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D5569

Sigma-Aldrich

DCHC

≥98% (HPLC), solid

Synonym(s):

3-(2,4-Dichlorophenyl)-7-hydroxy-4H-chromen-4-one

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About This Item

Empirical Formula (Hill Notation):
C15H8Cl2O3
CAS Number:
302953-06-6
Molecular Weight:
307.13
MDL number:
MFCD01848896
UNSPSC Code:
12352202
PubChem Substance ID:
329798809
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

color

yellow

solubility

DMSO: >20 mg/mL

SMILES string

Oc1ccc2C(=O)C(=COc2c1)c3ccc(Cl)cc3Cl

InChI

1S/C15H8Cl2O3/c16-8-1-3-10(13(17)5-8)12-7-20-14-6-9(18)2-4-11(14)15(12)19/h1-7,18H

InChI key

QMSGNLMBWFRALO-UHFFFAOYSA-N

Biochem/physiol Actions

DCHC is a SIRT1 activator. It increases peroxisome proliferator-activated receptor gamma co-activator 1α (PGC1α) expression, resulting in mitochondrial biogenesis. DCHC activates SIRT1 at low micromolar concentrations (5–10 μM) and increases SIRT1 activity at 100 μM. It is different from 5,7,4′-T in that it induces the activation of recombinant SIRT1, but does not increase SIRT1 expression.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Hsiu-Chung Ou et al.
Molecular nutrition & food research, 63(10), e1801353-e1801353 (2019-03-21)
Atherosclerotic cardiovascular disease is the most prevalent cause of mortality and morbidity. Fucoxanthin (FX) possesses anti-hypertensive and anti-obesity properties. However, the molecular mechanisms underlying the inhibitory effects of FX on oxidized low-density lipoprotein (oxLDL)-induced oxidative injuries in human endothelial cells

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