MedKoo Cat#: 206467 | Name: GSK2194069
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

GSK2194069 is a potent and selective human fatty acid synthase (hFAS) inhibitor (IC50 = 7.7 nM). Human fatty acid synthase (hFAS) is a complex, multifunctional enzyme that is solely responsible for the de novo synthesis of long chain fatty acids. hFAS is highly expressed in a number of cancers, with low expression observed in most normal tissues. Although normal tissues tend to obtain fatty acids from the diet, tumor tissues rely on de novo fatty acid synthesis, making hFAS an attractive metabolic target for the treatment of cancer.

Chemical Structure

GSK2194069
GSK2194069
CAS#1332331-08-4

Theoretical Analysis

MedKoo Cat#: 206467

Name: GSK2194069

CAS#: 1332331-08-4

Chemical Formula: C25H24N4O3

Exact Mass: 428.1848

Molecular Weight: 428.49

Elemental Analysis: C, 70.08; H, 5.65; N, 13.08; O, 11.20

Price and Availability

Size Price Availability Quantity
10mg USD 450.00 2 Weeks
50mg USD 1,050.00 2 Weeks
100mg USD 1,450.00 2 Weeks
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Related CAS #
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Synonym
GSK-2194069; GSK 2194069; GSK2194069; NSC792955; NSC 792955; NSC-792955
IUPAC/Chemical Name
4-[4-(5-Benzofuranyl)phenyl]-5-[[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one
InChi Key
AQTPWCUIYUOEMG-INIZCTEOSA-N
InChi Code
InChI=1S/C25H24N4O3/c30-24(18-1-2-18)28-11-9-16(15-28)13-23-26-27-25(31)29(23)21-6-3-17(4-7-21)19-5-8-22-20(14-19)10-12-32-22/h3-8,10,12,14,16,18H,1-2,9,11,13,15H2,(H,27,31)/t16-/m0/s1
SMILES Code
O=C1NN=C(C[C@H]2CN(C(C3CC3)=O)CC2)N1C4=CC=C(C5=CC=C(OC=C6)C6=C5)C=C4
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
GSK2194069 is a potent inhibitor of β-ketoyl reductase (KR) of fatty acid synthase (FAS), with an IC50 value of 7.7 nM. GSK2194069 shows specifically inhibitory effect on FAS expressing cancer cells, by acting potent efficacy on acetoacetyl-CoA, NADPH with IC50 or Ki values of 4.8 nM and 5.6 nM, respectively.
In vitro activity:
The prostate cancer cell line was examined after treatment with different concentrations of Fasnall, GSK2194069, and TVB-3166. All three FAS inhibitors significantly reduced cell viability at 50 μM. FAS enzyme activity assay shows that GSK2194069 and TVB-3166 inhibit the human purified FAS activity with an IC50 of 0.0604, and 0.0736 μM, respectively. Reference: Cells. 2020 Nov 10;9(11):2447. https://pubmed.ncbi.nlm.nih.gov/33182594/
In vivo activity:
TBD
Solvent mg/mL mM
Solubility
DMF 30.0 70.01
DMSO 54.3 126.68
Ethanol 4.9 11.46
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 428.49 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Oh JE, Jung BH, Park J, Kang S, Lee H. Deciphering Fatty Acid Synthase Inhibition-Triggered Metabolic Flexibility in Prostate Cancer Cells through Untargeted Metabolomics. Cells. 2020 Nov 10;9(11):2447. doi: 10.3390/cells9112447. PMID: 33182594; PMCID: PMC7697567. 2. Hardwicke MA, Rendina AR, Williams SP, Moore ML, Wang L, Krueger JA, Plant RN, Totoritis RD, Zhang G, Briand J, Burkhart WA, Brown KK, Parrish CA. A human fatty acid synthase inhibitor binds β-ketoacyl reductase in the keto-substrate site. Nat Chem Biol. 2014 Sep;10(9):774-9. doi: 10.1038/nchembio.1603. Epub 2014 Aug 3. PMID: 25086508.
In vitro protocol:
1. Oh JE, Jung BH, Park J, Kang S, Lee H. Deciphering Fatty Acid Synthase Inhibition-Triggered Metabolic Flexibility in Prostate Cancer Cells through Untargeted Metabolomics. Cells. 2020 Nov 10;9(11):2447. doi: 10.3390/cells9112447. PMID: 33182594; PMCID: PMC7697567. 2. Hardwicke MA, Rendina AR, Williams SP, Moore ML, Wang L, Krueger JA, Plant RN, Totoritis RD, Zhang G, Briand J, Burkhart WA, Brown KK, Parrish CA. A human fatty acid synthase inhibitor binds β-ketoacyl reductase in the keto-substrate site. Nat Chem Biol. 2014 Sep;10(9):774-9. doi: 10.1038/nchembio.1603. Epub 2014 Aug 3. PMID: 25086508.
In vivo protocol:
TBD
1: Hardwicke MA, Rendina AR, Williams SP, Moore ML, Wang L, Krueger JA, Plant RN, Totoritis RD, Zhang G, Briand J, Burkhart WA, Brown KK, Parrish CA. A human fatty acid synthase inhibitor binds β-ketoacyl reductase in the keto-substrate site. Nat Chem Biol. 2014 Sep;10(9):774-9. doi: 10.1038/nchembio.1603. Epub 2014 Aug 3. PubMed PMID: 25086508.