Description
cis-9,10-Methyleneoctadecanoic acid (CAS No. 4675-61-0) is a high-purity cyclopropane fatty acid with the molecular formula C19H36O2. This specialized lipid derivative features a cyclopropane ring integrated into its alkyl chain, imparting unique structural and chemical properties ideal for advanced research applications. With a molecular weight of 296.49 g/mol, it is commonly utilized in lipidomics, membrane biophysics, and metabolic studies due to its role in modulating membrane fluidity and stability. Available in >95% purity, this compound is rigorously tested via HPLC, GC-MS, and NMR to ensure consistency for sensitive experimental workflows. Suitable for use as a reference standard or biochemical reagent, it is packaged under inert conditions to prevent degradation.
Properties
- CAS Number: 4675-61-0
- Complexity: 262
- IUPAC Name: 8-[(1R,2S)-2-octylcyclopropyl]octanoic acid
- InChI: InChI=1S/C19H36O2/c1-2-3-4-5-7-10-13-17-16-18(17)14-11-8-6-9-12-15-19(20)21/h17-18H,2-16H2,1H3,(H,20,21)/t17-,18+/m0/s1
- InChI Key: PDXZQLDUVAKMBQ-ZWKOTPCHSA-N
- Exact Mass: 296.271530387
- Molecular Formula: C19H36O2
- Molecular Weight: 296.5
- SMILES: CCCCCCCC[C@H]1C[C@H]1CCCCCCCC(=O)O
- Topological: 37.3
- Monoisotopic Mass: 296.271530387
- Synonyms: cis-9,10-Methyleneoctadecanoic acid, 4675-61-0, Dihydrosterculicacid, cis-8-(2-octylcyclopropyl) octanoic acid, 8-[(1R,2S)-2-octylcyclopropyl]octanoic acid, SCHEMBL3317387, PDXZQLDUVAKMBQ-ZWKOTPCHSA-N, (cis)-2-octylcyclopropanoctanoic acid, AKOS040755894, HY-W127485, cis-8-(2 -octylcyclopropyl) octanoic acid, CS-0185713
cis-9,10-Methyleneoctadecanoic acid is widely used in lipid research to investigate cyclopropane fatty acid metabolism in bacteria and plants. It serves as a critical substrate for studying membrane rigidity and stress responses in model organisms. Researchers also employ it as a biomarker in microbial ecology and as a precursor for synthesizing modified lipids with tailored biophysical properties.
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