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FKGK 18

CAT: 0931-T35622-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0931-T35622-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
1071001-09-6
Target
Others, Phospholipase, Apoptosis
Related Pathways
Metabolism, Apoptosis, Others
Bioactivity
FKGK 18 is an inhibitor of group VIA (GVIA) calcium-independent phospholipase A2 (iPLA2) . It inhibits GVIA iPLA2 by 99.9% at 0.091 mole fraction in a mixed micelle activity assay and is selective for GVIA iPLA2 over GIVA cPLA2 and GV sPLA2 where it shows 80.8 and 36.8% inhibition, respectively. FKGK 18 inhibits iPLA2β activity in cytosolic extracts from INS-1 cells overexpressing iPLA2β (IC50 = ~50 nM) as well as iPLA2γ activity in mouse heart membrane fractions (IC50s = ~1-3 μM) . It inhibits glucose-induced increases in prostaglandin E2 production and insulin secretion in human pancreatic islets when used at a concentration of 10 μM and inhibits thapsigargin-induced apoptosis in INS-1 cells overexpressing iPLA2β in a concentration-dependent manner. FKGK 18 (20 mg/kg, 3 times per week) reduces blood glucose levels in an intraperitoneal glucose tolerance test, decreases the incidence of diabetes, and increases serum insulin levels in non-obese diabetic (NOD) mice.
Smiles
FC(F)(F)C(=O)CCCCc1ccc2ccccc2c1
Molecular Formula
C16H15F3O
Molecular Weight
280.28
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

1,1,1-Trifluoro-6-(naphthalen-2-yl)hexan-2-one

inhibits Group VIA Ca(II)-independent phospholipase A2; structure in first source

CAS Number1071001-09-6
PubChem CID25060069
IUPAC Name1,1,1-trifluoro-6-naphthalen-2-ylhexan-2-one
Molecular FormulaC16H15F3O
Molecular Weight280.28
XLogP5.5
Topological Polar Surface Area17.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Heavy Atom Count20
Formal Charge0
Complexity324
SMILES
C1=CC=C2C=C(C=CC2=C1)CCCCC(=O)C(F)(F)F
InChI
InChI=1S/C16H15F3O/c17-16(18,19)15(20)8-4-1-5-12-9-10-13-6-2-3-7-14(13)11-12/h2-3,6-7,9-11H,1,4-5,8H2
InChIKey
VCWWTQMRNJSJGC-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 1,1,1-Trifluoro-6-(naphthalen-2-yl)hexan-2-one
CAS: 1071001-09-6
CID: 25060069
Formula: C16H15F3O
MW: 280.28
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight280.28
XLogP35.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass280.10749958
Monoisotopic Mass280.10749958
Topological Polar Surface Area17.1 Ų
Heavy Atom Count20
Formal Charge0
Complexity324
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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