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

PubChem CID: 10321418

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Compound Synonyms CHEMBL3426655
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 181.0
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@@][C@H]6[C@]C)CC5))OC=O)C)))))O))C=O)OC))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 31.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CCC(OC2OCCC3CCCC32)OC1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 739.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name methyl (1S,4aR,7S,7aS)-7-acetyloxy-4a-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -1.6
Gsk 4 400 Rule False
Molecular Formula C19H28O12
Scaffold Graph Node Bond Level C1=CC2CCCC2C(OC2CCCCO2)O1
Prediction Swissadme 0.0
Inchi Key NYOFAHGLZQTUOP-IXWHQCPLSA-N
Silicos It Class Soluble
Fcsp3 0.7894736842105263
Rotatable Bond Count 7.0
Synonyms ipolamiidoside
Esol Class Very soluble
Functional Groups CC(=O)OC, CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1
Compound Name methyl (1S,4aR,7S,7aS)-7-acetyloxy-4a-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
Prediction Hob Swissadme 0.0
Exact Mass 448.158
Formal Charge 0.0
Monoisotopic Mass 448.158
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 448.4
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
Esol -1.1565102000000014
Inchi InChI=1S/C19H28O12/c1-8(21)31-18(2)4-5-19(26)9(15(25)27-3)7-28-17(14(18)19)30-16-13(24)12(23)11(22)10(6-20)29-16/h7,10-14,16-17,20,22-24,26H,4-6H2,1-3H3/t10-,11-,12+,13-,14-,16+,17+,18+,19+/m1/s1
Smiles CC(=O)O[C@]1(CC[C@]2([C@@H]1[C@@H](OC=C2C(=O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)C
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 Barleria Lupulina (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all