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Merck
CN

860820P

Avanti

20:0(2S-OH) Ceramide

Avanti Research - A Croda Brand

Synonym(s):

N-(2′-(S)-hydroxyarachidoyl)-D-erythro-sphingosine

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About This Item

Empirical Formula (Hill Notation):
C38H75NO4
CAS Number:
Molecular Weight:
610.01
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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Product Name

20:0(2S-OH) Ceramide, Avanti Research - A Croda Brand 860820P, powder

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 5 mg (860820P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand 860820P

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)CCCCCCCCCCCCCCCCCC)=O)CO

InChI

1S/C38H75NO4/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-37(42)38(43)39-35(34-40)36(41)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h30,32,35-37,40-42H,3-29,31,33-34H2,1-2H3,(H,39,43)/b32-30+/t35-,36+,37-/m0/s1

InChI key

CFYLSUZUMMPFNC-GBPFXZCASA-N

General description

Ceramides linked to 2-hydroxy fatty acids (hFA) are present in the surface epithelium of the skin. 20:0(2S-OH) Ceramide is a unique ceramide containing 20C long chain base fatty acid (arachidic acid)-with 2′-hydroxyl group in S configuration.

Biochem/physiol Actions

Hydroxy fatty acid (hFA)-sphingolipids help in formation and function of myelin. In addition, they also play a vital role in cell signaling, cell differentiation and apoptosis. In epidermis, hFA-ceramides aid in permeability barrier function. NAD(P)H-dependent enzyme, fatty acid 2-hydroxylase (FA2H) catalyzes the synthesis of hFA-ceramides. FA2H gene mutation leads to the development of neurological disorders such as leukodystrophy and spastic paraparesis in humans. hFA-ceramides help PM02734 (elisidepsin), an antitumor drug to exhibit its activity.

Packaging

5 mL Amber Glass Screw Cap Vial (860820P-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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