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11alpha-Hydroxyprogesterone (11Alpha-Progesterone)

Cat No.:V60597 Purity: ≥98%
11alpha-Hydroxyprogesterone is an inactive analog of 11beta-Hydroxyprogesterone and could be utilized as a control compound in experiments.
11alpha-Hydroxyprogesterone (11Alpha-Progesterone)
11alpha-Hydroxyprogesterone (11Alpha-Progesterone) Chemical Structure CAS No.: 80-75-1
Product category: Others 12
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
Other Sizes

Other Forms of 11alpha-Hydroxyprogesterone (11Alpha-Progesterone):

  • 11beta-Hydroxyprogesterone
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
11alpha-Hydroxyprogesterone is an inactive analog of 11beta-Hydroxyprogesterone and could be utilized as a control compound in experiments. 11beta-Hydroxyprogesterone is a potent inhibitor of 11β-Hydroxysteroid dehydrogenase; it also activates the human mineralocorticoid receptor in COS-7 cells with an ED50 value of 10 nM.
11alpha-Hydroxyprogesterone (CAS# 80-75-1) is a steroid hormone that is produced naturally in the body as a precursor to other hormones such as cortisol and aldosterone. It has the molecular formula C₂₁H₃₀O₃ and a molecular weight of 330.47 g/mol. Also known as 11α-hydroxyprogesterone and 4-pregnen-11α-ol-3,20-dione, this compound is a naturally occurring steroid and a metabolite of progesterone. It appears as a white to off-white solid powder to crystal.
Biological Activity I Assay Protocols (From Reference)
Targets
11alpha-Hydroxyprogesterone targets steroid hormone pathways as a precursor to cortisol and aldosterone. As a hydroxylated progesterone derivative, it may interact with steroid hormone receptors or serve as a substrate for enzymes involved in steroidogenesis, including 11β-hydroxylase and other cytochrome P450 enzymes. The 11α-hydroxyl group distinguishes it from progesterone and other related steroids, potentially affecting its receptor binding and biological activity. However, specific molecular targets have not been extensively characterized.
ln Vitro
In vitro, 11alpha-Hydroxyprogesterone is a steroid hormone and a precursor to other hormones such as cortisol and aldosterone. As a naturally occurring steroid, it may exhibit hormonal activity or serve as a substrate for steroidogenic enzymes in cell-based assays. The compound is used as a reference standard in analytical method development for progesterone and related steroids. However, detailed in vitro activity data including receptor binding affinities or enzyme kinetic parameters have not been extensively published.
ln Vivo
In vivo, 11alpha-Hydroxyprogesterone is produced naturally in the body as a precursor to other hormones such as cortisol and aldosterone. It is a naturally occurring steroid hormone and a metabolite of progesterone. The compound plays a role in the steroidogenic pathway leading to the production of glucocorticoids and mineralocorticoids. However, its specific physiological functions and therapeutic applications have not been extensively characterized in the published literature.
Enzyme Assay
In vitro assays for 11alpha-Hydroxyprogesterone are not extensively documented for pharmacological evaluation. As a steroid hormone and analytical standard, the compound can be analyzed by HPLC or GC for quality control and method development purposes. Receptor binding assays for steroid hormone receptors could potentially be used to evaluate its activity. The compound's purity is confirmed by GC with purity ≥95.0%. Melting point: 167.0 to 170.0°C.
Cell Assay
In vitro cellular assays for 11alpha-Hydroxyprogesterone are not extensively documented. As a steroid hormone, potential cellular assays could include evaluation of its effects on steroid receptor-expressing cells, assessment of its metabolism by steroidogenic enzymes, or measurement of its hormonal activity. The compound appears as a white to off-white solid powder to crystal and is stored at room temperature in a cool and dark place (<15°C).
Animal Protocol
In vivo animal experiments for 11alpha-Hydroxyprogesterone are not extensively reported. As a naturally occurring steroid hormone and precursor to cortisol and aldosterone, it may be studied in the context of steroidogenesis and adrenal function. However, specific in vivo study protocols and results have not been published for this compound. The compound is used as an analytical standard for method development and quality control.
ADME/Pharmacokinetics
Pharmacokinetic properties of 11alpha-Hydroxyprogesterone are characteristic of steroid hormones. The compound has a molecular weight of 330.47 g/mol and a molecular formula of C₂₁H₃₀O₃. As a lipophilic steroid, it is expected to have good membrane permeability and tissue distribution. The compound appears as a white to off-white solid powder to crystal with a melting point of 167.0 to 170.0°C. Storage: room temperature in a cool and dark place (<15°C). Purity (GC) ≥95.0%.
Toxicity/Toxicokinetics
The toxicological profile of 11alpha-Hydroxyprogesterone has not been extensively documented. As a naturally occurring steroid hormone, it is expected to have a favorable safety profile at physiological concentrations. However, comprehensive toxicological evaluations including acute toxicity, genotoxicity, and repeated-dose studies have not been reported. Standard laboratory safety precautions should be followed when handling this compound.
References

