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(3R,4aR,5S,6R,8aR)-3-acetyloxy-5-[2-(furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

PubChem CID: 100980004

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 76.7
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC(CCC2CCCC3CCCCC32)C1
Np Classifier Class Colensane and Clerodane diterpenoids
Deep Smiles CC=O)O[C@H]C=CC=O)O))[C@][C@H]C6)[C@@]C)CCccocc5)))))))[C@@H]CC6))C))))C
Heavy Atom Count 27.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CCC2C(C1)CCCC2CCC1CCOC1
Classyfire Subclass Diterpenoids
Isotope Atom Count 0.0
Molecular Complexity 626.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name (3R,4aR,5S,6R,8aR)-3-acetyloxy-5-[2-(furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 4.9
Gsk 4 400 Rule False
Molecular Formula C22H30O5
Scaffold Graph Node Bond Level C1=CC2CCCC(CCc3ccoc3)C2CC1
Inchi Key YIWQRXOLZOSKOP-POUUYTLGSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 6.0
Synonyms 2α-acetoxyhardwickiic acid
Esol Class Moderately soluble
Functional Groups CC(=O)OC, CC=C(C)C(=O)O, coc
Compound Name (3R,4aR,5S,6R,8aR)-3-acetyloxy-5-[2-(furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
Exact Mass 374.209
Formal Charge 0.0
Monoisotopic Mass 374.209
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 374.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C22H30O5/c1-14-5-8-22(4)18(20(24)25)11-17(27-15(2)23)12-19(22)21(14,3)9-6-16-7-10-26-13-16/h7,10-11,13-14,17,19H,5-6,8-9,12H2,1-4H3,(H,24,25)/t14-,17+,19-,21+,22+/m1/s1
Smiles C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CCC3=COC=C3)C[C@H](C=C2C(=O)O)OC(=O)C)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Diterpenoids