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Isoraunescine

PubChem CID: 251565

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Compound Synonyms ISORAUNESCINE, Isoraunescin, NSC72121, 483-07-8, NSC 72121, Yohimban-16-carboxylic acid, 18-hydroxy-17-((3,4,5-trimethoxybenzoyl)oxy)-, methyl ester, (3beta,16beta,17alpha,18beta,20alpha)-, CHEMBL503839, BDBM50480324, NSC-72121, methyl hydroxy-(3,4,5-trimethoxybenzoyl)oxy-[?]carboxylate, 3.beta., 17.alpha.,18.beta.-dihydroxy-, methyl ester, 17-(3,4,5-trimethoxybenzoate), Yohimban-16-carboxylic acid, 18-hydroxy-17-[(3,4,5-trimethoxybenzoyl)oxy]-, methyl ester, (3.beta.,16.beta.,17.alpha.,18.beta.,20.alpha.)-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 120.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC(CC1CCC2CC3CCC4C5CCCCC5CC4C3CC2C1)C1CCCCC1
Np Classifier Class Yohimbine-like alkaloids
Deep Smiles COC=O)[C@@H][C@@H]OC=O)cccOC))ccc6)OC)))OC))))))))[C@H]O)C[C@H][C@@H]6C[C@H]NC6)CCcc6[nH]cc5cccc6
Heavy Atom Count 41.0
Classyfire Class Yohimbine alkaloids
Scaffold Graph Node Level OC(OC1CCC2CN3CCC4C5CCCCC5NC4C3CC2C1)C1CCCCC1
Isotope Atom Count 0.0
Molecular Complexity 937.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name methyl (1R,15S,17R,18R,19S,20S)-17-hydroxy-18-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 3.6
Gsk 4 400 Rule False
Molecular Formula C31H36N2O8
Scaffold Graph Node Bond Level O=C(OC1CCC2CN3CCc4c([nH]c5ccccc45)C3CC2C1)c1ccccc1
Inchi Key ULKKVMYTACUXQA-UTYXIPFNSA-N
Silicos It Class Poorly soluble
Rotatable Bond Count 8.0
Synonyms isoraunescine
Esol Class Moderately soluble
Functional Groups CN(C)C, CO, COC(C)=O, cC(=O)OC, cOC, c[nH]c
Compound Name Isoraunescine
Exact Mass 564.247
Formal Charge 0.0
Monoisotopic Mass 564.247
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 564.6
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C31H36N2O8/c1-37-24-12-16(13-25(38-2)29(24)39-3)30(35)41-28-23(34)11-17-15-33-10-9-19-18-7-5-6-8-21(18)32-27(19)22(33)14-20(17)26(28)31(36)40-4/h5-8,12-13,17,20,22-23,26,28,32,34H,9-11,14-15H2,1-4H3/t17-,20+,22-,23-,26+,28+/m1/s1
Smiles COC1=CC(=CC(=C1OC)OC)C(=O)O[C@H]2[C@@H](C[C@@H]3CN4CCC5=C([C@H]4C[C@@H]3[C@@H]2C(=O)OC)NC6=CC=CC=C56)O
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Rauvolfia Tetraphylla (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279