Synonym: (5Z,11α,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid; Dinoprostone; PGE2
CAS Number: 363-24-6
Empirical Formula (Hill Notation): C20H32O5
Molecular Weight: 352.47
EC Number: 206-656-6
MDL Number: MFCD00077861
Linear Formula: C20H32O5
Product Type: Chemical
| biological source |
synthetic (organic) |
| form |
powder |
| InChI |
1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1 |
| InChI key |
XEYBRNLFEZDVAW-ARSRFYASSA-N |
| potency |
0.25-100 ng/mL |
| product line |
BioXtra |
| Quality Level |
200  |
| shipped in |
ambient |
| SMILES string |
O[C@@H]1CC([C@H](C/C=CCCCC(O)=O)[C@H]1/C=C/[C@@H](O)CCCCC)=O |
| solubility |
ethanol: 1 mg/mL |
| sterility |
γ-irradiated |
| storage temp. |
−20°C |
| technique(s) |
cell culture | mammalian: suitable |
| Application: |
For use in cell culture applications for the study of prostaglandin regulated cell signaling and gene regulation. |
| Application: |
Prostaglandin E2 has been used to determine its effects on collagen gel contraction mediated by alveolar cell carcinoma cell line A549. |
| Biochem/physiol Actions: |
Most biologically active prostaglandin. |
| Biochem/physiol Actions: |
Most biologically active prostaglandin. PGE2 induces cervical ripening and parturition; mediates bradykinin-induced vasodilation; regulates adenylyl cyclase. Tumor cells that over-express cyclooxygenase 2 display increased invasiveness, angiogenesis, and resistance to apoptosis that may be due to the PGE2-induced expression of angiogenic factors and stabilization of the anti-apoptotic protein, survivin.The effect of PGE2 on the immune system is mixed. It inhibits T cell activation in vitro, suggesting it is an immunosuppressant. However, in vivo, it appears to effect expansion of the Th17 subset and differentiation of the Th1 subset of T helper cells, marking it as an immunoactivator. |
| Physical form: |
powder -20 °C; stock-frozen in working aliquots, avoid repeated freeze/thaw |
| Storage Temp. |
−20°C |
| UNSPSC |
12352209 |
GHS07,GHS08