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(3S,4R)-3,4-bis(1,3-benzodioxol-5-ylmethyl)oxolan-2-one

PubChem CID: 10871927

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Compound Synonyms CHEMBL182073
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 63.2
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC(CC2CCC3CCCC3C2)C1CC1CCC2CCCC2C1
Np Classifier Class Dibenzylbutyrolactone lignans
Deep Smiles O=COC[C@@H][C@@H]5Ccccccc6)OCO5))))))))))Ccccccc6)OCO5
Heavy Atom Count 26.0
Classyfire Class Furanoid lignans
Scaffold Graph Node Level OC1OCC(CC2CCC3OCOC3C2)C1CC1CCC2OCOC2C1
Classyfire Subclass Tetrahydrofuran lignans
Isotope Atom Count 0.0
Molecular Complexity 524.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 2.0
Iupac Name (3S,4R)-3,4-bis(1,3-benzodioxol-5-ylmethyl)oxolan-2-one
Veber Rule True
Classyfire Superclass Lignans, neolignans and related compounds
Xlogp 3.7
Gsk 4 400 Rule True
Molecular Formula C20H18O6
Scaffold Graph Node Bond Level O=C1OCC(Cc2ccc3c(c2)OCO3)C1Cc1ccc2c(c1)OCO2
Inchi Key DDWGQGZPYDSYEL-GJZGRUSLSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 4.0
Synonyms isohinokinin
Esol Class Moderately soluble
Functional Groups COC(C)=O, c1cOCO1
Compound Name (3S,4R)-3,4-bis(1,3-benzodioxol-5-ylmethyl)oxolan-2-one
Exact Mass 354.11
Formal Charge 0.0
Monoisotopic Mass 354.11
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 354.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C20H18O6/c21-20-15(6-13-2-4-17-19(8-13)26-11-24-17)14(9-22-20)5-12-1-3-16-18(7-12)25-10-23-16/h1-4,7-8,14-15H,5-6,9-11H2/t14-,15-/m0/s1
Smiles C1[C@@H]([C@@H](C(=O)O1)CC2=CC3=C(C=C2)OCO3)CC4=CC5=C(C=C4)OCO5
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Lignans

  • 1. Outgoing r'ship FOUND_IN to/from Piper Cubeba (Plant) Rel Props:Reference:ISBN:9788171360536