Determine the necessary mass, volume, or concentration for preparing a solution.
for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 7 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Prostaglandin E2 (GMP) is a GMP grade Prostaglandin E2. GMP grade small molecules can be used as auxiliary reagents in cell therapy. Prostaglandin E2, An inflammatory mediator that is an endogenous hormone like substance involved in multiple bodily functions.
| ALogP | 2.8 |
|---|
| Canonical Smiles | CCCCCC(C=CC1C(CC(=O)C1CC=CCCCC(=O)O)O)O |
|---|---|
| IUPAC Name | (Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid |
| InChIKey | XEYBRNLFEZDVAW-ARSRFYASSA-N |
| 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 |
| Isomeric SMILES | CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O)O |
| RTECS | UK8000000 |
| Molecular Weight | 352.47 |
| Reaxy-Rn | 2705862 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2705862&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Eicosanoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Prostaglandins and related compounds |
| Alternative Parents | Long-chain fatty acids Hydroxy fatty acids Unsaturated fatty acids Cyclopentanols Cyclic ketones Cyclic alcohols and derivatives Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Substituents | Prostaglandin skeleton - Long-chain fatty acid - Hydroxy fatty acid - Cyclopentanol - Fatty acid - Unsaturated fatty acid - Cyclic alcohol - Ketone - Cyclic ketone - Secondary alcohol - Carboxylic acid - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Alcohol - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organooxygen compound - Carbonyl group - Aliphatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. |
| External Descriptors | Prostaglandins |
| Melt Point(°C) | 66°C(lit.) |
|---|
| 1. Qi-Rui Hu, Qing-Xin Huang, Huan Hong, Yao Pan, Ting Luo, Jing Li, Ze-Yuan Deng, Fang Chen. (2023) Ginsenoside Rh2 and its octyl ester derivative inhibited invasion and metastasis of hepatocellular carcinoma via the c-Jun/COX2/PGE2 pathway. PHYTOMEDICINE, [PMID:37806155] [10.1016/j.phymed.2023.155131] |
| 2. Mingrui Xiong, Hong Chen, Yu Fan, Muchuan Jin, Dong Yang, Yuchen Chen, Yu Zhang, Robert B. Petersen, Hua Su, Anlin Peng, Congyi Wang, Ling Zheng, Kun Huang. (2023) Tubular Elabela-APJ axis attenuates ischemia-reperfusion induced acute kidney injury and the following AKI-CKD transition by protecting renal microcirculation. Theranostics, [PMID:37351176] [10.7150/thno.84308] |
| 3. Yongzhi Cui, Yuanyuan Guo, Li Kong, Jingyu Shi, Ping Liu, Rui Li, Yongtao Geng, Weihang Gao, Zhiping Zhang, Dehao Fu. (2021) A bone-targeted engineered exosome platform delivering siRNA to treat osteoporosis. Bioactive Materials, [PMID:34901540] [10.1016/j.bioactmat.2021.09.015] |
| 4. Jian Xiao, Shuqing Cao, Jiawei Wang, Pengyu Li, Quan Cheng, Xinyi Zhou, Jiacheng Dong, Yuan Li, Xinyu Zhao, Zekuan Xu, Li Yang. (2024) Leptin-mediated suppression of lipoprotein lipase cleavage enhances lipid uptake and facilitates lymph node metastasis in gastric cancer. Cancer Communications, [PMID:38958445] [10.1002/cac2.12583] |
| 5. Guobin Li, Lan Zhang, Kaiting Ning, Baoqiang Yang, Francisca M. Acosta, Peng Shang, Jean X. Jiang, Huiyun Xu. (2021) Osteocytic Connexin43 Channels Regulate Bone–Muscle Crosstalk. Cells, 10 (2): (237). [PMID:33530465] [10.3390/cells10020237] |
| 6. Lei Yu, Bai Yaowei, Bai Xiatong, Sun Bo, Zhu Licheng, Wu Wenlong, Su Yang, Zhang Hongsen, Wang Yingliang, Zheng Chuansheng. (2025) COX-2/PGE2 axis blockade with celecoxib enhances anti-PD-1 efficacy by activating natural killer cells for residual hepatocellular carcinoma after radiofrequency ablation. JOURNAL OF EXPERIMENTAL & CLINICAL CANCER RESEARCH, 44 (1): (321). [PMID:41408296] [10.1186/s13046-025-03582-6] |
| 7. Yuan Man-man, Zheng Bing-feng, Wang Jing-lin, Xu Shuai-qi, Wang Sheng-lan, Tan Yang, Feng Yong, Dong Xian-chi, Zhu Qi-hua, Yan Jie, Xu Qiang, Wu Xing-xin. (2026) Macrophage FOLR2 drives liver fibrosis via intercellular engagement of TGFβRII. ACTA PHARMACOLOGICA SINICA, [PMID:42533081] [10.1038/s41401-026-01878-7] |