Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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SKU | Size | Availability | Price | Qty |
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C102399-5mg | 5mg | In stock | $234.90 | |
C102399-10mg | 10mg | In stock | $423.90 | |
C102399-25mg | 25mg | In stock | $951.90 |
Antifungal antibiotic. Fatty acid synthase inhibitor
Synonyms | HMS3649F20 | NCGC00163492-01 | BSPBio_001276 | CS-6992 | Z2311575475 | (2r,3s)-3-(nona-4,7-dienoyl)oxirane-2-carboxamide | CHEBI:94649 | HMS1990P17 | HY-A0210 | SR-05000002362 | 2-Oxiranecarboxamide, 3-[(4E,7E)-1-oxo-4,7-nonadien-1-yl]-, (2R,3S)- | 3-Nona |
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Specifications & Purity | ≥98% |
Biochemical and Physiological Mechanisms | Cerulenin, an antibiotic and antifungal, is an inhibitor of fatty acid biosynthesis; in vitro inhibition of HIV-1 proteinase.Antifungal antibiotic. Fatty Acid Synthase (FAS) and steriod biosynthesis inhibitor. Binds covalently to the active center cystein |
Storage Temp | Store at -20°C,Argon charged |
Shipped In | Ice chest + Ice pads |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | Cerulenin has broad application in lipid biochemistry as an inhibitor fatty acid and sterol biosynthesis. Cerulenin binds to β-keto-acyl-ACP .synthase blocking the interaction of malonyl CoA. Cerulenin also an inhibits bacterial fatty acid synthesis, acting on the FabH, FabB and FabF condensation enzymes. Cerulenin stimulates fatty acid oxidation and inhibits HMG-CoA synthetase activity. |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | (2R,3S)-3-[(4E,7E)-nona-4,7-dienoyl]oxirane-2-carboxamide |
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INCHI | 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 |
InChi Key | GVEZIHKRYBHEFX-NQQPLRFYSA-N |
Canonical SMILES | CC=CCC=CCCC(=O)C1C(O1)C(=O)N |
Isomeric SMILES | C/C=C/C/C=C/CCC(=O)[C@@H]1[C@@H](O1)C(=O)N |
WGK Germany | 3 |
RTECS | JR1670000 |
PubChem CID | 5282054 |
Molecular Weight | 223.27 |
Beilstein | 4140423 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
F2412175 | Certificate of Analysis | May 30, 2024 | C102399 |
F2412176 | Certificate of Analysis | May 30, 2024 | C102399 |
F2412223 | Certificate of Analysis | May 30, 2024 | C102399 |
H2209169 | Certificate of Analysis | Jul 20, 2022 | C102399 |
H2209317 | Certificate of Analysis | Jul 20, 2022 | C102399 |
H2209318 | Certificate of Analysis | Jul 20, 2022 | C102399 |
Solubility | 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 |
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Sensitivity | Light sensitive |
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H302:Harmful if swallowed |
Precautionary Statements | P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. P301+P317:IF SWALLOWED: Get medical help. |
WGK Germany | 3 |
RTECS | JR1670000 |
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] |
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] |