Luteone (isoflavone)

Luteone

Names
IUPAC name

2′,4′,5,7-Tetrahydroxy-6-(3-methylbut-2-en-1-yl)isoflavone

Systematic IUPAC name

3-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-4H-1-benzopyran-4-one

Other names

Ruizgenin

Identifiers

CAS Number

* 41743-56-0 Y

3D model (JSmol)

* Interactive image

3DMet  |

* B03983

ChEBI |

* CHEBI:27917 N

ChEMBL |

* ChEMBL549617

ChemSpider |

* 4445109 N

KEGG |

* C10498

PubChem CID

* 5281797

UNII |

* FU3E0232IF Y

InChI

* InChI=1S/C20H18O6/c1-10(2)3-5-13-16(23)8-17-18(19(13)24)20(25)14(9-26-17)12-6-4-11(21)7-15(12)22/h3-4,6-9,21-24H,5H2,1-2H3

Key: MMPVAPMCVABQPS-UHFFFAOYSA-N

SMILES

* CC(=CCC1=C(C=C2C(=C1O)C(=O)C(=CO2)C3=C(C=C(C=C3)O)O)O)C

Properties

Chemical formula

| C20H18O6
Molar mass | 354.358 g·mol−1

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

N verify (what is YN ?)
Infobox references

Luteone is a prenylated isoflavone, a type of flavonoid. It can be found in the pods of Laburnum anagyroides[1] and can be synthesized.[2]

## References

1. ↑ Sato H.; Tahara S.; Ingham J. L.; Dziedzic S. Z. (1995). "Isoflavones from pods of Laburnum anagyroides". Phytochemistry 39 (3): 673–676. doi:10.1016/0031-9422(95)00029-7. http://cat.inist.fr/?aModele=afficheN&cpsidt=3619889.
2. ↑ Tsukayama M.; Wada H.; Kishida M.; Nishiuchi M.; Kawamura Y. (2000). "Regioselective Synthesis of Prenylisoflavones. Syntheses of Luteone and Luteone Hydrate". Chem Lett 29 (12): 1362–1363. doi:10.1246/cl.2000.1362. http://sciencelinks.jp/j-east/article/200110/000020011001A0106511.php.

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Isoflavones and their glycosides

Isoflavones|

* Daidzein
* Genistein
* Orobol

O-methylated isoflavones|

* Biochanin A
* Calycosin
* Formononetin
* Glycitein
* Irigenin
* 5-O-methylgenistein
* Pratensein
* Prunetin
* Psi-tectorigenin
* Retusin
* Tectorigenin

Glycosides|

* Daidzin
* Genistin
* Iridin
* Mirificin
* Ononin
* Puerarin
* Sophoricoside
* Tectoridin

Prenylated isoflavones|

* Bidwillol A
* Derrubone
* Luteone
* 7-O-Methylluteone
* Wighteone

Pyranoisoflavones|

* Alpinumisoflavone
* Barbigerone
* Di-O-methylalpinumisoflavone
* 4'-methyl-alpinumisoflavone

Derivatives|

* Anagyroidisoflavone A and B
* Irilone
* Pseudobaptigenin
* Rotenoids

Synthetic|

* Ipriflavone

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