Liquiritin

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
CAS Number
  • 551-15-5 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:80845 checkY
ChemSpider
  • 439855
PubChem CID
  • 503737
UNII
  • T0O79T74CD checkY
CompTox Dashboard (EPA)
  • DTXSID40203619 Edit this at Wikidata
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
  • 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
Chemical compound

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

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.

Further reading

  • Wang J, Wang D, Yu J, Liu C, Li L, Zhang Y (April 2014). "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): 310–4. doi:10.1093/chromsci/bmt029. 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. S2CID 135570958.
  • Cong J, Lin B (March 2007). "Separation of Liquiritin by simulated moving bed chromatography". Journal of Chromatography A. 1145 (1–2): 190–4. doi:10.1016/j.chroma.2007.01.088. PMID 17289063.
  • Ni H, Xu M, Xie K, Fei Y, Deng H, He Q, Wang T, Liu S, Zhu J, Xu L, Yao M (2020). "Liquiritin Alleviates Pain Through Inhibiting CXCL1/CXCR2 Signaling Pathway in Bone Cancer Pain Rat". Frontiers in Pharmacology. 11: 436. doi:10.3389/fphar.2020.00436. PMC 7193085. PMID 32390832.

External links

  • Media related to Liquiritin at Wikimedia Commons
  • v
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Flavanones and their glycosides
FlavanonesO-methylated flavanones
C-methylated flavanonesGlycosides
AcetylatedAcetylated glycosides
  • Nirurin


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