Hexacosanoic Acid ((1S,2S,3R)-2,3-Dihydroxy-1-hydroxymethyl-heptadecyl)-amide - CAS 182362-51-2

Catalog:	BB064285
Product Name:	Hexacosanoic Acid ((1S,2S,3R)-2,3-Dihydroxy-1-hydroxymethyl-heptadecyl)-amide
CAS:	182362-51-2
Synonyms:	[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

Technical Data

IUPAC Name:	N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]hexacosanamide
Description:	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.
Molecular Weight:	696.18
Molecular Formula:	C44H89NO4
Canonical SMILES:	CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)NC(CO)C(C(CCCCCCCCCCCCCC)O)O
InChI:	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:	GKRXVCWVXYHWOD-KZRDWULCSA-N
References:	Bi, J.; et al. ACS Med. Chem. Lett., 6, 476 (2015); Valsecchi, M.; et al. J. Agric. Food Chem., 60, 10103 (2012)..

Complexity:	644
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	3
Defined Bond Stereocenter Count:	0
Exact Mass:	695.67916032
Formal Charge:	0
Heavy Atom Count:	49
Hydrogen Bond Acceptor Count:	4
Hydrogen Bond Donor Count:	4
Isotope Atom Count:	0
Monoisotopic Mass:	695.67916032
Rotatable Bond Count:	41
Topological Polar Surface Area:	89.8Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	17.6