Yohimbine

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 413296

CAS#: 146-48-5

Description: Yohimbine is a plant alkaloid with alpha-2-adrenergic blocking activity. Yohimbine has been used as a mydriatic and in the treatment of ERECTILE DYSFUNCTION.


Chemical Structure

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Yohimbine
CAS# 146-48-5

Theoretical Analysis

MedKoo Cat#: 413296
Name: Yohimbine
CAS#: 146-48-5
Chemical Formula: C21H26N2O3
Exact Mass: 354.1943
Molecular Weight: 354.45
Elemental Analysis: C, 71.16; H, 7.39; N, 7.90; O, 13.54

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Yohimbine; CCRIS9415; CCRIS-9415; CCRIS 9415

IUPAC/Chemical Name: methyl (1R,2S,4aR,13bS,14aS)-2-hydroxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylate

InChi Key: BLGXFZZNTVWLAY-SCYLSFHTSA-N

InChi Code: 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

SMILES Code: COC([C@H]1[C@H](CC[C@H]2CN3CCc(c([C@@H]3C[C@H]12)[nH]4)c5c4cccc5)O)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 354.45 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Shannon M, Neuman MI. Yohimbine. Pediatr Emerg Care. 2000 Feb;16(1):49-50. doi: 10.1097/00006565-200002000-00015. PMID: 10698146.

2: Cimolai N, Cimolai T. Yohimbine use for physical enhancement and its potential toxicity. J Diet Suppl. 2011 Dec;8(4):346-54. doi: 10.3109/19390211.2011.615806. Epub 2011 Oct 21. PMID: 22432773.

3: Cohen PA, Wang YH, Maller G, DeSouza R, Khan IA. Pharmaceutical quantities of yohimbine found in dietary supplements in the USA. Drug Test Anal. 2016 Mar- Apr;8(3-4):357-69. doi: 10.1002/dta.1849. Epub 2015 Sep 22. PMID: 26391406.

4: Tam SW, Worcel M, Wyllie M. Yohimbine: a clinical review. Pharmacol Ther. 2001 Sep;91(3):215-43. doi: 10.1016/s0163-7258(01)00156-5. PMID: 11744068.

5: Ostojic SM. Yohimbine: the effects on body composition and exercise performance in soccer players. Res Sports Med. 2006 Oct-Dec;14(4):289-99. doi: 10.1080/15438620600987106. PMID: 17214405.

6: Vay M, Sauter M, Mikus G, Burhenne J. Quantification of microdosed oral yohimbine and its major metabolite in human plasma in the picogram range. Bioanalysis. 2019 Aug;11(16):1459-1467. doi: 10.4155/bio-2019-0129. Epub 2019 Aug 14. PMID: 31411489.

7: Riley AJ. Yohimbine in the treatment of erectile disorder. Br J Clin Pract. 1994 May-Jun;48(3):133-6. PMID: 8031688.

8: Morales A. Yohimbine in erectile dysfunction: the facts. Int J Impot Res. 2000 Mar;12 Suppl 1:S70-74. PMID: 10845767.

9: Morales A. Yohimbine in erectile dysfunction: would an orphan drug ever be properly assessed? World J Urol. 2001 Aug;19(4):251-5. doi: 10.1007/s003450000182. PMID: 11550783.

10: Shamloul R. Natural aphrodisiacs. J Sex Med. 2010 Jan;7(1 Pt 1):39-49. doi: 10.1111/j.1743-6109.2009.01521.x. Epub 2009 Sep 30. PMID: 19796015.