Tricetin - Moligand™, ≥97% , CAS No.520-31-0

CAS: 520-31-0 Cat. No.: T648663 Molecular Weight: 302.24 EC Number: 809-455-7 PubChem CID: 5281701

GRADE & PURITY Moligand™, ≥97%

Synonyms

SPBio_000722 | AKOS024287743 | MYF | Spectrum4_001678 | SpecPlus_000826 | 5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one | C10192 | KBio2_004639 | BP-10199 | AR-683/41530196 | BSPBio_003253 | Tricetin | MS-24353 | NCGC00095682-02 | KBioGR_

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Tricetin is mainly found in natural plants such as Ginkgo biloba L., Carica papaya L. and Murraya exotica L. Tricetin activates the Nrf2/HO-1 pathway to protect cells from oxidative stress. Tricetin possessed the protective effect on dopamine neurons of C. elegans . Tricetin has cytostatic properties and anti-metastatic activity of various solid tumors. Pretreatment with Tricetin (20, 40, and 80 μM; for 4 hours) significantly improves 6-OHDA (200 μM)-induced SH-SY5Y cells viability and suppresses mitochondria-mediated apoptosis. Tricetin (80 μM; for 1, 2 and 4 h) markedly decreased the expressions of p-JNK and p-p38. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Viability Assay Cell Line: SH-SY5Y cells Concentration: 20, 40, and 80 μM Incubation Time: Pretreatment for 4 h followed by 6-OHDA (200 μM) for 24 h Result: Significantly increased 6-OHDA-induced SH-SY5Y cells viability. Western Blot Analysis Cell Line: SH-SY5Y cells Concentration: 80 μM Incubation Time: 1, 2 and 4 h Result: Markedly decreased the expressions of p-JNK and p-p38.

Specifications

Synonyms

SPBio_000722 | AKOS024287743 | MYF | Spectrum4_001678 | SpecPlus_000826 | 5, 7-Dihydroxy-2-(3, 4, 5-trihydroxyphenyl)-4H-1-benzopyran-4-one | C10192 | KBio2_004639 | BP-10199 | AR-683/41530196 | BSPBio_003253 | Tricetin | MS-24353 | NCGC00095682-02 | KBioGR_

Specifications & Purity

Moligand™, ≥97%

Biochemical and Physiological Mechanisms

Tricetin is a potent competitive inhibitor of the Keap1-Nrf2 Protein Protein Interaction (PPI). Tricetin protects against 6-OHDA-induced neurotoxicity in Parkinson's disease model by activating Nrf2/HO-1 signaling pathway and preventing mitochondria-depen

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥97%

Names and Identifiers

• Canonical Smiles: C1=C(C=C(C(=C1O)O)O)C2=CC(=O)C3=C(C=C(C=C3O2)O)O
• IUPAC Name: 5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
• InChIKey: ARSRJFRKVXALTF-UHFFFAOYSA-N
• INCHI: 1S/C15H10O7/c16-7-3-8(17)14-9(18)5-12(22-13(14)4-7)6-1-10(19)15(21)11(20)2-6/h1-5,16-17,19-21H
• Isomeric SMILES: C1=C(C=C(C(=C1O)O)O)C2=CC(=O)C3=C(C=C(C=C3O2)O)O
• PubChem CID: 5281701
• Molecular Weight: 302.24

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Flavonoids
• Subclass: Flavones
• Intermediate Tree Nodes: Not available
• Direct Parent: Flavones
• Alternative Parents: 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 Vinylogous acids Heteroaromatic compounds Oxacyclic compounds Polyols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 3'-hydroxyflavonoid - 4'-hydroxyflavonoid - 5-hydroxyflavonoid - 7-hydroxyflavonoid - Flavone - Hydroxyflavonoid - Chromone - Benzopyran - 1-benzopyran - Benzenetriol - Pyrogallol derivative - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Pyranone - Monocyclic benzene moiety - Pyran - Benzenoid - Vinylogous acid - Heteroaromatic compound - Organoheterocyclic compound - Oxacycle - Polyol - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).
• 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

Associated Targets(Human)

VDR Tclin Vitamin D receptor (26531 Activities)

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NEU2 Tbio Sialidase 2 (382 Activities)

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

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

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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HBB Tbio Hemoglobin beta chain (329 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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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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THP-1 (11052 Activities)

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HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 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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CYBB Tchem Cytochrome b-245 heavy chain (193 Activities)

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

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RECQL Tbio ATP-dependent DNA helicase Q1 (5575 Activities)

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BLM Tchem Bloom syndrome protein (4248 Activities)

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

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GALK1 Tbio Galactokinase (959 Activities)

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 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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PTPRS Tchem Receptor-type tyrosine-protein phosphatase S (105 Activities)

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Associated Targets(non-human)

Cruzipain (33337 Activities)

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Human alphaherpesvirus 1 (11089 Activities)

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Hepatitis C virus (23859 Activities)

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Vero (26788 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

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FTL Ferritin light chain (43324 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 302.230 g/mol
• XLogP3: 1.000
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 302.043 Da
• Monoisotopic Mass: 302.043 Da
• Topological Polar Surface Area: 127.000 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 465.000
• 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