Hexacosanoic Acid ((1S,2S,3R)-2,3-Dihydroxy-1-hydroxymethyl-heptadecyl)-amide

CAS: 182362-51-2

Ref. TR-H291008

Produktinformation

• Name: Hexacosanoic Acid ((1S,2S,3R)-2,3-Dihydroxy-1-hydroxymethyl-heptadecyl)-amide
• Synonyme: [1S-(1R*,2R*,3S*)]-N-[2,3-dihydroxy-1-(hydroxymethyl)heptadecyl]-Hexacosanamide, N-[(1S,2S,3R)-2,3-Dihydroxy-1-(hydroxymethyl)heptadecyl]hexacosanamide, C26 Phytoceramide, N-(Hexacosanoyl)-phytosphingosine
• Marke: TRC

Beschreibung

Applications Hexacosanoic acid ((1S,2S,3R)-2,3-dihydroxy-1-hydroxymethyl-heptadecyl)-amide is a ceramide found in the moro blood orange (Citrus sinensis). It is a useful building block used in the preparation of 5-thio-α-GalCers as immunostimulators for IFN-​γ production stimulation in mouse NKT cells.
References Bi, J.; et al.: ACS Med. Chem. Lett., 6, 476 (2015); Valsecchi, M.; et al.: J. Agric. Food Chem., 60, 10103 (2012).

Chemische Eigenschaften

• Molekulargewicht: 696.182
• Formel: C₄₄H₈₉NO₄
• Farbe/Form: Neat
• InChl: InChI=1S/C44H89NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-43(48)45-41(40-46)44(49)42(47)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h41-42,44,46-47,49H,3-40H2,1-2H3,(H,45,48)/t41-,42+,44-/m0/s1
• InChI Key: InChIKey=GKRXVCWVXYHWOD-KZRDWULCSA-N
• SMILES: CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC