MedKoo Cat#: 413296 | Name: Yohimbine

Description:

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

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

Yohimbine
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 currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
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
More Info
Solvent mg/mL mM
Solubility
Soluble in DMSO 0.0 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

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
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.