P5640

Sigma-Aldrich

前列腺素E2

≥93% (HPLC), synthetic

别名:
PGE2, (5Z,11α,13E,15S)-11,15-二羟基-9-酮前列-5,13-二烯酸, 地诺前列酮
Empirical Formula (Hill Notation):
C20H32O5
CAS号:
分子量:
352.47
Beilstein/REAXYS Number:
4709356
EC 号:
MDL编号:
eCl@ss:
42020658
PubChem化学物质编号:
NACRES:
NA.77

质量水平

200

生物来源

synthetic

测定

≥93% (HPLC)

形式

powder

官能团

carboxylic acid
hydroxyl

运输

ambient

储存温度

−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

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相关类别

包装

1, 5, 10 mg in glass bottle

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

Exclamation markHealth hazard

警示用语:

Danger

危险声明

hazcat

Acute Tox. 4 Oral - Repr. 1B

storage_class_code

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

WGK Germany

WGK 3

个人防护装备

Eyeshields, Faceshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

分析证书

原产地证书 (CofO)

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...
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)
José L Maravillas-Montero et al.
Journal of immunology (Baltimore, Md. : 1950), 194(1), 29-33 (2014-11-21)
Chemokines are chemotactic cytokines that direct the traffic of leukocytes and other cells in the body. Chemokines bind to G protein-coupled receptors expressed on target cells to initiate signaling cascades and induce chemotaxis. Although the cognate receptors of most chemokines...
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...
Mans Broekgaarden et al.
Cancer metastasis reviews, 34(4), 643-690 (2015-10-31)
Photodynamic therapy (PDT) has emerged as a promising alternative to conventional cancer therapies such as surgery, chemotherapy, and radiotherapy. PDT comprises the administration of a photosensitizer, its accumulation in tumor tissue, and subsequent irradiation of the photosensitizer-loaded tumor, leading to...

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