COLUMBAMINE

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 Search

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

Molecular Formula	C20H19NO4
Molecular Weight	337.3692
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.	1991 Jan-Feb	1710653
High performance liquid chromatography-mass spectrometry analysis of protoberberine alkaloids in medicine herbs.	2007 Apr	17536728
Simultaneous determination of eight components in Radix Tinosporae by high-performance liquid chromatography coupled with diode array detector and electrospray tandem mass spectrometry.	2007 Feb 19	17084577
Free radical scavenging activity and lipoxygenase inhibition of Mahonia aquifolium extract and isoquinoline alkaloids.	2007 Jul 16	17634120
[Analysis of the main components of coptis-evodia herb couple by HPLC-DAD-MS].	2008 Mar	18630268
[Studies on chemical constituents in the anti-myocardial ischemia effective fraction of Corydalis yanhusuo].	2008 Nov	19260272
Isoquinoline alkaloids isolated from Corydalis yanhusuo and their binding affinities at the dopamine D1 receptor.	2008 Sep 25	18830156
Significant differences in alkaloid content of Coptis chinensis (Huanglian), from its related American species.	2009 Aug 24	19703289
Inhibitory Effects of Coptidis rhizoma and Berberine on Cocaine-induced Sensitization.	2009 Mar	18955248
[A new flavonoid glucoside from Huanglianjiedutang decoction].	2009 May	19685742
Quaternary alkaloids of Argemone mexicana.	2010 Feb	20645832
Anti-inflammatory and anti-nociceptive activities of compounds from Tinospora sagittata (Oliv.) Gagnep.	2010 Jul	20661706
Metabolic diversification of benzylisoquinoline alkaloid biosynthesis through the introduction of a branch pathway in Eschscholzia californica.	2010 Jun	20427510
Alkaloids from Fissistigma latifolium (Dunal) Merr.	2010 Jun 24	20657378
Metabolites of protoberberine alkaloids in human urine following oral administration of Coptidis Rhizoma decoction.	2010 Nov	20549593
[Simultaneous determination of six alkaloids in Coptis chinensis of different regions by RP-HPLC].	2010 Oct	21174768
Dig1 protects against cell death provoked by glyphosate-based herbicides in human liver cell lines.	2010 Oct 27	20979644
Columbamine suppresses the proliferation and neovascularization of metastatic osteosarcoma U2OS cells with low cytotoxicity.	2012 Dec 17	23124089

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:41:20 GMT 2023` Edited by `admin` on `Fri Dec 15 19:41:20 GMT 2023`
Record UNII	7T4808FEJW
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

COLUMBAMINE

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