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methyl (1S,4aR,5S,7aS)-5-hydroxy-7-(methylsulfanylcarbonyloxymethyl)-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

PubChem CID: 636566

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 207.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CC2CCCC3CCCC32)CC1
Np Classifier Class Iridoids monoterpenoids
Deep Smiles OC[C@@H]O[C@@H]O[C@@H]OC=C[C@H][C@H]6C=C[C@@H]5O)))COC=O)SC))))))))C=O)OC))))))))[C@@H][C@@H][C@@H]6O))O))O
Heavy Atom Count 32.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CCC(OC2OCCC3CCCC32)OC1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 769.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name methyl (1S,4aR,5S,7aS)-5-hydroxy-7-(methylsulfanylcarbonyloxymethyl)-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -1.9
Gsk 4 400 Rule False
Molecular Formula C19H26O12S
Scaffold Graph Node Bond Level C1=CC2C(C=COC2OC2CCCCO2)C1
Inchi Key JNDNZIPLLDTLQK-KSXVZMDZSA-N
Silicos It Class Soluble
Rotatable Bond Count 9.0
Synonyms paederosidic acid methyl ester
Esol Class Very soluble
Functional Groups CC(C)=CC, CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, COC(=O)SC
Compound Name methyl (1S,4aR,5S,7aS)-5-hydroxy-7-(methylsulfanylcarbonyloxymethyl)-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
Exact Mass 478.114
Formal Charge 0.0
Monoisotopic Mass 478.114
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 478.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C19H26O12S/c1-27-16(25)8-6-28-17(31-18-15(24)14(23)13(22)10(4-20)30-18)11-7(3-9(21)12(8)11)5-29-19(26)32-2/h3,6,9-15,17-18,20-24H,4-5H2,1-2H3/t9-,10-,11+,12+,13+,14+,15+,17-,18-/m0/s1
Smiles COC(=O)C1=CO[C@H]([C@H]2[C@H]1[C@H](C=C2COC(=O)SC)O)O[C@H]3[C@@H]([C@@H]([C@@H]([C@@H](O3)CO)O)O)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 Paederia Foetida (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/17087085