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C5490

Sigma-Aldrich

C75

≥98% (HPLC), powder

Synonym(s):

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

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5 MG
$308.85
25 MG
$1,430.00

About This Item

Empirical Formula (Hill Notation):
C14H22O4
CAS Number:
Molecular Weight:
254.32
MDL number:
UNSPSC Code:
41121801
PubChem Substance ID:
NACRES:
NA.77

$308.85

List Price$355.00Save 13%

In StockDetails


Request a Bulk Order

Quality Level

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[1]
  • as a pharmacological inhibitor to inhibit fatty acid synthesis in glioma stem cells (GSCs)[2]
  • as FAS inhibitor in the pre-treatment of Chang cells to inhibit lipogenesis and reverse the senescence induced by hydrogen peroxide[3]

Biochem/physiol Actions

C75 helps to increase the cancer‐killing capability of ionizing radiation.[4]
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)


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Differential in radiosensitizing potency of enantiomers of the fatty acid synthase inhibitor C75
Rae C, et al.
Chirality, 29(1), 10-13 (2017)
Cheulhee Jung et al.
Analytical and bioanalytical chemistry, 408(30), 8583-8591 (2016-04-02)
There are various ways that priming can occur in nucleic acid amplification reactions. While most reactions rely on a primer to initiate amplification, a mechanism for DNA amplification has been developed in which hairpin sequences at the 3' terminus of
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
Virginia Rodriguez et al.
PloS one, 7(6), e39297-e39297 (2012-07-05)
Posttranscriptional modifications are critical for structure and function of tRNAs. Wybutosine (yW) and its derivatives are hyper-modified guanosines found at the position 37 of eukaryotic and archaeal tRNA(Phe). TYW2 is an enzyme that catalyzes α-amino-α-carboxypropyl transfer activity at the third
Satoshi Kimura et al.
Nucleic acids research, 45(22), 12974-12986 (2017-10-27)
Post-transcriptional modifications of ribosomal RNAs (rRNAs) are involved in ribosome biogenesis and fine-tuning of translation. 5-Hydroxycytidine (ho5C), a modification of unknown biogenesis and function, is present at position 2501 of Escherichia coli 23S rRNA. We conducted a genome-wide screen in

Articles

Fatty acid synthesis supports cancer cell proliferation, essential for membrane generation, protein modification, and bioenergetics.

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