Calycosin

Calycosin
IUPAC name

7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)chromen-4-one
Other names

7,3'-dihydroxy-4'-methoxyisoflavone
3',7-dihydroxy-4'-methoxyisoflavone
3'-hydroxyformononetin
Identifiers
CAS number 20575-57-9 Y=
PubChem 5280448
UNII 09N3E8P7TA N
ChEMBL CHEMBL241608 N
Jmol-3D images Image 1
Properties
Molecular formula C16H12O5
Molar mass 284.26 g/mol
Exact mass 284.068473 u
 N (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

Calycosin is a O-methylated isoflavone. It can be isolated from Astragalus membranaceus Bge. var. mongholicus[1] and Trifolium pratense (red clover).[2]

Biosynthesis

Isoflavone 3'-hydroxylase uses formononetin, NADPH, H+ and O2 to produce calycosin, NADP+ and H2O.

References

  1. ^ Preparative isolation and purification of calycosin from Astragalus membranaceus Bge. var. mongholicus (Bge.) Hsiao by high-speed counter-current chromatography. Xiaofeng Ma, Tianyou Zhang, Yun Wei, Pengfei Tu, Yingjie Chen and Yoichiro Ito, Journal of Chromatography A, Volume 962, Issues 1-2, 12 July 2002, Pages 243-247
  2. ^ Identification of isoflavones calycosin and pseudobaptigenin in Trifolium pratense. David R. Biggs and Geoffrey A. Lane, Phytochemistry, Volume 17, Issue 9, 1978, Pages 1683-1684
Isoflavones and their glycosides
Isoflavones
Daidzein | Genistein | Irilone |Orobol | Pseudobaptigenin | Anagyroidisoflavone A and B
O-methylated isoflavones
Glycosides
Prenylated isoflavones
Bidwillol A | Derrubone | Luteone | Wighteone
Pyranoisoflavones
Alpinumisoflavone | Barbigerone | Di-O-methylalpinumisoflavone | 4'-methyl-alpinumisoflavone
Misc
Synthetic