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

CAS No.
97040-38-5
Chemical Name:
EOS (d18:1/30:0/18:2)
Synonyms
EOS (d18:1/30:0/18:2);30-[[2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]amino]-30-oxotriacontylester,9,12-octadecadienoicacid;9,12-Octadecadienoic acid, 30-[[2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]amino]-30-oxotriacontyl ester
CBNumber:
CB34666409
Molecular Formula:
C66H125NO5
Molecular Weight:
1012.7
MDL Number:
MOL File:
97040-38-5.mol
Last updated:2023-07-12 17:20:24

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

Boiling point 960.5±65.0 °C(Predicted)
Density 0.917±0.06 g/cm3(Predicted)
solubility Chloroform: soluble; DMF: soluble; Methanol: soluble
form A solid
pka 13.82±0.20(Predicted)

EOS (d18:1/30:0/18:2) price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 24394 EOS (d18:1/30:0/18:2) ≥98% 97040-38-5 1mg $547 2024-03-01 Buy
AK Scientific 7036DP [30-[[(E)-1,3-Dihydroxyoctadec-4-en-2-yl]amino]-30-oxotriacontyl](9Z,12Z)-octadeca-9,12-dienoate 97040-38-5 1mg $1016 2021-12-16 Buy
Product number Packaging Price Buy
24394 1mg $547 Buy
7036DP 1mg $1016 Buy

EOS (d18:1/30:0/18:2) Chemical Properties,Uses,Production

Description

EOS is a ceramide found in the outer layer of the epidermis in mammals.1 It is comprised of an ω-hydroxy very long-chain ceramide (C28-36) esterified to the essential fatty acid linoleic acid . 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 ω-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.2,3

References

1. Zheng, Y., Yun, H., Boeglin, W.E., et al. Lipoxygenases mediate the effect of essential fatty acid in skin barrier formation: A proposed role in releasing omega-hydroxyceramide for construction of the corneocyte lipid envelope J. Biol. Chem. 286(27),24046-24056(2011).
2. Long, S.A., Wertz, P.W., Strauss, J.S., et al. Human stratum corneum polar lipids and desquamation Arch. Dermatol. Res. 277(4),284-287(1985).
3. Wertz, P.W., Abraham, W., Cho, E.S., et al. Linoleate-rich O-acylsphingolipids of mammalian epidermis: Structures and effects of essential fatty acid deficiency Prog. Lipid Res. 25,383-389(1986).

EOS (d18:1/30:0/18:2) Preparation Products And Raw materials

Raw materials

Preparation Products

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

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TargetMol Chemicals Inc. 15002134094 marketing@targetmol.cn China 19696 58
EOS (d18:1/30:0/18:2) 9,12-Octadecadienoic acid, 30-[[2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]amino]-30-oxotriacontyl ester 30-[[2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]amino]-30-oxotriacontylester,9,12-octadecadienoicacid 97040-38-5 C66H125NO5