Yohimbine
| Yohimbine | |
|---|---|
 |
| Salts [] | |
|---|---|
| Yohimbine hydrochloride | |
| Molecular structure via molpic based on CDK |
| Rotamer [] | |
|---|---|
| Conformer structure via 3Dmol.js |
| Physical properties [] | |
|---|---|
| Molecular mass | 354.4 g/mol [1] |
| Melting point | 241 °C [1] |
| Solubility | 3.48e-01 g/L [1] |
| Predicted LogP | 2.9 [1] |
| Structural Identifiers [] | |
|---|---|
| Molecular formula | C21H26N2O3 [1] |
| IUPAC name | methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate [1] |
| SMILES | COC(=O)[C@H]1[C@H](CC[C@@H]2[C@@H]1C[C@H]3C4=C(CCN3C2)C5=CC=CC=C5N4)O [1] |
| 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 [1] |
| InChIKey | BLGXFZZNTVWLAY-SCYLSFHTSA-N [1] |
| Pharmacokinetics[] | |
|---|---|
| Elimination half-life | 0.25 – 2.5 hours[3] |
Yohimbine (also known as Yohimbine, Yohimbin, Quebrachine, Corynine, Quebrachin, APHRODINE, Yohimbic acid methyl ester, Yohimbinum, 17α-hydroxyyohimban-16α-carboxylic acid methyl ester or Dtxsid9040130) is a
Chemistry
Salts []
Yohimbine is typically found in the form of its hydrochloride salt.
Stereochemistry []
Yohimbine is a absolute mixture.
Pharmacology
ATC Classification
In the genito urinary system and sex hormones (G) yohimbine actsMetabolism
Subjective effects []
Legal status []
- Australia: Yohimbine is a S4 substance.
- Canada: Yohimbine is a prescription only substance.
- United States: Yohimbine is a unscheduled substance.
See also []
External links []
References []
National Center for Biotechnology Information. PubChem Compound Summary for CID 8969, Yohimbine. Accessed April 20, 2026. https://pubchem.ncbi.nlm.nih.gov/compound/8969
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Yohimbine. UNII: 2Y49VWD90Q. Global Substance Registration System. Accessed April 20, 2026. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/2Y49VWD90Q
Hedner T, Edgar B, Edvinsson L, Hedner J, Persson B, Pettersson A. Yohimbine pharmacokinetics and interaction with the sympathetic nervous system in normal volunteers. European Journal of Clinical Pharmacology. 43(6):651–6.