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Details

Stereochemistry ACHIRAL
Molecular Formula C20H20NO4
Molecular Weight 338.3771
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of COLUMBAMINE

SMILES

COC1=C(O)C=C2C(CC[N+]3=C2C=C4C=CC(OC)=C(OC)C4=C3)=C1

InChI

InChIKey=YYFOFDHQVIODOQ-UHFFFAOYSA-O
InChI=1S/C20H19NO4/c1-23-18-5-4-12-8-16-14-10-17(22)19(24-2)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,8-11H,6-7H2,1-3H3/p+1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.
1991 Jan-Feb
Molecular cloning of columbamine O-methyltransferase from cultured Coptis japonica cells.
2002 Nov
Free radical scavenging activity and lipoxygenase inhibition of Mahonia aquifolium extract and isoquinoline alkaloids.
2007 Jul 16
[Studies on chemical constituents in the anti-myocardial ischemia effective fraction of Corydalis yanhusuo].
2008 Nov
Quaternary alkaloids of Argemone mexicana.
2010 Feb
Anti-inflammatory and anti-nociceptive activities of compounds from Tinospora sagittata (Oliv.) Gagnep.
2010 Jul
Metabolic diversification of benzylisoquinoline alkaloid biosynthesis through the introduction of a branch pathway in Eschscholzia californica.
2010 Jun
Alkaloids from Fissistigma latifolium (Dunal) Merr.
2010 Jun 24
Metabolites of protoberberine alkaloids in human urine following oral administration of Coptidis Rhizoma decoction.
2010 Nov
Dig1 protects against cell death provoked by glyphosate-based herbicides in human liver cell lines.
2010 Oct 27
Columbamine suppresses the proliferation and neovascularization of metastatic osteosarcoma U2OS cells with low cytotoxicity.
2012 Dec 17
Name Type Language
COLUMBAMINE
MI  
Common Name English
COLUMBAMINE [MI]
Common Name English
5,6-DIHYDRO-2-HYDROXY-3,9,10-TRIMETHOXYDIBENZO(A,G)QUINOLIZINIUM
Systematic Name English
DIBENZO(A,G)QUINOLIZINIUM, 5,6-DIHYDRO-2-HYDROXY-3,9,10-TRIMETHOXY-
Systematic Name English
7,8,13,13.ALPHA.-TETRADEHYDRO-2-HYDROXY-3,9,10-TRIMETHOXYBERBINIUM
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID80189766
Created by admin on Fri Dec 15 19:41:20 GMT 2023 , Edited by admin on Fri Dec 15 19:41:20 GMT 2023
PRIMARY
MERCK INDEX
m3745
Created by admin on Fri Dec 15 19:41:20 GMT 2023 , Edited by admin on Fri Dec 15 19:41:20 GMT 2023
PRIMARY Merck Index
MESH
C055786
Created by admin on Fri Dec 15 19:41:20 GMT 2023 , Edited by admin on Fri Dec 15 19:41:20 GMT 2023
PRIMARY
CHEBI
15920
Created by admin on Fri Dec 15 19:41:20 GMT 2023 , Edited by admin on Fri Dec 15 19:41:20 GMT 2023
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FDA UNII
7T4808FEJW
Created by admin on Fri Dec 15 19:41:20 GMT 2023 , Edited by admin on Fri Dec 15 19:41:20 GMT 2023
PRIMARY
PUBCHEM
72310
Created by admin on Fri Dec 15 19:41:20 GMT 2023 , Edited by admin on Fri Dec 15 19:41:20 GMT 2023
PRIMARY
CAS
3621-36-1
Created by admin on Fri Dec 15 19:41:20 GMT 2023 , Edited by admin on Fri Dec 15 19:41:20 GMT 2023
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