Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C50H99NO9 |
| Molecular Weight | 858.3224 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 8 / 8 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC
InChI
InChIKey=VQFKFAKEUMHBLV-BYSUZVQFSA-N
InChI=1S/C50H99NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-45(54)51-42(41-59-50-49(58)48(57)47(56)44(40-52)60-50)46(55)43(53)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h42-44,46-50,52-53,55-58H,3-41H2,1-2H3,(H,51,54)/t42-,43+,44+,46-,47-,48-,49+,50-/m0/s1
| Molecular Formula | C50H99NO9 |
| Molecular Weight | 858.3224 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 8 / 8 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Chronic alcohol consumption enhances iNKT cell maturation and activation. | 2015-01-15 |
|
| Enhanced TCR footprint by a novel glycolipid increases NKT-dependent tumor protection. | 2013-09-15 |
|
| Bacterial CD1d-restricted glycolipids induce IL-10 production by human regulatory T cells upon cross-talk with invariant NKT cells. | 2013-09-01 |
|
| Slam haplotype 2 promotes NKT but suppresses Vγ4+ T-cell activation in coxsackievirus B3 infection leading to increased liver damage but reduced myocarditis. | 2013-02 |
|
| Recognition of microbial and mammalian phospholipid antigens by NKT cells with diverse TCRs. | 2013-01-29 |
|
| Lack of PD-L1 expression by iNKT cells improves the course of influenza A infection. | 2013 |
|
| CD1d-dependent, iNKT-cell cytotoxicity against keratinocytes in allergic contact dermatitis. | 2012-12 |
|
| Human and mouse type I natural killer T cell antigen receptors exhibit different fine specificities for CD1d-antigen complex. | 2012-11-09 |
|
| Key role for respiratory CD103(+) dendritic cells, IFN-γ, and IL-17 in protection against Streptococcus pneumoniae infection in response to α-galactosylceramide. | 2012-09-01 |
|
| Type II natural killer T cells use features of both innate-like and conventional T cells to recognize sulfatide self antigens. | 2012-09 |
|
| Activation of invariant natural killer T cells by lipid excess promotes tissue inflammation, insulin resistance, and hepatic steatosis in obese mice. | 2012-05-08 |
|
| Bacterial species-characteristic profiles of molecular species, and the antigenicity of phospholipids and glycolipids in symbiotic Lactobacillus, Staphylococcus and Streptococcus species. | 2012-05 |
|
| Lysophospholipid presentation by CD1d and recognition by a human Natural Killer T-cell receptor. | 2012-04-18 |
|
| Structural and functional characterization of a novel nonglycosidic type I NKT agonist with immunomodulatory properties. | 2012-03-01 |
|
| Structural basis for the recognition of C20:2-αGalCer by the invariant natural killer T cell receptor-like antibody L363. | 2012-01-06 |
|
| Activation of Invariant NKT cells with glycolipid ligand α-galactosylceramide ameliorates glucose-6-phosphate isomerase peptide-induced arthritis. | 2012 |
|
| Crystal structures of bovine CD1d reveal altered αGalCer presentation and a restricted A' pocket unable to bind long-chain glycolipids. | 2012 |
|
| The molecular basis for recognition of CD1d/α-galactosylceramide by a human non-Vα24 T cell receptor. | 2012 |
|
| Invariant NKT cell defects in vitamin D receptor knockout mice prevents experimental lung inflammation. | 2011-11-01 |
|
| Unique interplay between sugar and lipid in determining the antigenic potency of bacterial antigens for NKT cells. | 2011-11 |
|
| Prevention of type 1 diabetes by inducing subclinical dermatitis on a small area. | 2011-11 |
|
| Invariant natural killer T cells recognize glycolipids from pathogenic Gram-positive bacteria. | 2011-09-04 |
|
| Cutting edge: structural basis for the recognition of β-linked glycolipid antigens by invariant NKT cells. | 2011-09-01 |
|
| Recognition of β-linked self glycolipids mediated by natural killer T cell antigen receptors. | 2011-07-31 |
|
| A semi-invariant Vα10+ T cell antigen receptor defines a population of natural killer T cells with distinct glycolipid antigen-recognition properties. | 2011-06-12 |
|
| Innate and cytokine-driven signals, rather than microbial antigens, dominate in natural killer T cell activation during microbial infection. | 2011-06-06 |
