1213103

Dinoproston

United States Pharmacopeia (USP) Reference Standard

• Synonym(e): Prostaglandin E₂, (5Z,11α,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-diensäure, Dinoproston, PGE₂
• Empirische Formel (Hill-System): C₂₀H₃₂O₅
• CAS-Nummer: 363-24-6
• Molekulargewicht: 352.47
• UNSPSC Code: 41116107
• NACRES: NA.24
• PubChem Substance ID: 329749635
• MDL number: MFCD00077861
• Beilstein/REAXYS Number: 4709356

Eigenschaften

• grade: pharmaceutical primary standard
• agency: USP
• API family: dinoprostone
• manufacturer/tradename: USP
• application(s): pharmaceutical (small molecule)
• format: neat
• storage temp.: −20°C
• SMILES string: O[C@@H]1CC([C@H](C/C=C\CCCC(O)=O)[C@H]1/C=C/[C@@H](O)CCCCC)=O
• 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
• Gene Information: human ... PTGER1(5731), PTGER2(5732), PTGER3(5733), PTGER4(5734)

Beschreibung

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.

Application

Dinoprostone USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia.

Biochem/physiol Actions

Biologisch aktivstes Prostaglandin.

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.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

Sicherheitshinweise

• pictograms: GHS08,GHS07
• signalword: Danger
• hcodes: H302,H360FD
• pcodes: P202 - P264 - P270 - P280 - P301 + P312 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Repr. 1B
• Lagerklasse: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable