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Oxyberberine

PubChem CID: 11066

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Compound Synonyms Oxyberberine, Berlambine, 549-21-3, 8-Oxyberberine, Oxyberberin, Ketoberberine, JKL 1073A, JKL-1073A, 8-BERBINONE, 13,13a-DIDEHYDRO-9,10-DIMETHOXY-2,3-(METHYLENEDIOXY)-, NSC93138, 9,10-Dimethoxy-2,3-(methylenedioxy)-13,13a-didehydro-8-berbinone, 4A04YKB3FT, Berlambine, 8-Oxoberberine, Ketoberberine, NSC-93138, 8-Oxoberberine, NSC 93138, UNII-4A04YKB3FT, BRN 0339209, JKL1073A, 8H-BENZO(G)-1,3-BENZODIOXOLO(5,6-A)QUINOLIZIN-8-ONE, 5,6-DIHYDRO-9,10-DIMETHOXY-, 8H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-8-one, 5,6-dihydro-9,10-dimethoxy-, Prestwick_92, BERBERIN-8-ONE, Oxyberberine (Berlambine), 16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(21),2,4(8),9,15(20),16,18-heptaen-14-one, 4-27-00-06654 (Beilstein Handbook Reference), CHEMBL11531, SCHEMBL229912, DTXSID70203389, ZHYQCBCBTQWPLC-UHFFFAOYSA-N, BCP23559, HY-N5027, BDBM50508730, AKOS037514568, FO65468, AC-35010, MS-25426, CS-0032110, NS00094778, E80779, AK-693/43417392, Q27259321, Berbin-8-one, 13,13a-didehydro-9,10-dimethoxy-2,3-(methylenedioxy)-, 9,10-Dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinolin-8-one, 9,10-Dimethoxy-5,6-dihydro-8H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinolin-8-one, 9,10-Dimethoxy-5,6-dihydro-8H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinolin-8-one #
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 57.2
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1C2CCCCC2CC2C3CC4CCCC4CC3CCC12
Np Classifier Class Protoberberine alkaloids
Deep Smiles COccOC))cccc6c=O)nc-cccOCOc5cc9CC%13)))))))))))c6
Heavy Atom Count 26.0
Classyfire Class Isoquinolines and derivatives
Scaffold Graph Node Level OC1C2CCCCC2CC2C3CC4OCOC4CC3CCN12
Classyfire Subclass Isoquinolones and derivatives
Isotope Atom Count 0.0
Molecular Complexity 607.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P48147, P06276, P22303, P05067
Iupac Name 16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(21),2,4(8),9,15(20),16,18-heptaen-14-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Target Id NPT439
Xlogp 2.9
Gsk 4 400 Rule True
Molecular Formula C20H17NO5
Scaffold Graph Node Bond Level O=c1c2ccccc2cc2n1CCc1cc3c(cc1-2)OCO3
Prediction Swissadme 0.0
Inchi Key ZHYQCBCBTQWPLC-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.25
Logs -5.524
Rotatable Bond Count 2.0
Logd 3.432
Synonyms berlambine, oxyberberine, oxyberberine (isoquinoline alkaloid)
Esol Class Moderately soluble
Functional Groups c1cOCO1, c=O, cOC, cn(c)C
Compound Name Oxyberberine
Prediction Hob Swissadme 0.0
Exact Mass 351.111
Formal Charge 0.0
Monoisotopic Mass 351.111
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 351.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -4.956304215384617
Inchi InChI=1S/C20H17NO5/c1-23-15-4-3-12-7-14-13-9-17-16(25-10-26-17)8-11(13)5-6-21(14)20(22)18(12)19(15)24-2/h3-4,7-9H,5-6,10H2,1-2H3
Smiles COC1=C(C2=C(C=C1)C=C3C4=CC5=C(C=C4CCN3C2=O)OCO5)OC
Nring 5.0
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 Argemone Mexicana (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/20645832
  • 2. Outgoing r'ship FOUND_IN to/from Berberis Amurensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Berberis Aristata (Plant) Rel Props:Reference:ISBN:9788171360536; ISBN:9788172363130
  • 4. Outgoing r'ship FOUND_IN to/from Berberis Asiatica (Plant) Rel Props:Reference:ISBN:9770972795006; ISBN:9788172360481
  • 5. Outgoing r'ship FOUND_IN to/from Berberis Lambertii (Plant) Rel Props:Reference:ISBN:9770972795006
  • 6. Outgoing r'ship FOUND_IN to/from Berberis Lycium (Plant) Rel Props:Reference:ISBN:9788172360481; ISBN:9788185042084
  • 7. Outgoing r'ship FOUND_IN to/from Berberis Pachyacantha (Plant) Rel Props:Reference:ISBN:9788185042053
  • 8. Outgoing r'ship FOUND_IN to/from Berberis Vulgaris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Coptis Chinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Coptis Deltoidea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Coptis Japonica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Coptis Teeta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Coscinium Fenestratum (Plant) Rel Props:Reference:ISBN:9770972795006; ISBN:9788172362133
  • 14. Outgoing r'ship FOUND_IN to/from Distemonanthus Benthamianus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Thalictrum Alpinum (Plant) Rel Props:Reference:ISBN:9788185042114
  • 16. Outgoing r'ship FOUND_IN to/from Thalictrum Foliolosum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Thalictrum Javanicum (Plant) Rel Props:Reference:ISBN:9788185042138