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Berberastine

PubChem CID: 442180

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Compound Synonyms Berberastine, 2435-73-6, C09360, Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium, 5,6-dihydro-5-hydroxy-9,10-dimethoxy-, 16,17-dimethoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-11-ol, AC1L9CE2, CHEBI:3065, DTXSID40947203, Q27105935, 5-Hydroxy-9,10-dimethoxy-5,6-dihydro-2H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 61.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2CC3C(CCC4CC5CCCC5CC43)CC2C1
Np Classifier Class Protoberberine alkaloids, Isoquinoline alkaloids
Deep Smiles COccOC))cccc6c[n+]CCO)cc-c6c%10))cccc6)OCO5
Heavy Atom Count 26.0
Classyfire Class Protoberberine alkaloids and derivatives
Scaffold Graph Node Level C1CCC2CN3CCC4CC5OCOC5CC4C3CC2C1
Isotope Atom Count 0.0
Molecular Complexity 518.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 16,17-dimethoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-11-ol
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 2.5
Gsk 4 400 Rule True
Molecular Formula C20H18NO5+
Scaffold Graph Node Bond Level c1ccc2c[n+]3c(cc2c1)-c1cc2c(cc1CC3)OCO2
Prediction Swissadme 0.0
Inchi Key VFCGRXCCUHLLIP-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.25
Logs -8.253
Rotatable Bond Count 2.0
Logd 5.573
Synonyms berberastine
Esol Class Soluble
Functional Groups CO, c1cOCO1, cOC, c[n+](c)C
Compound Name Berberastine
Prediction Hob Swissadme 0.0
Exact Mass 352.118
Formal Charge 1.0
Monoisotopic Mass 352.118
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 352.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -3.929353815384616
Inchi InChI=1S/C20H18NO5/c1-23-17-4-3-11-5-15-12-6-18-19(26-10-25-18)7-13(12)16(22)9-21(15)8-14(11)20(17)24-2/h3-8,16,22H,9-10H2,1-2H3/q+1
Smiles COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4C(C3)O)OCO5)OC
Nring 8.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tyrosine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Berberis Laurina (Plant) Rel Props:Source_db:npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Coptis Chinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Coptis Deltoidea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Coptis Japonica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Coptis Teeta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Hydrastis Canadensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all