Licochalcone A

Licochalcone A
	Chemical structure of licochalcone AChemical structure of licochalcone A
Names
	Preferred IUPAC name (2E)-3-[4-Hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one
	Other names Licochalcone a
Identifiers
CAS Number	58749-22-7 check;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:125689;
ChEMBL	ChEMBL139702;
ChemSpider	4477422 ☒;
ECHA InfoCard	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
EC Number	635-678-2;
E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
PubChem CID	5318998;
UNII	JTV5467968;
CompTox Dashboard (EPA)	DTXSID10904181;
	InChI InChI=1S/C21H22O4/c1-5-21(2,3)17-12-15(20(25-4)13-19(17)24)8-11-18(23)14-6-9-16(22)10-7-14/h5-13,22,24H,1H2,2-4H3/b11-8+ ☒ Key: KAZSKMJFUPEHHW-DHZHZOJOSA-N ☒; InChI=1/C21H22O4/c1-5-21(2,3)17-12-15(20(25-4)13-19(17)24)8-11-18(23)14-6-9-16(22)10-7-14/h5-13,22,24H,1H2,2-4H3/b11-8+ Key: KAZSKMJFUPEHHW-DHZHZOJOBU;
	SMILES CC(C)(C=C)c1cc(c(cc1O)OC)/C=C/C(=O)c2ccc(cc2)O;
Properties
Chemical formula	C21H22O4
Molar mass	338.403 g·mol−1
Hazards
	GHS labelling:
Pictograms	GHS07: Exclamation mark
Signal word	Warning
Hazard statements	H302, H312, H332
Precautionary statements	P261, P264, P280
Safety data sheet (SDS)	[1]
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ☒ verify (what is check☒ ?) Infobox references

Licochalcone A is a chalconoid, a type of natural phenol. It can be isolated from the root of Glycyrrhiza glabra^[2] (liquorice) or Glycyrrhiza inflata.^[3] It shows antimalarial, anticancer, antibacterial and antiviral (specifically against influenza neuraminidase) properties in vitro.^[2]^[3]^[4]^[5]

References

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v t e Chalconoids and their glycosides
Chalconoids	Butein Isoliquiritigenin Methyl hydroxychalcone Okanin
Chalconoid glycosides	Carthamin Marein okanin 3,4,3′-trimethyl ether 4′-glucoside okanin 4-methyl ether 4′-glucoside okanin 4-methyl ether 4′-glucoside monoacetate Okanin 3,4-dimethyl ether 4′-glucoside
Acylated chalconoids	Licochalcone A Sophoradin (prenylated) Tephrospinosin (3′,5′-diisopentenyl-2′,4′-dihydroxychalcone) (prenylated) Xanthohumol (prenylated)
O-methylated chalconoids	Cardamomin Flavokawin B Okanin 3,4,3′,4′-tetramethyl ether Pashanone (2',6'-Dihydroxy-3',4'-dimethoxychalcone)
Flavokavains	Flavokavain A Flavokavain B Flavokavain C
Synthetic	Sofalcone
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Names
Chemical structure of licochalcone A Chemical structure of licochalcone A
Preferred IUPAC name (2E)-3-[4-Hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one
Other names Licochalcone a
Identifiers
CAS Number	58749-22-7^checkY
3D model (JSmol)	Interactive image
ChEBI	CHEBI:125689
ChEMBL	ChEMBL139702
ChemSpider	4477422^☒N
ECHA InfoCard	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
EC Number	635-678-2
E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
PubChem CID	5318998
UNII	JTV5467968
CompTox Dashboard (EPA)	DTXSID10904181
InChI InChI=1S/C21H22O4/c1-5-21(2,3)17-12-15(20(25-4)13-19(17)24)8-11-18(23)14-6-9-16(22)10-7-14/h5-13,22,24H,1H2,2-4H3/b11-8+^☒N Key: KAZSKMJFUPEHHW-DHZHZOJOSA-N^☒N InChI=1/C21H22O4/c1-5-21(2,3)17-12-15(20(25-4)13-19(17)24)8-11-18(23)14-6-9-16(22)10-7-14/h5-13,22,24H,1H2,2-4H3/b11-8+ Key: KAZSKMJFUPEHHW-DHZHZOJOBU
SMILES CC(C)(C=C)c1cc(c(cc1O)OC)/C=C/C(=O)c2ccc(cc2)O
Properties
Chemical formula	C₂₁H₂₂O₄
Molar mass	338.403 g·mol⁻¹
Hazards
GHS labelling:
Pictograms	GHS07: Exclamation mark^[1]
Signal word	Warning
Hazard statements	H302, H312, H332^[1]
Precautionary statements	P261, P264, P280^[1]
Safety data sheet (SDS)	[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ☒N verify (what is ^checkY☒N ?) Infobox references

Licochalcone A

References

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