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C7870

Sigma-Aldrich

Chalcone 4 hydrate

≥98% (HPLC)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C16H13ClO3 · xH2O
CAS-Nummer:
1202866-96-3
Molekulargewicht:
288.73 (anhydrous basis)
MDL-Nummer:
MFCD12912407
UNSPSC-Code:
51111800
PubChem Substanz-ID:
329775154
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

solid

Lagerbedingungen

protect from light

Farbe

yellow

Löslichkeit

DMSO: >20 mg/mL

Lagertemp.

−20°C

SMILES String

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+;

InChIKey

PXVQKTVKTBMRIW-VOKCZWNHSA-N

Biochem./physiol. Wirkung

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.

Leistungsmerkmale und Vorteile

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.

Piktogramme

Environment
GHS09

Signalwort

Warning

H-Sätze

H410

P-Sätze

P273 - P501

Gefahreneinstufungen

Aquatic Acute 1 - Aquatic Chronic 1

Lagerklassenschlüssel

13 - Non Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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