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C5490

Sigma-Aldrich

C75

≥98% (HPLC), powder

Sinónimos:

4-Methylene-2-octyl-5-oxotetrahydrofuran-3-carboxylic acid

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About This Item

Fórmula empírica (notación de Hill):
C14H22O4
Número de CAS:
218137-86-1
Peso molecular:
254.32
MDL number:
MFCD03426157
UNSPSC Code:
41121801
PubChem Substance ID:
24892789
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear

storage temp.

2-8°C

SMILES string

CCCCCCCCC1OC(=O)C(=C)C1C(O)=O

InChI

1S/C14H22O4/c1-3-4-5-6-7-8-9-11-12(13(15)16)10(2)14(17)18-11/h11-12H,2-9H2,1H3,(H,15,16)

InChI key

VCWLZDVWHQVAJU-UHFFFAOYSA-N

Application

C75 has been used:
  • as a fatty acid synthase (FASN) inhibitor to test its ability in the direct inhibition of FASN to attenuate mammosphere formation as compared to metformin
  • as a pharmacological inhibitor to inhibit fatty acid synthesis in glioma stem cells (GSCs)
  • as FAS inhibitor in the pre-treatment of Chang cells to inhibit lipogenesis and reverse the senescence induced by hydrogen peroxide

Biochem/physiol Actions

C75 helps to increase the cancer‐killing capability of ionizing radiation.
C75 is a novel, potent synthetic inhibitor of fatty acid synthase (FAS), which is used as a tool for studying fatty acid synthesis in metabolic disorders and cancer.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Sterol regulatory element-binding protein (SREBP)-1-mediated lipogenesis is involved in cell senescence
Kim YM, et al.
Test, 285(38), 29069-29077 (2010)
Metformin-induced killing of triple-negative breast cancer cells is mediated by reduction in fatty acid synthase via miRNA-193b
Wahdan-Alaswad RS, et al.
Hormones & Cancer, 5(6), 374-389 (2014)
Yuta Sakae et al.
Biology open, 9(4) (2020-04-09)
The teleost fish, medaka (Oryzias latipes), employs the XX/XY genetic sex determination system. We show here that the phenotypic sex of medaka is affected by changes in lipid metabolism. Medaka larvae subjected to 5 days of starvation underwent female-to-male sex reversal.
Differential in radiosensitizing potency of enantiomers of the fatty acid synthase inhibitor C75
Rae C, et al.
Chirality, 29(1), 10-13 (2017)
Song-Hyo Jin et al.
PLoS neglected tropical diseases, 11(6), e0005687-e0005687 (2017-06-22)
Leprosy is a chronic infectious disease that is caused by the obligate intracellular pathogen Mycobacterium leprae (M.leprae), which is the leading cause of all non-traumatic peripheral neuropathies worldwide. Although both myelinating and non-myelinating Schwann cells are infected by M.leprae in
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