Gossypetin - ≥98% , CAS No.489-35-0

CAS: 489-35-0 Cat. No.: G647522 Summenformel: C₁₅H₁₀O₈ Molekulargewicht: 318.24 PubChem CID: 5280647

GRADE & PURITY ≥98%

Synonyms

3,5,7,8,3',4'-Hexahydroxyflavone | NCGC00096031-01 | LMPK12113231 | 2-(3,4-Dihydroxyphenyl)-3,5,7,8-tetrahydroxy-4H-chromen-4-one # | BP-10444 | CHEBI:16400 | Equisporol | 8-hydroxyquercetin | 8-hydroxy-quercetin | BRD-K06692906-001-01-6 | Gossypetin | YR

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Übersicht

Gossypetin is a hexahydroxylated flavonoid and is a potent mitogen-activated protein kinase kinase (MKK)3 and MKK6 inhibitor with strongly attenuates the MKK3/6-p38 signaling pathway, has various pharmacological activities, including antioxidant, antibacterial and anticancer activities

In Vitro

Gossypetin (20-60 μM; 48 hours; KYSE30, KYSE450 and KYSE510 cells) treatment significantly inhibits anchorage-dependent esophageal cancer cell growth in dose dependent manner. Gossypetin strongly suppresses anchorage-independent cell growth in esophageal cancer cells. Gossypetin (60 μM; 3 hours; KYSE30 and KYSE410 cells) treatment strongly inhibits p38 activity in a dose-dependent manner and confirms that Gossypetin directly suppresses MKK3 or MKK6 activity. Gossypetin (20-40 μM; 48 hours; KYSE450 and KYSE510 cells) treatment reduces S phase and induces G2 phase cell cycle arrest in a dose-dependent manner. Gossypetin (20-40 μM; 72 hours; esophageal cancer cells) treatment induces intrinsic apoptosis of esophageal cancer cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Proliferation AssayCell Line: KYSE30, KYSE450 and KYSE510 cells Concentration: 20 μM, 40 μM, 60 μM Incubation Time: 48 hours Result: Anchorage-dependent esophageal cancer cell growth was significantly inhibited. Western Blot AnalysisCell Line: KYSE30 and KYSE410 ccells Concentration: 60 μM Incubation Time: 3 hours Result: p38 activity was strongly inhibited in a dose-dependent manner. Cell Cycle AnalysisCell Line: KYSE450 and KYSE510 cells Concentration: 20 μM, 40 μM Incubation Time: 48 hours Result: Reduced S phase and induces G2 phase cell cycle arrest in a dose-dependent manner. Apoptosis AnalysisCell Line: Esophageal cancer cells Concentration: 20 μM, 40 μM Incubation Time: 72 hours Result: Induced apoptosis of esophageal cancer cells.

In Vivo

Gossypetin (100 mg/kg; oral administration; 5 times per week; for 21 days; severe combined immunodeficiency (SCID) female mice) treatment significantly decreases the volume of esophageal tumor growth and without significant loss of body weight. The expression of Ki67 is significantly decreased by Gossypetin. There are no obvious morphological differences between tissues from treated or untreated mic. The phosphorylation of p38, the direct downstream protein of MKK3/6 strongly inhibited in the Gossypetin-treated group . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Severe combined immunodeficiency (SCID) female mice (6-9 weeks old) injection with esophageal cancer tissue Dosage: 100 mg/kg Administration: Oral administration; 5 times per week; for 21 days Result: Suppressed patient-derived esophageal xenograft tumor growth in an in vivo mouse model.

Form:Solid

IC50& Target:p38 MAP kinase

Specifications

Synonyme

3,5,7,8,3',4'-Hexahydroxyflavone | NCGC00096031-01 | LMPK12113231 | 2-(3,4-Dihydroxyphenyl)-3,5,7,8-tetrahydroxy-4H-chromen-4-one # | BP-10444 | CHEBI:16400 | Equisporol | 8-hydroxyquercetin | 8-hydroxy-quercetin | BRD-K06692906-001-01-6 | Gossypetin | YR

Spezifikationen & Reinheit

≥98%

Biochemische und physiologische Mechanismen

Gossypetin is a hexahydroxylated flavonoid and is a potent mitogen-activated protein kinase kinase (MKK)3 and MKK6 inhibitor with strongly attenuates the MKK3/6-p38 signaling pathway, has various pharmacological activities, including antioxidant, antibact

Storage

Store at -20°C,Argon charged

Verschickt in

Ice chest + Ice pads

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Reinheit

≥98%

Namen und Kennungen

• Pubchem Sid: 528772241
• Kanonisches Lächeln: C1=CC(=C(C=C1C2=C(C(=O)C3=C(O2)C(=C(C=C3O)O)O)O)O)O
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-3,5,7,8-tetrahydroxychromen-4-one
• InChIKey: YRRAGUMVDQQZIY-UHFFFAOYSA-N
• INCHI: 1S/C15H10O8/c16-6-2-1-5(3-7(6)17)14-13(22)12(21)10-8(18)4-9(19)11(20)15(10)23-14/h1-4,16-20,22H
• Isomere SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(O2)C(=C(C=C3O)O)O)O)O)O
• PubChem CID: 5280647
• Molekulargewicht: 318.24

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 8-hydroxyflavonoids Chromones Catechols 1-hydroxy-2-unsubstituted benzenoids Pyranones and derivatives 1-hydroxy-4-unsubstituted benzenoids Benzene and substituted derivatives Vinylogous acids Heteroaromatic compounds 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 - 8-hydroxyflavonoid - Hydroxyflavonoid - Chromone - Benzopyran - 1-benzopyran - Catechol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Pyranone - Phenol - Monocyclic benzene moiety - Benzenoid - Pyran - Vinylogous acid - Heteroaromatic compound - Organoheterocyclic compound - Oxacycle - 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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RAD52 Tchem DNA repair protein RAD52 homolog (2 Activities)

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TST Tchem Thiosulfate sulfurtransferase (1 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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APP Tclin Amyloid-beta A4 protein (8510 Activities)

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GLA Tclin Alpha-galactosidase A (5444 Activities)

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

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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

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

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ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

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PDK1 Tchem Pyruvate dehydrogenase kinase isoform 1 (2021 Activities)

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Monocyte (474 Activities)

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POLK Tbio DNA polymerase kappa (8653 Activities)

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APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

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HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)

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SLCO2B1 Tchem Solute carrier organic anion transporter family member 2B1 (580 Activities)

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USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

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MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)

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NFKB2 Tchem Nuclear factor NF-kappa-B complex (2307 Activities)

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RAD52 Tchem DNA repair protein RAD52 homolog (856 Activities)

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HSPD1 Tbio HSP60/HSP10 (366 Activities)

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TST Tchem Thiosulfate sulfurtransferase (144 Activities)

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NA Neuraminidase (1107 Activities)

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Hepatitis C virus (23859 Activities)

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Influenza A virus (11224 Activities)

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3T3-L1 (3664 Activities)

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MDCK (10148 Activities)

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Avian myoblastosis virus polyprotein II (68 Activities)

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nanH Sialidase (337 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)

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Impa1 Inositol monophosphatase 1 (16203 Activities)

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Ntrk2 BDNF/NT-3 growth factors receptor (124 Activities)

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groL GroEL/GroES (1042 Activities)

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Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Molekulargewicht: 318.230 g/mol
• XLogP3: 1.800
• 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: 518.000
• 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