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Merck
CN
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文件

P5640

Sigma-Aldrich

前列腺素E2

≥93% (HPLC), synthetic

别名:

(5Z,11α,13E,15S)-11,15-二羟基-9-酮前列-5,13-二烯酸, PGE2, 地诺前列酮

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About This Item

经验公式（希尔记法）:
C20H32O5
CAS号:
363-24-6
分子量:
352.47
Beilstein:
4709356
EC 号:
206-656-6
MDL编号:
MFCD00077861
UNSPSC代码:
12352401
eCl@ss:
42020658
PubChem化学物质编号:
24898683
NACRES:
NA.77

生物来源

synthetic

质量水平

200

检测方案

≥93% (HPLC)

形式

powder

官能团

carboxylic acid
hydroxyl

运输

ambient

储存温度

−20°C

SMILES字符串

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

基因信息

human ... PTGER1(5731) , PTGER2(5732) , PTGER3(5733) , PTGER4(5734) , PTGIR(5739)
mouse ... Ptger1(19216) , Ptger2(19217) , Ptger3(19218) , Ptger4(19219)

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相关类别

应用


  • 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).

生化/生理作用

生物活性最强的前列腺素。PGE2 可诱导宫颈成熟和分娩，介导缓激肽诱导的血管舒张，调节腺苷酸环化酶。 过表达环加氧酶2的肿瘤细胞具有更强的侵袭性、血管生成能力和细胞凋亡抵抗性，这可能是由于PGE2诱导的血管生成因子表达以及抗凋亡蛋白survivin的稳定化。PGE2 对免疫系统具有混合效应。它在体外抑制T细胞活化，表明它是一种免疫抑制剂。然而，在体内，它影响Th17亚群的扩增和T辅助细胞Th1亚群的分化，表明它是一种免疫激活剂。

象形图

Health hazardExclamation mark
GHS08,GHS07

警示用语：

Danger

危险声明

H302,H360FD

危险分类

Acute Tox. 4 Oral - Repr. 1B

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

分析证书(COA)

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International Union of Pharmacology classification of prostanoid receptors: properties, distribution, and structure of the receptors and their subtypes.
R A Coleman et al.
Pharmacological reviews, 46(2), 205-229 (1994-06-01)
Takayuki Nakagawa
Hearing research, 276(1-2), 27-33 (2011-02-08)
Prostaglandins are one of the major groups of chemical mediators in the mammalian body. Among prostaglandins, prostaglandin E2 (PGE2) is the most abundant prostanoid in humans and involved in regulating many different fundamental biological functions. PGE2 signaling is mediated by
Sanjiv Dhingra et al.
Circulation, 128(11 Suppl 1), S69-S78 (2013-10-18)
Allogeneic mesenchymal stem cells (MSCs) were immunoprivileged early after cardiac implantation and improved heart function in preclinical and clinical studies. However, long-term preclinical studies demonstrated that allogeneic MSCs lost their immunoprivilege and were rejected in the injured myocardium, resulting in
Yumeng Mao et al.
Cancer research, 73(13), 3877-3887 (2013-05-02)
Tumors can suppress the host immune system by employing a variety of cellular immune modulators, such as regulatory T cells, tumor-associated macrophages, and myeloid-derived suppressor cells (MDSC). In the peripheral blood of patients with advanced stage melanoma, there is an
Jean L Tan et al.
Stem cell research & therapy, 6, 8-8 (2015-01-31)
The immunomodulatory properties of human amnion epithelial cells (hAECs) have been previously described in several disease models. We previously reported on the ability of hAECs to influence macrophage phenotype and chemotaxis. In this study, we aim to elucidate the contribution
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