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(2R,4S,5R,10S,12S,14R,15R,18R)-5-[(2R)-2-hydroxy-1-methylsulfinylpropan-2-yl]-10,15-dimethyl-3,6,13,17-tetraoxahexacyclo[8.7.1.02,4.04,9.012,14.015,18]octadec-8-ene-7,16-dione

PubChem CID: 100699

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Compound Synonyms NSC 349949, Podolactone B, 1,2-deepoxy-3,16-dideoxy-2,3-epoxy-16-(methylsulfinyl)-, (2beta,3beta,15R)-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 134.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC23CC2C2CC(C)C4C5CC5CC(C24)C3C1
Np Classifier Class Nagilactone diterpenoids
Deep Smiles CS=O)C[C@@][C@H]OC=O)C=C[C@@]6O[C@@H]3COC=O)[C@@][C@H]5[C@]%10C)C[C@H][C@@H]6O3))))))C)))))))))))))O)C
Heavy Atom Count 29.0
Classyfire Class Naphthopyrans
Scaffold Graph Node Level OC1CC2C3CC4OC4C4C(O)OC(C34)C3OC23CO1
Isotope Atom Count 0.0
Molecular Complexity 931.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name (2R,4S,5R,10S,12S,14R,15R,18R)-5-[(2R)-2-hydroxy-1-methylsulfinylpropan-2-yl]-10,15-dimethyl-3,6,13,17-tetraoxahexacyclo[8.7.1.02,4.04,9.012,14.015,18]octadec-8-ene-7,16-dione
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp -1.4
Gsk 4 400 Rule False
Molecular Formula C20H24O8S
Scaffold Graph Node Bond Level O=C1C=C2C3CC4OC4C4C(=O)OC(C34)C3OC23CO1
Inchi Key SZWRHPLVENMBBZ-MHTREMEFSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms podolactone c
Esol Class Very soluble
Functional Groups CO, COC(C)=O, CS(C)=O, C[C@@H]1O[C@@H]1C, C[C@H]1O[C@]12COC(=O)C=C2C
Compound Name (2R,4S,5R,10S,12S,14R,15R,18R)-5-[(2R)-2-hydroxy-1-methylsulfinylpropan-2-yl]-10,15-dimethyl-3,6,13,17-tetraoxahexacyclo[8.7.1.02,4.04,9.012,14.015,18]octadec-8-ene-7,16-dione
Exact Mass 424.119
Formal Charge 0.0
Monoisotopic Mass 424.119
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 424.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 11.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C20H24O8S/c1-17-6-8-13(25-8)19(3)12(17)11(27-16(19)22)14-20(28-14)9(17)5-10(21)26-15(20)18(2,23)7-29(4)24/h5,8,11-15,23H,6-7H2,1-4H3/t8-,11?,12+,13-,14+,15+,17+,18-,19+,20-,29?/m0/s1
Smiles C[C@]12C[C@H]3[C@H](O3)[C@]4([C@@H]1C([C@@H]5[C@]6(C2=CC(=O)O[C@@H]6[C@](C)(CS(=O)C)O)O5)OC4=O)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Diterpenoids