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Pubescine

PubChem CID: 72313

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Compound Synonyms Pubescine, Raubasinine, Raubasinin, 482-96-2, Reserpinine (C22 alkaloid), TP250R6K5B, NSC15624, Cinchovatine (VAN), NSC-15624, Methyl (4S,4aS,13bS,14aS)-11-methoxy-4-methyl-4a,5,7,8,13,13b,14,14a-octahydro-4H-indolo[2,3-a]pyrano[3,4-g]quinolizine-1-carboxylate, MLS002638438, Reserpinine (Aricine), UNII-TP250R6K5B, SCHEMBL1654918, CHEMBL1329821, BDBM65524, DTXSID80275719, 11-METHOXYTETRAHYDROALSTONINE, Reserpinine (Raubasinine, Pubescine), STL564613, AKOS003672766, CCG-103083, NCGC00160192-01, NS00094811, AH-214/21197002, Q2145567, methyl (19alpha,20alpha)-11-methoxy-19-methyl-16,17-didehydro-18-oxayohimban-16-carboxylate, Oxayohimban-16-carboxylic acid, 16,17-didehydro-11-methoxy-19-methyl-, methyl ester, (19.alpha.,20.alpha.)-, Oxayohimban-16-carboxylic acid, 16,17-didehydro-11-methoxy-19-methyl-, methyl ester, (19alpha,20alpha)-, Oxayohimban-16-carboxylic acid,17-didehydro-11-methoxy-19-methyl-, methyl ester, (19.alpha.,20.alpha.)-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 63.8
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2CC3C(CCC4C5CCCCC5CC34)CC2C1
Np Classifier Class Steroidal alkaloids
Deep Smiles COcccccc6)[nH]cc5CCN[C@H]6C[C@H][C@@H]C6)[C@H]C)OC=C6C=O)OC
Heavy Atom Count 28.0
Classyfire Class Yohimbine alkaloids
Scaffold Graph Node Level C1CCC2C(C1)NC1C2CCN2CC3COCCC3CC12
Isotope Atom Count 0.0
Molecular Complexity 652.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Uniprot Id Q03164, B2RXH2, P10636, P00352, O97447, P28482, Q13951, P11473
Iupac Name methyl (1S,15S,16S,20S)-6-methoxy-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4(9),5,7,18-pentaene-19-carboxylate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Target Id NPT48, NPT51, NPT94, NPT282
Xlogp 2.7
Gsk 4 400 Rule True
Molecular Formula C22H26N2O4
Scaffold Graph Node Bond Level C1=CC2CC3c4[nH]c5ccccc5c4CCN3CC2CO1
Prediction Swissadme 1.0
Inchi Key KXEMQEGRZWUKJS-RURTYGRKSA-N
Silicos It Class Moderately soluble
Fcsp3 0.5
Logs -3.158
Rotatable Bond Count 3.0
Logd 3.389
Synonyms (-)-aricine, pubescine, pubescine(4,6-dien-3-oxo-n-demethylconanine)
Esol Class Soluble
Functional Groups CN(C)C, COC(=O)C(C)=COC, cOC, c[nH]c
Compound Name Pubescine
Prediction Hob Swissadme 1.0
Exact Mass 382.189
Formal Charge 0.0
Monoisotopic Mass 382.189
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 382.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -3.964709142857144
Inchi InChI=1S/C22H26N2O4/c1-12-17-10-24-7-6-15-14-5-4-13(26-2)8-19(14)23-21(15)20(24)9-16(17)18(11-28-12)22(25)27-3/h4-5,8,11-12,16-17,20,23H,6-7,9-10H2,1-3H3/t12-,16-,17-,20-/m0/s1
Smiles C[C@H]1[C@@H]2CN3CCC4=C([C@@H]3C[C@@H]2C(=CO1)C(=O)OC)NC5=C4C=CC(=C5)OC
Nring 5.0
Np Classifier Biosynthetic Pathway Alkaloids, Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Pseudoalkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Abrus Pulchellus (Plant) Rel Props:Source_db:npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Brugmansia Arborea (Plant) Rel Props:Source_db:npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Gynura Elliptica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Holarrhena Pubescens (Plant) Rel Props:Reference:ISBN:9780387706375; ISBN:9788172362300; ISBN:9788185042145
  • 5. Outgoing r'ship FOUND_IN to/from Ruta Oreojasme (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Vinca Major (Plant) Rel Props:Source_db:npass_chem_all