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SML0539

Sigma-Aldrich

T863

≥98% (HPLC)

Synonym(e):

2-((1,4-trans)-4-(4-(4-Amino-7,7-dimethyl-7H-pyrimido[4,5-b][1,4]oxazin-6-yl)- phenyl)cyclohexyl)acetic acid, T-863, trans-4-[4-(4-Amino-7,7-dimethyl-7H-pyrimido[4,5-b][1,4]oxazin-6-yl)phenyl]-cyclohexaneacetic acid

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About This Item

Empirische Formel (Hill-System):
C22H26N4O3
CAS-Nummer:
701232-20-4
Molekulargewicht:
394.47
MDL-Nummer:
MFCD11977270
UNSPSC-Code:
51111800
PubChem Substanz-ID:
329825541
NACRES:
NA.77

Assay

≥98% (HPLC)

Form

powder

Farbe

white to beige

Löslichkeit

DMSO: 15 mg/mL (clear solution)

Lagertemp.

2-8°C

SMILES String

CC1(C)Oc2ncnc(N)c2N=C1c3ccc(cc3)[C@@H]4CC[C@H](CC4)CC(O)=O

InChI

1S/C22H26N4O3/c1-22(2)19(26-18-20(23)24-12-25-21(18)29-22)16-9-7-15(8-10-16)14-5-3-13(4-6-14)11-17(27)28/h7-10,12-14H,3-6,11H2,1-2H3,(H,27,28)(H2,23,24,25)/t13-,14-

InChIKey

FUIYMYNYUHVDPT-HDJSIYSDSA-N

Anwendung

T863 has been used as a diglyceride acyltransferase (DGAT1) inhibitor:
  • to provide the opportunity to precisely control the DGAT inhibition
  • to treat mouse embryonic fibroblasts (MEFs) to analyse lipid droplet biogenesis
  • to specifically block neutral lipid synthesis and lipid droplet formation in HT-1080 cells
  • to block lipid droplet (LD) formation

Biochem./physiol. Wirkung

T863 is an orally active, selective and potent DGAT1 (Acyl-CoA:diacylglycerol acyltransferase 1) inhibitor that interacts with the acyl-CoA binding site of DGAT1, and inhibits triacylglycerol synthesis in cells. T863 causes weight loss, reduction in serum and liver triglycerides, and improved insulin sensitivity in obese mice.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Exogenous monounsaturated fatty acids promote a ferroptosis-resistant cell state
Magtanong L, et al.
Cell Chemical Biology, 26(3), 420-432 (2019)
Lipid droplet formation in Mycobacterium tuberculosis infected macrophages requires IFN gamma/HIF-1alpha signaling and supports host defense
Knight M, et al.
PLoS Pathogens, 14(1), e1006874-e1006874 (2018)
DGAT1-dependent lipid droplet biogenesis protects mitochondrial function during starvation-induced autophagy
Nguyen TB, et al.
Developmental Cell, 42(1), 9-21 (2017)
Triglycerides Promote Lipid Homeostasis during Hypoxic Stress by Balancing Fatty Acid Saturation
Ackerman D, et al.
Cell Reports, 24(10), 2596-2605 (2018)
Angela Castoldi et al.
Nature communications, 11(1), 4107-4107 (2020-08-17)
Foamy macrophages, which have prominent lipid droplets (LDs), are found in a variety of disease states. Toll-like receptor agonists drive triacylglycerol (TG)-rich LD development in macrophages. Here we explore the basis and significance of this process. Our findings indicate that
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