WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H558764
CAS#: 70681-20-8
Description: (+/-)-Salsolinol hydrochloride is a full Gi protein agonist of the μ-opioid receptor (μOR).
Hodoodo Cat#: H558764
Name: (+/-)-Salsolinol Hydrochloride
CAS#: 70681-20-8
Chemical Formula: C10H14ClNO2
Exact Mass: 0.00
Molecular Weight: 215.680
Elemental Analysis: C, 55.69; H, 6.54; Cl, 16.44; N, 6.49; O, 14.84
Synonym: (+/-)-Salsolinol hydrochloride; (+/-)-Salsolinol HCl; (R/S)-salsolinol
IUPAC/Chemical Name: 1-Methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol;hydrochloride
InChi Key: WSVCGYSRZYNJMC-UHFFFAOYSA-N
InChi Code: InChI=1S/C10H13NO2.ClH/c1-6-8-5-10(13)9(12)4-7(8)2-3-11-6;/h4-6,11-13H,2-3H2,1H3;1H
SMILES Code: OC1=CC2=C(C(C)NCC2)C=C1O.[H]Cl
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
Biological target: | |
In vitro activity: | |
In vivo activity: |
The following data is based on the product molecular weight 215.68 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
---|---|---|---|
1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
1: Berríos-Cárcamo P, Rivera-Meza M, Herrera-Marschitz M, Zapata-Torres G. Molecular modeling of salsolinol, a full G(i) protein agonist of the μ-opioid receptor, within the receptor binding site. Chem Biol Drug Des. 2019 Aug;94(2):1467-1477. doi: 10.1111/cbdd.13523. Epub 2019 May 3. PubMed PMID: 30920734.
2: Berríos-Cárcamo P, Quintanilla ME, Herrera-Marschitz M, Vasiliou V, Zapata-Torres G, Rivera-Meza M. Racemic Salsolinol and its Enantiomers Act as Agonists of the μ-Opioid Receptor by Activating the Gi Protein-Adenylate Cyclase Pathway. Front Behav Neurosci. 2017 Jan 23;10:253. doi: 10.3389/fnbeh.2016.00253. eCollection 2016. PubMed PMID: 28167903; PubMed Central PMCID: PMC5253357.
3: Quintanilla ME, Rivera-Meza M, Berríos-Cárcamo P, Cassels BK, Herrera-Marschitz M, Israel Y. (R)-Salsolinol, a product of ethanol metabolism, stereospecifically induces behavioral sensitization and leads to excessive alcohol intake. Addict Biol. 2016 Nov;21(6):1063-1071. doi: 10.1111/adb.12268. Epub 2015 May 29. PubMed PMID: 26032572.
4: Wu H, Yuan B, Liu YM. Chiral capillary electrophoresis-mass spectrometry of tetrahydroisoquinoline-derived neurotoxins: observation of complex stereoisomerism. J Chromatogr A. 2011 May 20;1218(20):3118-23. doi: 10.1016/j.chroma.2011.03.026. Epub 2011 Mar 21. PubMed PMID: 21470616; PubMed Central PMCID: PMC3088083.
5: Lee J, Ramchandani VA, Hamazaki K, Engleman EA, McBride WJ, Li TK, Kim HY. A critical evaluation of influence of ethanol and diet on salsolinol enantiomers in humans and rats. Alcohol Clin Exp Res. 2010 Feb;34(2):242-50. doi: 10.1111/j.1530-0277.2009.01087.x. Epub 2009 Nov 24. PubMed PMID: 19951298; PubMed Central PMCID: PMC2858379.
6: Cai M, Liu YM. Quantification of salsolinol enantiomers by stable isotope dilution liquid chromatography with tandem mass spectrometric detection. Rapid Commun Mass Spectrom. 2008 Dec;22(24):4171-7. doi: 10.1002/rcm.3847. PubMed PMID: 19034892; PubMed Central PMCID: PMC2839069.
7: Quan Z, Song Y, Peters G, Shenwu M, Sheng Y, Hwang HM, Liu YM. Chiral CE separation of dopamine-derived neurotoxins. Anal Sci. 2005 Feb;21(2):115-9. PubMed PMID: 15732469.
8: Musshoff F, Lachenmeier DW, Schmidt P, Dettmeyer R, Madea B. Systematic regional study of dopamine, norsalsolinol, and (R/S)-salsolinol levels in human brain areas of alcoholics. Alcohol Clin Exp Res. 2005 Jan;29(1):46-52. PubMed PMID: 15654290.
9: Strolin Benedetti M, Dostert P, Carminati P. Influence of food intake on the enantiomeric composition of urinary salsolinol in man. J Neural Transm Gen Sect. 1989;78(1):43-51. PubMed PMID: 2754429.
10: Strolin Benedetti M, Bellotti V, Pianezzola E, Moro E, Carminati P, Dostert P. Ratio of the R and S enantiomers of salsolinol in food and human urine. J Neural Transm. 1989;77(1):47-53. PubMed PMID: 2746200.
11: Matsuzawa S, Suzuki T, Misawa M. Involvement of mu-opioid receptor in the salsolinol-associated place preference in rats exposed to conditioned fear stress. Alcohol Clin Exp Res. 2000 Mar;24(3):366-72. PubMed PMID: 10776678.