Prostaglandin E₂

SIGMA/P5640 - ≥93% (HPLC), synthetic

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

Catalog Number	PKG Qty.	Price


45-P5640-1MG	1 mg	$171.00 1/EA	Add To Favorites
45-P5640-5MG	5 mg	$575.00 1/EA	Add To Favorites
45-P5640-10MG	10 mg	$850.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: P5640-10MG

Properties
Descriptions
Safety Info.
Basic Data

assay	≥93% (HPLC)
biological source	synthetic
form	powder
functional group	carboxylic acid
	hydroxyl
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
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
storage temp.	−20°C

Application:	Post-resolution macrophages shape long-term tissue immunity and integrity in a mouse model of pneumococcal pneumonia.: Investigating the influence of prostaglandin E2 within the resolution phase of inflammation, this study demonstrates its essential role in macrophage-mediated tissue repair and immune memory following bacterial lung infections, providing insights into immune system regulation and recovery processes (Feehan et al., 2024 ).
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.
Packaging:	1, 5, 10 mg in glass bottle

Symbol	GHS07,GHS08
Signal word	Danger
Hazard statements	H302 - H360FD
Precautionary statements	P201 - P202 - P264 - P270 - P301 + P312 - P308 + P313
Hazard Codes	T
Risk Statements	60-61-22
Safety Statements	53-22-26-36/37/39-45
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3

Purity	≥93% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352401

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