Yohimbine hydrochlorideProduct ingredient for Yohimbine
- Name
- Yohimbine hydrochloride
- Drug Entry
- Yohimbine
A plant alkaloid with alpha-2-adrenergic blocking activity. Yohimbine has been used as a mydriatic and in the treatment of impotence. It is also alleged to be an aphrodisiac.
- Accession Number
- DBSALT001153
- Structure
Structure for Yohimbine hydrochloride (DBSALT001153)
- Synonyms
- Yohimbine HCl
- UNII
- NB2E1YP49F
- CAS Number
- 65-19-0
- Weight
- Average: 390.91
Monoisotopic: 390.1710204 - Chemical Formula
- C21H27ClN2O3
- InChI Key
- PIPZGJSEDRMUAW-VJDCAHTMSA-N
- InChI
- InChI=1S/C21H26N2O3.ClH/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;1H/t12-,15-,17-,18-,19+;/m0./s1
- 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 hydrochloride
- SMILES
- Cl.COC(=O)[C@H]1[C@@H](O)CC[C@H]2CN3CCC4=C(NC5=CC=CC=C45)[C@@H]3C[C@H]12
- External Links
- ChemSpider
- 5935
- ChEMBL
- CHEMBL537669
- Wikipedia
- Yohimbine
- Predicted Properties
Property Value Source Water Solubility 0.348 mg/mL ALOGPS logP 2.36 ALOGPS logP 2.1 Chemaxon logS -3 ALOGPS pKa (Strongest Acidic) 14.68 Chemaxon pKa (Strongest Basic) 7.48 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 65.56 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 99.63 m3·mol-1 Chemaxon Polarizability 39.97 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon