Chemical Component Summary

NameBERBERINE
Identifiersn/a
FormulaC20 H18 N O4
Molecular Weight336.361
TypeNON-POLYMER
Isomeric SMILESCOc1ccc2cc-3[n+](cc2c1OC)CCc4c3cc5c(c4)OCO5
InChIInChI=1S/C20H18NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,7-10H,5-6,11H2,1-2H3/q+1
InChIKeyYBHILYKTIRIUTE-UHFFFAOYSA-N

Chemical Details

Formal Charge1
Atom Count43
Chiral Atom Count0
Bond Count47
Aromatic Bond Count18

Drug Info: DrugBank

DrugBank IDDB04115 
NameBerberine
Groups
  • approved
  • investigational
DescriptionAn alkaloid from Hydrastis canadensis L., Berberidaceae. It is also found in many other plants. It is relatively toxic parenterally, but has been used orally for various parasitic and fungal infections and as antidiarrheal.
Synonyms
  • Berberine sulfate anhydrous
  • Berberine chloride
  • Berberine
Categories
  • Alkaloids
  • Benzylisoquinolines
  • Berberine Alkaloids
  • Heterocyclic Compounds, Fused-Ring
CAS number2086-83-1

Drug Targets

NameTarget SequencePharmacological ActionActions
Baculoviral IAP repeat-containing protein 5MGAPTLPPAWQPFLKDHRISTFKNWPFLEGCACTPERMAEAGFIHCPTEN...unknown
HTH-type transcriptional regulator QacRMNLKDKILGVAKELFIKNGYNATTTGEIVKLSESSKGNLYYHFKTKENLF...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL295124
PubChem 2353
ChEMBL CHEMBL295124
ChEBI CHEBI:16118
CCDC/CSD OLOFUQ, XUNFES02, DIPFAM, XUNFES, ZUYJEK, AXIZOY02, HUCNAX, ZUYJIO, JICKIS, NEVPAI, SOXFUJ, AXONUY02, SOXFET01, YUJHOA, SOXFIX, DIPFEQ, YUJHAM01, QILWIU, UCACUW, YUJHUG, XUNFES01, QIRLEL, BUFWAD, YUJHAM, YUGTAY, YUJJAO, VETPES, UCADAD, EPIPEB, XEBCUG, SERYUN, DASQIB, RAGVAA, ZEDYUG, SERYOH, YEBWOV, RAGTUS, NEVFIH, UBEREC, SEJCOD, RAGVEE, YEBWUB, YEBWEL, SERZAU
COD 2013611, 7226898, 2021834, 7226894, 2003565, 2003566, 2003563, 2003567