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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 of GLAUCINE

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

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
Seasonal variation of the chemical constituents from Croton species.
2001 May-Jun
Geographic distribution of three alkaloid chemotypes of Croton lechleri.
2002 Jun
Effects of some antioxidative aporphine derivatives on striatal dopaminergic transmission and on MPTP-induced striatal dopamine depletion in B6CBA mice.
2003 Feb
Antifungal activity of the methanolic extract and alkaloids of Glaucium oxylobum.
2003 Jul
[Resource investigation and quality evaluation on wild Corydalis yanhusuo].
2004 May
The efficient synthesis of morphinandienone alkaloids by using a combination of hypervalent iodine(III) reagent and heteropoly acid.
2004 Oct 11
Structure-affinity relationships of halogenated predicentrine and glaucine derivatives at D1 and D2 dopaminergic receptors: halogenation and D1 receptor selectivity.
2005 Jun 1
[Acute glaucine syndrome in the physician's practice: the clinical picture and potential danger].
2006
Cinnamoyl- and hydroxycinnamoyl amides of glaucine and their antioxidative and antiviral activities.
2008 Aug 1
Detection of the pharmaceutical agent glaucine as a recreational drug.
2008 May
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
Toll-like receptor-mediated anti-inflammatory action of glaucine and oxoglaucine.
2009 Oct
Patents

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
INCI   MART.   MI   WHO-DD  
INCI  
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
Created by admin on Fri Dec 15 15:19:44 GMT 2023 , Edited by admin on Fri Dec 15 15:19:44 GMT 2023
PRIMARY
SMS_ID
100000078186
Created by admin on Fri Dec 15 15:19:44 GMT 2023 , Edited by admin on Fri Dec 15 15:19:44 GMT 2023
PRIMARY
ECHA (EC/EINECS)
207-501-5
Created by admin on Fri Dec 15 15:19:44 GMT 2023 , Edited by admin on Fri Dec 15 15:19:44 GMT 2023
PRIMARY
EVMPD
SUB13972MIG
Created by admin on Fri Dec 15 15:19:44 GMT 2023 , Edited by admin on Fri Dec 15 15:19:44 GMT 2023
PRIMARY
RXCUI
1368876
Created by admin on Fri Dec 15 15:19:44 GMT 2023 , Edited by admin on Fri Dec 15 15:19:44 GMT 2023
PRIMARY RxNorm
CHEBI
5373
Created by admin on Fri Dec 15 15:19:44 GMT 2023 , Edited by admin on Fri Dec 15 15:19:44 GMT 2023
PRIMARY
WIKIPEDIA
GLAUCINE
Created by admin on Fri Dec 15 15:19:44 GMT 2023 , Edited by admin on Fri Dec 15 15:19:44 GMT 2023
PRIMARY
CAS
475-81-0
Created by admin on Fri Dec 15 15:19:44 GMT 2023 , Edited by admin on Fri Dec 15 15:19:44 GMT 2023
PRIMARY
EPA CompTox
DTXSID8031100
Created by admin on Fri Dec 15 15:19:44 GMT 2023 , Edited by admin on Fri Dec 15 15:19:44 GMT 2023
PRIMARY
FDA UNII
NU19306XA7
Created by admin on Fri Dec 15 15:19:44 GMT 2023 , Edited by admin on Fri Dec 15 15:19:44 GMT 2023
PRIMARY
PUBCHEM
16754
Created by admin on Fri Dec 15 15:19:44 GMT 2023 , Edited by admin on Fri Dec 15 15:19:44 GMT 2023
PRIMARY
NSC
34396
Created by admin on Fri Dec 15 15:19:44 GMT 2023 , Edited by admin on Fri Dec 15 15:19:44 GMT 2023
PRIMARY
MERCK INDEX
m5741
Created by admin on Fri Dec 15 15:19:44 GMT 2023 , Edited by admin on Fri Dec 15 15:19:44 GMT 2023
PRIMARY Merck Index
DAILYMED
NU19306XA7
Created by admin on Fri Dec 15 15:19:44 GMT 2023 , Edited by admin on Fri Dec 15 15:19:44 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY