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methyl (2S,3R,4S)-4-[[(1R)-2-acetyl-7,8-dihydroxy-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

PubChem CID: 21629955

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 196.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CC2CCCC(CC3CCCC4CCCCC43)C2)CC1
Np Classifier Class Terpenoid tetrahydroisoquinoline alkaloids
Deep Smiles C=C[C@H][C@@H]OC=C[C@H]6C[C@H]NCCcc6cO)ccc6))O)))))))C=O)C))))))C=O)OC))))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O
Heavy Atom Count 40.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CCC(OC2CC(CC3NCCC4CCCCC43)CCO2)OC1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 960.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name methyl (2S,3R,4S)-4-[[(1R)-2-acetyl-7,8-dihydroxy-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.3
Gsk 4 400 Rule False
Molecular Formula C27H35NO12
Scaffold Graph Node Bond Level C1=CC(CC2NCCc3ccccc32)CC(OC2CCCCO2)O1
Inchi Key XNYSLIQSJYSIDP-BCAAKZKISA-N
Silicos It Class Soluble
Rotatable Bond Count 8.0
Synonyms neoipecoside
Esol Class Soluble
Functional Groups C=CC, CC(=O)N(C)C, CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, cO
Compound Name methyl (2S,3R,4S)-4-[[(1R)-2-acetyl-7,8-dihydroxy-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
Exact Mass 565.216
Formal Charge 0.0
Monoisotopic Mass 565.216
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 565.6
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C27H35NO12/c1-4-14-15(9-17-20-13(5-6-18(31)21(20)32)7-8-28(17)12(2)30)16(25(36)37-3)11-38-26(14)40-27-24(35)23(34)22(33)19(10-29)39-27/h4-6,11,14-15,17,19,22-24,26-27,29,31-35H,1,7-10H2,2-3H3/t14-,15+,17-,19-,22-,23+,24-,26+,27+/m1/s1
Smiles CC(=O)N1CCC2=C([C@H]1C[C@H]3[C@H]([C@@H](OC=C3C(=O)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C=C)C(=C(C=C2)O)O
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Tyrosine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Carapichea Ipecacuanha (Plant) Rel Props:Reference:ISBN:9788172361792; ISBN:9788185042145