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C7870

Sigma-Aldrich

Chalcone 4 hydrate

≥98% (HPLC)

Synonyme(s) :

(E)-1-(4-Chlorophenyl)-3-(4-hydroxy-3-methoxyphenyl)-2-propen-1-one hydrate

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About This Item

Formule empirique (notation de Hill):
C16H13ClO3 · xH2O
Numéro CAS:
1202866-96-3
Poids moléculaire :
288.73 (anhydrous basis)
Numéro MDL:
MFCD12912407
Code UNSPSC :
51111800
ID de substance PubChem :
329775154
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

solid

Conditions de stockage

protect from light

Couleur

yellow

Solubilité

DMSO: >20 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

O.COc1cc(ccc1O)\C=C\C(=O)c2ccc(Cl)cc2

InChI

1S/C16H13ClO3.H2O/c1-20-16-10-11(3-9-15(16)19)2-8-14(18)12-4-6-13(17)7-5-12;/h2-10,19H,1H3;1H2/b8-2+;

Clé InChI

PXVQKTVKTBMRIW-VOKCZWNHSA-N

Actions biochimiques/physiologiques

Chalcone 4 is a potent, selective inhibitor of the chemokine CXCL12 via direct binding. It is also a small molecule anti-ligand (or neutraligand) of CXCR4 and CXCR7. The chemokine CXCL12 (stromal cell-derived factor-1) and its receptors play pivotal roles in inflammatory responses, normal vascular and neuronal development, as well as in infectious diseases and cancer. Chalcone 4 binds to and activates the chemokine receptors CXCR4 and CXCR7 and stimulates a rapid receptor-mediated intracellular calcium mobilization and signaling through a Pertussis toxin sensitive Gi protein. Chalcone 4 potently and selectively inhibits CXCL12 binding to CXCR4 and CXCR7, and consequent CXCL12-evoked calcium cellular responses. Chalcone 4 binds to the chemokine CXCL12, but not to its receptors.

Caractéristiques et avantages

This compound is featured on the Chemokine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogrammes

Environment
GHS09

Mention d'avertissement

Warning

Mentions de danger

H410

Conseils de prudence

P273 - P501

Classification des risques

Aquatic Acute 1 - Aquatic Chronic 1

Code de la classe de stockage

13 - Non Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Anna Chi Shan Kam et al.
Journal of medical screening, 21(2), 71-75 (2014-03-14)
To establish the reliability and validity of an automated hearing screening test system for preschoolers and to investigate the risk factors for hearing loss. The study used a cross-sectional design in a comparative study of subjects. The automated hearing screening
Lalita Kulmala et al.
Hypertension research : official journal of the Japanese Society of Hypertension, 37(6), 538-542 (2014-03-14)
The aim of this study was to determine the predictive value of the combination of plasma-soluble fms-like tyrosine kinase 1 (sFlt-1) and uterine artery Doppler for the detection of preeclampsia in women of advanced age at 16-18 weeks of gestation
Karen Zwaenepoel et al.
Histopathology, 65(4), 539-548 (2014-03-14)
Testing for ALK rearrangements in advanced, non-squamous non-small-cell lung cancers that are wild-type for activating EGFR mutation has become standard care. Fluorescence in-situ hybridization is considered the gold standard for this evaluation. Pre-screening with immunohistochemistry has been suggested, to reduce
Lorenzo Drago et al.
Clinical orthopaedics and related research, 472(11), 3311-3323 (2014-03-14)
Implant-related infections represent one of the most severe complications in orthopaedics. A fast-resorbable, antibacterial-loaded hydrogel may reduce or prevent bacterial colonization and biofilm formation of implanted biomaterials. We asked: (1) Is a fast-resorbable hydrogel able to deliver antibacterial compounds in
Jie Yu et al.
Chinese medical journal, 127(6), 1039-1045 (2014-03-14)
Many studies have shown that the serum uric acid (SUA) level is one of the cardiovascular risk factors. The aim of the study is to evaluate the relationship between SUA levels and the severity of coronary artery disease (CAD) assessed
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