-3-methoxy-5-prop-2-enylbicyclo[3.2.1]oct-3-en-2-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Benzenoids
Xlogp 2.9
Gsk 4 400 Rule True
Molecular Formula C20H24O5
Scaffold Graph Node Bond Level O=C1C=CC2CC1C(c1ccccc1)C2
Prediction Swissadme 1.0
Inchi Key MDBRPWOYUFAZSN-SOUCHZLYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.45
Logs -3.694
Rotatable Bond Count 6.0
Logd 1.934
Synonyms piperol a
Esol Class Soluble
Functional Groups C=CC, CO, COC(=CC)C(C)=O, cOC
Compound Name (1R,5R,7R,8S)-7-(3,4-dimethoxyphenyl)-8-hydroxy-3-methoxy-5-prop-2-enylbicyclo[3.2.1]oct-3-en-2-one
Prediction Hob Swissadme 1.0
Exact Mass 344.162
Formal Charge 0.0
Monoisotopic Mass 344.162
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 344.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -3.5587234000000003
Inchi InChI=1S/C20H24O5/c1-5-8-20-10-13(12-6-7-14(23-2)15(9-12)24-3)17(19(20)22)18(21)16(11-20)25-4/h5-7,9,11,13,17,19,22H,1,8,10H2,2-4H3/t13-,17-,19-,20+/m0/s1
Smiles COC1=C(C=C(C=C1)[C@@H]2C[C@@]3(C=C(C(=O)[C@H]2[C@@H]3O)OC)CC=C)OC
Nring 3.0
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 Artemisia Coerulescens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Piper Betle (Plant) Rel Props:Reference:ISBN:9788172363130