GLAUCINE HYDROBROMIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H25NO4.BrH
Molecular Weight	436.339
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Br.COC1=CC2=C(C=C1OC)C3=C(OC)C(OC)=CC4=C3[C@H](C2)N(C)CC4

InChI

InChIKey=DFFLCVRJWUOGPN-RSAXXLAASA-N

InChI=1S/C21H25NO4.BrH/c1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20;/h9-11,15H,6-8H2,1-5H3;1H/t15-;/m0./s1

HIDE SMILES / InChI

Molecular Formula	BrH
Molecular Weight	80.912
Charge	0
Count

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

Molecular Formula	C21H25NO4
Molecular Weight	355.4275
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Michaelis-Menten kinetic analysis of drugs of abuse to estimate their affinity to human P-glycoprotein.	2013-02-27	23273999
Alkaloids from Glaucium flavum from Sardinia.	2010-07	20552526
Screening of antinociceptive components in Corydalis yanhusuo W.T. Wang by comprehensive two-dimensional liquid chromatography/tandem mass spectrometry.	2010-03	20101504
The antinociceptive and anti-inflammatory activities of caulerpin, a bisindole alkaloid isolated from seaweeds of the genus Caulerpa.	2009-11-26	20098607
Ascorbic acid and tetrahydrobiopterin potentiate the EDHF phenomenon by generating hydrogen peroxide.	2009-11-01	19592567
Toll-like receptor-mediated anti-inflammatory action of glaucine and oxoglaucine.	2009-10	19481591
Amino acid derivatives of aporphinic alkaloid glaucine and their antioxidant activity.	2009	19400187
Cardiovascular toxicity associated with recreational use of diphenylprolinol (diphenyl-2-pyrrolidinemethanol [D2PM]).	2008-09	18821489
Cinnamoyl- and hydroxycinnamoyl amides of glaucine and their antioxidative and antiviral activities.	2008-08-01	18590964
Detection of the pharmaceutical agent glaucine as a recreational drug.	2008-05	18204834
Antihyperglycemic effect of aporphines and their derivatives in normal and diabetic rats.	2006-10	16924583
[Acute glaucine syndrome in the physician's practice: the clinical picture and potential danger].	2006	17243616
Identification and quantification of isoquinoline alkaloids in the genus Sarcocapnos by GC-MS.	2005-10-15	16223088
Photostability and photoprotection factor of boldine and glaucine.	2005-07-01	15963438
Structure-affinity relationships of halogenated predicentrine and glaucine derivatives at D1 and D2 dopaminergic receptors: halogenation and D1 receptor selectivity.	2005-06-01	15862999
A novel alkaloid from Mitrephora maingayi.	2005-06	15938142
Photochemistry of phytoalexins containing phenalenone-like chromophores: photophysics and singlet oxygen photosensitizing properties of the plant oxoaporphine alkaloid oxoglaucine.	2004-10-21	15493958
The efficient synthesis of morphinandienone alkaloids by using a combination of hypervalent iodine(III) reagent and heteropoly acid.	2004-10-11	15372696
[Resource investigation and quality evaluation on wild Corydalis yanhusuo].	2004-05	15706885
Alkaloids from Cassytha filiformis and related aporphines: antitrypanosomal activity, cytotoxicity, and interaction with DNA and topoisomerases.	2004-05	15124084
Antifungal activity of the methanolic extract and alkaloids of Glaucium oxylobum.	2003-07	12837370
Effects of some antioxidative aporphine derivatives on striatal dopaminergic transmission and on MPTP-induced striatal dopamine depletion in B6CBA mice.	2003-02	12594006
Behavioural evidence of agonist-like effect of isoteoline at 5-HT1B serotonergic receptors in mice.	2003-01	12625876
Geographic distribution of three alkaloid chemotypes of Croton lechleri.	2002-06	12088421
Seasonal variation of the chemical constituents from Croton species.	2001-06-26	11421450
Antipoliovirus structure-activity relationships of some aporphine alkaloids.	1998-04	9584402
Central action of glaucine in rodents.	1994	7863789
Objective evaluation of dextromethorphan and glaucine as antitussive agents.	1984-05	6375709

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 20:51:59 GMT 2025` Edited by `admin` on `Mon Mar 31 20:51:59 GMT 2025`
Record UNII	7BPY1SMR1C
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

(+)-GLAUCINE HYDROBROMIDE

Preferred Name

English

GLAUCINE HYDROBROMIDE

Common Name

English

4H-DIBENZO(DE,G)QUINOLINE, 5,6,6A,7-TETRAHYDRO-1,2,9,10-TETRAMETHOXY-6-METHYL-, HYDROBROMIDE (1:1), (6AS)-

Systematic Name

English

GLAUCINE HYDROBROMIDE, (+)-

Common Name

English

GLAUCINE HYDROBROMIDE [MI]

Common Name

English

(6AS)-5,6,6A,7-TETRAHYDRO-1,2,9,10-TETRAMETHOXY-6-METHYL-4H-DIBENZO(DE,G)QUINOLINE HYDROBROMIDE

Common Name

English

Glaucine hydrobromide [WHO-DD]

Common Name

English

Code System Code Type Description

MERCK INDEX

m5741