EOS (d18:1/30:0/18:2)

EOS is a ceramide found in the outer layer of the epidermis in mammals. It is comprised of an omega-hydroxy very long-chain ceramide (C28-36) esterified to the essential fatty acid linoleic acid (Cay-90150). The consecutive regio- and stereospecific oxygenation of the linoleate portion of EOS by 12(R)-lipoxygenase (12(R)-LO) and eLOX3 is essential for the maintenance of the epidermal barrier to prevent water loss. Following oxygenation, the oxidized linoleate is hydrolyzed, leaving the omega-hydroxy end of the very long-chain fatty acid to covalently bind the protein layer, forming the corneocyte lipid envelope and sealing the gap between the extracellular lipid lamellae and the cornified cell envelope of the corneocyte. EOS (d18:1/30:0/18:2) is a sphingolipid that has been found in intact and desquamated human stratum corneum as well as porcine epidermis. [Matreya, LLC. Catalog No. 2084]Formal Name: 30-[[2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]amino]-30-oxotriacontyl ester, 9,12-octadecadienoic acid. CAS Number: 97040-38-5. Synonyms: N-(30-linoleoyloxy-triacontanoyl)-Sphingosine, C48:2 EOS (d18:1/30:0w18:2 (9Z,12Z)). Molecular Formula: C66H125NO5. Formula Weight: 1012.7. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: Chloroform: soluble, DMF: soluble, Methanol: soluble. SMILES: OCC(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(CCCCCCC/C=C\C/C=C\CCCCC)=O)=O)C(O)/C=C/CCCCCCCCCCCCC. InChi Code: InChI=1S/C66H125NO5/c1-3-5-7-9-11-13-15-17-31-36-40-44-48-52-56-60-66(71)72-61-57-53-49-45-41-37-33-30-28-26-24-22-20-18-19-21-23-25-27-29-32-35-39-43-47-51-55-59-65(70)67-63(62-68)64(69)58-54-50-46-42-38-34-16-14-12-10-8-6-4-2/h11,13,17,31,54,58,63-64,68-69H,3-10,12,14-16,18-30,32-53,55-57,59-62H2,1-2H3,(H,67,70)/b13-11-,31-17-,58-54+. InChi Key: CJKGLEVYDCRGBX-UUHZUQCYSA-N. Origin: Synthetic.