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Yohimbic acid monohydrate

Cat No.:V28421 Purity: ≥98%
Yohimbic acid hydrate is an amphoteric demethylated analogue of Yohimbine.
Yohimbic acid monohydrate
Yohimbic acid monohydrate Chemical Structure CAS No.: 207801-27-2
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
100mg
Other Sizes

Other Forms of Yohimbic acid monohydrate:

  • Yohimbic acid
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Yohimbic acid hydrate is an amphoteric demethylated analogue of Yohimbine. Yohimbic acid hydrate displays vasodilatory effects and may be utilized in osteoarthritis (OA) research.
Yohimbic acid monohydrate (CAS 207801-27-2) is an indole alkaloid and a demethylated analogue of yohimbine. It is naturally derived from the bark of the Yohimbe tree (Pausinystalia yohimbe). Yohimbic acid monohydrate exhibits inhibitory activity on alpha-2 adrenergic receptors and displays vasodilatory effects. It is used in pharmaceutical and biochemical research.
Biological Activity I Assay Protocols (From Reference)
Targets
Yohimbic acid targets alpha-2 adrenergic receptors (α₂-ARs). As a yohimbine metabolite and analogue, it inhibits α₂-adrenergic receptor activity. This inhibition leads to increased norepinephrine release and vasodilation. The compound also displays vasodilatory effects and may be utilized in osteoarthritis (OA) research.
ln Vitro
In vitro, Yohimbic acid monohydrate exhibits inhibitory activity on alpha-2 adrenergic receptors. As an amphoteric demethylated analogue of yohimbine, it displays vasodilatory effects. Its activity is assessed using receptor binding assays and functional assays measuring α₂-adrenergic receptor-mediated signaling and vasodilation.
ln Vivo
In vivo activity data for Yohimbic acid monohydrate are limited in the available literature. Its vasodilatory effects suggest potential applications in cardiovascular research. It may also be utilized in osteoarthritis (OA) research. Further in vivo studies are needed to characterize its efficacy and safety in animal models.
Enzyme Assay
In vitro receptor binding assays for Yohimbic acid monohydrate are performed using membrane preparations expressing alpha-2 adrenergic receptors. Radioligand competition binding assays are used to measure the compound's affinity for α₂-ARs. Functional assays measure the compound's ability to inhibit α₂-adrenergic receptor-mediated signaling, such as inhibition of cAMP accumulation or calcium mobilization.
Cell Assay
In vitro cellular assays for Yohimbic acid monohydrate are performed using cells expressing α₂-adrenergic receptors. Cells are treated with the compound, and receptor-mediated signaling is measured. Vasodilatory effects are assessed using isolated blood vessel preparations or endothelial cell assays measuring nitric oxide production and vasorelaxation.
Animal Protocol
In vivo animal experiments for Yohimbic acid monohydrate are not extensively documented. As a research compound, in vivo studies would typically involve administration to animal models of cardiovascular disease or osteoarthritis. The compound would be administered via appropriate routes, and efficacy would be assessed by measuring blood pressure, vascular function, or joint inflammation.
ADME/Pharmacokinetics
The pharmacokinetic properties of Yohimbic acid monohydrate have been characterized in part. The compound has a molecular weight of 358.43 and molecular formula C₂₀H₂₆N₂O₄·H₂O. It has a melting point of 267-268°C and is supplied with purity ≥99%. It appears as a solid. Further PK studies are needed to determine its absorption, distribution, metabolism, and excretion profile.
Toxicity/Toxicokinetics
Toxicological data for Yohimbic acid monohydrate are not extensively reported. As a research-use compound, its safety profile has not been formally evaluated in comprehensive preclinical toxicology studies. The compound is intended for research purposes only and is not approved for human therapeutic use. Standard laboratory safety precautions should be followed when handling this compound.
References

[1]. HAMET R. Demonstration of the direct vasodilatory action of yohimbic acid and Py-tetrahydroquinoline. C R Hebd Seances Acad Sci. 1960 Jun 27;250:4473-5.

[2]. HAMET R. Sympatholytic activity and toxicity of an amphoteric demethylated derivative of yohimbine: yohimbic acid. C R Hebd Seances Acad Sci. 1951 Oct 29;233(18):1069-71.

[3]. Significantly dysregulated genes in osteoarthritic labrum cells identified through gene expression profiling. Mol Med Rep. 2019 Aug; 20(2): 1716-1724.

Additional Infomation
Yohimbic acid monohydrate is an indole alkaloid derived from the bark of the Yohimbe tree (Pausinystalia yohimbe). It is a demethylated analogue of yohimbine that exhibits α₂-adrenergic receptor inhibitory activity and vasodilatory effects. It is used in pharmaceutical and biochemical research. This product is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H26N2O4
Molecular Weight
358.43100
Exact Mass
358.189
CAS #
207801-27-2
Related CAS #
Yohimbic acid;522-87-2
PubChem CID
6419962
Appearance
White to off-white solid powder
Boiling Point
600ºC at 760 mmHg
Melting Point
267-268ºC (dec.)(lit.)
Vapour Pressure
3.04E-15mmHg at 25°C
LogP
2.432
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
1
Heavy Atom Count
26
Complexity
541
Defined Atom Stereocenter Count
5
SMILES
C1C[C@@H]([C@@H]([C@@H]2[C@@H]1CN3CCC4=C([C@@H]3C2)NC5=CC=CC=C45)C(=O)O)O.O
InChi Key
UXXCUDYYOMDFPX-GPRFVYSASA-N
InChi Code
InChI=1S/C20H24N2O3.H2O/c23-17-6-5-11-10-22-8-7-13-12-3-1-2-4-15(12)21-19(13)16(22)9-14(11)18(17)20(24)25;/h1-4,11,14,16-18,21,23H,5-10H2,(H,24,25);1H2/t11-,14-,16-,17-,18+;/m0./s1
Chemical Name
(1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylic acid;hydrate
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ≥ 125 mg/mL (~348.74 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7899 mL 13.9497 mL 27.8995 mL
5 mM 0.5580 mL 2.7899 mL 5.5799 mL
10 mM 0.2790 mL 1.3950 mL 2.7899 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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