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1H-Indolizino(8,1-cd)carbazole-5-carboxylic acid, 3a-ethyl-3a,4,5,5a,6,11,12,13a-octahydro-4,5-dihydroxy-6-methyl-, methyl ester, 4-acetate

PubChem CID: 261578

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Compound Synonyms (+)-Vindorosine, Demethoxyvindoline, NSC 94038, Vindolidin, Vindolidine, Vindorosin, 1H-Indolizino(8,1-cd)carbazole-5-carboxylic acid, 3a-ethyl-3a,4,5,5a,6,11,12,13a-octahydro-4,5-dihydroxy-6-methyl-, methyl ester, 4-acetate, NSC-94038, NSC94038, DTXSID20966694, FAA23160, methyl 4-(acetyloxy)-3-hydroxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate, 1H-Indolizino(8, 3a-ethyl-3a,4,5,5a,6,11,12,13a-octahydro-4,5-dihydroxy-6-methyl-, methyl ester, 4-acetate, Aspidospermidine-3-carboxylic acid,7-didehydro-3-hydroxy-1-methyl-, methyl ester, (2.beta.,3.beta.,4.beta.,5.alpha.,12.beta.,19.alpha.)-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 79.3
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC2C(C1)CC1CCC3CCCC4CCC12C34
Np Classifier Class Aspidosperma type
Deep Smiles COC=O)CO)COC=O)C)))CCC))C=CCNC6CC%10NC)cc5cccc6))))))))CC5
Heavy Atom Count 31.0
Classyfire Class Plumeran-type alkaloids
Scaffold Graph Node Level C1CCC2C(C1)NC1CCC3CCCN4CCC12C34
Isotope Atom Count 0.0
Molecular Complexity 816.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name methyl 11-acetyloxy-12-ethyl-10-hydroxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 1.3
Gsk 4 400 Rule False
Molecular Formula C24H30N2O5
Scaffold Graph Node Bond Level C1=CC2CCC3Nc4ccccc4C34CCN(C1)C24
Inchi Key SASWULSUPROHRT-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 5.0
Synonyms vindorosine
Esol Class Soluble
Functional Groups CC=CC, CN(C)C, CO, COC(C)=O, cN(C)C
Compound Name 1H-Indolizino(8,1-cd)carbazole-5-carboxylic acid, 3a-ethyl-3a,4,5,5a,6,11,12,13a-octahydro-4,5-dihydroxy-6-methyl-, methyl ester, 4-acetate
Exact Mass 426.215
Formal Charge 0.0
Monoisotopic Mass 426.215
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 426.5
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/C24H30N2O5/c1-5-22-11-8-13-26-14-12-23(18(22)26)16-9-6-7-10-17(16)25(3)19(23)24(29,21(28)30-4)20(22)31-15(2)27/h6-11,18-20,29H,5,12-14H2,1-4H3
Smiles CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=CC=CC=C45)C
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 Catharanthus Pusillus (Plant) Rel Props:Reference:ISBN:9788172360481; ISBN:9788185042053
  • 2. Outgoing r'ship FOUND_IN to/from Catharanthus Roseus (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075