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(1S,2R,4aS,9aS)-1-[(Z)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-1,2,6-trimethyl-3,4a,5,8,9,9a-hexahydro-2H-benzo[7]annulen-4-one

PubChem CID: 44143718

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Compound Synonyms MLS000574940, CHEMBL1897212, HMS2267D05, SMR001215796
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 57.5
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCCC2CCCCCC12
Np Classifier Class Colensane and Clerodane diterpenoids
Deep Smiles OC/C=C/CC[C@@]C)[C@H]C)CC=O)[C@@H][C@@H]6CCC=CC7)C)))))))))))))CO
Heavy Atom Count 23.0
Classyfire Class Fatty acyls
Scaffold Graph Node Level OC1CCCC2CCCCCC12
Classyfire Subclass Fatty alcohols
Isotope Atom Count 0.0
Molecular Complexity 491.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Uniprot Id P43220, Q9NUW8, Q03431
Iupac Name (1S,2R,4aS,9aS)-1-[(Z)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-1,2,6-trimethyl-3,4a,5,8,9,9a-hexahydro-2H-benzo[7]annulen-4-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 3.0
Gsk 4 400 Rule True
Molecular Formula C20H32O3
Scaffold Graph Node Bond Level O=C1CCCC2CCC=CCC12
Prediction Swissadme 1.0
Inchi Key SQKQROXBIUWNIQ-UVJHWCRFSA-N
Silicos It Class Soluble
Fcsp3 0.75
Logs -2.618
Rotatable Bond Count 5.0
Logd 2.595
Synonyms pilosanone a
Esol Class Soluble
Functional Groups C/C=C(/C)C, CC(C)=O, CC=C(C)C, CO
Compound Name (1S,2R,4aS,9aS)-1-[(Z)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-1,2,6-trimethyl-3,4a,5,8,9,9a-hexahydro-2H-benzo[7]annulen-4-one
Prediction Hob Swissadme 1.0
Exact Mass 320.235
Formal Charge 0.0
Monoisotopic Mass 320.235
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 320.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Esol -3.4058326
Inchi InChI=1S/C20H32O3/c1-14-5-4-6-18-17(11-14)19(23)12-15(2)20(18,3)9-7-16(13-22)8-10-21/h5,8,15,17-18,21-22H,4,6-7,9-13H2,1-3H3/b16-8-/t15-,17+,18+,20+/m1/s1
Smiles C[C@@H]1CC(=O)[C@H]2CC(=CCC[C@@H]2[C@@]1(C)CC/C(=C/CO)/CO)C
Nring 2.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Diterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Agrimonia Pilosa (Plant) Rel Props:Reference:
  • 2. Outgoing r'ship FOUND_IN to/from Bidens Pilosa (Plant) Rel Props:Reference:
  • 3. Outgoing r'ship FOUND_IN to/from Calea Pilosa (Plant) Rel Props:Reference:
  • 4. Outgoing r'ship FOUND_IN to/from Curculigo Pilosa (Plant) Rel Props:Reference:
  • 5. Outgoing r'ship FOUND_IN to/from Elsholtzia Pilosa (Plant) Rel Props:Reference:
  • 6. Outgoing r'ship FOUND_IN to/from Euphorbia Pilosa (Plant) Rel Props:Reference:
  • 7. Outgoing r'ship FOUND_IN to/from Isolona Pilosa (Plant) Rel Props:Reference:
  • 8. Outgoing r'ship FOUND_IN to/from Oleandra Pilosa (Plant) Rel Props:Reference:
  • 9. Outgoing r'ship FOUND_IN to/from Portulaca Grandiflora (Plant) Rel Props:Reference:
  • 10. Outgoing r'ship FOUND_IN to/from Portulaca Guadrifida (Plant) Rel Props:Reference:
  • 11. Outgoing r'ship FOUND_IN to/from Portulaca Obracea (Plant) Rel Props:Reference:
  • 12. Outgoing r'ship FOUND_IN to/from Portulaca Oleracea (Plant) Rel Props:Reference:
  • 13. Outgoing r'ship FOUND_IN to/from Portulaca Pilosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Portulaca Quadrifida (Plant) Rel Props:Reference:
  • 15. Outgoing r'ship FOUND_IN to/from Portulaca Tuberosa (Plant) Rel Props:Reference:ISBN:9780387706375
  • 16. Outgoing r'ship FOUND_IN to/from Vepris Pilosa (Plant) Rel Props:Reference:
  • 17. Outgoing r'ship FOUND_IN to/from Vigna Pilosa (Plant) Rel Props:Reference:
  • 18. Outgoing r'ship FOUND_IN to/from Viola Pilosa (Plant) Rel Props:Reference: