CAS 87893-55-8|15-Deoxy-Delta12
| 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 | / |
| MSDS | USA | Flash Point | 267.8±22.2 °C |
| Symbol | GHS02, GHS07 | Signal Word | Danger |
Names
| Name | 15d-pgj2 |
|---|---|
| Synonym | More Synonyms |
15-Deoxy-Delta12 BiologicalActivity
| 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 | Research Areas >>CancerSignaling Pathways >>Cell Cycle/DNA Damage >>PPARResearch Areas >>Inflammation/ImmunologyResearch Areas >>Neurological Disease |
| 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 |
| InChIKey | VHRUMKCAEVRUBK-GODQJPCRSA-N |
| SMILES | CCCCCC=CC=C1C(=O)C=CC1CC=CCCCC(=O)O |
Safety Information
| Symbol | 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 |
Articles12
More Articles| HMDB: a knowledgebase for the human metabolome. Nucleic Acids Res. 37(Database issue) , D603-10, (2009) The Human Metabolome Database (HMDB, http://www.hmdb.ca) is a richly annotated resource that is designed to address the broad needs of biochemists, clinical chemists, physicians, medical geneticists, ... | |
| The human serum metabolome. PLoS ONE 6(2) , e16957, (2011) Continuing improvements in analytical technology along with an increased interest in performing comprehensive, quantitative metabolic profiling, is leading to increased interest pressures within the m... | |
| Lipidomics reveals a remarkable diversity of lipids in human plasma. J. Lipid Res. 51(11) , 3299-305, (2010) The focus of the present study was to define the human plasma lipidome and to establish novel analytical methodologies to quantify the large spectrum of plasma lipids. Partial lipid analysis is now a ... |
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 |
