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AB141124

GW7647, PPARalpha agonist

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(1 Publication)

MW 502.8 Da, Purity >99%. Highly potent, selective PPARα agonist (EC50 values are 6, 1100 and 6200 nM for PPARα, PPARγ and PPARδ respectively). Pharmacologically active in vivo.

View Alternative Names

(R)-limonene 6-monooxygenase, (S)-limonene 6-monooxygenase, (S)-limonene 7-monooxygenase, 1,8-cineole 2-exo-monooxygenase, Albendazole monooxygenase, Albendazole sulfoxidase, Atherosclerosis, susceptibility to, included, BAZ2B_HUMAN, Bromodomain adjacent to zinc finger domain 2B, Bromodomain adjacent to zinc finger domain protein 2B, CBX, CBX1_HUMAN, CP2C9_HUMAN, CP33, CP34, CP3A4_HUMAN, CPC9, CYP2C, CYP2C10, CYP3, CYP3A, CYP3A3, CYP3A4, CYPIIC9, CYPIIIA3, CYPIIIA4, Chromobox 1, Chromobox homolog 1 (HP1 beta homolog Drosophila ), Chromobox protein homolog 1, Cytochrome P-450MP, Cytochrome P450 2C9, Cytochrome P450 3A3, Cytochrome P450 3A4, Cytochrome P450 HLp, Cytochrome P450 MP-4, Cytochrome P450 MP-8, Cytochrome P450 NF-25, Cytochrome P450 PB-1, Cytochrome P450 family 3 subfamily A polypeptide 4, Cytochrome P450 subfamily IIIA polypeptide 4, Cytochrome P450, family 2, subfamily C, polypeptide 9, Cytochrome P450-PCN1, D(1A) dopamine receptor, D1A dopamine receptor, DADR, DINB protein, DINB1, DINP, DKFZp434H071, DKFZp686N23123, DKFZp762I0516, DNA damage inducible protein b, DNA polymerase eta, DNA polymerase iota, DNA polymerase kappa, DNA replication inhibitor, DRD 1A, DRD1_HUMAN, DinB homolog 1 (E. coli), Dopamine D1 receptor, Drosophila HP1 beta, ER, ER-alpha, ER-beta, ER[a], ER[b], ESR, ESR B, ESR BETA, ESR1_HUMAN, ESRA, ESTR B, Era, Erb, Erb2, Estr, Estra, Estradiol Receptor alpha, Estradiol Receptor beta, Estradiol receptor, Estrogen Receptor 1, Estrogen Receptor 2, Estrogen receptor, Estrogen receptor 1 (alpha), Estrogen receptor 2 (ER beta), Estrogen receptor 2 ER beta, Estrogen receptor alpha, Estrogen receptor beta 4, Estrogen resistance, included, Eta 2, FLJ00280, FLJ00318, FLJ16020, FLJ16395, FLJ16733, FLJ21978, FLJ45644, GCCR, GCN5 general control of amino acid synthesis 5 like 2, GCRST, GCR_HUMAN, GEMI_HUMAN, GMNN, GR, Geminin, Geminin DNA replication inhibitor, Glucocorticoid inducible P450, Glucocorticoid receptor, Grl1, HDL cholesterol, augmented response of, to hormone replacement, included, HLP, HP1 beta, HP1 beta homolog, HP1 beta homolog