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3,3’-Dimethylquercetin

$1,440

  • Brand : BIOFRON

  • Catalogue Number : BN-O1538

  • Specification : 98%(HPLC)

  • CAS number : 4382-17-6

  • Formula : C17H14O7 

  • Molecular Weight : 330.28

  • PUBCHEM ID : 5316900

  • Volume : 5mg

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Catalogue Number

BN-O1538

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

2-8°C

Molecular Weight

330.28

Appearance

Powder

Botanical Source

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC)O

Synonyms

5,7,4'-trihydroxy-3,3'-dimethoxyflavone/Quercetin der./3,3'-dimethoxy-5,7,4'-trihydroxyflavone/Quercetin-3,3-dimethyl ether/3,3'-Dimethylquercetin/3,3'-Di-O-methylquercetin/3,3'-Dimethoxyquercetin/4',5,7-trihydroxy-3,3'-dimethoxyflavone

IUPAC Name

5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-methoxychromen-4-one

Density

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

Boiling Point

Melting Point

InChl

InChI=1S/C17H14O7/c1-22-12-5-8(3-4-10(12)19)16-17(23-2)15(21)14-11(20)6-9(18)7-13(14)24-16/h3-7,18-20H,1-2H3

InChl Key

FMEHGPQTMOPUGM-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

provides coniferyl ferulate(CAS#:4382-17-6) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

2568427

Abstract

The effects of the flavone 3,3′-di-O-methylquercetin (DOMQ) have been examined and compared with those of quercetin, on guinea-pig isolated ileum, trachea, and main pulmonary artery (MPA). Except for transient contractions induced by low concentrations (10(-8)-3 x 10(-6) M), DOMQ and quercetin (up to 3 x 10(-4) M) caused reduction of the tone and the phasic contractions of the ileum. A23187 reversed the inhibitory effects of quercetin but not those of DOMQ. DOMQ and quercetin caused concentration-dependent relaxation of the trachea and the adrenaline-contracted MPA. DOMQ shifted to the right the concentration-effect curves induced by acetylcholine on the ileum and the trachea, and by adrenaline on MPA and those induced by CaCl2 on ileum, trachea and MPA. DOMQ also inhibited the contractions induced, in Ca2+-free EGTA-containing buffer, by histamine on ileum and by adrenaline on MPA. These observations suggest that DOMQ inhibits Ca2+ influx, Ca2+ release from intracellular stores and, more likely, Ca2+ binding to intracellular receptor proteins.

Title

Effects of 3,3'-di-O-methylquercetin on Guinea-Pig Isolated Smooth Muscle

Author

S Abdalla 1, M A Zarga, F Afifi, S al-Khalil, A Mahasneh, S Sabri

Publish date

1989 Feb

PMID

15084728

Abstract

Serratula tinctoria (Asteraceae) accumulates mainly 3,3′-dimethylquercetin and small amounts of 3-methylquercetin as an intermediate. The fact that 3-methylquercetin rarely accumulates in plants in significant amounts, and given its important role as an antiviral and antiinflammatory agent that accumulates in response to stress conditions, prompted us to purify and characterize the enzyme involved in its methylation. The flavonol 3-O-methyltransferase (3-OMT) was partially purified by ammonium sulfate precipitation and successive chromatography on Superose-12, Mono-Q, and adenosine-agarose affinity columns, resulting in a 194-fold increase of its specific activity. The enzyme protein exhibited an expressed specificity for the methylation of position 3 of the flavonol, quercetin, although it also utilized kaempferol, myricetin, and some monomethyl flavonols as substrates. It exhibited a pH optimum of 7.6, a pI of 6.0, and an apparent molecular mass of 31 kD. Its K(m) values for quercetin as the substrate and S-adenosyl-l-Met (AdoMet) as the cosubstrate were 12 and 45 microm, respectively. The 3-OMT had no requirement for Mg(2+), but was severely inhibited by p-chloromercuribenzoate, suggesting the requirement for SH groups for catalytic activity. Quercetin methylation was competitively inhibited by S-adenosyl-l-homo-Cys with respect to the cosubstrate AdoMet, and followed a sequential bi-bi reaction mechanism, where AdoMet was the first to bind and S-adenosyl-l-homo-Cys was released last. In-gel trypsin digestion of the purified protein yielded several peptides, two of which exhibited strong amino acid sequence homology, upon protein identification, to a number of previously identified Group II plant OMTs. The availability of peptide sequences will allow the design of specific nucleotide probes for future cloning of the gene encoding this novel enzyme for its use in metabolic engineering.

Title

Partial Purification, Kinetic Analysis, and Amino Acid Sequence Information of a Flavonol 3-O-methyltransferase From Serratula Tinctoria

Author

Tyng-Shyan Huang 1, Dominique Anzellotti, Fabienne Dedaldechamp, Ragai K Ibrahim

Publish date

2004 Apr;

PMID

16722375

Abstract

Objective: To study the chemical constituents possessing cytotoxicity activity from Elaeagnus pungens.

Method: The constituents were separated through repeated chromatographic methods and their structures were elucidated by spectral analysis.

Result: Five compounds were isolated from the ethyl acetate ether extract of leaves of E. pungens. Their structures were elucidated as 4-hydroxybenzoic acid (1), 3, 3′-dimethoxyquercetin (2), caffeic acid methyl ester (3), methyl 3, 4-dihydroxybenzoate (4), spingic acid (5), 4-methoxylbenzoic acid (6), 3-methylkaempferol (7), kaempferol-3-O-beta-D-glucoside (8), dausosterol (9).

Conclusion: Compounds 1-8 were isolated from this plant for the first time.

Title

[Studies on Chemical Constituents of Cytotoxic Fraction From Leaves of Elaeagnus Pungens]

Author

Xin Zhao 1, Rui-Liang Zhu, Biao Jiang, Hao Huang

Publish date

2006 Mar


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