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About This Item
Empirical Formula (Hill Notation):
C36H71NO4
CAS Number:
Molecular Weight:
581.95
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
18:0(2S-OH) Ceramide, Avanti Research™ - A Croda Brand 860830P, powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 5 mg (860830P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860830P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](NC([C@@H](O)CCCCCCCCCCCCCCCC)=O)CO
InChI
1S/C36H71NO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-35(40)36(41)37-33(32-38)34(39)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,33-35,38-40H,3-27,29,31-32H2,1-2H3,(H,37,41)/b30-28+/t33-,34+,35-/m0/s1
InChI key
ZNZKGWLGVHSOIV-DUEYQWCKSA-N
General description
18:0(2S-OH) Ceramide is a hydroxy fatty acid (hFA)-sphingolipid containing 18C long chain base fatty acid (stearic acid)-with 2′-hydroxyl group in S configuration.
Biochem/physiol Actions
Hydroxy fatty acid containing ceramides are involved in epidermal permeability barrier function. 18:0(2S-OH) ceramide is vital for maintaining membrane fluidity.
Packaging
5 mL Amber Glass Screw Cap Vial (860830P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk
WGK 3
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Jennifer E Kyle et al.
The Analyst, 141(5), 1649-1659 (2016-01-07)
Understanding how biological molecules are generated, metabolized and eliminated in living systems is important for interpreting processes such as immune response and disease pathology. While genomic and proteomic studies have provided vast amounts of information over the last several decades
Lin Guo et al.
Journal of lipid research, 53(7), 1327-1335 (2012-04-21)
FA 2-hydroxylase (FA2H) is an NAD(P)H-dependent enzyme that initiates FA α oxidation and is also responsible for the biosynthesis of 2-hydroxy FA (2-OH FA)-containing sphingolipids in mammalian cells. The 2-OH FA is chiral due to the asymmetric carbon bearing the
Hiroko Hama
Biochimica et biophysica acta, 1801(4), 405-414 (2009-12-23)
2-Hydroxy fatty acids (hFA) are important components of a subset of mammalian sphingolipids. The presence of hFA in sphingolipids is best described in the nervous system, epidermis, and kidney. However, the literature also indicates that various hFA-sphingolipids are present in