Glycyrrhizol

Glycyrrhizol A
Names
Preferred IUPAC name
1-Methoxy-2,8-bis(3-methylbut-2-en-1-yl)-6H-[1]benzofuro[3,2-c] [1]benzopyran-3,9-diol
Identifiers
CAS Number
  • 877373-00-7 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:65976 ☒N
ChEMBL
  • ChEMBL522282 checkY
ChemSpider
  • 9721048 checkY
PubChem CID
  • 11546269
UNII
  • 84L7S5MVN5 checkY
CompTox Dashboard (EPA)
  • DTXSID50468358 Edit this at Wikidata
InChI
  • InChI=1S/C26H28O5/c1-14(2)6-8-16-10-18-19-13-30-23-12-21(28)17(9-7-15(3)4)25(29-5)24(23)26(19)31-22(18)11-20(16)27/h6-7,10-12,27-28H,8-9,13H2,1-5H3 checkY
    Key: CBPFOSMNDISZLV-UHFFFAOYSA-N checkY
  • InChI=1/C26H28O5/c1-14(2)6-8-16-10-18-19-13-30-23-12-21(28)17(9-7-15(3)4)25(29-5)24(23)26(19)31-22(18)11-20(16)27/h6-7,10-12,27-28H,8-9,13H2,1-5H3
    Key: CBPFOSMNDISZLV-UHFFFAOYAJ
  • o2c1c(cc(c(O)c1)C\C=C(/C)C)c3c2c4c(OC)c(c(O)cc4OC3)C\C=C(/C)C
Properties
Chemical formula
C26H28O5
Molar mass 420.50 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Chemical compound

Glycyrrhizol A is a prenylated pterocarpan and an isoflavonoid derivative. It is a compound isolated from the root of the Chinese licorice plant (Glycyrrhiza uralensis).[citation needed]

It may has in vitro antibacterial properties.[1] In one study, the strongest antibacterial activity was observed against Streptococcus mutans, an organism known to cause tooth decay in humans.[1]

References

  1. ^ a b He J, Chen L, Shi W, Lu Q-Y (2006). "Antibacterial Compounds from Glycyrrhiza uralensis". Journal of Natural Products. 69 (1): 121–124. CiteSeerX 10.1.1.552.7335. doi:10.1021/np058069d. PMID 16441081.
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Types of pterocarpans
Pterocarpans:
  • Erybraedin C
  • Erythrabyssin II
  • Folitenol
  • Glycinol
  • Maackiain
  • Orientanol A, B and C
  • Pisatin
  • Sophorol
  • Trifolirhizin
O-methylatedPrenylated
  • Bitucarpin A and B
  • Glyceollidin I and II
  • Glyceollins (Glyceollin I, II, III and IV)
  • Glycyrrhizol A
  • Morisianine
  • Phaseolin
  • Striatine


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