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(3aS,6S,6aR,7R,9aS,9bR)-6a,7-dihydroxy-6,9a-dimethyl-3-methylidene-4,5,6,7,8,9b-hexahydro-3aH-azuleno[8,7-b]furan-2,9-dione

PubChem CID: 13967192

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Compound Synonyms CHEMBL561084
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 83.8
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2C(CCCC3CCC(C)C32)C1C
Np Classifier Class Pseudoguaiane sesquiterpenoids
Deep Smiles O=CO[C@@H][C@H]C5=C))CC[C@@H][C@][C@@]7C)C=O)C[C@H]5O)))))O))C
Heavy Atom Count 20.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1C(O)OC2C1CCCC1CCC(O)C12
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 512.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name (3aS,6S,6aR,7R,9aS,9bR)-6a,7-dihydroxy-6,9a-dimethyl-3-methylidene-4,5,6,7,8,9b-hexahydro-3aH-azuleno[8,7-b]furan-2,9-dione
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 0.3
Gsk 4 400 Rule True
Molecular Formula C15H20O5
Scaffold Graph Node Bond Level C=C1C(=O)OC2C1CCCC1CCC(=O)C12
Prediction Swissadme 0.0
Inchi Key YAPWFHYBVVSYKK-PUUYIXGTSA-N
Silicos It Class Soluble
Fcsp3 0.7333333333333333
Logs -3.333
Rotatable Bond Count 0.0
Logd 0.631
Synonyms 2beta-hydroxycoronopilin
Esol Class Very soluble
Functional Groups C=C1CCOC1=O, CC(C)=O, CO
Compound Name (3aS,6S,6aR,7R,9aS,9bR)-6a,7-dihydroxy-6,9a-dimethyl-3-methylidene-4,5,6,7,8,9b-hexahydro-3aH-azuleno[8,7-b]furan-2,9-dione
Prediction Hob Swissadme 0.0
Exact Mass 280.131
Formal Charge 0.0
Monoisotopic Mass 280.131
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 280.32
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 -1.489784
Inchi InChI=1S/C15H20O5/c1-7-4-5-9-8(2)13(18)20-12(9)14(3)10(16)6-11(17)15(7,14)19/h7,9,11-12,17,19H,2,4-6H2,1,3H3/t7-,9-,11+,12+,14-,15-/m0/s1
Smiles C[C@H]1CC[C@@H]2[C@H]([C@]3([C@]1([C@@H](CC3=O)O)O)C)OC(=O)C2=C
Nring 3.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids