Liquiritin

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

Liquiritin

Names
Other names Liquiritoside Liquiritigenin-4'-O-glucoside
Identifiers
CAS Number	551-15-5^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:80845^Y
ChemSpider	439855
PubChem CID	503737
UNII	T0O79T74CD^Y
CompTox Dashboard (EPA)	DTXSID40203619
InChI 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
SMILES 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
Chemical formula	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, J. X., Wang, S. Y., Wu, X. H., & Yu, P. (2012). Optimization of Separation Conditions of Liquiritin in Preparative Liquid Chromatography. In Advanced Materials Research (Vol. 550, pp. 1647-1652). Trans Tech Publications Ltd.
2. Yin, Y., Li, Y., Jiang, D., Zhang, X., Gao, W., & Liu, C. (2019). 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

• Wang, J.; Wang, D.; Yu, J.; Liu, C.; Li, L.; Zhang, Y. (2013). "Isolation of Liquiritigenin-4'-Apiosyl-Glucoside and Liquiritin from the Root of Glycyrrhiza uralensis by High-Performance Centrifugal Partition Chromatography". Journal of Chromatographic Science. 52 (4): 310–314. doi:10.1093/chromsci/bmt029. ISSN 0021-9665. PMID 23552847.
• Cong, Jing Xiang; Wang, Shao Yan; Gao, Hong (2012). "Separation of Liquiritin by Two-Dimensional Liquid Chromatography". Advanced Materials Research. 455-456: 1232–1238. doi:10.4028/www.scientific.net/AMR.455-456.1232. ISSN 1662-8985.
• Cong, Jingxiang; Lin, Bingchang (2007). "Separation of Liquiritin by simulated moving bed chromatography". Journal of Chromatography A. 1145 (1–2): 190–194. doi:10.1016/j.chroma.2007.01.088. ISSN 0021-9673. PMID 17289063.
• Ni, H., Xu, M., Xie, K., Fei, Y., Deng, H., He, Q., ... & Yao, M. (2020). "Liquiritin alleviates pain through inhibiting CXCL1/CXCR2 signaling pathway in bone cancer pain rat". Frontiers in Pharmacology, 11. doi:10.3389/fphar.2020.00436 PMC 7193085 PMID 32390832

External links

• Media related to Liquiritin at Wikimedia Commons