BER

BERBERINE

Created:	2001-09-12
Last modified:	2011-06-04

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18 entries where BER is found as a standalone ligand

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Chemical Details
Formal Charge	1
Atom Count	43
Chiral Atom Count	0
Bond Count	47
Aromatic Bond Count	18

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Chemical Component Summary
Name	BERBERINE
Systematic Name (OpenEye OEToolkits)	n/a
Formula	C₂₀ H₁₈ N O₄
Molecular Weight	336.361
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O1c2c(OC1)cc5c(c2)c4cc3ccc(OC)c(OC)c3c[n+]4CC5
SMILES	CACTVS	3.341	COc1ccc2cc3c4cc5OCOc5cc4CC[n+]3cc2c1OC
SMILES	OpenEye OEToolkits	1.5.0	COc1ccc2cc-3[n+](cc2c1OC)CCc4c3cc5c(c4)OCO5
Canonical SMILES	CACTVS	3.341	COc1ccc2cc3c4cc5OCOc5cc4CC[n+]3cc2c1OC
Canonical SMILES	OpenEye OEToolkits	1.5.0	COc1ccc2cc-3[n+](cc2c1OC)CCc4c3cc5c(c4)OCO5
InChI	InChI	1.03	InChI=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
InChIKey	InChI	1.03	YBHILYKTIRIUTE-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB04115
Name	Berberine
Groups	approved investigational
Description	An 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 chloride Berberine sulfate anhydrous Berberine
Categories	Alkaloids Benzylisoquinolines Berberine Alkaloids Heterocyclic Compounds, Fused-Ring
CAS number	2086-83-1

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Baculoviral IAP repeat-containing protein 5	MGAPTLPPAWQPFLKDHRISTFKNWPFLEGCACTPERMAEAGFIHCPTEN...	unknown
HTH-type transcriptional regulator QacR	MNLKDKILGVAKELFIKNGYNATTTGEIVKLSESSKGNLYYHFKTKENLF...	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 Name	Reference
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