|
| Galactose-modified iNKT cell agonists stabilized by an induced fit of CD1d prevent tumour metastasis. | 2011-06-01 |
|
| Functional invariant NKT cells in pig lungs regulate the airway hyperreactivity: a potential animal model. | 2011-04 |
|
| A molecular basis for NKT cell recognition of CD1d-self-antigen. | 2011-03-25 |
|
| A molecular basis for the exquisite CD1d-restricted antigen specificity and functional responses of natural killer T cells. | 2011-03-25 |
|
| Development of spontaneous anergy in invariant natural killer T cells in a mouse model of dyslipidemia. | 2010-09 |
|
| Invariant NKT cells are required for antitumor responses induced by host-versus-graft responses. | 2010-08-15 |
|
| Slam haplotypes modulate the response to lipopolysaccharide in vivo through control of NKT cell number and function. | 2010-07-01 |
|
| Plasticity of invariant NKT cell regulation of allergic airway disease is dependent on IFN-gamma production. | 2010-07-01 |
|
| Dietary fatty acids modulate antigen presentation to hepatic NKT cells in nonalcoholic fatty liver disease. | 2010-07 |
|
| CD1d-dependent B-cell help by NK-like T cells leads to enhanced and sustained production of Bacillus anthracis lethal toxin-neutralizing antibodies. | 2010-04 |
|
| A CD1d-dependent antagonist inhibits the activation of invariant NKT cells and prevents development of allergen-induced airway hyperreactivity. | 2010-02-15 |
|
| Lipid binding orientation within CD1d affects recognition of Borrelia burgorferi antigens by NKT cells. | 2010-01-26 |
|
| Mechanisms for glycolipid antigen-driven cytokine polarization by Valpha14i NKT cells. | 2010-01-01 |
|
| PD-L1 and PD-L2 modulate airway inflammation and iNKT-cell-dependent airway hyperreactivity in opposing directions. | 2010-01 |
|
| Bacillus anthracis lethal toxin disrupts TCR signaling in CD1d-restricted NKT cells leading to functional anergy. | 2009-09 |
|
| Skin and peripheral lymph node invariant NKT cells are mainly retinoic acid receptor-related orphan receptor (gamma)t+ and respond preferentially under inflammatory conditions. | 2009-08-01 |
|
| Differential recognition of CD1d-alpha-galactosyl ceramide by the V beta 8.2 and V beta 7 semi-invariant NKT T cell receptors. | 2009-07-17 |
|
| Cutting edge: B and T lymphocyte attenuator signaling on NKT cells inhibits cytokine release and tissue injury in early immune responses. | 2009-07-01 |
|
| Induction of airway hyperreactivity by IL-25 is dependent on a subset of invariant NKT cells expressing IL-17RB. | 2009-04-15 |
|
| Prolongation of cardiac allograft survival by rapamycin and the invariant natural killer T cell glycolipid agonist OCH. | 2008-08-15 |
|
| Alpha-lactosylceramide as a novel "sugar-capped" CD1d ligand for natural killer T cells: biased cytokine profile and therapeutic activities. | 2008-06-16 |
|
| Glycolipid-activated NKT cells support the induction of persistent plasma cell responses and antibody titers. | 2008-04 |
|
| iNKT cells require CCR4 to localize to the airways and to induce airway hyperreactivity. | 2007-10-01 |
|
| Characterization of neutral glycosphingolipids in rat lens. | 1995-02 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:08:19 GMT 2025
by
admin
on
Mon Mar 31 18:08:19 GMT 2025
|
| Record UNII |
WX671898JF
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
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2826713
Created by
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DTXSID40935847
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admin on Mon Mar 31 18:08:19 GMT 2025 , Edited by admin on Mon Mar 31 18:08:19 GMT 2025
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C1720
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admin on Mon Mar 31 18:08:19 GMT 2025 , Edited by admin on Mon Mar 31 18:08:19 GMT 2025
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WX671898JF
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DB12232
Created by
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158021-47-7
Created by
admin on Mon Mar 31 18:08:19 GMT 2025 , Edited by admin on Mon Mar 31 18:08:19 GMT 2025
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