| Identification | Back Directory | [Name]
11-OXO-PROSTA-5Z,12E,14Z-TRIEN-1-OIC ACID | [CAS]
596104-94-8 | [Synonyms]
CAY10410
CAY10410,CAY-10410
AFBJLDUEEOOVHL-WKELIDJCSA-N
11-OXO-PROSTA-5Z,12E,14Z-TRIEN-1-OIC ACID
9,10-dihydro-15-deoxy-Δ12,14-Prostaglandin J2
9,10-DIHYDRO-15-DEOXY-DELTA12,14-PROSTAGLANDIN J2
Prosta-5,12,14-trien-1-oic acid, 11-oxo-, (5Z,12E,14Z)- | [Molecular Formula]
C20H30O3 | [MDL Number]
MFCD03412003 | [MOL File]
596104-94-8.mol | [Molecular Weight]
318.45 |
| Hazard Information | Back Directory | [Description]
CAY10410 is an analog of prostaglandin D2/prostaglandin J2 (PGD2/PGJ2) with structural modifications intended to give it PPARγ ligand activity and resistance to metabolism. 15-deoxy-Δ12,14-PGJ2 has been shown to be a potent ligand for PPARγ.1 Metabolism of the cyclopentenone prostaglandins PGA2, PGJ2, and Δ12-PGJ2 occurs via glutathione addition across the α,β unsaturated enone.2 CAY10410 was designed as an analog of the PPARγ-binding prostaglandins which could not undergo this conjugation reaction. In human neuroblastoma SH-SY5Y cells, CAY10410 was not cytotoxic at up to 25 μM. It also failed to covalently modify thioredoxin or induce oxidative stress at 50 μM.3 | [References]
1. Forman, B.M., Tontonoz, P., Chen, J., et al. 15-Deoxy-Δ12,14-prostaglandin J2 is a ligand for the adipocyte determination factor PPARγ Cell 83(5),803-812(1995).
2. Atsmon, J., Sweetman, B.J., Baertschi, S.W., et al. Formation of thiol conjugates of 9-deoxy-Δ9,Δ12(E)-prostaglandin D2 and Δ12(E)-prostaglandin D2 Biochemistry 29,3760-3765(1990).
3. Shibata, T., Yamada, T., Ishii, T., et al. Thioredoxin as a molecular target of cyclopentenone prostaglandins J. Biol. Chem. 278(28),26046-26054(2003). |
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