ChemicalBook--->CAS DataBase List--->218137-86-1

218137-86-1

218137-86-1 Structure

218137-86-1 Structure
IdentificationBack Directory
[Name]

3-CARBOXY-4-OCTYL-2-METHYLENEBUTYROLACTONE
[CAS]

218137-86-1
[Synonyms]

C75
FAS inhibitor C75 (C-75
C75 >=98% (HPLC), powder
3-CARBOXY-4-OCTYL-2-METHYLENEBUTYROLACTONE
TRANS-4-CARBOXY-5-OCTYL-3-METHYLENEBUTYROLACTONE
3-Furancarboxylic acid, tetrahydro-4-methylene-2-octyl-5-oxo-
C75(4-Methylene-2-octyl-5-oxo-tetrahydro-furan-3-carboxylicacid)
TRANS-TETRAHYDRO-3-METHYLENE-2-OXO-5-N-OCTYL-4-FURANCARBOXYLIC ACID
[Molecular Formula]

C14H22O4
[MDL Number]

MFCD03265452
[MOL File]

218137-86-1.mol
[Molecular Weight]

254.32
Chemical PropertiesBack Directory
[Boiling point ]

432.1±45.0 °C(Predicted)
[density ]

1.08±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: 18 mg/mL
[form ]

solid
[pka]

3.08±0.40(Predicted)
[color ]

off-white
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

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

[Definition]

ChEBI: 4-methylene-2-octyl-5-oxo-3-oxolanecarboxylic acid is a gamma-lactone.
[Biochem/physiol Actions]

C75 helps to increase the cancer‐killing capability of ionizing radiation.
[in vivo]

C75 blocks fasting-induced c-Fos expression in the arcuate nucleus (Arc), lateral hypothalamic area (LHA), and paraventricular nucleus (PVN) 10–24 h after i.p. injection. Intraperitoneal administration of C75 at 30 mg/kg body weight inhibits food intake of mice by ≥95% within 2 h after i.p. injection[3]. C75-treated DIO mice has a 50% greater weight loss, and a 32.9% increased production of energy because of fatty acid oxidation. C75 treatment of rodent adipocytes and hepatocytes and human breast cancer cells increases fatty acid oxidation and ATP levels by increasing CPT-1 activity, even in the presence of elevated concentrations of malonyl-CoA[4].

Spectrum DetailBack Directory
[Spectrum Detail]

3-CARBOXY-4-OCTYL-2-METHYLENEBUTYROLACTONE(218137-86-1)1HNMR
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