Catalogue Number
BF-D4011
Analysis Method
HPLC,NMR,MS
Specification
98%(HPLC)
Storage
2-8°C
Molecular Weight
342.347
Appearance
Palm red crystalline powder
Botanical Source
Citrus reticulata
Structure Type
Flavonoids
Category
Standards;Natural Pytochemical;API
SMILES
COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3OC)OC)OC
Synonyms
6-Demethoxytangeretin/4',5,7,8-Tetramethoxyflavone/5,7,8-Trimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one/4H-1-Benzopyran-4-one, 5,7,8-trimethoxy-2-(4-methoxyphenyl)-/5,7,8,4'-tetramethoxyflavone/6-Demethoxytangeritin/Tetra-O-methylisoscutellarein/tetramethyl-o-isoscutellarein
IUPAC Name
5,7,8-trimethoxy-2-(4-methoxyphenyl)chromen-4-one
Density
1.243±0.06 g/cm3
Solubility
Methanol; DMF
Flash Point
237.5±30.2 °C
Boiling Point
536.9±50.0 °C at 760 mmHg
Melting Point
216-217 ºC
InChl
InChI=1S/C19H18O6/c1-21-12-7-5-11(6-8-12)14-9-13(20)17-15(22-2)10-16(23-3)18(24-4)19(17)25-14/h5-10H,1-4H3
InChl Key
DDGJUTBQQURRGE-UHFFFAOYSA-N
WGK Germany
RID/ADR
HS Code Reference
2914500000
Personal Projective Equipment
Correct Usage
For Reference Standard and R&D, Not for Human Use Directly.
Meta Tag
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24500009
Citrus species has been traditionally used in Korea for the treatment of coughing, sputum and dyspepsia. Of the known citrus flavonoids, 6-demethoxytangeretin was reported to exert anti-inflammatory activity. In order to determine the anti-allergic activity of 6-demethoxytangeretin, we examined whether or not 6-demethoxytangeretin was able to suppress activation of the human mast cell line, HMC-1, induced by phorbol 12-myristate 13-acetate (PMA) plus A23187. Interleukin-6 production and relevant gene expression in activated HMC-1 cells were determined by enzyme-linked immunosorbent assay (ELISA) and quantitative reverse transcription-polymerase chain reaction (RT-PCR) analysis. Also, the involvement of the anaplastic lymphoma kinase (ALK) and mitogen-activated protein kinases (MAPKs) in activated HMC-1 cells were studied. 6-Demethoxytangeretin suppresses interleukin-6 production, tumor necrosis factor-alpha gene expression, ALK and MAPKs in HMC-1 cells stimulated by PMA plus A23187. Therefore, it was evident that 6-demethoxytangeretin suppressed activation of HMC-1 cells by PMA plus A23187 by inhibiting the activity of ALK and MAPKs and subsequently suppressing gene expression, which suggest that 6-demethoxytangeretin may be involved in the regulation of mast cell-mediated inflammatory responses.
A citrus flavonoid, 6-demethoxytangeretin, suppresses production and gene expression of interleukin-6 in human mast cell-1 via anaplastic lymphoma kinase and mitogen-activated protein kinase pathways.
Kim YM1, Chae HS, Lee EJ, Yang MH, Park JH, Yoon KD, Kim J, Ahn HC, Choi YH, Chin YW.
2014