Rauwolscine

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Rauwolscine
Rauwolscine.png
Systematic (IUPAC) name
17α-hydroxy-20α-yohimban-16β-carboxylic acid methyl ester
Clinical data
Legal status Uncontrolled
Routes Oral
Identifiers
CAS number 131-03-3 N 6211-32-1 (HCl)
ATC code None
PubChem CID 643606
IUPHAR ligand 136
ChemSpider 558737 YesY
ChEBI CHEBI:48562 YesY
ChEMBL CHEMBL10347 YesY
Chemical data
Formula C21H26N2O3 
Mol. mass 354.44 g/mol
 N (what is this?)  (verify)

Rauwolscine, also known as isoyohimbine, α-yohimbine, and corynanthidine, is an alkaloid found in various species within the genera Rauwolfia and Pausinystalia (formerly known as Corynanthe).[1] It is a stereoisomer of yohimbine.[1] Rauwolscine is a central nervous system stimulant, a local anesthetic and a vague aphrodisiac.[1]

Rauwolscine acts predominantly as a α2-adrenergic receptor antagonist.[2] [3]It has also been shown to function as a 5-HT1A receptor partial agonist and 5-HT2A and 5-HT2B receptor antagonist.[4][5][6]

See also[edit]

References[edit]

  1. ^ a b c KOHLI JD, DE NN (June 1956). "Pharmacological action of rauwolscine". Nature 177 (4521): 1182. doi:10.1038/1771182a0. PMID 13334509. 
  2. ^ Perry BD, U'Prichard DC (December 1981). "[3H]rauwolscine (alpha-yohimbine): a specific antagonist radioligand for brain alpha 2-adrenergic receptors". European Journal of Pharmacology 76 (4): 461–4. doi:10.1016/0014-2999(81)90123-0. PMID 6276200. 
  3. ^ Kou Qin, Pooja R. Sethi and Nevin A. Lambert (August 2008). "Abundance and stability of complexes containing inactive G protein-coupled receptors and G proteins". The FASEB Journal 22 (8): 2920–2927. doi:10.1096/fj.08-105775. PMID 18434433. 
  4. ^ Arthur JM, Casañas SJ, Raymond JR (June 1993). "Partial agonist properties of rauwolscine and yohimbine for the inhibition of adenylyl cyclase by recombinant human 5-HT1A receptors". Biochemical Pharmacology 45 (11): 2337–41. doi:10.1016/0006-2952(93)90208-E. PMID 8517875. 
  5. ^ Kaumann AJ (June 1983). "Yohimbine and rauwolscine inhibit 5-hydroxytryptamine-induced contraction of large coronary arteries of calf through blockade of 5 HT2 receptors". Naunyn-Schmiedeberg's Archives of Pharmacology 323 (2): 149–54. doi:10.1007/BF00634263. PMID 6136920. 
  6. ^ Wainscott DB, Sasso DA, Kursar JD, Baez M, Lucaites VL, Nelson DL (January 1998). "[3H]Rauwolscine: an antagonist radioligand for the cloned human 5-hydroxytryptamine2b (5-HT2B) receptor". Naunyn-Schmiedeberg's Archives of Pharmacology 357 (1): 17–24. doi:10.1007/PL00005133. PMID 9459568.