Cardamomin

Cardamomin
Names
Preferred IUPAC name
2′,4′-Dihydroxy-6′-methoxychalcone
Other names
(2E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenyl-2-propen-1-one
Identifiers
CAS Number
  • 19309-14-9 checkY=
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL378104 ☒N
ChemSpider
  • 557026 ☒N
ECHA InfoCard 100.189.861 Edit this at Wikidata
PubChem CID
  • 641785
UNII
  • H8KP1OJ8JX ☒N
CompTox Dashboard (EPA)
  • DTXSID201029726 Edit this at Wikidata
InChI
  • InChI=1S/C16H14O4/c1-20-15-10-12(17)9-14(19)16(15)13(18)8-7-11-5-3-2-4-6-11/h2-10,17,19H,1H3/b8-7+ ☒N
    Key: NYSZJNUIVUBQMM-BQYQJAHWSA-N ☒N
  • InChI=1/C16H14O4/c1-20-15-10-12(17)9-14(19)16(15)13(18)8-7-11-5-3-2-4-6-11/h2-10,17,19H,1H3/b8-7+
    Key: NYSZJNUIVUBQMM-BQYQJAHWBN
  • COC1=CC(=CC(=C1C(=O)C=CC2=CC=CC=C2)O)O
Properties
Chemical formula
C16H14O4
Molar mass 270.27 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

Cardamomin (also known as cardamonin) is a chalconoid that has been isolated from several plants including Alpinia katsumadai[1] and Alpinia conchigera.[2] It has received growing attention from the scientific community due to the expectations toward its benefits to human health.[3]

References

  1. ^ Kimura, Y.; Takahashi, S.; Yoshida, I. (1968). "Studies on the constituents of Alpinia. XII. On the constituents of the seeds of Alpinia katsumadai hayata. I. The structure of cardamomin". Yakugaku Zasshi. 88 (2): 239–241. doi:10.1248/yakushi1947.88.2_239. PMID 5692492.
  2. ^ Lee, J. -H.; Jung, H. S.; Giang, P. M.; Jin, X.; Lee, S.; Son, P. T.; Lee, D.; Hong, Y. S.; Lee, K.; Lee, J. J. (2005). "Blockade of Nuclear Factor- B Signaling Pathway and Anti-Inflammatory Activity of Cardamomin, a Chalcone Analog from Alpinia conchigera". Journal of Pharmacology and Experimental Therapeutics. 316 (1): 271–278. doi:10.1124/jpet.105.092486. PMID 16183703. S2CID 6069217.
  3. ^ Gonçalves, Luís Moreira (2014). "An Overview on Cardamonin". Journal of Medicinal Food. 17 (6): 633–640. doi:10.1089/jmf.2013.0061. PMC 4060836. PMID 24433078.
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Chalconoids and their glycosides
Chalconoids
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
O-methylated chalconoids
  • Cardamomin
  • Flavokawin B
  • Okanin 3,4,3′,4′-tetramethyl ether
  • Pashanone (2',6'-Dihydroxy-3',4'-dimethoxychalcone)
FlavokavainsSynthetic


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