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[(3aR,4R,5S,5aS,6S,8R,8aS,9R,9aS)-4,8,9-trihydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-6-yl] (Z)-2-methylbut-2-enoate

PubChem CID: 14137163

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 113.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCC3CCCC3CC2C1C
Np Classifier Class Pseudoguaiane sesquiterpenoids
Deep Smiles C/C=CC=O)O[C@H]C[C@H][C@@][C@@H]5[C@H]C)[C@@H]O)[C@H][C@H][C@H]7O))C=C)C=O)O5))))))))C))O))))))/C
Heavy Atom Count 27.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1C(O)OC2CCC3CCCC3CC21
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 698.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name [(3aR,4R,5S,5aS,6S,8R,8aS,9R,9aS)-4,8,9-trihydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-6-yl] (Z)-2-methylbut-2-enoate
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.5
Gsk 4 400 Rule True
Molecular Formula C20H28O7
Scaffold Graph Node Bond Level C=C1C(=O)OC2CCC3CCCC3CC12
Inchi Key MPPUQBHRJQOHGA-KXIHVOMESA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms pulchelloid a
Esol Class Soluble
Functional Groups C/C=C(/C)C(=O)OC, C=C1CCOC1=O, CO
Compound Name [(3aR,4R,5S,5aS,6S,8R,8aS,9R,9aS)-4,8,9-trihydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-6-yl] (Z)-2-methylbut-2-enoate
Exact Mass 380.184
Formal Charge 0.0
Monoisotopic Mass 380.184
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 380.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C20H28O7/c1-6-8(2)18(24)26-11-7-12(21)20(5)14(11)10(4)15(22)16-13(17(20)23)9(3)19(25)27-16/h6,10-17,21-23H,3,7H2,1-2,4-5H3/b8-6-/t10-,11-,12+,13+,14+,15+,16+,17+,20+/m0/s1
Smiles C/C=C(/C)\C(=O)O[C@H]1C[C@H]([C@@]2([C@@H]1[C@@H]([C@H]([C@H]3[C@H]([C@H]2O)C(=C)C(=O)O3)O)C)C)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Gaillardia Pulchella (Plant) Rel Props:Reference:ISBN:9788185042114