≥95%(HPLC) for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Protected from light,Store at -20°C,Argon charged 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 4 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Cerulenin, a potent, natural inhibitor of fatty acid synthase (FASN), is an epoxide produced by the fungus Cephalosporium caeruleus. Cerulenin inhibits topoisomerase I catalytic activity and augments SN-38-induced apoptosis. Cerulenin has antifungal and antitumor activies
| Sonrisas canónicas | CC=CCC=CCCC(=O)C1C(O1)C(=O)N |
|---|---|
| IUPAC Name | (2R,3S)-3-[(4E,7E)-nona-4,7-dienoyl]oxirane-2-carboxamide |
| InChIKey | GVEZIHKRYBHEFX-NQQPLRFYSA-N |
| INCHI | 1S/C12H17NO3/c1-2-3-4-5-6-7-8-9(14)10-11(16-10)12(13)15/h2-3,5-6,10-11H,4,7-8H2,1H3,(H2,13,15)/b3-2+,6-5+/t10-,11-/m1/s1 |
| Isómeros SMILES | C/C=C/C/C=C/CCC(=O)[C@@H]1[C@@H](O1)C(=O)N |
| WGK Alemania | 3 |
| RTECS | JR1670000 |
| Peso molecular | 223.27 |
| Beilstein | 4140423 |
| Reaxy-Rn | 1429809 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1429809&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 | Organoheterocyclic compounds |
| Clase | Epoxides |
| Subclass | Oxirane carboxylic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Oxirane carboxylic acids and derivatives |
| Alternative Parents | Monosaccharides Primary carboxylic acid amides Ketones Oxacyclic compounds Dialkyl ethers Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Oxirane carboxylic acid or derivatives - Monosaccharide - Carboxamide group - Ketone - Primary carboxylic acid amide - Carboxylic acid derivative - Dialkyl ether - Ether - Oxacycle - Carbonyl group - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aliphatic heteromonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as oxirane carboxylic acids and derivatives. These are compounds containing an oxirane ring bearing a carboxylic acid group (or a derivative thereof). |
| External Descriptors | monocarboxylic acid amide - epoxide |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
 G2522264 | Certificate of Analysis | Jul 26, 2025 | C947957 |
| G2522265 | Certificate of Analysis | Jul 26, 2025 | C947957 |
| G2522266 | Certificate of Analysis | Jul 26, 2025 | C947957 |
| G2522305 | Certificate of Analysis | Jul 26, 2025 | C947957 |
| G2522306 | Certificate of Analysis | Jul 26, 2025 | C947957 |
| G2522307 | Certificate of Analysis | Jul 26, 2025 | C947957 |
| Solubilidad | Cerulenin is soluble in DMSO, Methanol, Ethanol, Dichloromethane, Acetone, Benzene and most common solvents. Concentrations up to 20 mg/ml can be achieved. Slightly soluble in H2O. Concentrations up to 0.2 mg/ml are achievable. Not soluble in Petrol Ether |
|---|---|
| Sensibilidad | Light sensitive；Moisture sensitive |
| Peso molecular | 223.270 g/mol |
| XLogP3 | 0.800 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 7 |
| Exact Mass | 223.121 Da |
| Monoisotopic Mass | 223.121 Da |
| Topological Polar Surface Area | 72.700 Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 320.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| 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. Li Wenwen, Pang Yana, Wang Yan, Mei Fan, Guo Mengmeng, Wei Yiping, Li Xinyue, Qin Wei, Wang Wei, Jia Longfei, Jia Jianping. (2023) Aberrant palmitoylation caused by a ZDHHC21 mutation contributes to pathophysiology of Alzheimer’s disease. BMC Medicine, 21 (1): (1-17). [PMID:37365538] [10.1186/s12916-023-02930-7] |
| 2. Hui Lu, Wanqian Li, Malcolm Whiteway, Hongkang Wang, Shuo Zhu, Zhe Ji, Yanru Feng, Lan Yan, Ting Fang, Liping Li, Tingjunhong Ni, Xiaolong Zhang, Quanzhen Lv, Zichao Ding, Lijuan Qiu, Dazhi Zhang, Yuanying Jiang. (2022) A Small Molecule Inhibitor of Erg251 Makes Fluconazole Fungicidal by Inhibiting the Synthesis of the 14α-Methylsterols. mBio, 14 (1): [PMID:36475771] [10.1128/mbio.02639-22] |
| 3. Jun Ni, Fei Tao, Yu Wang, Feng Yao, Ping Xu. (2016) A photoautotrophic platform for the sustainable production of valuable plant natural products from CO2. GREEN CHEMISTRY, 18 (12): (3537-3548). [PMID:] [10.1039/C6GC00317F] |
| 4. Du Fei, Xu Qing, Li Xin, Hang Yiwen, Zhang Duoduo, Zhang Feng, Ma Wang, Sun Xiaoman, Huang He. (2025) Regulating triacylglycerol cycling for high-efficiency production of polyunsaturated fatty acids and derivatives. Nature Communications, 16 (1): (1-12). [PMID:40335511] [10.1038/s41467-025-59599-0] |
