| Identification | Back Directory | [Name]
9-OXO-15S-HYDROXY-PROSTA-5Z,10,13E,17Z-TETRAEN-1-OIC ACID | [CAS]
36614-31-0 | [Synonyms]
PGA3
PROSTAGLANDIN A3
KSIRMUMXJFWKAC-FHJHOUOTSA-N
Recombinant Human Pepsin A-3/PGI/PGA3 Protein, His Tag
9-OXO-15S-HYDROXY-PROSTA-5Z,10,13E,17Z-TETRAEN-1-OIC ACID
(5Z,13E,15S,17Z)-15-Hydroxy-9-oxoprosta-5,10,13,17-tetraen-1-oic acid
Prosta-5,10,13,17-tetraen-1-oic acid, 15-hydroxy-9-oxo-, (5Z,13E,15S,17Z)-
7-[(1R,2S)-2-[(3S)-3-hydroxyocta-1,5-dienyl]-5-oxocyclopent-3-en-1-yl]hept-5-enoic acid | [Molecular Formula]
C20H28O4 | [MDL Number]
MFCD00065729 | [MOL File]
36614-31-0.mol | [Molecular Weight]
332.43 |
| Chemical Properties | Back Directory | [Boiling point ]
526.401±50.00 °C(Press: 760.00 Torr)(predicted) | [density ]
1.120±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted) | [storage temp. ]
-20°C | [solubility ]
DMF: >75 mg/ml (from PGA1); DMSO: >50 mg/ml (from PGA1); Ethanol: >100 mg/ml (from PGA1); PBS pH 7.2: >2.4 mg/ml (from PGA1) | [pka]
4.751±0.10(predicted) |
| Hazard Information | Back Directory | [Description]
Cyclooxygenase metabolism of EPA to produce Prostaglandin E3 (PGE3) has been reported in biosynthetic preparations of ovine seminal vesicles and in the ocular tissues of primates. Prostaglandin A3 (PGA3) is an expected non-enzymatic dehydration product of this PGE3. PGA3 exhibits good affinity for the canine EP2 and EP4 receptors with IC50 values of 120 nM and 20 nM, respectively, in a radioligand binding assay. PGA3 has weak affinity for human PPARγ, with a Ki value of 188 μM. | [Uses]
Prostaglandin A3 is a non-enzymatic dehydration product of prostaglandin E3 (PGE3). Prostaglandin A3 showed good affinity for canine EP2 and EP4 receptors with IC50 values of 120 and 20 nM, respectively. The Ki value of Prostaglandin A3 for human PPARγ was 188 μM[1][2][3]. | [Definition]
ChEBI: Prostaglandin A3 is a member of the class of prostaglandins A that is prosta-5,10,13,17-tetraen-1-oic acid carrying oxo and hydroxy substituents at positions 9 and 15 respectively (the 5Z,13E,15S,17Z-stereoisomer). It has a role as a mammalian metabolite. It is a prostaglandins A and a secondary allylic alcohol. It is a conjugate acid of a prostaglandin A3(1-). | [IC 50]
EP2: 120 nM (IC50); EP4: 20 nM (IC50); PPAR-γ: 188 μM (Ki) | [References]
[1] Hibbs TA, et al. Molecular cloning and characterization of the canine prostaglandin E receptor EP2 subtype. Prostaglandins Other Lipid Mediat. 1999 May;57(2-3):133-47. DOI:10.1016/s0090-6980(98)00081-1
[2] Castleberry TA, et al. Molecular cloning and functional characterization of the canine prostaglandin E2 receptor EP4 subtype. Prostaglandins Other Lipid Mediat. 2001 Jul;65(4):167-87. DOI:10.1016/s0090-6980(01)00129-0
[3] Ferry G, et al. Binding of prostaglandins to human PPARgamma: tool assessment and new natural ligands. Eur J Pharmacol. 2001 Apr 6;417(1-2):77-89. DOI:10.1016/s0014-2999(01)00907-4 |
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