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Principaux documents

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SML0447

Sigma-Aldrich

3-Chloro-5-hydroxybenzoic acid

≥97% (HPLC)

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About This Item

Formule empirique (notation de Hill) :
C7H5ClO3
Numéro CAS:
53984-36-4
Poids moléculaire :
172.57
Numéro MDL:
MFCD04114327
Code UNSPSC :
12352200
ID de substance PubChem :
329824729

Essai

≥97% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: 15 mg/mL (clear solution)

Température de stockage

room temp

Chaîne SMILES 

Oc1cc(Cl)cc(c1)C(O)=O

InChI

1S/C7H5ClO3/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3,9H,(H,10,11)

Clé InChI

RJOLIYHZZKAIET-UHFFFAOYSA-N

Actions biochimiques/physiologiques

3-Chloro-5-hydroxybenzoic acid is a selective agonist of the lactate receptor, GPR81.
3-Chloro-5-hydroxybenzoic acid is a selective agonist of the lactate receptor, GPR81. Stimulation of either GPR81 or GPR109a in adipose tissue leads to a similar decrease in triglyceride lipolysis. Niacin is used to treat dyslipidemia via its agonism of GPR109a, but compliance is low due to side effects (flushing and pruritus), which are associated with GPR109a agonism. 3-Chloro-5-hydroxybenzoic acid is selective for GPR81 over other GPCRs, including GPR109a. While less potent than niacin (16 vs. 0.78 μM), it has similar activity as the same dose as niacin in animal studies and should not cause the flushing that is associated with niacin.

Pictogrammes

CorrosionExclamation mark
GHS05,GHS07

Mention d'avertissement

Danger

Mentions de danger

H302,H315,H318,H335

Classification des risques

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
082M4731V

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Timothy P Brown et al.
Oncogene, 39(16), 3292-3304 (2020-02-20)
GPR81 is a G-protein-coupled receptor for lactate, which is upregulated in breast cancer and plays an autocrine role to promote tumor growth by tumor cell-derived lactate. Here we asked whether lactate has any paracrine role via activation of GPR81 in
Rafaz Hoque et al.
Gastroenterology, 146(7), 1763-1774 (2014-03-25)
The NACHT, LRR, and pyrin domain-containing protein 3 (NLRP3) inflammasome induces inflammation in response to organ injury, but little is known about its regulation. Toll-like receptors (TLRs) provide the first signal required for activation of the inflammasome and stimulate aerobic
Marvin Lambertus et al.
Acta physiologica (Oxford, England), 231(3), e13587-e13587 (2020-11-28)
Adult neurogenesis occurs in two major niches in the brain: the subgranular zone of the hippocampal formation and the ventricular-subventricular zone. Neurogenesis in both niches is reduced in ageing and neurological disease involving dementia. Exercise can rescue memory by enhancing
Haíssa de Castro Abrantes et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 39(23), 4422-4433 (2019-03-31)
The discovery of a G-protein-coupled receptor for lactate named hydroxycarboxylic acid receptor 1 (HCAR1) in neurons has pointed to additional nonmetabolic effects of lactate for regulating neuronal network activity. In this study, we characterized the intracellular pathways engaged by HCAR1

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