Synonym: Prostaglandin E2; (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
MDL Number: MFCD00077861
Linear Formula: C20H32O5
Product Type: Chemical
| API family |
dinoprostone |
| application(s) |
pharmaceutical (small molecule) |
| format |
neat |
| grade |
pharmaceutical primary standard |
| 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 |
| manufacturer/tradename |
EDQM |
| SMILES string |
O[C@@H]1CC([C@H](C/C=CCCCC(O)=O)[C@H]1/C=C/[C@@H](O)CCCCC)=O |
| Application: |
Dinoprostone EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia. |
| 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. |
| General description: |
This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia   . |
| Other Notes: |
Sales restrictions may apply. |
| Packaging: |
The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue . |
GHS07,GHS08