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=C(O)C=C2CCN[C@H](C)C2=C1
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 | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| 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 |
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 |
|---|---|---|
| Catechol-O-methyltransferase: potential relationship to idiopathic hypertension. | 2010-06-30 |
|
| Determination of salsolinol, norsalsolinol, and twenty-one biogenic amines using micellar electrokinetic capillary chromatography-electrochemical detection. | 2010-06 |
|
| Additive protective effects of donepezil and nicotine against salsolinol-induced cytotoxicity in SH-SY5Y cells. | 2009-10 |
|
| A new microdialysis-electrochemical device for in vivo simultaneous determination of acetylcholine and choline in rat brain treated with N-methyl-(R)-salsolinol. | 2009-08-15 |
|
| The mechanisms of oxidative DNA damage and apoptosis induced by norsalsolinol, an endogenous tetrahydroisoquinoline derivative associated with Parkinson's disease. | 2009-01 |
|
| Quantification of salsolinol enantiomers by stable isotope dilution liquid chromatography with tandem mass spectrometric detection. | 2008-12 |
|
| Localization of N-methyl-norsalsolinol within rodent and human brain. | 2008-08-15 |
|
| Iron contributes to the formation of catechol isoquinolines and oxidative toxicity induced by overdose dopamine in dopaminergic SH-SY5Y cells. | 2008-06 |
|
| Structural determination of salsolins A and B, new antioxidant polyoxygenated triterpenes from Salsola baryosma, by 1D and 2D NMR spectroscopy. | 2008-01 |
|
| Role of acetaldehyde in tobacco smoke addiction. | 2007-10 |
|
| A new alkaloid from Salsola collina. | 2007-06 |
|
| Type A monoamine oxidase is the target of an endogenous dopaminergic neurotoxin, N-methyl(R)salsolinol, leading to apoptosis in SH-SY5Y cells. | 2006-01 |
|
| 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. | 2006-01 |
|
| Involvement of type A monoamine oxidase in neurodegeneration: regulation of mitochondrial signaling leading to cell death or neuroprotection. | 2006 |
|
| Systematic regional study of dopamine, norsalsolinol, and (R/S)-salsolinol levels in human brain areas of alcoholics. | 2005-01 |
|
| [Studies on the alkaloids from Salsola collina Pall]. | 2004-08 |
|
| Neuroprotective function of R-(-)-1-(benzofuran-2-yl)-2-propylaminopentane, [R-(-)-BPAP], against apoptosis induced by N-methyl(R)salsolinol, an endogenous dopaminergic neurotoxin, in human dopaminergic neuroblastoma SH-SY5Y cells. | 2004-05-21 |
|
| Increased systemic levels of norsalsolinol derivatives are induced by levodopa treatment and do not represent biological markers of Parkinson's disease. | 2004-04 |
|
| 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. | 2004-03 |
|
| [Asymmetric reactions based on activation and structure control of molecule--asymmetric reaction of lithiated nucleophiles]. | 2004-02 |
|
| Tetrahydroisoquinoline and beta-carboline alkaloids from Haloxylon articulatum (Cav.) Bunge (Chenopodiaceae). | 2003-08-27 |
|
| Simultaneous gas chromatographic-mass spectrometric determination of dopamine, norsalsolinol and salsolinol enantiomers in brain samples of a large human collective. | 2003-07 |
|
| N-methyl-norsalsolinol modulates serotonin metabolism in the rat caudate nucleus: correlation with behavioural changes. | 2003-03 |
|
| Cell death in Parkinson's disease. | 2002-09 |
|
| Dopamine-derived endogenous N-methyl-(R)-salsolinol: its role in Parkinson's disease. | 2002-08-30 |
|
| 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. | 2002-08 |
|
| Tetrahydroisoquinoline derivatives of enkephalins: synthesis and properties. | 2002-05-15 |
|
| Mitochondria determine the survival and death in apoptosis by an endogenous neurotoxin, N-methyl(R)salsolinol, and neuroprotection by propargylamines. | 2002-05 |
|
| Future of neuroprotection in Parkinson's disease. | 2001-10 |
|
| Transfection-enforced Bcl-2 overexpression and an anti-Parkinson drug, rasagiline, prevent nuclear accumulation of glyceraldehyde-3-phosphate dehydrogenase induced by an endogenous dopaminergic neurotoxin, N-methyl(R)salsolinol. | 2001-08 |
|
| [Pathogenesis of idiopathic Parkinson's disease]. | 2001-07 |
|
| Uptake of the dopaminergic neurotoxin, norsalsolinol, into PC12 cells via dopamine transporter. | 2001-06 |
|
| Inhibitory effects of endogenous dopaminergic neurotoxin, norsalsolinol on dopamine secretion in PC12 rat pheochromocytoma cells. | 2001-06 |
|
| Norsalsolinol uptake into secretory vesicles via vesicular monoamine transporter and its secretion by membrane depolarization or purinoceptor stimulation in PC12 cells. | 2001-05 |
|
| 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 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 20:25:30 GMT 2025
by
admin
on
Mon Mar 31 20:25:30 GMT 2025
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| Record UNII |
JYW06894PT
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| Record Status |
Validated (UNII)
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PARENT -> SALT/SOLVATE |
