U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of GLAUCINE HYDROBROMIDE

SMILES

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

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

PubMed

TitleDatePubMed
Objective evaluation of dextromethorphan and glaucine as antitussive agents.
1984 May
Central action of glaucine in rodents.
1994
Antipoliovirus structure-activity relationships of some aporphine alkaloids.
1998 Apr
Geographic distribution of three alkaloid chemotypes of Croton lechleri.
2002 Jun
Antifungal activity of the methanolic extract and alkaloids of Glaucium oxylobum.
2003 Jul
The efficient synthesis of morphinandienone alkaloids by using a combination of hypervalent iodine(III) reagent and heteropoly acid.
2004 Oct 11
Photostability and photoprotection factor of boldine and glaucine.
2005 Jul 1
A novel alkaloid from Mitrephora maingayi.
2005 Jun
Structure-affinity relationships of halogenated predicentrine and glaucine derivatives at D1 and D2 dopaminergic receptors: halogenation and D1 receptor selectivity.
2005 Jun 1
Identification and quantification of isoquinoline alkaloids in the genus Sarcocapnos by GC-MS.
2005 Sep-Oct
[Acute glaucine syndrome in the physician's practice: the clinical picture and potential danger].
2006
Antihyperglycemic effect of aporphines and their derivatives in normal and diabetic rats.
2006 Oct
Cardiovascular toxicity associated with recreational use of diphenylprolinol (diphenyl-2-pyrrolidinemethanol [D2PM]).
2008 Sep
Amino acid derivatives of aporphinic alkaloid glaucine and their antioxidant activity.
2009
Ascorbic acid and tetrahydrobiopterin potentiate the EDHF phenomenon by generating hydrogen peroxide.
2009 Nov 1
The antinociceptive and anti-inflammatory activities of caulerpin, a bisindole alkaloid isolated from seaweeds of the genus Caulerpa.
2009 Nov 26
Alkaloids from Glaucium flavum from Sardinia.
2010 Jul
Screening of antinociceptive components in Corydalis yanhusuo W.T. Wang by comprehensive two-dimensional liquid chromatography/tandem mass spectrometry.
2010 Mar
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 01:28:26 GMT 2023
Edited
by admin
on Sat Dec 16 01:28:26 GMT 2023
Record UNII
7BPY1SMR1C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GLAUCINE HYDROBROMIDE
MI   WHO-DD  
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
(+)-GLAUCINE HYDROBROMIDE
Common Name English
Code System Code Type Description
MERCK INDEX
m5741
Created by admin on Sat Dec 16 01:28:26 GMT 2023 , Edited by admin on Sat Dec 16 01:28:26 GMT 2023
PRIMARY Merck Index
EVMPD
SUB13973MIG
Created by admin on Sat Dec 16 01:28:26 GMT 2023 , Edited by admin on Sat Dec 16 01:28:26 GMT 2023
PRIMARY
SMS_ID
100000078167
Created by admin on Sat Dec 16 01:28:26 GMT 2023 , Edited by admin on Sat Dec 16 01:28:26 GMT 2023
PRIMARY
CAS
5996-06-5
Created by admin on Sat Dec 16 01:28:26 GMT 2023 , Edited by admin on Sat Dec 16 01:28:26 GMT 2023
PRIMARY
PUBCHEM
165387
Created by admin on Sat Dec 16 01:28:26 GMT 2023 , Edited by admin on Sat Dec 16 01:28:26 GMT 2023
PRIMARY
FDA UNII
7BPY1SMR1C
Created by admin on Sat Dec 16 01:28:26 GMT 2023 , Edited by admin on Sat Dec 16 01:28:26 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY