GLAUCINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H25NO4
Molecular Weight	355.4275
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12CC3=CC(OC)=C(OC)C=C3C4=C1C(CCN2C)=CC(OC)=C4OC

InChI

InChIKey=RUZIUYOSRDWYQF-HNNXBMFYSA-N

InChI=1S/C21H25NO4/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/t15-/m0/s1

HIDE SMILES / InChI

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
Objective evaluation of dextromethorphan and glaucine as antitussive agents.	1984 May	6375709
Central action of glaucine in rodents.	1994	7863789
Antipoliovirus structure-activity relationships of some aporphine alkaloids.	1998 Apr	9584402
Seasonal variation of the chemical constituents from Croton species.	2001 May-Jun	11421450
Geographic distribution of three alkaloid chemotypes of Croton lechleri.	2002 Jun	12088421
Effects of some antioxidative aporphine derivatives on striatal dopaminergic transmission and on MPTP-induced striatal dopamine depletion in B6CBA mice.	2003 Feb	12594006
Behavioural evidence of agonist-like effect of isoteoline at 5-HT1B serotonergic receptors in mice.	2003 Jan	12625876
Antifungal activity of the methanolic extract and alkaloids of Glaucium oxylobum.	2003 Jul	12837370
[Resource investigation and quality evaluation on wild Corydalis yanhusuo].	2004 May	15706885
Alkaloids from Cassytha filiformis and related aporphines: antitrypanosomal activity, cytotoxicity, and interaction with DNA and topoisomerases.	2004 May	15124084
The efficient synthesis of morphinandienone alkaloids by using a combination of hypervalent iodine(III) reagent and heteropoly acid.	2004 Oct 11	15372696
Photochemistry of phytoalexins containing phenalenone-like chromophores: photophysics and singlet oxygen photosensitizing properties of the plant oxoaporphine alkaloid oxoglaucine.	2005 Jan-Feb	15493958
Photostability and photoprotection factor of boldine and glaucine.	2005 Jul 1	15963438
A novel alkaloid from Mitrephora maingayi.	2005 Jun	15938142
Structure-affinity relationships of halogenated predicentrine and glaucine derivatives at D1 and D2 dopaminergic receptors: halogenation and D1 receptor selectivity.	2005 Jun 1	15862999
Identification and quantification of isoquinoline alkaloids in the genus Sarcocapnos by GC-MS.	2005 Sep-Oct	16223088
[Acute glaucine syndrome in the physician's practice: the clinical picture and potential danger].	2006	17243616
Antihyperglycemic effect of aporphines and their derivatives in normal and diabetic rats.	2006 Oct	16924583
Cinnamoyl- and hydroxycinnamoyl amides of glaucine and their antioxidative and antiviral activities.	2008 Aug 1	18590964
Detection of the pharmaceutical agent glaucine as a recreational drug.	2008 May	18204834
Cardiovascular toxicity associated with recreational use of diphenylprolinol (diphenyl-2-pyrrolidinemethanol [D2PM]).	2008 Sep	18821489
Amino acid derivatives of aporphinic alkaloid glaucine and their antioxidant activity.	2009	19400187
Ascorbic acid and tetrahydrobiopterin potentiate the EDHF phenomenon by generating hydrogen peroxide.	2009 Nov 1	19592567
The antinociceptive and anti-inflammatory activities of caulerpin, a bisindole alkaloid isolated from seaweeds of the genus Caulerpa.	2009 Nov 26	20098607
Toll-like receptor-mediated anti-inflammatory action of glaucine and oxoglaucine.	2009 Oct	19481591
Alkaloids from Glaucium flavum from Sardinia.	2010 Jul	20552526
Screening of antinociceptive components in Corydalis yanhusuo W.T. Wang by comprehensive two-dimensional liquid chromatography/tandem mass spectrometry.	2010 Mar	20101504
Michaelis-Menten kinetic analysis of drugs of abuse to estimate their affinity to human P-glycoprotein.	2013 Feb 27	23273999

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:19:44 GMT 2023` Edited by `admin` on `Fri Dec 15 15:19:44 GMT 2023`
Record UNII	NU19306XA7
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

GLAUCINE

Official Name

English

Glaucine [WHO-DD]

Common Name

English

BOLDINE DIMETHYL ETHER

Common Name

English

GLAUCINE [INCI]

Common Name

English

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

Common Name

English

GLAUCINE [MI]

Common Name

English

GLAUCINE [MART.]

Common Name

English

D-GLAUCINE

Common Name

English

GLAUVENT

Brand Name

English

1,2,9,10-TETRAMETHOXYAPORPHINE

Systematic Name

English

NSC-34396

Code

English

BROMCHOLITIN

Brand Name

English

Code System Code Type Description

MESH

C005004