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AB144476

(R)-Butaprost, EP2 agonist

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MW 408.6 Da, Purity >98%. Selective EP2 agonist. PGE2 structural analog. Inhibits chemotaxis (EC50 = 106 nM, maximal effect of PGE2). Increases neutrophil cyclic AMP levels.

View Alternative Names

EP2, IP, PE2R2_HUMAN, PGE receptor EP2 subtype, PGE2 receptor EP2 subtype, PGI receptor, PGI2 receptor, PI2R_HUMAN, PRIPR, PTGER 2, Prostacyclin receptor, Prostaglandin E receptor 2 EP2 subtype, Prostaglandin E receptor 2 subtype EP2, Prostaglandin E receptor 2 subtype EP2 53kDa, Prostaglandin E2 receptor, Prostaglandin E2 receptor EP2 subtype, Prostaglandin I2 (prostacyclin) receptor (IP), Prostaglandin I2 receptor, Prostanoid EP2 receptor, Prostanoid IP receptor, Ptgir

Key facts

CAS number

69648-38-0

Purity

>98%

Form

Liquid

form

Molecular weight

408.6 Da

Molecular formula

C<sub>2</sub><sub>4</sub>H<sub>4</sub><sub>0</sub>O<sub>5</sub>

PubChem

5311035

Nature

Synthetic

Biochemical name

Butaprost

Biological description

Selective EP2 agonist. PGE2 structural analog. Inhibits chemotaxis (EC50 = 106 nM, maximal effect of PGE2). Increases neutrophil cyclic AMP levels.

Canonical smiles

CCCC1(CCC1)C(CC=CC2C(CC(=O)C2CCCCCCC(=O)OC)O)O

Isomeric smiles

CCCC1(CCC1)[C@@H](C/C=C/[C@H]2[C@@H](CC(=O)[C@@H]2CCCCCCC(=O)OC)O)O

InChi

InChI=1S/C24H40O5/c1-3-14-24(15-9-16-24)22(27)12-8-11-19-18(20(25)17-21(19)26)10-6-4-5-7-13-23(28)29-2/h8,11,18-19,21-22,26-27H,3-7,9-10,12-17H2,1-2H3/b11-8+/t18-,19-,21-,22-/m1/s1

InChiKey

XRISENIKJUKIHD-LHQZMKCDSA-N

IUPAC Name

methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(E,4R)-4-hydroxy-4-(1-propylcyclobutyl)but-1-enyl]-5-oxocyclopentyl]heptanoate

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

The Prostaglandin E Receptor EP2 also known as PTGER2 is a G protein-coupled receptor that interacts with prostaglandin E2 (PGE2). It is sometimes referred to as the Prostacyclin receptor although this term more accurately describes a different receptor the IP receptor. The mass of EP2 receptor is approximately 52 kDa. EP2 is widely expressed in various tissues including the brain kidney and uterus. This receptor plays a role in modulating numerous physiological responses by initiating intracellular signaling cascades upon prostaglandin binding.
Biological function summary

The Prostaglandin E Receptor EP2/PTGER2 influences a range of functions due to its involvement in vasodilation and modulation of inflammation. It does not form part of a larger protein complex acting as a stand-alone receptor. Its activation impacts processes like smooth muscle relaxation immune response modulation as well as synaptic transmission in the nervous system. The receptor's ability to couple with G proteins allows it to regulate these processes through the production of cyclic AMP which serves as a secondary messenger inside the cells.

Pathways

EP2 integrates into the prostaglandin signaling pathway and the broader G protein-coupled receptor signaling network. This receptor plays a critical role in the prostaglandin signaling pathway particularly in mediating actions of PGE2. It collaborates with proteins like adenylate cyclase which facilitates the conversion of ATP to cyclic AMP influencing cellular responses. The receptor also interacts with other prostanoid receptors to regulate various physiological functions in response to inflammation and tissue injury.

EP2 is associated with inflammation-related diseases and central nervous system disorders. Overactivation of the receptor relates to conditions such as rheumatoid arthritis and neuroinflammatory diseases where excessive inflammatory responses exacerbate symptoms. Diseases such as Alzheimer's disease involve EP2 where it interacts with proteins like COX-2 which regulates PGE2 production influencing neuroinflammatory pathways. Understanding these interactions aids in the development of therapeutic strategies targeting EP2 receptor pathways.

Product protocols

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