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About This Item
Empirical Formula (Hill Notation):
C36H69NO4
CAS Number:
Molecular Weight:
579.94
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
18:1(2R-OH) Ceramide, Avanti Research™ - A Croda Brand 860827P, powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 5 mg (860827P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860827P
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)CCCCCC/C=C\CCCCCCCC)=O)CO
InChI
1S/C36H69NO4/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/h17,19,28,30,33-35,38-40H,3-16,18,20-27,29,31-32H2,1-2H3,(H,37,41)/b19-17-,30-28+/t33-,34+,35+/m0/s1
InChI key
OGMXRWJJGUINGB-CXRHUVIKSA-N
General description
18:1(2R-OH) Ceramide is a unique ceramide containing 18:1C long chain base fatty acid (oleic acid)-with 2′-hydroxyl group in R configuration.
Biochem/physiol Actions
hFA-ceramides facilitate epidermal permeability barrier function.
Packaging
5 mL Amber Glass Screw Cap Vial (860827P-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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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
Ana B Herrero et al.
Cancer research, 68(23), 9779-9787 (2008-12-03)
PM02734 is a novel synthetic antitumor drug that is currently in phase I clinical trials. To gain some insight into its mode of action, we used the yeast Saccharomyces cerevisiae as a model system. Treatment of S. cerevisiae with PM02734