Structure via PubChem · Public domain (PubChem)
butein
Sign in to saveAlso known as (E)-2',3,4,4'-terahydroxychalcone, 3,4,2',4'-Tetrahydroxychalcone, 2',3,4,4'-Tetrahydroxychalcone
Butein is a chalcone of the chalconoids. It can be found in Toxicodendron vernicifluum (or formerly Rhus verniciflua), Dahlia, Butea (Butea monosperma) and Coreopsis. It has antioxidative, aldose reductase and advanced glycation endproducts inhibitory effects. It is also a sirtuin-activating compound, a chemical compound having an effect on sirtuins, a group of enzymes that use NAD+ to remove acetyl groups from proteins. Buteins possess a high ability to inhibit aromatase process in the human body, for this reason, the use of these compounds in the treatment of breast cancer on the estrogen gr
Chemical data
- Formula
- C15H12O5
- Molecular weight
- 272.25 g/mol
- IUPAC name
- (E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one
- SMILES
- C1=CC(=C(C=C1/C=C/C(=O)C2=C(C=C(C=C2)O)O)O)O
- InChIKey
- AYMYWHCQALZEGT-ORCRQEGFSA-N
- XLogP
- 2.8
- Polar surface area
- 98 Ų
- H-bond donors
- 4
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 272.068
Show 4 more facts
- found in taxon
- Asteraceae
- chemical formula
- C₁₅H₁₂O₅
- canonical SMILES
- C1=CC(=C(C=C1C=CC(=O)C2=C(C=C(C=C2)O)O)O)O
- isomeric SMILES
- C1=CC(=C(C=C1/C=C/C(=O)C2=C(C=C(C=C2)O)O)O)O
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Butein is a chalcone of the chalconoids. It can be found in Toxicodendron vernicifluum (or formerly Rhus verniciflua), Dahlia, Butea (Butea monosperma) and Coreopsis. It has antioxidative, aldose reductase and advanced glycation endproducts inhibitory effects. It is also a sirtuin-activating compound, a chemical compound having an effect on sirtuins, a group of enzymes that use NAD+ to remove acetyl groups from proteins. Buteins possess a high ability to inhibit aromatase process in the human body, for this reason, the use of these compounds in the treatment of breast cancer on the estrogen ground has been explored. The first attempts of sport pro-hormone supplementation with the use of buteins took place in Poland.
==References==
Excerpted from Wikipedia’s “butein” article, available under the CC BY-SA 4.0 licence.