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[(2S,4aS,5R,6R,8R,8aS)-8-formyloxy-1,1,4a,6-tetramethyl-5'-oxospiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxolane]-2-yl] acetate

PubChem CID: 101412154

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 78.9
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2(CCCC3CCCCC32)C1
Np Classifier Class Nardosinane sesquiterpenoids
Deep Smiles O=CO[C@@H]C[C@@H]C)[C@@][C@@][C@@H]6CC)C)[C@H]CC6))OC=O)C))))))C))CCC=O)O5
Heavy Atom Count 26.0
Classyfire Class Carboxylic acids and derivatives
Scaffold Graph Node Level OC1CCC2(CCCC3CCCCC32)O1
Classyfire Subclass Tricarboxylic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 613.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name [(2S,4aS,5R,6R,8R,8aS)-8-formyloxy-1,1,4a,6-tetramethyl-5'-oxospiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxolane]-2-yl] acetate
Veber Rule True
Classyfire Superclass Organic acids and derivatives
Xlogp 3.5
Gsk 4 400 Rule True
Molecular Formula C20H30O6
Scaffold Graph Node Bond Level O=C1CCC2(CCCC3CCCCC32)O1
Inchi Key CUTBIBOIOVRFHC-PGYBWPQXSA-N
Silicos It Class Soluble
Rotatable Bond Count 4.0
Synonyms leucasdin b
Esol Class Moderately soluble
Functional Groups CC(=O)OC, COC=O
Compound Name [(2S,4aS,5R,6R,8R,8aS)-8-formyloxy-1,1,4a,6-tetramethyl-5'-oxospiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxolane]-2-yl] acetate
Exact Mass 366.204
Formal Charge 0.0
Monoisotopic Mass 366.204
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 366.4
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/C20H30O6/c1-12-10-14(24-11-21)17-18(3,4)15(25-13(2)22)6-8-19(17,5)20(12)9-7-16(23)26-20/h11-12,14-15,17H,6-10H2,1-5H3/t12-,14-,15+,17+,19+,20-/m1/s1
Smiles C[C@@H]1C[C@H]([C@@H]2[C@@]([C@@]13CCC(=O)O3)(CC[C@@H](C2(C)C)OC(=O)C)C)OC=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 Leucas Cephalotes (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/17015972