Drosophila, HP1, Drosophila. homolog of, beta, HP1Hs beta, HSMPP8, Heterochromatin protein 1 beta, Heterochromatin protein 1 homolog beta, Heterochromatin protein p25, Human heterochromatin protein p25 mRNA complete cds, M-phase phosphoprotein 8, M-phase phosphoprotein, mpp, M-phase phosphoprotein, mpp8, M31, MGC102720, MGC126680, MGC149605, MGC2237, MGC2452, MGC88320, MOD 1, MPHOSPH8, MPP8_HUMAN, Microsomal monooxygenase, Modifier 1 protein, Myocardial infarction, susceptibility to, included, NF 25, NR1C1, NR1C3, NR2B1, NR3A1, NR3A2, Nifedipine oxidase, Nuclear receptor subfamily 1 group C member 1, Nuclear receptor subfamily 1 group C member 3, Nuclear receptor subfamily 2 group B member 1, Nuclear receptor subfamily 3 group A member 1, Nuclear receptor subfamily 3 group A member 2, Nuclear receptor subfamily 3 group C member 1, OTTHUMP00000017718, OTTHUMP00000017719, OTTHUMP00000020135, OTTHUMP00000022510, OTTHUMP00000039393, OTTHUMP00000162897, OTTHUMP00000162898, OTTHUMP00000197740, OTTHUMP00000197741, P450 III steroid inducible, P450 MP, P450 PB 1, P450 PCN1, P450, family III, P450C3, P450IIC9, POLH_HUMAN, POLI_HUMAN, POLK_HUMAN, POLQ, PPAR, PPAR-alpha, PPAR-gamma, PPARA_HUMAN, PPARG2, PPARG_HUMAN, Peroxisome proliferative activated receptor alpha, Peroxisome proliferator activated receptor gamma 2, Peroxisome proliferator-activated receptor alpha, Peroxisome proliferator-activated receptor gamma, Polymerase (DNA directed) iota, Polymerase (DNA directed) kappa, Quinine 3-monooxygenase, RAD 30B, RAD30, RAD30 homolog A, RAD30 homolog B, RAD30, S. cerevisiae, homolog of, RAD30A, RAD3OB, RNESTROR, RP11-523H24.1, RP3 369A17.3, RXR alpha1, RXRA_HUMAN, Retinoic acid receptor RXR-alpha, Retinoid X nuclear receptor alpha, Retinoid X receptor alpha, S-mephenytoin 4-hydroxylase, Taurochenodeoxycholate 6-alpha-hydroxylase, Twa3, Two hybrid-associated protein 3 with RanBPM, WALp4, XP V, Xenobiotic monooxygenase, Xeroderma pigmentosum variant type protein, chromobox homolog 1, cytochrome P-450 S-mephenytoin 4-hydroxylase, cytochrome P450, subfamily IIIA (niphedipine oxidase), polypeptide 3, cytochrome P450, subfamily IIIA (niphedipine oxidase), polypeptide 4, dopamine receptor D1, flavoprotein-linked monooxygenase, glucocorticoid nuclear receptor variant 1, hPPAR, hWALp4, heterochromatin protein p25 beta, nr3c1, nuclear receptor subfamily 3, group C, member 1 (glucocorticoid receptor), p25beta, polymerase DNA directed eta, polymerase, DNA, kappa

