Kaempferide: Difference between revisions

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{{more footnotes|date=October 2013}}
{{chembox
{{more citations needed|date=October 2013}}
| Name = Kaempferide
{{Chembox
| ImageFile = Kaempferide.svg
| Verifiedfields = changed
| ImageSize = 250px
| Watchedfields = changed
| ImageName = Kaempferide structure
| verifiedrevid = 401009231
| IUPACName = 3,5,7-trihydroxy-2-(4-methoxyphenyl)chromen-4-one
| Name = Kaempferide
| OtherNames= Kaempferid<br>4'-Methylkaempferol<br>Kaempferol 4'-methyl ether<br>4'-O-Methylkaempferol
| ImageFile = Kaempferide.svg
| Section1 = {{Chembox Identifiers
| CASNo = 491-54-3
| ImageSize = 250px
| ImageName = Kaempferide structure
| PubChem = 5281666
| IUPACName = 3,5,7-Trihydroxy-4′-methoxyflavone
| SMILES = COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
| SystematicName = 3,5,7-Trihydroxy-2-(4-methoxyphenyl)-4''H''-1-benzopyran-4-one
}}
| OtherNames = Kaempferid<br>4′-Methylkaempferol<br>Kaempferol 4′-methyl ether<br>4′-''O''-Methylkaempferol
| Section2 = {{Chembox Properties
|Section1={{Chembox Identifiers
| Formula = C<sub>16</sub>H<sub>12</sub>O<sub>6</sub>
| CASNo_Ref = {{cascite|correct|??}}
| MolarMass = 300.26 g/mol
| CASNo = 491-54-3
| ExactMass = 300.063388
| UNII_Ref = {{fdacite|correct|FDA}}
| Density =
| UNII = 508XL61MPD
| MeltingPt = <!-- °C -->
| PubChem = 5281666
| BoilingPt =
| ChEMBL_Ref = {{ebicite|changed|EBI}}
}}
| ChEMBL = 40919
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 6099
| KEGG_Ref = {{keggcite|changed|kegg}}
| KEGG = C10098
| SMILES = COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 4444985
| SMILES2 = COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
| InChI = 1/C16H12O6/c1-21-10-4-2-8(3-5-10)16-15(20)14(19)13-11(18)6-9(17)7-12(13)22-16/h2-7,17-18,20H,1H3
| InChIKey = SQFSKOYWJBQGKQ-UHFFFAOYAC
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C16H12O6/c1-21-10-4-2-8(3-5-10)16-15(20)14(19)13-11(18)6-9(17)7-12(13)22-16/h2-7,17-18,20H,1H3
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = SQFSKOYWJBQGKQ-UHFFFAOYSA-N
}}
|Section2={{Chembox Properties
| Formula = C<sub>16</sub>H<sub>12</sub>O<sub>6</sub>
| MolarMass = 300.26 g/mol
| Density =
| MeltingPt =
| BoilingPt =
}}
}}
}}
'''Kaempferide''' is an [[O-methylated flavonol]], a type of chemical compound. It can be found in ''[[Kaempferia galanga]]'' (aromatic ginger).
'''Kaempferide''' is an [[O-methylated flavonol|''O''-methylated flavonol]], a type of chemical compound. It can be found in ''[[Kaempferia galanga]]'' (aromatic ginger). It has been noted to inhibit [[pancreatic cancer]] growth by blockading an [[Epidermal growth factor receptor|EGFR]]-related pathway.<ref>{{cite journal|title=Kaempferol Inhibits Pancreatic Cancer Cell Growth and Migration through the Blockade of EGFR-Related Pathway In Vitro|journal=PLOS ONE|volume=11|issue=5|pages=e0155264|doi=10.1371/journal.pone.0155264|pmid=27175782|pmc=4866780|year=2016|last1=Lee|first1=Jungwhoi|last2=Kim|first2=Jae Hoon|bibcode=2016PLoSO..1155264L|doi-access=free}}</ref>


==Metabolism==
== Metabolism ==
The enzyme [[kaempferol 4'-O-methyltransferase]] uses S-adenosyl methionine and [[kaempferol]] to produce S-adenosylhomocysteine and kaempferide.
The enzyme [[kaempferol 4'-O-methyltransferase|kaempferol 4'-''O''-methyltransferase]] uses [[S-adenosyl-L-methionine|''S''-adenosyl-<small>L</small>-methionine]] and [[kaempferol]] to produce [[S-adenosyl-L-homocysteine|''S''-adenosyl-<small>L</small>-homocysteine]] and kaempferide.


==Glycosides==
== Glycosides ==
[[Icariin]] is the tert-amyl alcohol acetylation of kaempferide 3,7-O-diglycoside.
[[Icariin]] is the [[tert-amyl alcohol]] derivative of kaempferide 3,7-''O''-diglycoside.


==External links==
==References==
{{Reflist}}
* [http://www.rdchemicals.com/chemicals.php?mode=details&mol_id=7973 Kaempferide on rechemicals.com]

== External links ==
* [http://www.hmdb.ca/metabolites/HMDB0037441 Kaempferide at the HMDB]


{{flavonol}}
{{flavonol}}


[[category:flavonols]]
[[Category:O-methylated flavonols]]
[[Category:Phenol ethers]]
[[Category:Resorcinols]]


{{Polyphenol-stub}}


{{Aromatic-stub}}
[[fr:Kaempféride]]