Globotriaosylceramide

Globotriaosylceramide ,?C17 Ceramide Trihexoside (d18:1/17:0);?N-Heptadecanoyl ceramide trihexoside;?N-[(1S,2R,3E)-1-[([O-a-D-Galactopyranosyl-(1?4)-O-b-D-galactopyranosyl-(1?4)-b-D-glucopyranosyl]oxy)methyl]-2-hydroxy-3-heptadecenyl]-heptadecanamide Globotriaosylceramide (Gb3) is a glycolipid that has been shown to be an activator of the protein growth factor-?1. It is involved in the regulation of tumor cell proliferation and may have potential as a biomarker for cancer. Gb3 is also a drug transporter and it has been shown to have long-term efficacy in the treatment of sarcoidosis. Gb3 has been found in high concentrations in patients with HIV infection, suggesting that it may play a role in HIV replication. Studies have also shown that Gb3 may be involved in cardiac pathology and its structural analysis can help in understanding its function. Symptoms or conditions associated with elevated levels of globotriaosylceramide include: ? Carcinoma ? Cardiac disease ? Infectious diseases ? HIV infection.CAS Number536745-81-0Product NameN-Heptadecanoyl ceramide trihexosideIUPAC NameN-[(E,2S,3R)-1-[(2R,4S,5S)-5-[(2S,4S,5R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxyoctadec-4-en-2-yl]heptadecanamideMolecular FormulaC53H99NO18Molecular Weight1038.3 g/molInChIInChI=1S/C53H99NO18/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-41(59)54-36(37(58)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)35-67-51-47(65)44(62)49(39(33-56)69-51)72-53-48(66)45(63)50(40(34-57)70-53)71-52-46(64)43(61)42(60)38(32-55)68-52/h28,30,36-40,42-53,55-58,60-66H,3-27,29,31-35H2,1-2H3,(H,54,59)/b30-28+/t36-,37+,38?,39?,40?,42-,43?,44-,45-,46-,47?,48?,49+,50-,51+,52+,53-/m0/s1InChI KeyFMSNZTFVKHTNKM-SKSJQVEHSA-NSMILESCCCCCCCCCCCCCCCCC(=O)NC(COC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O)O)O)C(C=CCCCCCCCCCCCCC)OCanonical SMILESCCCCCCCCCCCCCCCCC(=O)NC(COC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O)O)O)C(C=CCCCCCCCCCCCCC)OIsomeric SMILESCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1C([C@@H]([C@@H](C(O1)CO)O[C@H]2C([C@@H]([C@H](C(O2)CO)O[C@@H]3[C@H](C([C@H](C(O3)CO)O)O)O)O)O)O)O)[C@@H](/C=C/CCCCCCCCCCCCC)O