C75, fatty acid synthase (FAS) inhibitor

Key facts

CAS number

191282-48-1

Purity

>98%

Form

Solid

form

Molecular weight

254.32 Da

Molecular formula

C₁₄H₂₂O₄

PubChem

9881506

Nature

Synthetic

Solubility

Soluble in DMSO to 25 mM

Soluble in ethanol to 100 mM

Biochemical name

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

Biological description

Competitive, irreversible fatty acid synthase (FAS) inhibitor (IC₅₀ = 200 μM). Suppresses expression of neuropeptide Y and agouti-related protein. Antitumor and anti-obesity agent. Active in vivo and in vitro.

Canonical smiles

CCCCCCCCC1C(C(=C)C(=O)O1)C(=O)O

Isomeric smiles

CCCCCCCC[C@@H]1[C@H](C(=C)C(=O)O1)C(=O)O

InChi

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)/t11-,12+/m1/s1

InChiKey

VCWLZDVWHQVAJU-NEPJUHHUSA-N

IUPAC Name

(2R,3S)-4-methylidene-2-octyl-5-oxooxolane-3-carboxylic acid