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Reserpine N-Oxide

PubChem CID: 12442718

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Compound Synonyms 474-48-6, Reserpine N-Oxide, Reserpin N-oxide, CID 12442718, methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-13-oxido-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-13-ium-19-carboxylate, ReserpineN-Oxide, FS-7825, (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-19-(methoxycarbonyl)-17-(3,4,5-trimethoxybenzoyloxy)-3,13-diazapentacyclo[11.8.0.0(2),(1)?.0?,?.0(1)?,(2)?]henicosa-2(10),4,6,8-tetraen-13-ium-13-olate
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 133.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC(CC1CCC2CC3C(CCC4C5CCCCC5CC34)CC2C1)C1CCCCC1
Np Classifier Class Yohimbine-like alkaloids
Deep Smiles COcccccc6)[nH]cc5CC[N+][C@@H]6C[C@H][C@@H]C6)C[C@H][C@@H][C@H]6C=O)OC))))OC)))OC=O)cccOC))ccc6)OC)))OC))))))))))))))[O-]
Heavy Atom Count 45.0
Classyfire Class Yohimbine alkaloids
Scaffold Graph Node Level OC(OC1CCC2CC3C4NC5CCCCC5C4CCN3CC2C1)C1CCCCC1
Isotope Atom Count 0.0
Molecular Complexity 1050.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-13-oxido-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-13-ium-19-carboxylate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 3.5
Gsk 4 400 Rule False
Molecular Formula C33H40N2O10
Scaffold Graph Node Bond Level O=C(OC1CCC2CC3c4[nH]c5ccccc5c4CC[NH+]3CC2C1)c1ccccc1
Inchi Key VRKGMHQUKPFVFT-DMUFBCNISA-N
Silicos It Class Poorly soluble
Rotatable Bond Count 10.0
Synonyms renoxidine
Esol Class Moderately soluble
Functional Groups COC, COC(C)=O, C[N+](C)(C)[O-], cC(=O)OC, cOC, c[nH]c
Compound Name Reserpine N-Oxide
Exact Mass 624.268
Formal Charge 0.0
Monoisotopic Mass 624.268
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 624.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C33H40N2O10/c1-39-19-7-8-20-21-9-10-35(38)16-18-13-27(45-32(36)17-11-25(40-2)30(42-4)26(12-17)41-3)31(43-5)28(33(37)44-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+,35?/m1/s1
Smiles CO[C@H]1[C@@H](C[C@@H]2C[N+]3(CCC4=C([C@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=C4C=CC(=C5)OC)[O-])OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Rauvolfia Serpentina (Plant) Rel Props:Reference:https://doi.org/10.1186/s12906-015-0683-7
  • 2. Outgoing r'ship FOUND_IN to/from Rauvolfia Tetraphylla (Plant) Rel Props:Reference:ISBN:9788172361150