Liquiritin

Liquiritin is the 4'-O-glucoside of the flavanone liquiritigenin. Liquiritin is one of flavone compounds derived from licorice.[1]

Liquiritin
Names
IUPAC name
(2S)-4′-(β-D-Glucopyranosyloxy)-7-hydroxyflavan-4-one
Systematic IUPAC name
(2S)-7-Hydroxy-4-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-4H-1-benzopyran-4-one
Other names
Liquiritoside
Liquiritigenin-4'-O-glucoside
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C21H22O9/c22-9-17-18(25)19(26)20(27)21(30-17)28-12-4-1-10(2-5-12)15-8-14(24)13-6-3-11(23)7-16(13)29-15/h1-7,15,17-23,25-27H,8-9H2/t15-,17+,18+,19-,20+,21+/m0/s1
    Key: DEMKZLAVQYISIA-ZRWXNEIDSA-N
  • InChI=1/C21H22O9/c22-9-17-18(25)19(26)20(27)21(30-17)28-12-4-1-10(2-5-12)15-8-14(24)13-6-3-11(23)7-16(13)29-15/h1-7,15,17-23,25-27H,8-9H2/t15-,17+,18+,19-,20+,21+/m0/s1
    Key: DEMKZLAVQYISIA-ZRWXNEIDBX
  • C1[C@H](OC2=C(C1=O)C=CC(=C2)O)C3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
Properties
C21H22O9
Molar mass 418.398 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

De novo biosynthesis of liquiritin in Saccharomyces cerevisiae using endogenous yeast metabolites as precursors and cofactors, provides a possibility for the economical and sustainable production and application of licorice flavonoids through synthetic biology.[2]

References
  1. Cong JX, Wang SY, Wu XH, Yu P (2012). "Optimization of Separation Conditions of Liquiritin in Preparative Liquid Chromatography". Advanced Materials Research. 550–553: 1647–1652. doi:10.4028/www.scientific.net/AMR.550-553.1647. S2CID 97214921.
  2. Yin Y, Li Y, Jiang D, Zhang X, Gao W, Liu C (April 2020). "De novo biosynthesis of liquiritin in Saccharomyces cerevisiae". Acta Pharmaceutica Sinica B. 10 (4): 711–721. doi:10.1016/j.apsb.2019.07.005. PMC 7161706. PMID 32322472.

Further reading


This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.