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1168-42-9

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1168-42-9 Usage

Uses

Scutellarein Tetramethyl Ether can be used to inhibit breast cancer resistance protein (BCRP).

Definition

ChEBI: A tetramethoxyflavone that is the tetra-O-methyl derivative of scutellarein.

Check Digit Verification of cas no

The CAS Registry Mumber 1168-42-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,6 and 8 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1168-42:
(6*1)+(5*1)+(4*6)+(3*8)+(2*4)+(1*2)=69
69 % 10 = 9
So 1168-42-9 is a valid CAS Registry Number.
InChI:InChI=1/C19H18O6/c1-21-12-7-5-11(6-8-12)14-9-13(20)17-15(25-14)10-16(22-2)18(23-3)19(17)24-4/h5-10H,1-4H3

1168-42-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 4',5,6,7-tetramethoxyflavone

1.2 Other means of identification

Product number -
Other names 4',5,6,7-Tetramethoxyflavone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1168-42-9 SDS

1168-42-9Relevant articles and documents

Inhibitory effects of 5,6,7-trihydroxyflavones on tyrosinase

Gao, Hong,Nishida, Jun,Saito, Shizuka,Kawabata, Jun

, p. 86 - 97 (2007)

Baicalein (1), 6-hydroxyapigenin (6), 6-hydroxygalangin (13) and 6-hydroxykaempferol (14), which are naturally occurring flavonoids from a set of 14 hydroxyflavones tested, exhibited high inhibitory effects on tyrosinase with respect to L-DOPA, while each of the 5,6,7-trihydroxyflavones 1, 6, 13 or 14 acted as a cofactor to monophenolase. Moreover, 6-hydroxykaempferol (14) showed the highest activity and was a competitive inhibitor of tyrosinase compared to L-DOPA. 5,6,7-Trihydroxyflavones 1, 6, 13 or 14 showed also high antioxidant activities. Hence, we conclude that the 5,6,7-trihydroxy-flavones are useful as good depigmentation agents with inhibitory effects in addition to their antioxidant properties.

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Rao et al.

, p. 227 (1970)

-

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Robinson,Schwarzenbach

, p. 822,826 (1930)

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Pharmacokinetics and Metabolites of 12 Bioactive Polymethoxyflavones in Rat Plasma

Chen, Hongping,Ding, Haiyan,Hu, Yuan,Li, Dan,Liu, Youping,You, Qiang

, p. 12705 - 12716 (2021/11/17)

Polymethoxyflavones (PMFs) are a subgroup of flavonoids possessing various health benefits. 3,5,7,4′-Tetramethoxyflavone (1), 5,6,7,4′-tetramethylflavone (2), 3,7,3′,4′-tetramethoxyflavone (3), 5,7,3′,4′-tetramethoxyflavone (4), 5-hydroxy-3,7,2′,4′-tetramethoxyflavone (5), 3,5,7,2′,4′-pentamethoxyflavone (6), 5-hydroxy-3,7,3′,4′-tetramethoxyflavone (7), 3-hydroxy-5,7,3′,4′-tetramethylflavone (8), 3,5,7,3′,4′-pentamethoxyflavone (9), 5-hydroxy-3,7,3′,4′,5′-pentamethoxyflavone (10), 3-hydroxy-5,7,3′,4′,5′-pentamethoxyflavone (11), and 3,5,7,3′,4′,5′-hexamethoxylflavone (12) were 12 bioactive and available PMFs. The aim of this study was to investigate the pharmacokinetic, metabolite, and antitumor activities as well as the structure-pharmacokinetic-antitumor activity relationships of these 12 PMFs to facilitate further studies of their medicinal potentials. The cytotoxicity of PMFs with a hydroxy group toward HeLa, A549, HepG2, and HCT116 cancer cell lines was generally significantly more potent than that of PMFs without a hydroxy group. Compounds 5, 7, 8, 10, and 11 were all undetectable in rat plasma, while compounds 1-4, 6, 9, and 12 were detectable. Both the number and position of hydroxy and methoxy groups played an important role in modulating PMF pharmacokinetics and metabolites.

Synthesis method of scutellarein

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Paragraph 7-10, (2019/01/08)

The invention provides a synthesis method of scutellarein, aiming at solving the problems in the prior art that the yield of chemically synthesized scutellarein is relatively low and a dangerous reagent is used in a synthesis process. The synthesis method comprises the following steps: step 1) taking ethyl acetoacetate and p-anisoyl chloride as raw materials and synthesizing ethyl 3-(4-methoxyphenyl)-3-oxopropanoateethyl p-anisoyl acetate; step 2) synthesizing 5,6,7,4'-tetramethoxy flavone through the ethyl 3-(4-methoxyphenyl)-3-oxopropanoateethyl p-anisoyl acetate and 3,4,5-trimethoyphenol; step 3) removing methyl from the 5,6,7,4'-tetramethoxy flavone to obtain a scutellarein crude product; step 4) purifying the scutellarein crude product to finally obtaining a high-content scutellareinrefined product.

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