Details
Stereochemistry | ACHIRAL |
Molecular Formula | C22H21NO3 |
Molecular Weight | 347.407 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CCC1=CC=C(NCC2=CC=CC(OC3=CC=CC=C3)=C2)C=C1
InChI
InChIKey=DGENZVKCTGIDRZ-UHFFFAOYSA-N
InChI=1S/C22H21NO3/c24-22(25)14-11-17-9-12-19(13-10-17)23-16-18-5-4-8-21(15-18)26-20-6-2-1-3-7-20/h1-10,12-13,15,23H,11,14,16H2,(H,24,25)
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/16702987Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/24758921 | https://www.ncbi.nlm.nih.gov/pubmed/21593768 | https://www.ncbi.nlm.nih.gov/pubmed/24349089 | https://www.ncbi.nlm.nih.gov/pubmed/23341496
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16702987
Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/24758921 | https://www.ncbi.nlm.nih.gov/pubmed/21593768 | https://www.ncbi.nlm.nih.gov/pubmed/24349089 | https://www.ncbi.nlm.nih.gov/pubmed/23341496
GW-9508 is a small-molecule agonist of the fatty acid receptors GPR40 and GPR120. GW-9508 exerts wide-range activity in animal models: anti-depressant, anti-inflammatory, anti-diabetic and analgetic actions.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24758921 | https://www.ncbi.nlm.nih.gov/pubmed/24349089
Curator's Comment: GW9508 is CNS active in animals. No human data available.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL4422 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16702987 |
7.32 null [pEC50] | ||
Target ID: CHEMBL5339 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16702987 |
5.46 null [pEC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Uncovering the pharmacology of the G protein-coupled receptor GPR40: high apparent constitutive activity in guanosine 5'-O-(3-[35S]thio)triphosphate binding studies reflects binding of an endogenous agonist. | 2007 Apr |
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Free fatty acid receptors and drug discovery. | 2008 Oct |
|
Involvement of the long-chain fatty acid receptor GPR40 in depression-related behavior. | 2014 |
Patents
Sample Use Guides
mice: 30-100 uM GW9508 topically to the skin in the challenging phase suppressed ear swelling in a repeated hapten application model and contact hypersensitivity with downregulation of CCL5 and CXCL10, respectively.
mice: 50 mg/kg ip GW-9508 enhanced glucose-induced plasma insulin levels significantly and thus decreased glucose injection-induced hyperglycemia.
mice: 1 ug icv GW-9508 for 5 days may regulate depression-related behavior.
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23628491
GW9508 (10-40 μM) did not influence basal insulin levels at 2 mM glucose, but it (above 20 μM) significantly inhibited 5 and 15 mM glucose-stimulated insulin secretion in rat islet β-cells
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885101-89-3
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4T77GYP2CS
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DTXSID70237088
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11595431
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ACTIVE MOIETY