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15-Keto-PGA1

Cat No.:V103135 Purity: ≥98%
15-Keto-PGA1 is a metabolite of PGA1 and has a significant vasoconstrictive effect.
15-Keto-PGA1
15-Keto-PGA1 Chemical Structure CAS No.: 61600-67-7
Product category: Angiotensin Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
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Product Description
15-Keto-PGA1 is a metabolite of PGA1 that has significant vasoconstrictor effects. PGA1 is also a vasoconstrictor that is more potent than equivalent doses of prostaglandin F2α (PGF2α) and angiotensin II.
15-Keto-PGA1 is a metabolite of prostaglandin A1 (PGA1) that exhibits significant vasoconstrictor effects. Prostaglandin A1 itself is a vasoconstrictor that is more potent than equivalent doses of prostaglandin F2alpha (PGF2alpha) and angiotensin II. It is found in human kidney cortex and other tissues, where it may be involved in regulating renal blood flow and glomerular filtration rate. This compound is intended for research use only.
Biological Activity I Assay Protocols (From Reference)
Targets
The biological effects of 15-Keto-PGA1 are mediated through its interaction with multiple targets. It has been designated as targeting the Angiotensin Receptor. Additionally, it prevents the conversion of arachidonic acid to prostacyclin by inhibiting the enzyme cyclooxygenase (COX). It is also involved in modulating the activity of prostaglandins through interaction with 15-hydroxyprostaglandin dehydrogenase (15-PGDH), the enzyme that produces it.
ln Vitro
The primary in vitro characteristic of 15-Keto-PGA1 is its capacity as a vasoconstrictor. In isolated blood vessel preparations, it has demonstrated potent vasoconstrictor effects. It is formed by the action of 15-hydroxyprostaglandin dehydrogenase on PGA1, which itself is a vasoconstrictor. Its role in inhibiting cyclooxygenase (COX) suggests it can modulate the production of other prostaglandins and related lipid mediators.
ln Vivo
No specific in vivo studies for 15-Keto-PGA1 were found in the available literature. As a metabolite of PGA1, its vasoconstrictor actions are inferred from the known activity of its parent compound, PGA1. PGA1 is a more potent vasoconstrictor than PGF2alpha and angiotensin II. 15-Keto-PGA1 is therefore thought to contribute to the overall vascular effects of endogenous prostaglandin metabolism, particularly in the kidney.
Enzyme Assay
A standard protocol for studying COX inhibition: COX-1 and COX-2 enzyme assays are performed using a fluorometric kit. The test compound is pre-incubated with the enzyme for 10 minutes. The reaction is initiated by adding arachidonic acid substrate. After 2 minutes, the reaction is stopped, and the fluorescent product (excitation 530 nm, emission 585 nm) is measured. The percent inhibition is calculated relative to a control containing no inhibitor.
Cell Assay
A standard procedure for testing vasoconstriction involves using isolated rat aortic rings. Following sacrifice, the thoracic aorta is removed and cut into 3-5 mm rings. The rings are mounted in organ chambers filled with Krebs-Henseleit solution (37degC, 95% O2/5% CO2), under 2g resting tension. Isometric tension is recorded. After equilibration, the tissue is pre-contracted with KCl, then cumulative concentrations of 15-Keto-PGA1 (0.1 nM to 10 uM) are added.
Animal Protocol
No specific in vivo animal protocols were found for 15-Keto-PGA1. A typical in vivo experiment to evaluate vasoactive compounds: In a rat model, compounds are administered intravenously (e.g., via the jugular vein) to anesthetized animals. Blood pressure (systolic, diastolic, and mean) and heart rate are continuously monitored via a catheter inserted into the carotid artery. Responses to 15-Keto-PGA1 (e.g., 0.1-100 ug/kg) are recorded for 30-60 minutes post-administration.
ADME/Pharmacokinetics
No pharmacokinetic data was found for 15-Keto-PGA1. As a prostaglandin metabolite, its half-life in the circulation is expected to be very short (on the order of seconds to minutes), similar to other eicosanoids. It is produced locally in tissues and is rapidly metabolized or eliminated. Standard PK studies would involve IV administration of the radiolabeled compound to rodents, followed by serial blood sampling and analysis by radioimmunoassay or LC-MS/MS.
Toxicity/Toxicokinetics
No toxicity data was found for 15-Keto-PGA1. As an endogenous lipid mediator, it is not associated with significant toxicity when produced naturally in the body. For research use, standard laboratory safety precautions should be followed. Given its potent vasoconstrictor properties, it could cause significant cardiovascular effects if administered systemically in vivo.
References

[1]. Comparison of the pulmonary vascular response to prostaglandin A1, prostaglandin F2α and angiotensin II; Metabolism of PGA1 in lungJ. Life Sciences, 1976, 19(11): 1653-1661.

Additional Infomation
15-Dehydroprostaglandin A1 is a member of the prostaglandin A class of compounds, obtained by oxidizing the 15-hydroxyl group of prostaglandin A1 to the corresponding ketone. It is a metabolite in both *E. coli* and humans. Functionally, it is related to prostaglandin A1. It is the conjugate acid of 15-dehydroprostaglandin A1(1-).
15-Keto-PGA1 is a research-grade biochemical, supplied for laboratory use only, not for human diagnostic or therapeutic applications. Its molecular formula is C20H30O4 and molecular weight 334.45. It is a member of the prostaglandin family and is used to study prostaglandin metabolism, cyclooxygenase inhibition, and vascular regulation. It is a stable, non-enzymatic degradation product derived from its parent prostaglandin. Each product in one row, fields tab-separated.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H30O4
Molecular Weight
334.45
Exact Mass
334.214
CAS #
61600-67-7
PubChem CID
90659869
Appearance
Typically exists as solids at room temperature
Density
1.1±0.1 g/cm3
Boiling Point
514.8±50.0 °C at 760 mmHg
Flash Point
279.2±26.6 °C
Vapour Pressure
0.0±2.9 mmHg at 25°C
Index of Refraction
1.533
LogP
3.33
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
13
Heavy Atom Count
24
Complexity
476
Defined Atom Stereocenter Count
2
SMILES
CCCCCC(=O)/C=C/[C@H]1C=CC(=O)[C@@H]1CCCCCCC(=O)O
InChi Key
YKXHFAJZOFTAOC-DTXSUPOZSA-N
InChi Code
InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12-16,18H,2-11H2,1H3,(H,23,24)/b14-12+/t16-,18+/m0/s1
Chemical Name
7-[(1R,5S)-2-oxo-5-[(E)-3-oxooct-1-enyl]cyclopent-3-en-1-yl]heptanoic acid
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 2.9900 mL 14.9499 mL 29.8998 mL
5 mM 0.5980 mL 2.9900 mL 5.9800 mL
10 mM 0.2990 mL 1.4950 mL 2.9900 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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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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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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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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