Description
It is produced by the strain of Pachybasium sp. It has strong anti-candida albicans B311 activity in the presence of aculeacin with 0.05 ㎍/mL. Cerebroside D is a glycoceramide compound with antitumor activity. Study on murine experimental colitis showed that cerebroside D reduced weight loss and the macroscopic as well as microscopic appearances of colitis induced by dexran sulfate sodium. Cerebroside D also inhibited proliferation and induced apoptosis of T cells activated by concanavalin A or anti-CD3 plus anti-CD28 antibodies.
Synonyms
(2S,2'R,3R,4E,8E)-N-2'-hydroxyoctadecanoyl-1-O-(β-D-glucopyranosyl)-9-methyl-4,8-sphingadienine; (R)-2-Hydroxy-octadecanoic acid [(3E,7E)-(1S,2R)-2-hydroxy-8-methyl-1-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-heptadeca-3,7-dienyl]-amide
IUPAC Name
2-hydroxy-N-[(4E,8E)-3-hydroxy-9-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8-dien-2-yl]octadecanamide
Molecular Formula
C43H81NO9
Canonical SMILES
CCCCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C=CCCC=C(C)CCCCCCCCC)O)O
InChI
InChI=1S/C43H81NO9/c1-4-6-8-10-12-13-14-15-16-17-18-20-22-26-31-37(47)42(51)44-35(33-52-43-41(50)40(49)39(48)38(32-45)53-43)36(46)30-27-23-25-29-34(3)28-24-21-19-11-9-7-5-2/h27,29-30,35-41,43,45-50H,4-26,28,31-33H2,1-3H3,(H,44,51)/b30-27+,34-29+/t35?,36?,37?,38-,39-,40+,41-,43-/m1/s1
InChIKey
RIZIAUKTHDLMQX-PFFLVVKUSA-N
Solubility
Soluble in Methanol