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Record Information
Version3.6
Creation Date2009-07-25 00:01:10 UTC
Update Date2013-05-29 19:47:57 UTC
HMDB IDHMDB12469
Secondary Accession NumbersNone
Metabolite Identification
Common Name(-)-Salsoline
Description(-)-Salsoline is a compound that crystallizes from alcohol solution, melts at 221 oC, soluble in hot alcohol and chloroform; used in medicine as an antihypertensive agent. Salsoline as well as salsolinol were found in male alcoholic inpatients's urine and lumbar cerebrospinal fluid when patients were still intoxicated after a heavy alcohol debauch and after they had been inpatients and off alcohol for one week.There was a wide interindividual variation and no statistical significant difference in the levels between the first and second sampling in CSF or urine.[PMID: 6935920 ].
Structure
Thumb
Synonyms
  1. (1S)-7-methoxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-6-ol
  2. Salsoline
Chemical FormulaC11H15NO2
Average Molecular Weight193.2423
Monoisotopic Molecular Weight193.110278729
IUPAC Name(1S)-7-methoxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-6-ol
Traditional IUPAC Name(1S)-7-methoxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-6-ol
CAS Registry Number89-31-6
SMILES
COC1=CC2=C(CCN[C@H]2C)C=C1O
InChI Identifier
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-/m0/s1
InChI KeyYTPRLBGPGZHUPD-ZETCQYMHSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAromatic Heteropolycyclic Compounds
ClassIsoquinolines
Sub ClassN/A
Other Descriptors
  • Aromatic Heteropolycyclic Compounds
  • Methoxyphenols and Derivatives
Substituents
  • Alkyl Aryl Ether
  • Anisole
  • Phenol
  • Phenol Derivative
  • Secondary Aliphatic Amine (Dialkylamine)
Direct ParentIsoquinolines
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point221.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.51 g/LALOGPS
logP0.92ALOGPS
logP1.14ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)10.1ChemAxon
pKa (Strongest Basic)9.07ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area41.49ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity55.48ChemAxon
Polarizability21.3ChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB029079
KNApSAcK IDNot Available
Chemspider ID390808
KEGG Compound IDC09640
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB12469
Metagene LinkHMDB12469
METLIN IDNot Available
PubChem Compound442356
PDB IDNot Available
ChEBI ID761542
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Borg S, Kvande H, Magnuson E, Sjoqvist B: Salsolinol and salsoline in cerebrospinal lumbar fluid of alcoholic patients. Acta Psychiatr Scand Suppl. 1980;286:171-7. Pubmed: 6935920