CAY10410

Cayman Chemical Item Number 18590

9,10-dihydro-15-deoxy-Δ12,14-PGJ2; 9,10-dihydro-15-deoxy-Δ12,14-Prostaglandin J2 (CAS 596104-94-8)

CAY10410 (CAS 596104-94-8)

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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

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 83 803-812 (1995).

2 Atsmon, J., Sweetman, B.J., Baertschi, S.W., et al. Formation of thiol conjugates of 9-deoxy-Δ912(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).

Synonyms
  • 9,10-dihydro-15-deoxy-Δ12,14-PGJ2
  • 9,10-dihydro-15-deoxy-Δ12,14-Prostaglandin J2
Formal Name 11-​oxo-​prosta-​5Z,​12E,​14Z-​trien-​1-​oic acid
CAS Number 596104-94-8
Molecular Formula C20H30O3
Formula Weight 318.5
Formulation A solution in methyl acetate
Purity ≥98% (isomer mixture)
λmax 293 nm
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=C1/C([C@@H]​(C/C=C\CCCC(O)​=O)​CC1)​=C/C=C\CCCCC
InCHI Code
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​1S/C20H30O3/c1-2-3-4-5-6-10-13-18-17(15-16-19(18)​21)​12-9-7-8-11-14-20(22)​23/h6-7,9-10,13,17H,2-5,8,11-12,14-16H2,1H3,(H,22,23)​/b9-7-,10-6-,18-13+/t17-/m0/s1
InCHI Key
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AFBJLDUEEOOVHL-WKELIDJCSA-N

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CAY10410 is available in the following screening library:

Size Price Quantity Subtotal
500 µg $70.00 $0.00
1 mg $133.00 $0.00
5 mg $560.00 $0.00
10 mg $980.00 $0.00
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Cart Total $0.00

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Pricing updated 2014-04-17. Prices are subject to change without notice.

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15-deoxy-Δ12,14-Prostaglandin J2
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Prostaglandin D2

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