Butein

Butein

IUPAC name (E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one
Other names 2',3,4,4'-Tetrahydroxychalcone 2',4',3,4-Tetrahydroxychalcone 3,4,2',4'-Tetrahydroxychalcone 2′,4′,3,4-Tetrahydroxychalcone
Identifiers
CAS number	487-52-5, 21849-70-7
PubChem	5281222
ChemSpider	4444634
ChEMBL	CHEMBL128000^Y
Jmol-3D images	Image 1
SMILES C1=CC(=C(C=C1C=CC(=O)C2=C(C=C(C=C2)O)O)O)O
InChI InChI=1S/C15H12O5/c16-10-3-4-11(14(19)8-10)12(17)5-1-9-2-6-13(18)15(20)7-9/h1-8,16,18-20H/b5-1+ Key: AYMYWHCQALZEGT-ORCRQEGFSA-N InChI=1/C15H12O5/c16-10-3-4-11(14(19)8-10)12(17)5-1-9-2-6-13(18)15(20)7-9/h1-8,16,18-20H/b5-1+ Key: AYMYWHCQALZEGT-ORCRQEGFBV
Properties
Molecular formula	C₁₅H₁₂O₅
Molar mass	272.25 g/mol
Exact mass	272.068473 u
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Butein is a chalconoid. It can be found in Toxicodendron vernicifluum (or formerly Rhus verniciflua). It has antioxidative, aldose reductase and advanced glycation endproducts inhibitory effects^[1]. 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.

References

Chalconoids and their glycosides

Chalconoids:	Butein \| Isoliquiritigenin \| Methyl hydroxychalcone \| Okanin

Chalconoid glycosides:	Carthamin \| Marein \| okanin 3,4,3′-trimethyl ether 4′-glucoside \| okanin 4-methyl ether 4′-glucoside \| okanin 4-methyl ether 4′-glucoside monoacetate \| Okanin 3,4-dimethyl ether 4′-glucoside

Acetylated chalconoids:	Licochalcone A \| Sophoradin (prenylated) \| Xanthohumol (prenylated)

O-methylated chalconoids	Cardamomin \| Okanin 3,4,3′,4′-tetramethyl ether

Flavokavains	Flavokavain A \| Flavokavain B \| Flavokavain C

Synthetic	Sofalcone