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3-Hydroxy-16-methoxy-2,3-dihydrotabersonine

PubChem CID: 440391

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Compound Synonyms 3-hydroxy-16-methoxy-2,3-dihydrotabersonine, CHEBI:18430, methyl (1S,9R,10R,12R,19S)-12-ethyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate, methyl 3beta-hydroxy-16-methoxy-6,7-didehydro-2beta,5alpha,12beta,19alpha-aspidospermidine-3alpha-carboxylate, 16-Methoxy-2,3-dihydro-3-hydroxytabersonine, methyl (1S,9R,10R,12R,19S)-12-ethyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo(10.6.1.01,9.02,7.016,19)nonadeca-2(7),3,5,13-tetraene-10-carboxylate, DTXSID801032200, Q21099579
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 71.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CC1CCC3CCCC4CCC12C34
Np Classifier Class Aspidosperma type
Deep Smiles COcccccc6)N[C@@H][C@]5CCN[C@H]5[C@@]C[C@]9O)C=O)OC)))))CC))C=CC6
Heavy Atom Count 28.0
Classyfire Class Plumeran-type alkaloids
Scaffold Graph Node Level C1CCC2C(C1)NC1CCC3CCCN4CCC12C34
Isotope Atom Count 0.0
Molecular Complexity 698.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name methyl (1S,9R,10R,12R,19S)-12-ethyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 2.6
Gsk 4 400 Rule True
Molecular Formula C22H28N2O4
Scaffold Graph Node Bond Level C1=CC2CCC3Nc4ccccc4C34CCN(C1)C24
Inchi Key MLIQIRKAHMVCDD-MMGCJVFTSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 4.0
Synonyms 16-methoxy-2,3-dihydro-3-hydroxytabersonine
Esol Class Soluble
Functional Groups CC=CC, CN(C)C, CO, COC(C)=O, cNC, cOC
Compound Name 3-Hydroxy-16-methoxy-2,3-dihydrotabersonine
Exact Mass 384.205
Formal Charge 0.0
Monoisotopic Mass 384.205
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 384.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C22H28N2O4/c1-4-20-8-5-10-24-11-9-21(18(20)24)15-7-6-14(27-2)12-16(15)23-17(21)22(26,13-20)19(25)28-3/h5-8,12,17-18,23,26H,4,9-11,13H2,1-3H3/t17-,18+,20+,21+,22-/m1/s1
Smiles CC[C@]12C[C@@]([C@H]3[C@@]4([C@H]1N(CC4)CC=C2)C5=C(N3)C=C(C=C5)OC)(C(=O)OC)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 Catharanthus Roseus (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075