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(3S,3aR,4S,6aR,8S,9aR,9bR)-4,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one

PubChem CID: 12047617

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Compound Synonyms CHEMBL5172465
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 CC1CC2CCC(C)C3CCC(C)C3C2C1
Np Classifier Class Guaiane sesquiterpenoids
Deep Smiles O[C@H]C[C@@H][C@H]C5=C))[C@H]OC=O)[C@H][C@@H]5[C@H]CC%10=C)))O)))C
Heavy Atom Count 19.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CCC2CC(O)OC2C2C(C)CCC12
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 455.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 7.0
Iupac Name (3S,3aR,4S,6aR,8S,9aR,9bR)-4,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 0.5
Gsk 4 400 Rule True
Molecular Formula C15H20O4
Scaffold Graph Node Bond Level C=C1CCC2CC(=O)OC2C2C(=C)CCC12
Prediction Swissadme 0.0
Inchi Key AEWOONBLAKEKSC-CLSQCYNNSA-N
Silicos It Class Soluble
Fcsp3 0.6666666666666666
Logs -1.978
Rotatable Bond Count 0.0
Logd 1.42
Synonyms 11,13-dihydrodesacylcynaropicrin
Esol Class Very soluble
Functional Groups C=C(C)C, CC(=O)OC, CO
Compound Name (3S,3aR,4S,6aR,8S,9aR,9bR)-4,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one
Prediction Hob Swissadme 0.0
Exact Mass 264.136
Formal Charge 0.0
Monoisotopic Mass 264.136
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 264.32
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 -1.7685901999999998
Inchi InChI=1S/C15H20O4/c1-6-4-11(17)13-8(3)15(18)19-14(13)12-7(2)10(16)5-9(6)12/h8-14,16-17H,1-2,4-5H2,3H3/t8-,9-,10-,11-,12-,13+,14+/m0/s1
Smiles C[C@H]1[C@@H]2[C@H](CC(=C)[C@@H]3C[C@@H](C(=C)[C@@H]3[C@H]2OC1=O)O)O
Nring 3.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids