Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C11H15NO2.ClH |
| Molecular Weight | 229.703 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.COC1=CC2=C(CCN[C@@H]2C)C=C1O
InChI
InChIKey=PZZVNEZKNWRZEG-OGFXRTJISA-N
InChI=1S/C11H15NO2.ClH/c1-7-9-6-11(14-2)10(13)5-8(9)3-4-12-7;/h5-7,12-13H,3-4H2,1-2H3;1H/t7-;/m1./s1
| Molecular Formula | C11H15NO2 |
| Molecular Weight | 193.2423 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Salsoline is a metabolite of dopamine and is highly prevalent in the urine and cerebrospinal fluid of alcoholics at the time of intoxication and for several days after. Salsoline and related compounds bind to the Type A Mono-amine Oxidase inducing neuronal cell death. At one time salsoline was thought to be a biomarker for Parkinson's disease. However, it was later shown that treatment regimes result in an increased endogenous concentration of salsoline and related compounds.
CNS Activity
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Enantio-specific induction of apoptosis by an endogenous neurotoxin, N-methyl(R)salsolinol, in dopaminergic SH-SY5Y cells: suppression of apoptosis by N-(2-heptyl)-N-methylpropargylamine. | 2001 |
|
| Inhibitory effects of endogenous dopaminergic neurotoxin, norsalsolinol on dopamine secretion in PC12 rat pheochromocytoma cells. | 2001 Jun |
|
| Norsalsolinol uptake into secretory vesicles via vesicular monoamine transporter and its secretion by membrane depolarization or purinoceptor stimulation in PC12 cells. | 2001 May |
|
| Mitochondrial permeability transition mediates apoptosis induced by N-methyl(R)salsolinol, an endogenous neurotoxin, and is inhibited by Bcl-2 and rasagiline, N-propargyl-1(R)-aminoindan. | 2002 Aug |
|
| Cell death in Parkinson's disease. | 2002 Sep |
|
| Simultaneous gas chromatographic-mass spectrometric determination of dopamine, norsalsolinol and salsolinol enantiomers in brain samples of a large human collective. | 2003 Jul |
|
| Tetrahydroisoquinoline and beta-carboline alkaloids from Haloxylon articulatum (Cav.) Bunge (Chenopodiaceae). | 2003 Jul-Aug |
|
| Increased systemic levels of norsalsolinol derivatives are induced by levodopa treatment and do not represent biological markers of Parkinson's disease. | 2004 Apr |
|
| [Studies on the alkaloids from Salsola collina Pall]. | 2004 Aug |
|
| [Asymmetric reactions based on activation and structure control of molecule--asymmetric reaction of lithiated nucleophiles]. | 2004 Feb |
|
| Liquid chromatography with amperometric detection at a nano crystalline Ce-doped lead dioxide film modified electrode for determination of (R)-Salsolinol, (R)-N-methylsalsolinol and monoamine neurotransmitters in Parkinsonian patients' cerebrospinal fluid. | 2004 Mar |
|
| Systematic regional study of dopamine, norsalsolinol, and (R/S)-salsolinol levels in human brain areas of alcoholics. | 2005 Jan |
|
| N-Propargylamine protects SH-SY5Y cells from apoptosis induced by an endogenous neurotoxin, N-methyl(R)salsolinol, through stabilization of mitochondrial membrane and induction of anti-apoptotic Bcl-2. | 2006 Jan |
|
| A new alkaloid from Salsola collina. | 2007 Jun |
|
| Quantification of salsolinol enantiomers by stable isotope dilution liquid chromatography with tandem mass spectrometric detection. | 2008 Dec |
|
| A new microdialysis-electrochemical device for in vivo simultaneous determination of acetylcholine and choline in rat brain treated with N-methyl-(R)-salsolinol. | 2009 Aug 15 |
|
| The mechanisms of oxidative DNA damage and apoptosis induced by norsalsolinol, an endogenous tetrahydroisoquinoline derivative associated with Parkinson's disease. | 2009 Jan |
|
| Additive protective effects of donepezil and nicotine against salsolinol-induced cytotoxicity in SH-SY5Y cells. | 2009 Oct |
|
| Determination of salsolinol, norsalsolinol, and twenty-one biogenic amines using micellar electrokinetic capillary chromatography-electrochemical detection. | 2010 Jun |
|
| Catechol-O-methyltransferase: potential relationship to idiopathic hypertension. | 2010 Jun 30 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 22:12:09 GMT 2023
by
admin
on
Fri Dec 15 22:12:09 GMT 2023
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| Record UNII |
JYW06894PT
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| Record Status |
Validated (UNII)
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| Record Version |
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51424-33-0
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DTXSID20965743
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m9748
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PARENT -> SALT/SOLVATE |
