Glycyrrhizol: Difference between revisions

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 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:65976 ;
ChEMBL	ChEMBL522282 ;
ChemSpider	9721048 ;
PubChem CID	11546269;
UNII	84L7S5MVN5 ;
CompTox Dashboard (EPA)	DTXSID50468358 ;
	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 Key: CBPFOSMNDISZLV-UHFFFAOYSA-N ; 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;
	SMILES 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). verify (what is ?) Infobox references

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Latest revision as of 12:01, 21 October 2024

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

^ ^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.

This article about an aromatic compound is a stub. You can help Wikipedia by expanding it.

[He-1] 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.

[1]

@@ Line 1: / Line 1: @@
-{{Orphan|date=February 2009}}
 {{chembox
+| Verifiedfields = changed
-| verifiedrevid = 400100916
+| Watchedfields = changed
+| verifiedrevid = 408565402
 | Name=Glycyrrhizol A
 | ImageFile = Glycyrrhizol A.png
 | ImageSize = 200px
-| IUPACName = 1-Methoxy-2,8-bis-(3-methyl-but-2-enyl)-6''H''-benzo[4,5]furo[3,2-c]chromene-3,9-diol
+| PIN = 1-Methoxy-2,8-bis(3-methylbut-2-en-1-yl)-6''H''-[1]benzofuro[3,2-''c''] [1]benzopyran-3,9-diol
 | OtherNames =
-| Section1 = {{Chembox Identifiers
+|Section1={{Chembox Identifiers
 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
 | ChemSpiderID = 9721048
 | 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
 | InChIKey = CBPFOSMNDISZLV-UHFFFAOYAJ
+| ChEBI_Ref = {{ebicite|changed|EBI}}
+| ChEBI = 65976
+| ChEMBL_Ref = {{ebicite|correct|EBI}}
+| ChEMBL = 522282
 | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
 | StdInChI = 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
 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
 | StdInChIKey = CBPFOSMNDISZLV-UHFFFAOYSA-N
+| CASNo_Ref = {{cascite|correct|??}}
 | CASNo = 877373-00-7
+| UNII_Ref = {{fdacite|correct|FDA}}
+| UNII = 84L7S5MVN5
 | PubChem = 11546269
 | SMILES = o2c1c(cc(c(O)c1)C\C=C(/C)C)c3c2c4c(OC)c(c(O)cc4OC3)C\C=C(/C)C
 }}
-| Section2 = {{Chembox Properties
+|Section2={{Chembox Properties
 | Formula = C<sub>26</sub>H<sub>28</sub>O<sub>5</sub>
 | MolarMass = 420.50 g/mol
 | Appearance =
 | Density =
 | MeltingPt =
 | BoilingPt =
 | Solubility = }}
-| Section3 = {{Chembox Hazards
+|Section3={{Chembox Hazards
 | MainHazards =
 | FlashPt =
-| Autoignition = }}
+| AutoignitionPt = }}
 }}
-'''Glycyrrhizol A''' is an [[isoflavonoid]] compound isolated from the root of the Chinese [[Licorice]] plant (''[[Glycyrrhiza uralensis]]'').
+'''Glycyrrhizol A''' is a [[prenylated]] [[pterocarpan]] and an [[isoflavonoid]] derivative. It is a compound isolated from the root of the [[Glycyrrhiza uralensis|Chinese licorice plant]] (''Glycyrrhiza uralensis'').{{cn|date=February 2023}}
-Recent studies by scientists from [[University of California, Los Angeles|UCLA]] have suggested that these compounds have [[antibacterial]] properties.<ref>{{cite journal | author= He J, Chen L, Shi W, Lu, Q-Y | title=Antibacterial Compounds from ''Glycyrrhiza uralensis'' | journal=[[Journal of Natural Products]] | volume=69| issue=1 | year=2006 | pages=121–124 | id= | doi=10.1021/np058069d | pmid= 16441081}}</ref> The strongest antibacterial activity was observed against ''[[Streptococcus mutans]]'', an organism known to cause tooth decay in humans.
+It may has ''[[in vitro]]'' [[antibacterial]] properties.<ref name = He>{{cite journal | vauthors= He J, Chen L, Shi W, ((Lu Q-Y)) | title=Antibacterial Compounds from ''Glycyrrhiza uralensis'' | journal= Journal of Natural Products | volume=69| issue=1 | year=2006 | pages=121–124 | doi=10.1021/np058069d | pmid= 16441081| citeseerx=10.1.1.552.7335 }}</ref> In one study, the strongest antibacterial activity was observed against ''[[Streptococcus mutans]]'', an organism known to cause tooth decay in humans.<ref name = He/>
 ==References==
 {{reflist}}
+{{Pterocarpan}}
-[[Category:Isoflavonoids]]
+[[Category:Pterocarpans]]
 [[Category:Antibiotics]]
-[[Category:Benzofurochromenes]]
+[[Category:Hydroxyarenes]]
+[[Category:Methoxy compounds]]
-{{Polyphenol-stub}}
+{{aromatic-stub}}

v t e Types of pterocarpans
Pterocarpans:	Erybraedin C Erythrabyssin II Folitenol Glycinol Maackiain Orientanol A, B and C Pisatin Sophorol Trifolirhizin
O-methylated	Kushenin Medicarpin Pterocarpin
Prenylated	Bitucarpin A and B Glyceollidin I and II Glyceollins (Glyceollin I, II, III and IV) Glycyrrhizol A Morisianine Phaseolin Striatine