Butein
Compound Structure: |
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Synonyms: | Butein;487-52-5;2',4',3,4-Tetrahydroxychalcone;3,4,2',4'-Tetrahydroxychalcone;(E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one;NSC-652892;(2E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one;CHEMBL128000 | ||||||||||||||||||||||||||||||||||||||
Compound ID: | NMPC-696 | ||||||||||||||||||||||||||||||||||||||
PubChem ID: | |||||||||||||||||||||||||||||||||||||||
Molecular Formula: | C15H12O5 | ||||||||||||||||||||||||||||||||||||||
Canonical SMILES: | C1=CC(=C(C=C1C=CC(=O)C2=C(C=C(C=C2)O)O)O)O | ||||||||||||||||||||||||||||||||||||||
InChIKey: | AYMYWHCQALZEGT-ORCRQEGFSA-N | ||||||||||||||||||||||||||||||||||||||
About the compound: | Butein is a type of chalcone, a natural organic compound, characterized by its structure as an (E)-chalcone with four hydroxy substituents located at the 2', 3, 4, and 4' positions. It functions in various biological roles, including as a tyrosine kinase inhibitor, an antioxidant, an inhibitor of aldehyde reductase (EC 1.1.1.21), an antineoplastic agent, a geroprotector, a radiosensitizing agent, and a hypoglycemic agent. Additionally, butein is identified as a plant metabolite and is a member of the chalcones subgroup, which itself is a class of polyphenols. Butein is a flavonoid that can be obtained from the seeds of Cyclopia subternata. It has been recognized for its specific inhibitory action on protein tyrosine kinases and its ability to induce apoptosis, which is a process of programmed cell death crucial in controlling cancer growth and development. This makes it an area of interest in cancer research, particularly by the National Cancer Institute (NCI). As a chalconoid, butein is found in various plant sources including Toxicodendron vernicifluum (previously known as Rhus verniciflua), Dahlia species, Butea monosperma, and Coreopsis species. It exhibits significant antioxidative properties and is known to inhibit aldose reductase and the formation of advanced glycation endproducts. These effects are particularly relevant in the context of diabetes management and complications. Furthermore, butein is classified as a sirtuin-activating compound. Sirtuins are a group of enzymes that utilize NAD+ to remove acetyl groups from proteins, playing a role in various cellular processes including aging, inflammation, and stress resistance. The activation of sirtuins by compounds like butein could potentially have therapeutic benefits in aging and age-related diseases. Interestingly, butein also demonstrates a high ability to inhibit the aromatase process in the human body. Aromatase is an enzyme that plays a crucial role in estrogen production. Due to this inhibitory action on aromatase, butein has been explored as a potential therapeutic agent in the treatment of estrogen-dependent breast cancer. The diverse biological activities of butein, ranging from its roles in cancer therapy to its antioxidative and anti-aging properties, make it a compound of significant interest in various fields of biomedical research. Its potential in treating diseases and managing health conditions, particularly those related to oxidative stress, aging, and hormone-dependent cancers, highlights the importance of butein in pharmacological and therapeutic contexts. As research continues, the scope of butein's applications may expand, offering new avenues for treatment and prevention strategies in modern medicine. GHS Hazard Statements Not Classified Reported as not meeting GHS hazard criteria by 2 of 2 companies. For more detailed information, |
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Properties: |
Chemical and Physical Properties
Source:
PubChem |
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Source Species: |
Talinum triangulare |