1 Images
Chemical Structure - GW7647, PPARalpha agonist (AB141124)
  • Chemical Structure

Lab

Chemical Structure - GW7647, PPARalpha agonist (AB141124)

2D chemical structure image of ab141124, GW7647, PPARalpha agonist

Key facts

CAS number

265129-71-3

Purity

>99%

Form

Solid

form

Molecular weight

502.8 Da

Molecular formula

C<sub>2</sub><sub>9</sub>H<sub>4</sub><sub>6</sub>N<sub>2</sub>O<sub>3</sub>S

PubChem

3392731

Nature

Synthetic

Solubility

Soluble in DMSO to 25 mM

Soluble in ethanol to 100 mM

Biochemical name

2-[(4-{2-[(4-Cyclohexylbutyl)(cyclohexylcarbamoyl)amino]ethyl}phenyl)sulfanyl]-2-methylpropanoic acid

Biological description

Highly potent, selective PPARα agonist (EC50 values are 6, 1100 and 6200 nM for PPARα, PPARγ and PPARδ respectively). Pharmacologically active in vivo.

Canonical smiles

CC(C)(C(=O)O)SC1=CC=C(C=C1)CCN(CCCCC2CCCCC2)C(=O)NC3CCCCC3

InChi

InChI=1S/C29H46N2O3S/c1-29(2,27(32)33)35-26-18-16-24(17-19-26)20-22-31(28(34)30-25-14-7-4-8-15-25)21-10-9-13-23-11-5-3-6-12-23/h16-19,23,25H,3-15,20-22H2,1-2H3,(H,30,34)(H,32,33)

InChiKey

PKNYXWMTHFMHKD-UHFFFAOYSA-N

IUPAC Name

2-[4-[2-[4-cyclohexylbutyl(cyclohexylcarbamoyl)amino]ethyl]phenyl]sulfanyl-2-methylpropanoic acid

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
Ambient
Appropriate long-term storage conditions
Ambient
Storage information
The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

The Glucocorticoid Receptor also known as GR is a nuclear receptor that functions mechanically by binding glucocorticoid hormones thereby mediating numerous biological responses. Its molecular weight is about 86 kDa. GR is expressed widely throughout the body with significant presence in tissues like the liver lung muscle and immune cells. Like GR the Estrogen Receptor (ER) also binds hormones primarily estrogens and it plays an integral role in the regulation of gene expression. DNA Polymerase iota and DNA Polymerase Kappan important DNA repair enzymes have vital roles in maintaining the integrity of the genome. Meanwhile PPAR alpha and PPAR gamma 2 are vital for regulating lipid metabolism and are predominantly found in liver adipose tissue and muscle. CYP3A4 a member of the cytochrome P450 family participates in drug metabolism and is highly expressed in the liver. Geminin regulates DNA replication and CBX1 also known as HP1 beta plays an important role in chromatin architecture. BAZ2B and MPP8 are involved in the regulation of gene expression while the Dopamine Receptor D1 is important for dopaminergic signaling within the central nervous system.
Biological function summary

These proteins undertake several functional roles in specific cell types and contexts. The Glucocorticoid Receptor and Estrogen Receptor as nuclear hormone receptors form complexes with co-activators or co-repressors to regulate transcription. DNA Polymerases iota Kappa and eta are important for bypassing DNA lesions during replication contributing to DNA damage tolerance. PPAR alpha and PPAR gamma 2 through their action as transcription factors regulate genes associated with fatty acid oxidation and adipogenesis. Cytochrome P450 3A4 through its enzymatic capacity metabolizes xenobiotics and endogenous substrates. Proteins such as CBX1 and BAZ2B are involved in chromatin remodeling influencing gene expression profiles while the Retinoid X Receptor alpha serves as a partner for many nuclear receptors broadening their regulatory capacity.

Pathways

The involvement of these proteins in different biological processes is vast. The Glucocorticoid Receptor and Estrogen Receptor play essential roles in the steroid hormone signaling pathways affecting development metabolism and immune responses. DNA Polymerases including iota Kappa and eta play a part in the DNA repair pathways like translesion synthesis closely associated with maintaining genomic stability. PPAR alpha and gamma 2 activate pathways governing lipid metabolism impacting insulin signaling and energy homeostasis. CYP3A4 is an important player in the drug metabolism pathway impacting the efficacy and clearance of therapeutics. Additionally the Dopamine Receptor D1 is active in dopaminergic pathways that influence many neurological processes.

These proteins have implications in multiple conditions. Dysfunctional Glucocorticoid Receptor signaling is linked to Cushing's syndrome and its downstream targets can contribute to metabolic syndrome-related pathologies. Estrogen Receptor anomalies are important in breast cancer development. CYP3A4 mutations can lead to variable drug responses and side effects. Dysregulation in CBX1 and BAZ2B can contribute to cancer progression whereas alterations in PPAR pathways are linked to inflammatory diseases such as atherosclerosis. The Dopamine Receptor D1 plays a significant role in neurological disorders notably in Parkinson's disease where the dopaminergic signaling is disrupted. Understanding the interaction of these proteins within disease contexts enhances our potential to develop targeted therapies.

Product protocols

Publications (1)

Recent publications for all applications. Explore the full list and refine your search

Scientific reports 6:32529 PubMed27581068

2016

A role of CB1R in inducing θ-rhythm coordination between the gustatory and gastrointestinal insula.

Applications

Unspecified application

Species

Unspecified reactive species

Youngnam Kang,Hajime Sato,Mitsuru Saito,Dong Xu Yin,Sook Kyung Park,Seog Bae Oh,Yong Chul Bae,Hiroki Toyoda
View all publications

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