Chemistry:Sterubin

From HandWiki
Sterubin
Names
IUPAC name
(2S)-3′,4′,5-Trihydroxy-7-methoxyflavan-4-one
Systematic IUPAC name
(2S)-2-(3,4-Dihydroxyphenyl)-5-hydroxy-7-methoxy-2,3-dihydro-4H-1-benzopyran-4-one
Other names
7-Methoxy-3′,4′,5-trihydroxyflavanone
Identifiers
3D model (JSmol)
ChemSpider
UNII
Properties
C16H14O6
Molar mass 302.28 g/mol
Density 1.458 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Sterubin (7-methoxy-3',4',5-trihydroxyflavanone) is a bitter-masking flavanone extracted from Yerba Santa (Eriodictyon californicum) a plant growing in America.[1]

Sterubin is one of the four flavanones identified by Symrise in this plant which elicit taste-modifying properties. The others are homoeriodictyol, its sodium salt, and eriodictyol.[2]

Recent research has demonstrated some neuroprotective properties of Sterubin in vitro, but more research is needed before it can be considered a true drug candidate.[3][4][5]

References

  1. ↑ Patricia Kaminski and Richard Katz. Yerba Santa Eriodictyon californicum. Flower Essence Society.
  2. ↑ "Evaluation of bitter masking flavanones from Herba Santa (Eriodictyon californicum (H. and A.) Torr., Hydrophyllaceae)". J. Agric. Food Chem. 53 (15): 6061–6. July 2005. doi:10.1021/jf0505170. PMID 16028996. 
  3. ↑ Wolfgang Fischer; Antonio Currais; Zhibin Liang; Antonio Pinto; Pamela Maher (February 2019). "Old age-associated phenotypic screening for Alzheimer's disease drug candidates identifies sterubin as a potent neuroprotective compound from Yerba santa". Redox Biology 21: 101089. doi:10.1016/j.redox.2018.101089. PMID 30594901. 
  4. ↑ Zhibin Liang; Pamela Maher (November 2022). "Structural Requirements for the Neuroprotective and Anti-Inflammatory Activities of the Flavanone Sterubin". Antioxidants 11 (11): 2197. doi:10.3390/antiox11112197. PMID 36358569. 
  5. ↑ Batya Swift Yasgur. [1]. (Paywalled) Medscape. February 2019.