C5490

C75

Name: C75
Brand: SIGMA
Price: 399 USD

≥98% (HPLC), fatty acid synthase (FAS) inhibitor of, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₂₂O₄

CAS Number:

218137-86-1

Molecular Weight:

254.32

MDL number:

MFCD03426157

UNSPSC Code:

41121801

PubChem Substance ID:

24892789

NACRES:

NA.77

Key Documents

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Product Name

C75, ≥98% (HPLC), powder

Quality Level

100

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

Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

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Show Differences

1 of 4

This Item	SML0497	C2992	SML0567
Sigma-Aldrich C5490 C75	Sigma-Aldrich SML0497 BQCA	Sigma-Aldrich C2992 CFTR(inh)-172	Sigma-Aldrich SML0567 BRD4770
form powder	form powder	form powder	form powder
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMSO: 5 mg/mL, clear	solubility DMSO: 10 mg/mL (clear solution)	solubility DMSO: ≥10 mg/mL, H₂O: insoluble	solubility DMSO: 5 mg/mL, clear (warmed)
color white to beige	color white to beige	color yellow	color white to beige

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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The formation of lipid droplets favors intracellular Mycobacterium leprae survival in SW-10, non-myelinating Schwann cells.

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

Classical Activation of Macrophages Leads to Lipid Droplet Formation Without de novo Fatty Acid Synthesis.

Mauricio Rosas-Ballina et al.

Frontiers in immunology, 11, 131-131 (2020-03-07)

Altered lipid metabolism in macrophages is associated with various important inflammatory conditions. Although lipid metabolism is an important target for therapeutic intervention, the metabolic requirement involved in lipid accumulation during pro-inflammatory activation of macrophages remains incompletely characterized. We show here

Differential in radiosensitizing potency of enantiomers of the fatty acid synthase inhibitor C75

Rae C, et al.

Chirality, 29(1), 10-13 (2017)

Biogenesis and iron-dependency of ribosomal RNA hydroxylation.

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

A primerless molecular diagnostic: phosphorothioated-terminal hairpin formation and self-priming extension (PS-THSP).

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

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Fatty Acid Synthesis in Cancer Cells

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

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