Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥98% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Protected from light,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 6 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| 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 |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Feb 26, 2026 | D133402 | |
| Certificate of Analysis | Jul 14, 2025 | D133402 | |
| Certificate of Analysis | Mar 04, 2025 | D133402 | |
| Certificate of Analysis | Mar 04, 2025 | D133402 | |
| Certificate of Analysis | Mar 04, 2025 | D133402 | |
| Certificate of Analysis | Mar 04, 2025 | D133402 | |
| Certificate of Analysis | Mar 04, 2025 | D133402 | |
| Certificate of Analysis | Jan 09, 2023 | D133402 | |
| Certificate of Analysis | Nov 25, 2022 | D133402 | |
| Certificate of Analysis | Aug 02, 2022 | D133402 | |
| Certificate of Analysis | Feb 16, 2022 | D133402 |
| Sensitivity | Heat Sensitive |
|---|---|
| Melt Point(°C) | 66°C(lit.) |
| Molecular Weight | 352.500 g/mol |
| XLogP3 | 2.800 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 12 |
| Exact Mass | 352.225 Da |
| Monoisotopic Mass | 352.225 Da |
| Topological Polar Surface Area | 94.800 Ų |
| Heavy Atom Count | 25 |
| Formal Charge | 0 |
| Complexity | 469.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 2 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 2 |
| Covalently-Bonded Unit Count | 1 |
| 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] |
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