Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C12H17NO2 |
| Molecular Weight | 207.2689 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=C(OC)C=C2[C@H](C)NCCC2=C1
InChI
InChIKey=HMYJLVDKPJHJCF-QMMMGPOBSA-N
InChI=1S/C12H17NO2/c1-8-10-7-12(15-3)11(14-2)6-9(10)4-5-13-8/h6-8,13H,4-5H2,1-3H3/t8-/m0/s1
| Molecular Formula | C12H17NO2 |
| Molecular Weight | 207.2689 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Salsolidine is a simple 1-substituted tetrahydroisoquinoline isolated from many natural sources as the racemate and in its enantiomeric modifications. Stereoselective competitive inhibition of MAO A was found with the R enantiomer of salsolidine (Ki = 6 uM). Salsolidine also inhibits acetylcholinesterase (AChE), and buytlcholinesterase (BChE). Salsolidine may inhibit catechol-O-methyltransferase (COMT). Derivatives of salsolidine are neurotoxic and cytotoxic. R enantiomer of salsolidine is more potent than the S form.
CNS Activity
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Structural, kinetic, and docking studies of artificial imine reductases based on biotin-streptavidin technology: an induced lock-and-key hypothesis. | 2014-11-05 |
|
| Synthesis of 1-substituted tetrahydroisoquinolines by lithiation and electrophilic quenching guided by in situ IR and NMR spectroscopy and application to the synthesis of salsolidine, carnegine and laudanosine. | 2013-06-10 |
|
| A dual anchoring strategy for the localization and activation of artificial metalloenzymes based on the biotin-streptavidin technology. | 2013-04-10 |
Patents
| Substance Class |
Chemical
Created
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admin
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Edited
Mon Mar 31 20:06:17 GMT 2025
by
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on
Mon Mar 31 20:06:17 GMT 2025
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| Record UNII |
QMS4D62O1I
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