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Yohimbine
Yohimbine
Synonyms Aphrodine, Corynine
Brand names Aphrodyne, Prowess Plain, Yocon
IUPAC name

IUPAC name
methyl (1S,15R,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylate
ChemSpider

8622

DrugBank

DB01392

PubChem

8969

PDB fields

N/A

Formula

C21H26N2O3

InChI
InChI
1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18-,19+/m0/s1
InChIKey
InChIKey
BLGXFZZNTVWLAY-SCYLSFHTSA-N
SMILES
SMILES
[H][C@@]12CC[C@H](O)[C@H](C(=O)OC)[C@@]1([H])C[C@]1([H])N(CCC3=C1NC1=CC=CC=C31)C2
(Jmol 3D structure)
Mol. mass

354.4427 g/mol

Yohimbine is an indole alkaloid that is present in the bark of the yohimbe tree (Pausinystalia yohimbe) and Rauwolfia serpentina. It is an alpha-2 adrenergic receptor antagonist, although it also binds to various other receptor sites. It has antidiuretic effects (which means it reduces urine output), stimulant-type effects (e.g., increased blood pressure, alertness and heart rate) and anxiety-provoking effects.[1] It is usually used for its aphrodisiac effects.

External linksEdit

Reference listEdit

  1. Brayfield, A, ed. (13 December 2013). "Yohimbine Hydrochloride". Martindale: The Complete Drug Reference. London, UK: Pharmaceutical Press. Retrieved 5 September 2014. 

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