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
SMILES
OP(O)(O)=O.OP(O)(O)=O.OP(O)(O)=O.COC1=CC2=C(C=C1OC)C3=C(OC)C(OC)=CC4=C3[C@H](C2)N(C)CC4.COC5=CC6=C(C=C5OC)C7=C(OC)C(OC)=CC8=C7[C@H](C6)N(C)CC8
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
| 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
| Title | Date | PubMed |
|---|---|---|
| Michaelis-Menten kinetic analysis of drugs of abuse to estimate their affinity to human P-glycoprotein. | 2013-02-27 |
|
| Alkaloids from Glaucium flavum from Sardinia. | 2010-07 |
|
| Screening of antinociceptive components in Corydalis yanhusuo W.T. Wang by comprehensive two-dimensional liquid chromatography/tandem mass spectrometry. | 2010-03 |
|
| The antinociceptive and anti-inflammatory activities of caulerpin, a bisindole alkaloid isolated from seaweeds of the genus Caulerpa. | 2009-11-26 |
|
| Ascorbic acid and tetrahydrobiopterin potentiate the EDHF phenomenon by generating hydrogen peroxide. | 2009-11-01 |
|
| Toll-like receptor-mediated anti-inflammatory action of glaucine and oxoglaucine. | 2009-10 |
|
| Amino acid derivatives of aporphinic alkaloid glaucine and their antioxidant activity. | 2009 |
|
| Cardiovascular toxicity associated with recreational use of diphenylprolinol (diphenyl-2-pyrrolidinemethanol [D2PM]). | 2008-09 |
|
| Cinnamoyl- and hydroxycinnamoyl amides of glaucine and their antioxidative and antiviral activities. | 2008-08-01 |
|
| Detection of the pharmaceutical agent glaucine as a recreational drug. | 2008-05 |
|
| Antihyperglycemic effect of aporphines and their derivatives in normal and diabetic rats. | 2006-10 |
|
| [Acute glaucine syndrome in the physician's practice: the clinical picture and potential danger]. | 2006 |
|
| Identification and quantification of isoquinoline alkaloids in the genus Sarcocapnos by GC-MS. | 2005-10-15 |
|
| Photostability and photoprotection factor of boldine and glaucine. | 2005-07-01 |
|
| Structure-affinity relationships of halogenated predicentrine and glaucine derivatives at D1 and D2 dopaminergic receptors: halogenation and D1 receptor selectivity. | 2005-06-01 |
|
| A novel alkaloid from Mitrephora maingayi. | 2005-06 |
|
| Photochemistry of phytoalexins containing phenalenone-like chromophores: photophysics and singlet oxygen photosensitizing properties of the plant oxoaporphine alkaloid oxoglaucine. | 2004-10-21 |
|
| The efficient synthesis of morphinandienone alkaloids by using a combination of hypervalent iodine(III) reagent and heteropoly acid. | 2004-10-11 |
|
| [Resource investigation and quality evaluation on wild Corydalis yanhusuo]. | 2004-05 |
|
| Alkaloids from Cassytha filiformis and related aporphines: antitrypanosomal activity, cytotoxicity, and interaction with DNA and topoisomerases. | 2004-05 |
|
| Antifungal activity of the methanolic extract and alkaloids of Glaucium oxylobum. | 2003-07 |
|
| Effects of some antioxidative aporphine derivatives on striatal dopaminergic transmission and on MPTP-induced striatal dopamine depletion in B6CBA mice. | 2003-02 |
|
| Behavioural evidence of agonist-like effect of isoteoline at 5-HT1B serotonergic receptors in mice. | 2003-01 |
|
| Geographic distribution of three alkaloid chemotypes of Croton lechleri. | 2002-06 |
|
| Seasonal variation of the chemical constituents from Croton species. | 2001-06-26 |
|
| Antipoliovirus structure-activity relationships of some aporphine alkaloids. | 1998-04 |
|
| Central action of glaucine in rodents. | 1994 |
|
| Objective evaluation of dextromethorphan and glaucine as antitussive agents. | 1984-05 |
Patents
| Substance Class |
Chemical
Created
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admin
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Edited
Wed Apr 02 18:11:52 GMT 2025
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admin
on
Wed Apr 02 18:11:52 GMT 2025
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| Record UNII |
6SVU59BSY2
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| Record Status |
Validated (UNII)
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| Record Version |
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169490844
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76849-40-6
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PARENT -> SALT/SOLVATE |
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