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D0567

DIF-3

≥99% (HPLC), solid

Synonym(s):

1-(3-Chloro-2,6-dihydroxy-4-methoxyphenyl)-1-hexanone, Differentiation-inducing factor 3

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About This Item

Empirical Formula (Hill Notation):
C13H17ClO4
CAS Number:
113411-17-9
Molecular Weight:
272.72
NACRES:
NA.77
PubChem Substance ID:
24724455
UNSPSC Code:
12352200
MDL number:
MFCD05865230
Assay:
≥99% (HPLC)
Form:
solid
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assay

≥99% (HPLC)

form

solid

solubility

DMSO: soluble 46 mg/mL

SMILES string

CCCCCC(=O)c1c(O)cc(OC)c(Cl)c1O

InChI

1S/C13H17ClO4/c1-3-4-5-6-8(15)11-9(16)7-10(18-2)12(14)13(11)17/h7,16-17H,3-6H2,1-2H3

InChI key

JWBMZIJMSBFBIY-UHFFFAOYSA-N

General description

Differentiation-inducing factor-3 (DIF-3) is a monochlorinated metabolite of differentiation-inducing factor-1 (DIF-1), that belongs to the differentiation-inducing factor (DIF) family.

Application

DIF-3 has been used: as a glycogen synthase kinase-3β (GSK-3β) activator to determine if GSK-3β is required for the anti-inflammatory actions of VU0360172 (VuPAM) in murine microglia, as a phosphorylation inhibitor for GSK-3β to examine the links between activation of protein kinase B (PKB)/GSK-3β/Fyn axis and nuclear factor erythroid 2–related factor 2 (NRF2) retention, as a GSK3β activator to study its effects on the cyclooxygenase 2 (COX2) expression levels in human primary chondrocytes in response to visfatin, as a GSK3β activator to study its effects on the intracellular mechanics along with F-actin and β-tubulin fiber networks in human primary chondrocytes

Biochem/physiol Actions

Differentiation-inducing factor-3 (DIF-3) prevents the proliferation of intestinal cancer cells in vitro and in vivo. It may serve as a novel anti-cancer agent.
DIF-3 Inhibits cell cycle by inducing G0/G1 arrest.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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