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[(4aR,7R,7aR)-6-acetyloxy-4a-hydroxy-1-(3-methylbutanoyloxy)spiro[1,5,6,7a-tetrahydrocyclopenta[c]pyran-7,2'-oxirane]-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate

PubChem CID: 129317364

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 147.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC2C(C1)CCC21CC1
Np Classifier Class Iridoids monoterpenoids
Deep Smiles CCCC=O)OCOC=C[C@@][C@@H]6[C@@]CO3))CC5)OC=O)C))))))O))COC=O)CCC)C))OC=O)CCC)C))))))))))))))))C
Heavy Atom Count 38.0
Classyfire Class Carboxylic acids and derivatives
Scaffold Graph Node Level C1CC2CCC3(CO3)C2CO1
Classyfire Subclass Tetracarboxylic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 955.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name [(4aR,7R,7aR)-6-acetyloxy-4a-hydroxy-1-(3-methylbutanoyloxy)spiro[1,5,6,7a-tetrahydrocyclopenta[c]pyran-7,2'-oxirane]-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate
Veber Rule False
Classyfire Superclass Organic acids and derivatives
Xlogp 2.5
Gsk 4 400 Rule False
Molecular Formula C27H40O11
Scaffold Graph Node Bond Level C1=CC2CCC3(CO3)C2CO1
Inchi Key QPMVBTMUWDUUTJ-KUTRIIDVSA-N
Silicos It Class Soluble
Rotatable Bond Count 15.0
Synonyms ivhd-valtrate
Esol Class Soluble
Functional Groups CC(=O)OC1CCC(C)=CO1, CO, COC(C)=O, C[C@@]1(C)CO1
Compound Name [(4aR,7R,7aR)-6-acetyloxy-4a-hydroxy-1-(3-methylbutanoyloxy)spiro[1,5,6,7a-tetrahydrocyclopenta[c]pyran-7,2'-oxirane]-4-yl]methyl 3-methyl-2-(3-methylbutanoyloxy)butanoate
Exact Mass 540.257
Formal Charge 0.0
Monoisotopic Mass 540.257
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 540.6
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C27H40O11/c1-14(2)8-20(29)37-22(16(5)6)24(31)33-11-18-12-34-25(38-21(30)9-15(3)4)23-26(18,32)10-19(36-17(7)28)27(23)13-35-27/h12,14-16,19,22-23,25,32H,8-11,13H2,1-7H3/t19?,22?,23-,25?,26+,27-/m1/s1
Smiles CC(C)CC(=O)OC1[C@@H]2[C@](CC([C@]23CO3)OC(=O)C)(C(=CO1)COC(=O)C(C(C)C)OC(=O)CC(C)C)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Monoterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Valeriana Jatamansi (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/23597199