Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C11H15NO2 |
| Molecular Weight | 193.2423 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC2=C(CCN[C@@H]2C)C=C1O
InChI
InChIKey=YTPRLBGPGZHUPD-SSDOTTSWSA-N
InChI=1S/C11H15NO2/c1-7-9-6-11(14-2)10(13)5-8(9)3-4-12-7/h5-7,12-13H,3-4H2,1-2H3/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 |
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 |
|---|---|---|
| Inhibitory effects of endogenous dopaminergic neurotoxin, norsalsolinol on dopamine secretion in PC12 rat pheochromocytoma cells. | 2001 Jun |
|
| Tetrahydroisoquinoline and beta-carboline alkaloids from Haloxylon articulatum (Cav.) Bunge (Chenopodiaceae). | 2003 Jul-Aug |
|
| N-methyl-norsalsolinol modulates serotonin metabolism in the rat caudate nucleus: correlation with behavioural changes. | 2003 Mar |
|
| [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 |
|
| Systematic regional study of dopamine, norsalsolinol, and (R/S)-salsolinol levels in human brain areas of alcoholics. | 2005 Jan |
|
| Type A monoamine oxidase is the target of an endogenous dopaminergic neurotoxin, N-methyl(R)salsolinol, leading to apoptosis in SH-SY5Y cells. | 2006 Jan |
|
| 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 |
|
| 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 21:30:43 GMT 2023
by
admin
on
Fri Dec 15 21:30:43 GMT 2023
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| Record UNII |
9Q83ETU10C
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| Record Status |
Validated (UNII)
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| Record Version |
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m9748
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40010
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9Q83ETU10C
Created by
admin on Fri Dec 15 21:30:43 GMT 2023 , Edited by admin on Fri Dec 15 21:30:43 GMT 2023
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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SALT/SOLVATE -> PARENT |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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PARENT -> METABOLITE |
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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ACTIVE MOIETY |
