T4080
6, 2′, 4′-trimethoxyflavone
≥98% (HPLC)
Synonym(s):
2-(2,4-Dimethoxyphenyl)-2,3-dihydro-6-methoxy-4H-1-benzopyran-4-one, TMF, Trimethoxyflavone
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About This Item
Empirical Formula (Hill Notation):
C18H16O5
CAS Number:
Molecular Weight:
312.32
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Storage condition:
desiccated, protect from light
Quality Level
assay
≥98% (HPLC)
form
powder
storage condition
desiccated, protect from light
color
yellow
solubility
DMSO: >5 mg/mL
storage temp.
room temp
SMILES string
COc1ccc(c(OC)c1)C2=CC(=O)c3cc(OC)ccc3O2
InChI
1S/C18H16O5/c1-20-11-5-7-16-14(8-11)15(19)10-18(23-16)13-6-4-12(21-2)9-17(13)22-3/h4-10H,1-3H3
InChI key
WUWFDVDASNSUKP-UHFFFAOYSA-N
Biochem/physiol Actions
6, 2′, 4′-trimethoxyflavone is a selective aryl hydrocarbon receptor (AHR) antagonist with no partial agonist activity.
6, 2′, 4′-trimethoxyflavone is a selective aryl hydrocarbon receptor (AHR) antagonist with no partial agonist activity. The role of the transcription factor aryl hydrocarbon receptor (AHR) in biology is still under evaluation and has expanded beyond that of a xenobiotic sensor and regulator of detoxification. Inhibition of AHR activity by antagonists could result in anti-inflammatory actions. 6, 2′, 4′-trimethoxyflavone (TMF) is a pure AHR antagonist. The compound compete with agonists, such as 2, 3, 7, 8-tetrachlorodibenzo-p-dioxin (TCDD) and benzo[a]pyrene (B[a]P), thus effectively inhibiting AHRmediated transactivation of a heterologous reporter and endogenous targets e.g. CYP1A1. TMF also exhibits no species or promoter dependency with regard to AHR antagonism. Thus it represents an improved tool allowing for more precise dissection of AHR function.
The AHR along with immune functions, is also associated with endocrine processes and cancer development.
Preparation Note
6, 2′, 4′-trimethoxyflavone is soluble in DMSO at a concentration that is greater than 5 mg/ml.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
Storage Class
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
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Rebecca Wells et al.
BMC public health, 20(1), 1050-1050 (2020-07-04)
Faith-based health promotion has shown promise for supporting healthy lifestyles, but has limited evidence of reaching scale or sustainability. In one recent such effort, volunteers from a diverse range of faith organizations were trained as peer educators to implement diabetes
Runxia Sun et al.
Environmental pollution (Barking, Essex : 1987), 222, 165-174 (2017-01-04)
Short chain chlorinated paraffins (SCCPs) are under review for inclusion into the Stockholm Convention on Persistent Organic Pollutants. However, limited information is available on their bioaccumulation and biomagnification in ecosystems, which is hindering evaluation of their ecological and health risks.
Antagonism of aryl hydrocarbon receptor signaling by 6, 2?, 4?-trimethoxyflavone
Murray IA, et al.
Journal of Pharmacology and Experimental Therapeutics, 332(1), 135-144 (2010)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| T4080-10MG | 04061837345548 |
| T4080-50MG | 04061832826448 |