PZ0176
SC-26196
≥98% (HPLC)
Synonym(s):
SC-26196, a,a-diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile; 2,2-diphenyl-5-(4-[[(1 E)-pyridin-3-yl-methylidene]amino]piperazin-1-yl)pentanenitrile
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About This Item
Empirical Formula (Hill Notation):
C27H29N5
CAS Number:
Molecular Weight:
423.55
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41121801
MDL number:
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to tan
solubility
DMSO: ≥10 mg/mL
storage temp.
2-8°C
SMILES string
N#CC(CCCN1CCN(CC1)\N=C\c2cccnc2)(c3ccccc3)c4ccccc4
InChI
1S/C27H29N5/c28-23-27(25-10-3-1-4-11-25,26-12-5-2-6-13-26)14-8-16-31-17-19-32(20-18-31)30-22-24-9-7-15-29-21-24/h1-7,9-13,15,21-22H,8,14,16-20H2/b30-22+
InChI key
QFYKXKMYVYOUNJ-JBASAIQMSA-N
Application
SC-26196 has been used as an inhibitor of delta6 (Δ6) fatty acid desaturase:
- in mouse inner medullary collecting duct (IMCD3) and human (female) embryonic kidney (HEK) 293 cell culture as Dulbecco′s modified eagle′s medium (DMEM) component
- in hepatic HepG2 cells
- in glioblastoma cell lines to test its effect post-radiation treatments
Biochem/physiol Actions
Delta6-desaturase inhibitor
SC-26196 is a Delta6 fatty acid desaturase (Delta6D) inhibitor. It specifically inhibited Delta6D activity with an IC(50) value of 100 nM. The rate-limiting step in arachidonic acid synthesis is the desaturation of dietary linoleic acid by Delta6D. SC-26196 completely prevented this conversion of linoleic acid to arachidonic acid.
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
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Articles
Discover Bioactive Small Molecules for Lipid Signaling Research
Jie Wang et al.
Cancer management and research, 10, 6779-6790 (2018-12-26)
It has been reported that cell inflammation pathways contribute to the development of prostaglandin E2 (PGE2)-inhibitor of DNA-binding protein-1 (ID1)-dependent radio-resistance in glioblastoma. Here, we proposed that inhibiting delta-6-desaturase (D6D) could block arachidonic acid synthesis and PGE2 production, thereby reversing
Wondong Kim et al.
Cell metabolism, 29(4), 856-870 (2019-01-29)
The reactions catalyzed by the delta-5 and delta-6 desaturases (D5D/D6D), key enzymes responsible for highly unsaturated fatty acid (HUFA) synthesis, regenerate NAD+ from NADH. Here, we show that D5D/D6D provide a mechanism for glycolytic NAD+ recycling that permits ongoing glycolysis
Omega-3 and omega-6 fatty acid differentially impact cardiolipin remodeling in activated macrophage.
Wan-Hsin Chang et al.
Lipids in health and disease, 17(1), 201-201 (2018-08-30)
The macrophage plays an important role in innate immunity to induce immune responses. Lipid replacement therapy has been shown to change the lipid compositions of mitochondria and potentially becomes an alternative to reduce the inflammatory response. We examined the effects
Global Trade Item Number
| SKU | GTIN |
|---|---|
| PZ0176-25MG | 04061832786087 |
| PZ0176-5MG | 04061832786094 |