15-Deoxy-Delta12

Modify Date: 2024-01-02 11:27:33

15-Deoxy-Delta12 Structure
15-Deoxy-Delta12 structure
Common Name 15-Deoxy-Delta12
CAS Number 87893-55-8 Molecular Weight 316.435
Density 1.1±0.1 g/cm3 Boiling Point 495.8±34.0 °C at 760 mmHg
Molecular Formula C20H28O3 Melting Point N/A
MSDS USA Flash Point 267.8±22.2 °C
Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Danger

 Use of 15-Deoxy-Delta12


15-Deoxy-Δ-12,14-prostaglandin J2 (15d-PGJ2) is a cyclopentenone prostaglandin and a metabolite of PGD2. 15-Deoxy-Δ-12,14-prostaglandin J2 is a selective PPARγ (EC50 of 2 µM) and a covalent PPARδ agonist. 15-Deoxy-Δ-12,14-prostaglandin J2 promotes efficient differentiation of C3H10T1/2 fibroblasts to adipocytes with an EC50 of 7 μM[1][2].

 Names

Name 15d-pgj2
Synonym More Synonyms

 15-Deoxy-Delta12 Biological Activity

Description 15-Deoxy-Δ-12,14-prostaglandin J2 (15d-PGJ2) is a cyclopentenone prostaglandin and a metabolite of PGD2. 15-Deoxy-Δ-12,14-prostaglandin J2 is a selective PPARγ (EC50 of 2 µM) and a covalent PPARδ agonist. 15-Deoxy-Δ-12,14-prostaglandin J2 promotes efficient differentiation of C3H10T1/2 fibroblasts to adipocytes with an EC50 of 7 μM[1][2].
Related Catalog
Target

PPARγ:2 μM (EC50)

PPARδ

Human Endogenous Metabolite

In Vitro 15-Deoxy-Δ12,14-PGJ2 (15d-PGJ2) is a cyclopentenone prostaglandin that features an electrophilic, α, β-unsaturated ketone (an enone) in the cyclopentenone ring. 15-Deoxy-Δ-12,14-prostaglandin J2 is one of the cyPGs whose functions in inflammation, cell proliferation, survival, and apoptosis have been documented. 15-Deoxy-Δ-12,14-prostaglandin J2 activates PPARδ in a dose-dependent manner. 15-Deoxy-Δ-12,14-prostaglandin J2 activates PPARδ’s transcriptional activity through formation of a covalent adduct between its endocyclic enone at C9 and Cys249 in the receptor’s ligand-binding domain[1].
References

[1]. Reddy AT, et al. Identification and Molecular Characterization of Peroxisome Proliferator-Activated Receptor δ as a Novel Target for Covalent Modification by 15-Deoxy-Δ12,14-prostaglandin J2. CS Chem Biol. 2018 Dec 21;13(12):3269-3278.

[2]. Kliewer SA1, et al. A prostaglandin J2 metabolite binds peroxisome proliferator-activated receptor gamma and promotes adipocyte differentiation. Cell. 1995 Dec 1;83(5):813-9.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 495.8±34.0 °C at 760 mmHg
Molecular Formula C20H28O3
Molecular Weight 316.435
Flash Point 267.8±22.2 °C
Exact Mass 316.203857
PSA 54.37000
LogP 5.10
Vapour Pressure 0.0±2.7 mmHg at 25°C
Index of Refraction 1.558

 Safety Information

Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Danger
Hazard Statements H225-H319-H336
Supplemental HS Repeated exposure may cause skin dryness or cracking.
Precautionary Statements P210-P280-P304 + P340 + P312-P305 + P351 + P338-P337 + P313-P403 + P235
Personal Protective Equipment Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US)
Hazard Codes F: Flammable;Xi: Irritant;
Risk Phrases R11
Safety Phrases 16-26-29-33-36/37/39
RIDADR UN 1231

 Synthetic Route

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 Synonyms

delta12,14-Pgj 2
15-Deoxy-D-12,14-prostaglandin J2
Prosta-5,9,12,14-tetraen-1-oic acid, 11-oxo-, (5Z,12E,14E)-
15-Deoxy-D12,14-PGJ2
PROSTAGLANDIN J2,15-DEOXY-DELTA12,14
11-OXO-PROSTA-5Z,9,12E,14Z-TETRAEN-1-OIC
15-DEOXY-DELTA12,14-PROSTAGLANGIN J2
15-DEOXY-DELTA12,14-PGJ2
MFCD00065806
15-DEOXY-DELTA12,DELTA14-PROSTAGLANDIN J2
(5Z,12E,14E)-11-Oxo-prosta-5,9,12,14-tetraen-1-oic acid
15-Deoxy-delta12,14-prostaglandin
(5Z,12E,14E)-11-Oxoprosta-5,9,12,14-tetraen-1-oic acid