Introduction：Basic information about CAS 120-46-7|1,3-Diphenylpropane-1,3-dione, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Dibenzoylmethane, a minor ingredient in licorice, activates Nrf2 and prevents various cancers and oxidative damage. Dibenzoylmethane, an analog of curcumin, results in dissociation from Keap1 and nuclear translocation of Nrf2[1].
Related Catalog
Research Areas >>CancerSignaling Pathways >>NF-κB >>Keap1-Nrf2Research Areas >>Metabolic Disease
In Vitro
Dibenzoylmethane (10, 20, 30, 40, 50 μM; 6 hours) treatment concentration-dependently increases the mRNA level of HO-1 but has no effect on the mRNA level of Nrf2 in HepG2 cells. Dibenzoylmethane induces HO-1 and Nrf2 protein expression, and the induction diminishes after 12 h[1]. Dibenzoylmethane (10, 20, 30, 40, 50 μM; 2 hours) concentration-dependently increases the phosphorylated protein levels of Erk1/2, p38MAPK, JNK, AMPK, and Akt in HepG2 cells.Dibenzoylmethane does not show significant cytotoxicity[1].
In Vivo
Dibenzoylmethane (200, 500 mg/kg/day; ip; for three consecutive days) pretreatment significantly reduces both the area and the severity of necrosis, as well as the leukocyte infiltration, at a dose of 200 mg/kg in wild-type and Nrf2 knockout mice[1]. Dibenzoylmethane protectes against CCl4-induced (1:49,v/v, 10 ml/kg) liver damage in wild-type mice[1].
References
[1]. Mingnan Cao, et al. Dibenzoylmethane Protects Against CCl4-Induced Acute Liver Injury by Activating Nrf2 via JNK, AMPK, and Calcium Signaling. AAPS J. 2017 Nov;19(6):1703-1714.
Chemical & Physical Properties
Density
1.1±0.1 g/cm3
Boiling Point
357.4±0.0 °C at 760 mmHg
Melting Point
77-79 °C(lit.)
Molecular Formula
C15H12O2
Molecular Weight
224.255
Flash Point
146.9±20.2 °C
Exact Mass
224.083725
PSA
34.14000
LogP
3.04
Vapour Pressure
0.0±0.8 mmHg at 25°C
Index of Refraction
1.584
InChIKey
NZZIMKJIVMHWJC-UHFFFAOYSA-N
SMILES
O=C(CC(=O)c1ccccc1)c1ccccc1
Storage condition
Store at RT.
Stability
Stable. Incompatible with strong oxidizing agents.
Toxicological Information
CHEMICAL IDENTIFICATION
RTECS NUMBER :
TZ1930000
CHEMICAL NAME :
1,3-Propanedione, 1,3-diphenyl-
CAS REGISTRY NUMBER :
120-46-7
LAST UPDATED :
199701
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C15-H12-O2
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NCNSA6 National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. (Washington, DC) Volume(issue)/page/year: 5,28,1953 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X4833 No. of Facilities: 7 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 28 (estimated)
2914399090. other aromatic ketones without other oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%
Articles29
More Articles
Identification and characterization of novel benzil (diphenylethane-1,2-dione) analogues as inhibitors of mammalian carboxylesterases.
J. Med. Chem. 48 , 2906-15, (2005)
Carboxylesterases (CE) are ubiquitous enzymes responsible for the metabolism of xenobiotics. Because the structural and amino acid homology among esterases of different classes, the identification of ...
A glimpse of the inner workings of the templated site.
Chem. Commun. (Camb.) (2) , 165-7, (2009)
This is the first direct experimental probe, using EXAFS, of the active site within molecularly imprinted polymers and paves the way to a more detailed understanding of the inner workings of molecular...
Combining ligand-based pharmacophore modeling, quantitative structure-activity relationship analysis and in silico screening for the discovery of new potent hormone sensitive lipase inhibitors.
J. Med. Chem. 51 , 6478-94, (2008)
Hormone sensitive lipase (HSL) has been recently implicated in diabetes and obesity, prompting attempts to discover new HSL inhibitors. Toward this end, we explored the pharmacophoric space of HSL inh...
