Myricetin - ≥97% , CAS No.529-44-2

CAS: 529-44-2 Cat. No.: M111175 Summenformel: C₁₅H₁₀O₈ Molekulargewicht: 318.24 Beilstein Registry Number: 332331 EG-Nummer: 208-463-2

GRADE & PURITY ≥97%

Synonyms

BIDD:PXR0079 | NCGC00015697-01 | NCGC00179517-01 | FLAVONE, 3,3',4',5,5',7-HEXAHYDROXY- | NCGC00015697-07 | Myricetin, >=96.0%, crystalline | NCGC00094083-01 | Prestwick1_000465 | Prestwick2_000465 | Spectrum_001501 | DTXSID8022400 | HMS2231L04 | NCGC0001

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyme

BIDD:PXR0079 | NCGC00015697-01 | NCGC00179517-01 | FLAVONE, 3,3',4',5,5',7-HEXAHYDROXY- | NCGC00015697-07 | Myricetin, >=96.0%, crystalline | NCGC00094083-01 | Prestwick1_000465 | Prestwick2_000465 | Spectrum_001501 | DTXSID8022400 | HMS2231L04 | NCGC0001

Spezifikationen & Reinheit

≥97%

Biochemische und physiologische Mechanismen

Irreversible TrxR inhibitor (IC50= 0.62 μM). Exhibits concentration-, time- and NADH-dependent TrxR inhibition. Results in the oxidation of Trx and reduced TrxR activityin vitroin addition to the accumulation of cells in sub-G1phase. Reduces neoplastic tr

Storage

Room temperature

Verschickt in

Normal

Reinheit

≥97%

Namen und Kennungen

• Pubchem Sid: 504763374
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763374
• Kanonisches Lächeln: C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
• IUPAC Name: 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
• InChIKey: IKMDFBPHZNJCSN-UHFFFAOYSA-N
• INCHI: 1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H
• Isomere SMILES: C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
• WGK Deutschland: 3
• Molekulargewicht: 318.24
• Beilstein: 332331
• Reaxy-Rn: 332331
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=332331&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Klasse Flavonoids
      • Subclass Flavones

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Klasse: Flavonoids
• Subclass: Flavones
• Intermediate Tree Nodes: Not available
• Direct Parent: Flavonols
• Alternative Parents: 3'-hydroxyflavonoids 3-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Chromones Pyrogallols and derivatives 1-hydroxy-2-unsubstituted benzenoids Pyranones and derivatives 1-hydroxy-4-unsubstituted benzenoids Benzene and substituted derivatives Heteroaromatic compounds Vinylogous acids Oxacyclic compounds Polyols Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 3-hydroxyflavone - 3'-hydroxyflavonoid - 3-hydroxyflavonoid - 4'-hydroxyflavonoid - 5-hydroxyflavonoid - 7-hydroxyflavonoid - Hydroxyflavonoid - Chromone - Benzopyran - 1-benzopyran - Benzenetriol - Pyrogallol derivative - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Pyranone - Benzenoid - Monocyclic benzene moiety - Pyran - Heteroaromatic compound - Vinylogous acid - Oxacycle - Organoheterocyclic compound - Polyol - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as flavonols. These are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.
• External Descriptors: Flavones and Flavonols

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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CYP1B1 Tchem Cytochrome P450 1B1 (2 Activities)

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SNCA Tchem Alpha-synuclein (1 Activities)

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TOP2A Tclin DNA topoisomerase 2-alpha (1 Activities)

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GLO1 Tchem Lactoylglutathione lyase (2 Activities)

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CASP6 Tchem Caspase-6 (1 Activities)

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CYP1A1 Tchem Cytochrome P450 1A1 (1 Activities)

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APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (2 Activities)

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ACHE Tclin Acetylcholinesterase (1 Activities)

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INSR Tclin Insulin receptor (5558 Activities)

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PRSS1 Tclin Trypsin I (2306 Activities)

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TOP2A Tclin DNA topoisomerase II alpha (6317 Activities)

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VDR Tclin Vitamin D receptor (26531 Activities)

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CYP19A1 Tclin Cytochrome P450 19A1 (6099 Activities)

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TYR Tclin Tyrosinase (717 Activities)

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MAOA Tclin Monoamine oxidase A (11911 Activities)

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DRD1 Tclin Dopamine D1 receptor (9720 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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ADORA1 Tclin Adenosine A1 receptor (17603 Activities)

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PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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XDH Tclin Xanthine dehydrogenase (1038 Activities)

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DHODH Tclin Dihydroorotate dehydrogenase (2737 Activities)

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AKR1B1 Tclin Aldose reductase (1404 Activities)

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CYP1B1 Tchem Cytochrome P450 1B1 (1148 Activities)

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POLB Tchem DNA polymerase beta (23632 Activities)

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CASP8 Tchem Caspase-8 (1006 Activities)

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MYLK Tchem Myosin light chain kinase, smooth muscle (1267 Activities)

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BCHE Tclin Butyrylcholinesterase (7174 Activities)

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APP Tclin Amyloid-beta A4 protein (8510 Activities)

