Salsoline
Basic information
- CAS
101467-40-7- Standard SMILES
COc1cc2c(cc1O)CCN[C@@H]2C- InChIKey
YTPRLBGPGZHUPD-SSDOTTSWSA-N- Molecular formula
- C11H15NO2
- Average molar mass
- 193.24 g/mol
- Monoisotopic mass
- 193.11027872
Overview
monomethylated metabolite of salsolinol; endogenous neurotoxin found in CSF of patients with Parkinson's disease
Names & identifiers
- Preferred name
- Salsoline
- IUPAC
- (1R)-7-methoxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-6-ol
- English name
- (S)-7-Methoxy-1-methyl-1,2,3,4-tetrahydro-isoquinolin-6-ol
- Molecular formula
- C11H15NO2
- Molecular weight
- 193.24
Names & synonyms
(R)-salsolineD-Salsoline(+)-salsoline9Q83ETU10C6-Isoquinolinol, 1,2,3,4-tetrahydro-7-methoxy-1-methyl-, (1R)-DTXSID708765176-Isoquinolinol, 1,2,3,4-tetrahydro-7-methoxy-1-methyl-, (R)-methylsalsolinolD-salosineRefChem:931189DTXCID5010146176-Isoquinolinol, 1,2,3,4-tetrahydro-7-methoxy-1-methyl-
Show more names
EINECSSBB007369TOS-BB-0713SPBio_000559BAS 00867600KBio1_001654KBio2_001943KBio2_004511KBio2_007079
1(R),2(N)-dimethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline201-897-3Salsoline101467-40-7(1R)-7-methoxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-6-ol(R)-7-Methoxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-6-olCHEMBL544010(+-)-Salsoline
Database identifiers
- CAS
101467-40-7、89-31-6- PubChem CID
- 40010
- DTXSID
DTXSID70876517- ChEMBL
CHEMBL1192723、CHEMBL1532461、CHEMBL544010- UNII
- 9Q83ETU10C
- EC Number
- 201-897-3
- Nikkaji
- J271.597J
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 41.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 198
Physicochemical properties
- Melting point
- 221 ° · 221°
- alpha
- 20 · D20 +34.5° (c = 1 in 0.1N HCl)
- Boiling point
- 336.7 · 336.7±42.0 °C(Predicted)
- Density
- 1.106 · 1.106±0.06 g/cm3(Predicted)
- pka
- 9.32 · 9.32±0.40(Predicted)
- FDA UNII
- 9 Q83ETU10C · 9Q83ETU10C
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationToxic substances from microorganisms, plants or animals that interfere with the functions of the nervous system. Most venoms contain neurotoxic substances. Myotoxins are included in this concept.
Applications
DescriptionA further isoquinoline alkaloid which occurs in Salsola Richteri, the base is obtained in the form of a microcrystalline powder which is readily soluble in CHC13 or EtOH but only sparingly so in C6H6 or H20. The alkaloid is soluble in aqueous alkalies but insoluble in petroleum ether. The hydrochloride crystallizes as the sesquihydrate in colourless needles, m.p. 14l-152°C. The N-benzoyl derivative has m.p. 172-4° and the O,N-dibenzoyl compound, m.p. 166-8°C. Treatment with CH2N2 gives Salsolidine (q.v.). The structure, 1:2:3:4-tetrahydro6-hydroxy-7-methoxy-l-methylisoquinoline has been confirmed by synthesis.
UsesSalsoline (cas# 89-31-6) was identified as an analyte component in Tibetan Medicine via HPLC-Q-TOF/MS.
Related reactions
0 records
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Compound notes
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