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(3As,6r,6ar,9r,9as,9bs)-6,9-dihydroxy-6,9-dimethyl-3-methylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[5,4-d]furan-2-one

PubChem CID: 5319198

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Compound Synonyms CHEMBL2206436, SCHEMBL18334098, (3as,6r,6ar,9r,9as,9bs)-6,9-dihydroxy-6,9-dimethyl-3-methylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[5,4-d]furan-2-one
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 CC1CC2C3CCCC3CCCC2C1C
Np Classifier Class Guaiane sesquiterpenoids
Deep Smiles O=CO[C@H][C@H]C5=C))CC[C@@][C@H][C@@H]7[C@]C)O)CC5)))))C)O
Heavy Atom Count 19.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1C(O)OC2C3CCCC3CCCC12
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 445.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 6.0
Uniprot Id n.a.
Iupac Name (3aS,6R,6aR,9R,9aS,9bS)-6,9-dihydroxy-6,9-dimethyl-3-methylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.2
Gsk 4 400 Rule True
Molecular Formula C15H22O4
Scaffold Graph Node Bond Level C=C1C(=O)OC2C1CCCC1CCCC12
Prediction Swissadme 0.0
Inchi Key VHFXPBHLQOPQHJ-ABBQYLIMSA-N
Silicos It Class Soluble
Fcsp3 0.8
Logs -3.234
Rotatable Bond Count 0.0
Logd 1.694
Synonyms magnograndiolide
Esol Class Soluble
Functional Groups C=C1CCOC1=O, CO
Compound Name (3As,6r,6ar,9r,9as,9bs)-6,9-dihydroxy-6,9-dimethyl-3-methylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[5,4-d]furan-2-one
Prediction Hob Swissadme 0.0
Exact Mass 266.152
Formal Charge 0.0
Monoisotopic Mass 266.152
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 266.33
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -2.2661894
Inchi InChI=1S/C15H22O4/c1-8-9-4-6-14(2,17)10-5-7-15(3,18)11(10)12(9)19-13(8)16/h9-12,17-18H,1,4-7H2,2-3H3/t9-,10+,11-,12-,14+,15+/m0/s1
Smiles C[C@]1(CC[C@@H]2[C@@H]([C@@H]3[C@H]1CC[C@@]3(C)O)OC(=O)C2=C)O
Nring 3.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids