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methyl 7-methyl-6-oxo-1-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate

PubChem CID: 21550278

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 152.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCCC(CC3CCCCC3)C2C1
Np Classifier Class Iridoids monoterpenoids
Deep Smiles OC[C@H]O[C@@H]OCOC=CCC6CC)C=O)C5)))))C=O)OC))))))))[C@@H][C@@H][C@@H]6O))O))O
Heavy Atom Count 27.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CC2CCOC(OC3CCCCO3)C2C1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 619.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name methyl 7-methyl-6-oxo-1-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -1.7
Gsk 4 400 Rule True
Molecular Formula C17H24O10
Scaffold Graph Node Bond Level O=C1CC2C=COC(OC3CCCCO3)C2C1
Prediction Swissadme 0.0
Inchi Key LPOVXLVQNSEZGE-WNVPRDAPSA-N
Silicos It Class Soluble
Fcsp3 0.7647058823529411
Rotatable Bond Count 5.0
Synonyms dehydrologanin
Esol Class Very soluble
Functional Groups CC(C)=O, CO, COC(=O)C1=COC(O[C@@H](C)OC)CC1
Compound Name methyl 7-methyl-6-oxo-1-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
Prediction Hob Swissadme 0.0
Exact Mass 388.137
Formal Charge 0.0
Monoisotopic Mass 388.137
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 388.4
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 -0.8657878000000006
Inchi InChI=1S/C17H24O10/c1-6-9(19)3-7-8(15(23)24-2)5-25-16(11(6)7)27-17-14(22)13(21)12(20)10(4-18)26-17/h5-7,10-14,16-18,20-22H,3-4H2,1-2H3/t6?,7?,10-,11?,12-,13-,14-,16?,17+/m1/s1
Smiles CC1C2C(CC1=O)C(=COC2O[C@H]3[C@@H]([C@@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)OC
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 Catharanthus Roseus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Cornus Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all