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13,14-Dihydro-15-keto PGF1α

Alias: Dihydro-15-oxoprostaglandin F1α
Cat No.:V102723 Purity: ≥98%
13,14-Dihydro-15-keto PGF1α is a metabolite of PGF1α.
13,14-Dihydro-15-keto PGF1α
13,14-Dihydro-15-keto PGF1α Chemical Structure CAS No.: 29044-75-5
Product category: Prostaglandin Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
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Product Description
13,14-Dihydro-15-keto PGF1α is a metabolite of PGF1α.
13,14-Dihydro-15-keto PGF1alpha is a major metabolite of prostaglandin F1alpha (PGF1alpha). It is formed by the enzymatic action of 15-hydroxyprostaglandin dehydrogenase (15-PGDH) followed by delta13,14-reductase. This metabolite is used as an analytical standard for the quantification of PGF1alpha in biological samples by mass spectrometry. This compound is a research reagent, not a therapeutic drug. For research use only.
Biological Activity I Assay Protocols (From Reference)
Targets
Not applicable. 13,14-Dihydro-15-keto PGF1alpha is an inactive metabolite of prostaglandin F1alpha (PGF1alpha). It does not have significant biological activity at prostaglandin receptors. The "target" is analytical: the compound is used as a standard to measure the concentration of PGF1alpha and its metabolism in biological samples. The formation of this metabolite from PGF1alpha is catalyzed by the enzymes 15-hydroxyprostaglandin dehydrogenase (15-PGDH) and delta13,14-reductase.
ln Vitro
13,14-Dihydro-15-keto PGF1alpha is a metabolite of PGF1alpha produced by the sequential action of 15-hydroxyprostaglandin dehydrogenase (15-PGDH) and delta13,14-reductase. The compound has significantly reduced biological activity compared to the parent PGF1alpha due to the reduction of the C-13,14 double bond and oxidation of the C-15 hydroxyl group. It serves primarily as an analytical standard for mass spectrometry-based quantification of PGF1alpha and its metabolic profile in biological matrices such as plasma, urine, and tissue homogenates. No specific pharmacological activity is reported.
ln Vivo
No in vivo data is applicable, as 13,14-Dihydro-15-keto PGF1alpha is an inactive metabolite, not a pharmacologically active drug. In vivo, it is produced endogenously from PGF1alpha through normal metabolic pathways. The levels of this metabolite in urine or plasma can be measured as an indicator of PGF1alpha production and metabolism in physiological or pathological states. It is not administered exogenously to produce a pharmacological effect; rather, it is used as an analytical standard for quantitative bioanalysis.
Enzyme Assay
Not applicable. 13,14-Dihydro-15-keto PGF1alpha is an analytical standard, not a test compound in non-cellular enzyme assays. For metabolite detection in biological samples, a typical protocol involves sample preparation: 50-100 uL of plasma or urine is mixed with a deuterated internal standard (e.g., 13,14-dihydro-15-keto PGF1alpha-d4). Samples are acidified to pH 3-4 with formic acid, and prostaglandins are extracted using solid-phase extraction (SPE) with C18 cartridges. The eluate is dried, reconstituted, and analyzed by LC-MS/MS in negative ion mode with multiple reaction monitoring. Standard curves are prepared using known concentrations of the metabolite standard.
Cell Assay
Not applicable. 13,14-Dihydro-15-keto PGF1alpha is an analytical standard, not a compound used in cell-based assays as a pharmacological agent. It may be added to cell culture medium as an exogenous spike to test the efficiency of extraction and detection methods, but it is not used as a treatment to modulate cellular responses. The parent compound PGF1alpha, not the metabolite, would be used in cell-based assays to study FP receptor activation and downstream signaling.
Animal Protocol
Not applicable. 13,14-Dihydro-15-keto PGF1alpha is an analytical standard, not a compound administered to animals in efficacy studies. It may be used as a spike-in standard for the analysis of biological samples from animals treated with PGF1alpha or other prostaglandins. In such studies, plasma or urine samples from experimental animals are spiked with the isotope-labeled internal standard, extracted, and analyzed by LC-MS/MS to quantify endogenous metabolite levels. The standard itself is not administered.
ADME/Pharmacokinetics
Not applicable. 13,14-Dihydro-15-keto PGF1alpha is an analytical standard, not a drug candidate. Pharmacokinetic studies are not performed on this compound. Its concentration in biological samples is measured as an indicator of PGF1alpha metabolism. The compound is an inactive metabolite with a short half-life in circulation (minutes), as it is further metabolized and excreted in urine. No formal PK parameters are available.
Toxicity/Toxicokinetics
No toxicity data is available. 13,14-Dihydro-15-keto PGF1alpha is an inactive endogenous metabolite and an analytical standard. It is not considered toxic at the concentrations used in analytical chemistry (nanograms to micrograms per mL). Standard laboratory safety practices for handling chemical reference standards should be followed. For research use only, not for human consumption.
References

[1]. Metabolism of prostaglandin F1α by the rat stomach. Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism. Volume 218, Issue 2, 10 November 1970, Pages 288-295https://www.caymanchem.com/product/15670/13%2C14-dihydro-15-keto-prostaglandin-f1%CE%B1.

Additional Infomation
13,14-Dihydro-15-keto PGF1alpha (CAS: 29044-75-5) has molecular formula C20H34O4 and molecular weight 338.48. Also known as 11alpha,16-dihydroxy-9,15-dioxoprostanoate. It is a major metabolite of PGF1alpha produced by 15-PGDH and delta13,14-reductase. This product is intended for use as an analytical standard for the quantification of prostaglandin metabolites in research applications. For research use only, not for human therapeutic or diagnostic use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H36O5
Molecular Weight
356.50
Exact Mass
356.256
CAS #
29044-75-5
PubChem CID
16061100
Appearance
Typically exists as solids at room temperature
Density
1.1±0.1 g/cm3
Boiling Point
538.2±35.0 °C at 760 mmHg
Flash Point
293.4±22.4 °C
Vapour Pressure
0.0±3.2 mmHg at 25°C
Index of Refraction
1.5
LogP
2.6
Hydrogen Bond Donor Count
3
Rotatable Bond Count
14
Heavy Atom Count
25
Complexity
396
Defined Atom Stereocenter Count
4
SMILES
CCCCCC(=O)CC[C@@H]1[C@@H](CCCCCCC(=O)O)[C@H](C[C@H]1O)O
InChi Key
FVPKMMQYALWZHV-AKHDSKFASA-N
InChi Code
InChI=1S/C20H36O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h16-19,22-23H,2-14H2,1H3,(H,24,25)/t16-,17-,18+,19-/m1/s1
Chemical Name
7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxooctyl)cyclopentyl]heptanoic acid
Synonyms
Dihydro-15-oxoprostaglandin F1α
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 2.8050 mL 14.0252 mL 28.0505 mL
5 mM 0.5610 mL 2.8050 mL 5.6101 mL
10 mM 0.2805 mL 1.4025 mL 2.8050 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.

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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?
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  • 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:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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