Kumatakenin - ≥98% , CAS No.3301-49-3

CAS: 3301-49-3 Cat. No.: K648394 Formula: C₁₇H₁₄O₆ Molecular Weight: 314.29 PubChem CID: 5318869

GRADE & PURITY Moligand™, ≥97%

Synonyms

KAMATAKENIN | XK161815 | HY-N3415 | 5,4''-DIHYDROXY-3,7-DIMETHOXYFLAVONE | 5,4'-dihydroxy-3,7-dimethoxyflavone | BRN 0116595 | KAEMPFEROL 3,7-O-DIMETHYL ETHER | sulfinylbismethane | DTXCID30109136 | HMS3370A22 | 5-Hydroxy-2-(4-hydroxyphenyl)-3,7-dimethoxy

Storage

Store at 2-8°C,Protected from light,Desiccated

Shipped In

Wet ice

Overview

Kumatakenin is an apoptosis inducer and autophagy inhibitor, with a Kd value of 2.94 μM for mouse ATG5. Kumatakenin increases the activities of caspase-3, caspase-8 and caspase-9, thereby inducing caspase-dependent apoptosis in ovarian cancer cells;can reduce the expression of chemokines and pro-oncogenic factors in ovarian cancer cells, and inhibit M2 macrophage polarization; can inactivate TRIM65 function, reduce the expression and stability of FASN, and thus inhibits the proliferation, migration, invasion and tumor progression of esophageal cancer cells; can interact with ATG5 to reduce its protein level, decrease LC3 level, and reduce the number of autophagosomes in the hippocampus; can bind to Eno3 to upregulate its expression, reduce the stability and expression level of IRP1 mRNA, inhibit ferroptosis, alleviate intestinal inflammation, and restore epithelial barrier function; can enhance the efficacy of antibiotics against pathogenic bacteria, inhibit SARS-CoV-2 replication, and reduce cytokine production. Kumatakenin is applicable to research related to ovarian cancer, esophageal cancer, depression and colitis.

Specifications

Synonyms

KAMATAKENIN | XK161815 | HY-N3415 | 5,4''-DIHYDROXY-3,7-DIMETHOXYFLAVONE | 5,4'-dihydroxy-3,7-dimethoxyflavone | BRN 0116595 | KAEMPFEROL 3,7-O-DIMETHYL ETHER | sulfinylbismethane | DTXCID30109136 | HMS3370A22 | 5-Hydroxy-2-(4-hydroxyphenyl)-3,7-dimethoxy

Specifications & Purity

Moligand™, ≥97%

Storage

Store at 2-8°C,Protected from light,Desiccated

Shipped In

Wet ice

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

Grade

Moligand™

Action Type

ACTIVATOR

Purity

≥97%

Names and Identifiers

Canonical Smiles

COC1=CC(=C2C(=C1)OC(=C(C2=O)OC)C3=CC=C(C=C3)O)O

IUPAC Name

5-hydroxy-2-(4-hydroxyphenyl)-3,7-dimethoxychromen-4-one

InChIKey

BJBUTJQYZDYRMJ-UHFFFAOYSA-N

INCHI

1S/C17H14O6/c1-21-11-7-12(19)14-13(8-11)23-16(17(22-2)15(14)20)9-3-5-10(18)6-4-9/h3-8,18-19H,1-2H3

Isomeric SMILES

COC1=CC(=C2C(=C1)OC(=C(C2=O)OC)C3=CC=C(C=C3)O)O

Alternate CAS

3301-49-3

PubChem CID

5318869

Molecular Weight

314.29

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Flavonoids
      • Subclass O-methylated flavonoids

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Flavonoids
• Subclass: O-methylated flavonoids
• Intermediate Tree Nodes: Not available
• Direct Parent: 7-O-methylated flavonoids
• Alternative Parents: 3-O-methylated flavonoids 4'-hydroxyflavonoids Flavones 5-hydroxyflavonoids 3-methoxychromones Anisoles 1-hydroxy-2-unsubstituted benzenoids Pyranones and derivatives 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Benzene and substituted derivatives Heteroaromatic compounds Vinylogous acids Oxacyclic compounds Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 3-methoxyflavonoid-skeleton - 7-methoxyflavonoid-skeleton - 4'-hydroxyflavonoid - 5-hydroxyflavonoid - Flavone - Hydroxyflavonoid - 3-methoxychromone - Chromone - Benzopyran - 1-benzopyran - Anisole - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Pyranone - Phenol - Monocyclic benzene moiety - Benzenoid - Pyran - Vinylogous acid - Heteroaromatic compound - Organoheterocyclic compound - Oxacycle - Ether - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.
• 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)

MCF7 (126967 Activities)

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HepG2 (196354 Activities)

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Associated Targets(non-human)

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

Discover Target: Ptpn1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Enterovirus C (520 Activities)

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Human rhinovirus sp. (1587 Activities)

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Plasmodium falciparum (966862 Activities)

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Leishmania amazonensis (3813 Activities)

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Trypanosoma brucei gambiense (523 Activities)

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B16 (5829 Activities)

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Vero (26788 Activities)

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L6 (7924 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light and Moisture sensitive
• Molecular Weight: 314.290 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 314.079 Da
• Monoisotopic Mass: 314.079 Da
• Topological Polar Surface Area: 85.200 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 479.000
• 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

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C, protected from light, desiccated. Keep the container tightly closed with desiccant — the material is moisture-sensitive.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

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

The CAS Number is 3301-49-3, the molecular formula is C17H14O6, and the molecular weight is 314.29 g/mol. InChIKey BJBUTJQYZDYRMJ-UHFFFAOYSA-N.

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.