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Progesterone-d9 (Pregn-4-ene-3,20-dione-d9)

Cat No.:V67767 Purity: ≥98%
Progesterone-d9 is the deuterated form of Progesterone.
Progesterone-d9 (Pregn-4-ene-3,20-dione-d9)
Progesterone-d9 (Pregn-4-ene-3,20-dione-d9) Chemical Structure CAS No.: 15775-74-3
Product category: Progesterone Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
Other Sizes

Other Forms of Progesterone-d9 (Pregn-4-ene-3,20-dione-d9):

  • Progesterone-13C5 (Pregn-4-ene-3,20-dione-13C5)
  • Progesterone-13C3 (progesterone 13C3)
  • 17α-Hydroxyprogesterone-13C3 (17-Hydroxyprogesterone-13C3; 17-OHP-13C3)
  • Medroxyprogesterone-d3 (17α-Hydroxy-6α-methylprogesterone-d3; U8840-d3)
  • Progesterone
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Top Publications Citing lnvivochem Products
Product Description
Progesterone-d9 is the deuterated form of Progesterone. Progesterone is a steroid hormone that regulates the menstrual cycle and is important for pregnancy.
Progesterone-d9 (Pregn-4-ene-3,20-dione-d9) is the deuterium-labeled form of Progesterone. It has a molecular formula of C₂₁H₂₁D₉O₂ and a molecular weight of 323.52 g/mol. Progesterone-d9 is intended for use as an internal standard for the quantification of progesterone by GC- or LC-mass spectrometry. Progesterone is a steroid hormone that regulates the menstrual cycle and is crucial for pregnancy. It is produced by the corpus luteum and induces maturation and secretory activity of the uterine endothelium while suppressing ovulation. Progesterone is implicated in the etiology of breast cancer. This deuterated compound is a valuable tool in research investigating steroidogenesis pathways.
Biological Activity I Assay Protocols (From Reference)
Targets
As an isotope-labeled internal standard, Progesterone-d9 does not have a defined biological target as a standalone compound. Its primary application is as an analytical standard for the quantification of the endogenous steroid hormone progesterone. Progesterone, the non-deuterated parent compound, is a steroid hormone that regulates the menstrual cycle and is crucial for pregnancy. It binds to and activates progesterone receptors, modulating the transcription of genes involved in reproductive function. Progesterone is implicated in the etiology of breast cancer.
ln Vitro
Drug compounds have included stable heavy isotopes of carbon, hydrogen, and other elements, mostly as quantitative tracers while the drugs were being developed. Because deuteration may have an effect on a drug's pharmacokinetics and metabolic properties, it is a cause for concern [1].
As a deuterated internal standard, Progesterone-d9 does not have intrinsic in vitro biological activity that is separately characterized from its non-deuterated parent compound. Progesterone, the non-labeled form, is a steroid hormone that regulates the menstrual cycle and is crucial for pregnancy. In vitro, it binds to and activates progesterone receptors, modulating the transcription of progesterone-responsive genes. Its activity is typically assessed in cell-based reporter assays using progesterone response element (PRE)-luciferase constructs. The deuterated form serves as an internal standard in these studies.
ln Vivo
Progesterone-d9 is not used for in vivo pharmacological activity assessment as a standalone compound. Its primary application is as an internal standard for the quantification of progesterone in biological samples. Progesterone, the non-deuterated form, is a steroid hormone that regulates the menstrual cycle and is crucial for pregnancy. It is produced by the corpus luteum and induces maturation and secretory activity of the uterine endothelium while suppressing ovulation. Progesterone is used in hormone replacement therapy. The deuterated internal standard enables accurate measurement of progesterone levels.
Enzyme Assay
In vitro enzyme/receptor binding assays for Progesterone-d9 typically involve its use as an internal standard in competitive binding assays rather than as a test compound itself. The non-deuterated progesterone can be assessed for binding affinity to progesterone receptor using radioligand binding assays with [³H]-progesterone or other appropriate tracers. Assays are conducted in buffered solutions at physiological pH with appropriate receptor preparations. Binding affinity is expressed as IC₅₀ or Kd values. The deuterated compound serves as a quality control standard.
Cell Assay
In vitro cell-based assays using Progesterone-d9 typically employ the compound as an internal standard for LC-MS/MS quantification in cell culture media or cell lysates rather than as a test compound. For studying progesterone's biological activity, cell lines expressing progesterone receptor are used to assess receptor activation through reporter gene assays with PRE-luciferase constructs. Gene expression analysis by qPCR can also be employed. Standard cell culture conditions (37°C, 5% CO₂) with appropriate media are used.
Animal Protocol
In vivo animal studies utilizing Progesterone-d9 typically involve administration of the deuterated compound as a tracer or internal standard for pharmacokinetic or pharmacodynamic studies. The compound is used to quantify endogenous progesterone levels in plasma, urine, and tissue samples from animal models of reproductive function or hormone replacement therapy. Typical study designs involve sample collection at various time points, followed by LC-MS/MS analysis using Progesterone-d9 as the internal standard. All procedures comply with institutional animal care and use guidelines.
ADME/Pharmacokinetics
Progesterone-d9 is used as an internal standard for the quantification of progesterone by GC- or LC-mass spectrometry. It has a molecular weight of 323.52 g/mol and a molecular formula of C₂₁H₂₁D₉O₂. As an isotope-labeled compound, its chromatographic and mass spectrometric behavior is nearly identical to that of non-deuterated progesterone, allowing for precise correction of analytical variability. The compound is typically stored at 2-8°C refrigerated. Its pharmacokinetic properties as a tracer mirror those of endogenous progesterone.
Toxicity/Toxicokinetics
Progesterone-d9 is intended for research and analytical use only and is not approved for human therapeutic applications. As a stable isotope-labeled internal standard, it is used in trace quantities in analytical methods and does not present significant toxicological concerns at these levels. The non-deuterated parent compound, progesterone, is an endogenous steroid hormone with well-characterized physiological effects. Standard laboratory safety precautions should be observed when handling Progesterone-d9.
References

[1]. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53(2):211-216.

[2]. Classification and pharmacology of progestins. Maturitas. 2003 Dec 10;46 Suppl 1:S7-S16.

[3]. Estrogen and progestin bioactivity of foods, herbs, and spices. Proc Soc Exp Biol Med. 1998 Mar;217(3):369-78.

[4]. Effects of wild yam extract on menopausal symptoms, lipids and sex hormones in healthy menopausal women. Climacteric. 2001 Jun;4(2):144-50.

[5]. Progesterone, but not estrogen, stimulates vessel maturation in the mouse endometrium. Endocrinology. 2007 Nov;148(11):5433-41. Epub 2007 Aug 9.

Additional Infomation
Progesterone-d9 (Pregn-4-ene-3,20-dione-d9) (CAS#: 15775-74-3) has a molecular formula of C₂₁H₂₁D₉O₂ and a molecular weight of 323.52 g/mol. It is the deuterium-labeled form of Progesterone. Progesterone is a steroid hormone that regulates the menstrual cycle and is crucial for pregnancy. It is produced by the corpus luteum, induces uterine endometrial maturation, and suppresses ovulation. Progesterone-d9 is intended for use as an internal standard for GC- or LC-MS quantification. This compound is not a drug and is strictly a research reagent.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C21H21D9O2
Molecular Weight
323.52
Exact Mass
323.281
CAS #
15775-74-3
Related CAS #
Progesterone;57-83-0
PubChem CID
71309321
Appearance
White to light yellow solid powder
Density
1.1±0.1 g/cm3
Boiling Point
447.2±45.0 °C at 760 mmHg
Melting Point
128-132 °C
Flash Point
166.7±25.7 °C
Vapour Pressure
0.0±1.1 mmHg at 25°C
Index of Refraction
1.542
LogP
4.04
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Heavy Atom Count
23
Complexity
589
Defined Atom Stereocenter Count
6
SMILES
[2H]C1=C2[C@](CC(C1=O)([2H])[2H])([C@H]3CC[C@]4([C@H]([C@@H]3CC2([2H])[2H])CC[C@]4([2H])C(=O)C([2H])([2H])[2H])C)C
InChi Key
RJKFOVLPORLFTN-PQIPVKAESA-N
InChi Code
InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1/i1D3,4D2,8D2,12D,17D
Chemical Name
(8S,9S,10R,13S,14S,17S)-2,2,4,6,6,17-hexadeuterio-10,13-dimethyl-17-(2,2,2-trideuterioacetyl)-7,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[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 3.0910 mL 15.4550 mL 30.9100 mL
5 mM 0.6182 mL 3.0910 mL 6.1820 mL
10 mM 0.3091 mL 1.5455 mL 3.0910 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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