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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C21H25NO4.3H3O4P
Molecular Weight 1004.8405
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLAUCINE PHOSPHATE

SMILES

OP(O)(O)=O.OP(O)(O)=O.OP(O)(O)=O.[H][C@]12CC3=CC(OC)=C(OC)C=C3C4=C1C(CCN2C)=CC(OC)=C4OC.[H][C@]56CC7=CC(OC)=C(OC)C=C7C8=C5C(CCN6C)=CC(OC)=C8OC

InChI

InChIKey=NYXQUFHQGCFSDH-UXIZDUDRSA-N
InChI=1S/2C21H25NO4.3H3O4P/c2*1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20;3*1-5(2,3)4/h2*9-11,15H,6-8H2,1-5H3;3*(H3,1,2,3,4)/t2*15-;;;/m00.../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 ( + )

Molecular Formula H3O4P
Molecular Weight 97.9952
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Behavioural evidence of agonist-like effect of isoteoline at 5-HT1B serotonergic receptors in mice.
2003 Jan
Antifungal activity of the methanolic extract and alkaloids of Glaucium oxylobum.
2003 Jul
[Resource investigation and quality evaluation on wild Corydalis yanhusuo].
2004 May
Alkaloids from Cassytha filiformis and related aporphines: antitrypanosomal activity, cytotoxicity, and interaction with DNA and topoisomerases.
2004 May
The efficient synthesis of morphinandienone alkaloids by using a combination of hypervalent iodine(III) reagent and heteropoly acid.
2004 Oct 11
Photochemistry of phytoalexins containing phenalenone-like chromophores: photophysics and singlet oxygen photosensitizing properties of the plant oxoaporphine alkaloid oxoglaucine.
2005 Jan-Feb
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
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
The antinociceptive and anti-inflammatory activities of caulerpin, a bisindole alkaloid isolated from seaweeds of the genus Caulerpa.
2009 Nov 26
Toll-like receptor-mediated anti-inflammatory action of glaucine and oxoglaucine.
2009 Oct
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
Michaelis-Menten kinetic analysis of drugs of abuse to estimate their affinity to human P-glycoprotein.
2013 Feb 27
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 20:06:47 GMT 2023
Edited
by admin
on Sat Dec 16 20:06:47 GMT 2023
Record UNII
6SVU59BSY2
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GLAUCINE PHOSPHATE
Common Name English
4H-Dibenzo[de,g]quinoline, 5,6,6a,7-tetrahydro-1,2,9,10-tetramethoxy-6-methyl-, (S)-, phosphate (2:3)
Systematic Name English
Code System Code Type Description
FDA UNII
6SVU59BSY2
Created by admin on Sat Dec 16 20:06:48 GMT 2023 , Edited by admin on Sat Dec 16 20:06:48 GMT 2023
PRIMARY
CAS
76849-40-6
Created by admin on Sat Dec 16 20:06:48 GMT 2023 , Edited by admin on Sat Dec 16 20:06:48 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE