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(3S,3aR,4S,6aR,8S,9R,9aS,9bS)-4,8,9-trihydroxy-9-(hydroxymethyl)-3-methyl-6-methylidene-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one

PubChem CID: 101320288

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 107.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCC(C)C3CCCC3C2C1
Np Classifier Class Guaiane sesquiterpenoids
Deep Smiles OC[C@@]O)[C@@H]O)C[C@@H][C@H]5[C@H]OC=O)[C@H][C@@H]5[C@H]CC%10=C)))O)))C
Heavy Atom Count 21.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CCC2CC(O)OC2C2CCCC12
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 477.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name (3S,3aR,4S,6aR,8S,9R,9aS,9bS)-4,8,9-trihydroxy-9-(hydroxymethyl)-3-methyl-6-methylidene-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.5
Gsk 4 400 Rule True
Molecular Formula C15H22O6
Scaffold Graph Node Bond Level C=C1CCC2CC(=O)OC2C2CCCC12
Inchi Key QHLGSXMDHZRASG-LFAZSJEHSA-N
Silicos It Class Soluble
Rotatable Bond Count 1.0
Synonyms saussureolide
Esol Class Very soluble
Functional Groups C=C(C)C, CO, COC(C)=O
Compound Name (3S,3aR,4S,6aR,8S,9R,9aS,9bS)-4,8,9-trihydroxy-9-(hydroxymethyl)-3-methyl-6-methylidene-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one
Exact Mass 298.142
Formal Charge 0.0
Monoisotopic Mass 298.142
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 298.33
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C15H22O6/c1-6-3-9(17)11-7(2)14(19)21-13(11)12-8(6)4-10(18)15(12,20)5-16/h7-13,16-18,20H,1,3-5H2,2H3/t7-,8-,9-,10-,11+,12-,13-,15+/m0/s1
Smiles C[C@H]1[C@@H]2[C@H](CC(=C)[C@@H]3C[C@@H]([C@@]([C@@H]3[C@H]2OC1=O)(CO)O)O)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids

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