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Retusin (isoflavone)

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Not to be confused with retusin (flavonol).
Retusin
Chemical structure of retusin
Retusin molecule
Names
IUPAC name 7,8-Dihydroxy-4′-methoxyisoflavone
Systematic IUPAC name 7,8-Dihydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C16H12O5/c1-20-10-4-2-9(3-5-10)12-8-21-16-11(14(12)18)6-7-13(17)15(16)19/h2-8,17,19H,1H3Key: DLXIJJURUIXRFK-UHFFFAOYSA-N
  • InChI=1/C16H12O5/c1-20-10-4-2-9(3-5-10)12-8-21-16-11(14(12)18)6-7-13(17)15(16)19/h2-8,17,19H,1H3Key: DLXIJJURUIXRFK-UHFFFAOYAG
SMILES
  • COC1=CC=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3O)O
Properties
Chemical formula C16H12O5
Molar mass 284.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Retusin is an O-methylated isoflavone, a type of flavonoid. It can be found in Fabaceae species like Dipteryx odorata, in Dalbergia retusa and in Millettia nitida. It can also be found in Maackia amurensis cell cultures.

References

  1. Isoflavones from Dipteryx odorata. Teruo Hayashi and Ronald H. Thomson, Phytochemistry, Volume 13, Issue 9, September 1974, Pages 1943-1946
  2. Microsomal metabolism of calycosin, formononetin and drug–drug interactions by dynamic microdialysis sampling and HPLC–DAD–MS analysis. Xiao-Dong Wen, Lian-Wen Qi, Bin Lia, Ping Li, Ling Yia, Ya-Qiong Wang, E-Hu Liu and Xiao-Lin Yang, Journal of Pharmaceutical and Biomedical Analysis, Volume 50, Issue 1, 15 August 2009, Pages 100-105
  3. Retusin (Dalbergia) on kanaya.naist.jp/
  4. Interactions between thrombin and natural products of Millettia nitita var. hirsutissima using capillary zone electrophoresis. Shuyu Zhang, Jun Cheng, Wenjing Chen, Xiaomei Ling, Yuying Zhao, Jie Feng, Cheng Xiang and Hong Liang, Journal of Chromatography B, Volume 877, Issue 32, 15 December 2009, pages 4107-4114, doi:10.1016/j.jchromb.2009.10.033
  5. Isoflavonoid production by callus cultures of Maackia amurensis. S.A Fedoreyev, T.V Pokushalov, M.V Veselova, L.I Glebko, N.I Kulesh, T.I Muzarok, L.D Seletskaya, V.P Bulgakov and Yu.N Zhuravlev, Fitoterapia, 1 August 2000, Volume 71, Issue 4, Pages 365–372, doi:10.1016/S0367-326X(00)00129-5


Isoflavones and their glycosides
Isoflavones
O-methylated isoflavones
Glycosides
Prenylated isoflavones
Pyranoisoflavones
Derivatives
Synthetic
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