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4-[2-[(1R,4aS,5R,7S,8aS)-7-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one

PubChem CID: 21679191

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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 CC1CCCC1CCC1C(C)CCC2CCCCC21
Np Classifier Class Labdane diterpenoids
Deep Smiles OC[C@]C)C[C@@H]O)C[C@@][C@@H]6CCC=C)[C@H]6CCC=CCOC5=O)))))))))))))C
Heavy Atom Count 24.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CCC2CCCCC2C1CCC1CCOC1O
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 566.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name 4-[2-[(1R,4aS,5R,7S,8aS)-7-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.9
Gsk 4 400 Rule True
Molecular Formula C20H30O4
Scaffold Graph Node Bond Level C=C1CCC2CCCCC2C1CCC1=CCOC1=O
Inchi Key KYVZZZCAIHBFLU-QKMNUUQDSA-N
Silicos It Class Soluble
Rotatable Bond Count 4.0
Synonyms phlogantholide a
Esol Class Soluble
Functional Groups C=C(C)C, CC1=CCOC1=O, CO
Compound Name 4-[2-[(1R,4aS,5R,7S,8aS)-7-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one
Exact Mass 334.214
Formal Charge 0.0
Monoisotopic Mass 334.214
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 334.4
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/C20H30O4/c1-13-4-7-17-19(2,12-21)10-15(22)11-20(17,3)16(13)6-5-14-8-9-24-18(14)23/h8,15-17,21-22H,1,4-7,9-12H2,2-3H3/t15-,16-,17-,19+,20+/m1/s1
Smiles C[C@]1(C[C@H](C[C@@]2([C@@H]1CCC(=C)[C@H]2CCC3=CCOC3=O)C)O)CO
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Diterpenoids