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

PubChem CID: 24978614

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Compound Synonyms MLS000574941, CHEMBL1713764, CHEBI:182722, HMS2269M16, SMR001215797, (1S,2R,4aS,9aS)-1-[(Z)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-6-(hydroxymethyl)-1,2-dimethyl-3,4a,5,8,9,9a-hexahydro-2H-benzo[7]annulen-4-one
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 77.8
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCCC2CCCCCC12
Deep Smiles OC/C=C/CC[C@@]C)[C@H]C)CC=O)[C@@H][C@@H]6CCC=CC7)CO))))))))))))))CO
Heavy Atom Count 24.0
Classyfire Class Fatty acyls
Scaffold Graph Node Level OC1CCCC2CCCCCC12
Classyfire Subclass Fatty alcohols
Isotope Atom Count 0.0
Molecular Complexity 508.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Uniprot Id Q96QE3, O75496, Q8WZA2, O94782
Iupac Name (1S,2R,4aS,9aS)-1-[(Z)-5-hydroxy-3-(hydroxymethyl)pent-3-enyl]-6-(hydroxymethyl)-1,2-dimethyl-3,4a,5,8,9,9a-hexahydro-2H-benzo[7]annulen-4-one
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.8
Gsk 4 400 Rule True
Molecular Formula C20H32O4
Scaffold Graph Node Bond Level O=C1CCCC2CCC=CCC12
Prediction Swissadme 1.0
Inchi Key LDOZOWGJNHIECR-LLBXSCRASA-N
Silicos It Class Soluble
Fcsp3 0.75
Logs -1.585
Rotatable Bond Count 6.0
Logd 1.807
Synonyms pilosanone b
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]-6-(hydroxymethyl)-1,2-dimethyl-3,4a,5,8,9,9a-hexahydro-2H-benzo[7]annulen-4-one
Prediction Hob Swissadme 0.0
Exact Mass 336.23
Formal Charge 0.0
Monoisotopic Mass 336.23
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 336.5
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 -2.6515264
Inchi InChI=1S/C20H32O4/c1-14-10-19(24)17-11-16(13-23)4-3-5-18(17)20(14,2)8-6-15(12-22)7-9-21/h4,7,14,17-18,21-23H,3,5-6,8-13H2,1-2H3/b15-7-/t14-,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)CO
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: