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
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.