Barbigerone

Barbigerone

Names
IUPAC name 2′,4′,5′-Trimethoxy-6′′,6′′-dimethyl-6′′H-pyrano[2′′,3′′:7,8]isoflavone
Systematic IUPAC name 8,8-Dimethyl-3-(2,4,5-trimethoxyphenyl)-4H,8H-benzo[1,2-b:3,4-b′]dipyran-4-one
Other names Barubigeron
Identifiers
CAS Number	75425-27-3 Y=
3D model (JSmol)	Interactive image
ChemSpider	138031 Y
MeSH	C543999
PubChem CID	156793
UNII	9BE3F2B4GD Y
CompTox Dashboard (EPA)	DTXSID30226352
InChI InChI=1S/C23H22O6/c1-23(2)9-8-13-17(29-23)7-6-14-21(24)16(12-28-22(13)14)15-10-19(26-4)20(27-5)11-18(15)25-3/h6-12H,1-5H3 Y Key: OBIUGMGQVQMVSK-UHFFFAOYSA-N Y InChI=1/C23H22O6/c1-23(2)9-8-13-17(29-23)7-6-14-21(24)16(12-28-22(13)14)15-10-19(26-4)20(27-5)11-18(15)25-3/h6-12H,1-5H3 Key: OBIUGMGQVQMVSK-UHFFFAOYAE
SMILES O=C3C(=C/Oc2c1\C=C/C(Oc1ccc23)(C)C)\c4cc(OC)c(OC)cc4OC
Properties
Chemical formula	C23H22O6
Molar mass	394 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Barbigerone is one of a few pyranoisoflavones among several groups of isoflavones. It was first isolated from the seed of a leguminous plant Tephrosia barbigera; hence the name "barbigerone".^[1] Members of the genus Millettia are now known to be rich in barbigerone, including M. dielsiena,^[2] M. ferruginea,^[3] M. usaramensis,^[4] and M. pachycarpa.^[5] It has also been isolated from the medicinal plant Sarcolobus globosus.^[6] Barbigerone from S. globosus is validated to have significant antioxidant property.^[7] Barbigerone exhibits profound antiplasmodial activity against the malarial parasite Plasmodium falciparum.^[8] It is also demonstrated that it has anti-cancer potential as it causes apoptosis of murine lung-cancer cells.^[9]