[1]. 11beta-hydroxyprogesterone acts as a mineralocorticoid agonist in stimulating Na+ absorption in mammalian principal cortical collecting duct cells. Mol Pharmacol. 2002 Dec;62(6):1306-13.

[2]. 11 alpha- and 11 beta-hydroxyprogesterone, potent inhibitors of 11 beta-hydroxysteroid dehydrogenase, possess hypertensinogenic activity in the rat. Hypertension. 1996 Mar;27(3 Pt 1):421-5.

Additional Infomation
11α-Hydroxyprogesterone is an 11α-hydroxy steroid with the structure pregn-4-en-3,20-dione, where the hydroxyl group at position 11 is substituted. It is an 11α-hydroxy steroid, a 3-oxo-Δ(4) steroid, and a 20-oxo steroid. Its function is related to progesterone.
See also: 11α-Hydroxyprogesterone (note moved to).
11alpha-Hydroxyprogesterone (CAS# 80-75-1, molecular formula C₂₁H₃₀O₃, molecular weight 330.47) is a naturally occurring steroid hormone and precursor to cortisol and aldosterone. Also known as 11α-hydroxyprogesterone and 4-pregnen-11α-ol-3,20-dione. Used as an analytical standard. No clinical trials or regulatory approvals have been identified. Purity (GC) ≥95.0%. Storage: room temperature in a cool and dark place (<15°C).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C21H30O3
Molecular Weight
330.46
Exact Mass
330.219
CAS #
80-75-1
Related CAS #
11beta-Hydroxyprogesterone;600-57-7
PubChem CID
92730
Appearance
White to off-white solid powder
Density
1.15 g/cm3
Boiling Point
487.4ºC at 760 mmHg
Melting Point
165-166ºC(lit.)
Flash Point
262.7ºC
Index of Refraction
1.557
LogP
3.694
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Heavy Atom Count
24
Complexity
621
Defined Atom Stereocenter Count
7
SMILES
C[C@]12CCC(=O)C=C1CC[C@H]1[C@@H]3CC[C@H](C(=O)C)[C@]3(C[C@H]([C@H]21)O)C
InChi Key
BFZHCUBIASXHPK-QJSKAATBSA-N
InChi Code
InChI=1S/C21H30O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)19(15)18(24)11-21(16,17)3/h10,15-19,24H,4-9,11H2,1-3H3/t15-,16+,17-,18+,19+,20-,21+/m0/s1
Chemical Name
(8S,9S,10R,11R,13S,14S,17S)-17-acetyl-11-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
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

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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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 3.0261 mL 15.1304 mL 30.2608 mL
5 mM 0.6052 mL 3.0261 mL 6.0522 mL
10 mM 0.3026 mL 1.5130 mL 3.0261 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
  • Click the “Calculate” button
  • 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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