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Naphtho(1,2-b)furan-2(3H)-one, 4-(acetyloxy)decahydro-6-hydroxy-5a-methyl-3,9-bis(methylene)-, (3aR,4R,5aR,6R,9aS,9bR)-

PubChem CID: 155340

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Compound Synonyms 69845-02-9, beta-Liriodenolide, Naphtho(1,2-b)furan-2(3H)-one, 4-(acetyloxy)decahydro-6-hydroxy-5a-methyl-3,9-bis(methylene)-, (3aR,4R,5aR,6R,9aS,9bR)-, DTXSID20990116, 6-Hydroxy-5a-methyl-3,9-dimethylidene-2-oxododecahydronaphtho[1,2-b]furan-4-yl acetate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 72.8
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2C(CCC3CCCC(C)C32)C1C
Np Classifier Class Eudesmane sesquiterpenoids
Deep Smiles CC=O)O[C@@H]C[C@@]C)[C@H]O)CCC=C)[C@@H]6[C@@H][C@@H]%10C=C)C=O)O5
Heavy Atom Count 22.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CCCC2CCC3C(C)C(O)OC3C12
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 565.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name [(3aR,4R,5aR,6R,9aS,9bR)-6-hydroxy-5a-methyl-3,9-dimethylidene-2-oxo-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-4-yl] acetate
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.6
Gsk 4 400 Rule True
Molecular Formula C17H22O5
Scaffold Graph Node Bond Level C=C1C(=O)OC2C1CCC1CCCC(=C)C12
Inchi Key REKMRDLPINOZME-MMCSFCSJSA-N
Silicos It Class Soluble
Rotatable Bond Count 2.0
Synonyms liriodenolide, beta-, β-liriodenolide
Esol Class Soluble
Functional Groups C=C(C)C, C=C1CCOC1=O, CC(=O)OC, CO
Compound Name Naphtho(1,2-b)furan-2(3H)-one, 4-(acetyloxy)decahydro-6-hydroxy-5a-methyl-3,9-bis(methylene)-, (3aR,4R,5aR,6R,9aS,9bR)-
Exact Mass 306.147
Formal Charge 0.0
Monoisotopic Mass 306.147
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 306.4
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
Inchi InChI=1S/C17H22O5/c1-8-5-6-12(19)17(4)7-11(21-10(3)18)13-9(2)16(20)22-15(13)14(8)17/h11-15,19H,1-2,5-7H2,3-4H3/t11-,12-,13-,14-,15+,17+/m1/s1
Smiles CC(=O)O[C@@H]1C[C@]2([C@@H](CCC(=C)[C@@H]2[C@@H]3[C@@H]1C(=C)C(=O)O3)O)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids