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113411-17-9

113411-17-9 Structure

113411-17-9 Structure
IdentificationBack Directory
[Name]

DIF-3
[CAS]

113411-17-9
[Synonyms]

DIF-3 >=99% (HPLC), solid
1-Hexanone, 1-(3-chloro-2,6-dihydroxy-4-methoxyphenyl)-
1-(3-Chloro-2,6-dihydroxy-4-methoxyphenyl)-1-hexanone, Differentiation-inducing factor 3
[Molecular Formula]

C13H17ClO4
[MDL Number]

MFCD05865230
[MOL File]

113411-17-9.mol
[Molecular Weight]

272.72
Chemical PropertiesBack Directory
[Boiling point ]

416.9±45.0 °C(Predicted)
[density ]

1.240±0.06 g/cm3(Predicted)
[solubility ]

DMSO: 46 mg/mL, soluble
[form ]

solid
[pka]

5.92±0.45(Predicted)
[color ]

White to off-white
[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
[InChIKey]

JWBMZIJMSBFBIY-UHFFFAOYSA-N
[SMILES]

CCCCCC(=O)c1c(O)cc(OC)c(Cl)c1O
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

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
[Biological Activity]

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.
[in vivo]

DIF-3 (150 mg/kg; p.o.; once a day for 5 days/week over 4 weeks) inhibits oxidative stress (0.2% KBrO3)-induced tumors in Mutyh-/- mice[1].

Animal Model:Mutyh-/- mice (KBrO3 dissolved in water at a concentration of 2 g/L was administered to 4-week-old mice for 12 weeks)[1]
Dosage:150 mg/kg
Administration:Oral gavage (p.o.); once a day for 5 days/week over 4 weeks
Result:Markedly reduced the number of intestinal tumors, especially the number of large tumors with a diameter of >2.0 mm.
No differences in the appearance, activity, body weight, or blood cell counts.
The numbers of TCF7L2-and cyclin D1-positive nuclei in tumors were significantly decreased.
Spectrum DetailBack Directory
[Spectrum Detail]

DIF-3(113411-17-9)1HNMR
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