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101574-65-6

101574-65-6 Structure

101574-65-6 Structure
IdentificationBack Directory
[Name]

4-HYDROXY-2-[(1E)-[4-(1-METHYLETHYL)PHENYL]METHYLENE]HYDRAZIDE
[CAS]

101574-65-6
[Synonyms]

CS-1084
4-hydroxy-N'-(4-isopropylbenzylidene)benzohydrazide
(E)-4-hydroxy-N'-(4-isopropylbenzylidene)benzohydrazide
4-HYDROXY-2-[(1E)-[4-(1-METHYLETHYL)PHENYL]METHYLENE]HYDRAZIDE
2-[[4-(1-Methylethyl)phenyl]methylene]hydrazide 4-hydroxybenzoic acid
4-Hydroxybenzoic acid 2-[[4-(1-methylethyl)phenyl]methylene]hydrazide
Benzoic acid, 4-hydroxy-, 2-[[4-(1-methylethyl)phenyl]methylene]hydrazide
[Molecular Formula]

C17H18N2O2
[MDL Number]

MFCD00567155
[MOL File]

101574-65-6.mol
[Molecular Weight]

282.34
Chemical PropertiesBack Directory
[density ]

1.12
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

DMSO: >10mg/mL
[form ]

powder
[pka]

8.48±0.15(Predicted)
[color ]

white to off-white
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H317-H410
[Precautionary statements ]

P261-P272-P273-P280-P302+P352-P333+P313
[Hazard Codes ]

Xi,N
[Risk Statements ]

43-50/53
[Safety Statements ]

36/37-60-61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[HazardClass ]

9
Hazard InformationBack Directory
[Description]

The estrogen-related receptors (ERRs) are orphan nuclear receptors with homology to the estrogen receptor family and are expressed in tissues with high metabolic demand. Binding of peroxisome proliferator-activated receptor γ-coactivator 1α (PGC-1α) to this class of receptors is known to potentiate ERR activity. GSK4716 is an ERRβ/γ agonist (IC50 = 2 μM) that can activate the receptor with similar potency as the protein ligand, PGC-1α. It is more than 50-fold selective for binding to ERRβ/γ compared with the estrogen receptors. This compound has been used to demonstrate the contribution of ERR receptor activity to the regulation of mitochondrial activity in skeletal muscle during exercise.
[Uses]

The estrogen-related receptors (ERRs) are orphan nuclear receptors with homology to the estrogen receptor family and are expressed in tissues with high metabolic demand. Binding of peroxisome proliferator-activated receptor γ-coactivator 1α (PGC-1α) to this class of receptors is known to potentiate ERR activity. GSK4716 is an ERRβ/γ agonist (IC50 = 2 μM) that can activate the receptor with similar potency as the protein ligand, PGC-1α. It is more than 50-fold selective for binding to ERRβ/γ compared with the estrogen receptors. This compound has been used to demonstrate the contribution of ERR receptor activity to the regulation of mitochondrial activity in skeletal muscle during exercise.[Cayman Chemical]
[Definition]

ChEBI:GSK 4716 is a monoterpenoid.
[Biological Activity]

Selective agonist at estrogen-related receptors ERR β and ERR γ . Displays selectivity over ERR α and the classical estrogen receptors.
[storage]

Store at -20°C
[References]

[1] LIPING WANG. X-ray crystal structures of the estrogen-related receptor-gamma ligand binding domain in three functional states reveal the molecular basis of small molecule regulation.[J]. The Journal of Biological Chemistry, 2006: 37773-37781. DOI: 10.1074/jbc.m608410200
[2] SHAMINA M RANGWALA. Estrogen-related receptor gamma is a key regulator of muscle mitochondrial activity and oxidative capacity.[J]. The Journal of Biological Chemistry, 2010, 285 29: 22619-22629. DOI: 10.1074/jbc.m110.125401
Spectrum DetailBack Directory
[Spectrum Detail]

4-HYDROXY-2-[(1E)-[4-(1-METHYLETHYL)PHENYL]METHYLENE]HYDRAZIDE(101574-65-6)1HNMR
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