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NEU2 Tbio Sialidase 2 (382 Activities)

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AMY1A Salivary alpha-amylase (100 Activities)

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ARSA Tbio Cerebroside-sulfatase (655 Activities)

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GBA1 Tclin Beta-glucocerebrosidase (14647 Activities)

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PIM1 Tchem Serine/threonine-protein kinase PIM1 (9629 Activities)

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SYK Tclin Tyrosine-protein kinase SYK (7372 Activities)

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PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)

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ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 Activities)

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CYP1A1 Tchem Cytochrome P450 1A1 (1169 Activities)

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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ALOX12 Tchem Arachidonate 12-lipoxygenase (3262 Activities)

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DAPK1 Tchem Death-associated protein kinase 1 (1664 Activities)

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RNASEL Tchem RNase L (193 Activities)

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CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

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MTOR Tclin Serine/threonine-protein kinase mTOR (13850 Activities)

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FBP1 Tchem Fructose-1,6-bisphosphatase (1199 Activities)

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FASN Tchem Fatty acid synthase (3390 Activities)

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HSP90AB1 Tchem Heat shock protein HSP 90-beta (1689 Activities)

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ACE2 Tchem Angiotensin-converting enzyme 2 (190 Activities)

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ALPG Tchem Alkaline phosphatase placental-like (1197 Activities)

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PIK3CG Tclin PI3-kinase p110-gamma subunit (5411 Activities)

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CASP6 Tchem Caspase-6 (1213 Activities)

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TOP2B Tclin DNA topoisomerase II beta (959 Activities)

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ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

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CASP7 Tchem Caspase-7 (3146 Activities)

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BACE1 Tchem Beta-secretase 1 (15641 Activities)

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CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

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FLT3 Tclin Tyrosine-protein kinase receptor FLT3 (13481 Activities)

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PDK1 Tchem Pyruvate dehydrogenase kinase isoform 1 (2021 Activities)

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NA Neuraminidase (1107 Activities)

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ampC Beta-lactamase AmpC (62480 Activities)

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Glo1 Glyoxalase I (4 Activities)

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Cruzipain (33337 Activities)

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PIK3CA PI3-kinase p110-alpha subunit (51 Activities)

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polC DNA polymerase III (243 Activities)

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DPP4 Dipeptidyl peptidase IV (11 Activities)

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Abcc1 Multidrug resistance-associated protein 1 (42 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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Pkm Pyruvate kinase isozymes M1/M2 (66 Activities)

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pol Human immunodeficiency virus type 1 integrase (9041 Activities)

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Iap Intestinal alkaline phosphatase (419 Activities)

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Pfmrk Protein kinase Pfmrk (149 Activities)

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MAL62 Alpha-glucosidase MAL62 (106 Activities)

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Nannizzia gypsea (2039 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Salmonella typhimurium (15756 Activities)

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Porphyromonas gingivalis (651 Activities)

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Staphylococcus aureus (210822 Activities)

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Staphylococcus epidermidis (22802 Activities)

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Escherichia coli (133304 Activities)

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Streptococcus mutans (2687 Activities)

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Mycobacterium tuberculosis (203094 Activities)

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Saccharomyces cerevisiae (19171 Activities)

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Actinomyces viscosus (309 Activities)

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Pichia kudriavzevii (7448 Activities)

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Entamoeba histolytica (2676 Activities)

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Plasmodium falciparum (966862 Activities)

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Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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Nakaseomyces glabratus (9108 Activities)

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Candida parapsilosis (8521 Activities)

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Candida tropicalis (8381 Activities)

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Trichophyton rubrum (3646 Activities)

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Leishmania donovani (89745 Activities)

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Trypanosoma cruzi (99888 Activities)

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Mus musculus (284745 Activities)

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Rattus norvegicus (775804 Activities)

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Human alphaherpesvirus 1 (11089 Activities)

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Human immunodeficiency virus 1 (70413 Activities)

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Hepatitis C virus (23859 Activities)

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Trypanosoma brucei rhodesiense (7991 Activities)

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Stenotrophomonas maltophilia (1743 Activities)

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Trichophyton tonsurans (138 Activities)

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3T3-L1 (3664 Activities)

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B16 (5829 Activities)

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L1210 (27553 Activities)

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RAW264.7 (28094 Activities)

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Vero (26788 Activities)

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L929 (3802 Activities)

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Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Löslichkeit: Solvent:DMSO, Max Conc. mg/mL: 31.82, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 15.91, Max Conc. mM: 50
• Schmelzpunkt (°C): 360°C
• Molekulargewicht: 318.230 g/mol
• XLogP3: 1.200
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 318.038 Da
• Monoisotopic Mass: 318.038 Da
• Topological Polar Surface Area: 148.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 506.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Häufig gestellte Fragen

What is the purity of this product?

This product is supplied at ≥97% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 529-44-2, the molecular formula is C15H10O8, and the molecular weight is 318.24 g/mol. InChIKey IKMDFBPHZNJCSN-UHFFFAOYSA-N.

How should this product be stored?

Store at room temperature.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.