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{{chembox {{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 404360484
| Name = Genkwanin | Name = Genkwanin
| ImageFile = Genkwanin.svg | ImageFile = Genkwanin v2.svg
| ImageSize = 250px | ImageSize = 200
| ImageName = Chemical structure of genkwanin | ImageAlt = Skeletal formula of genkwanin
| ImageFile1 = Genkwanin molecule ball.png
⚫ | IUPACName = 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
| ImageSize1 = 220
⚫ | OtherNames = Gengkwanin<br>Apigenin 7-methyl ether<br>4',5-Dihydroxy-7-methoxyflavone<br>4',5-dihydroxy-7-methoxy flavone<br>5,4'-Dihydroxy-7-methoxyflavone
| ImageAlt1 = Ball-and-stick model of genkwanin
⚫ |Section1= {{Chembox Identifiers
| IUPACName = 4′,5-Dihydroxy-7-methoxyflavone
⚫ | SystematicName = 5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4''H''-1-benzopyran-4-one
⚫ | OtherNames = Gengkwanin<br>Apigenin 7-methyl ether<br>4′,5-dihydroxy-7-methoxy flavone<br>5,4′-Dihydroxy-7-methoxyflavone<br>5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
⚫ |Section1={{Chembox Identifiers
| CASNo = 437-64-9 | CASNo = 437-64-9
| CASNo_Ref = | CASNo_Ref = {{cascite|correct|??}}
| CASOther = | CASNoOther =
| UNII_Ref = {{fdacite|correct|FDA}}
| PubChem = 5281617
| UNII = 5K3I5D6B2B
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 210635
| SMILES = COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O | SMILES = COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O
| InChI = | PubChem = 5281617
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 4444936
| SMILES2 = COc1cc(c2c(=O)cc(oc2c1)c3ccc(cc3)O)O
| InChI = 1/C16H12O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3
| InChIKey = JPMYFOBNRRGFNO-UHFFFAOYAO
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C16H12O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = JPMYFOBNRRGFNO-UHFFFAOYSA-N
| MeSHName = | MeSHName =
}} }}
|Section2= {{Chembox Properties |Section2={{Chembox Properties
| Formula = C<sub>16</sub>H<sub>12</sub>O<sub>5</sub> | C = 16 | H = 12 | O = 5
| MolarMass = 284.27 g/mol
| ExactMass = 284.068473 u
| Appearance = | Appearance =
| Density = | Density =
| MeltingPt = <!-- °C --> | MeltingPt =
| BoilingPt = <!-- °C --> | BoilingPt =
| Solubility = | Solubility =
}} }}
}} }}
'''Genkwanin''' is a ], a type of flavonoid. It can be found in the seeds of '']''<ref></ref>.


'''Genkwanin''' is an ], a type of flavonoid. It can be found in the seeds of '']'',<ref>{{cite journal | title=Hirsutanonol, oregonin and genkwanin from the seeds of Alnus glutinosa (Betulaceae) | last1=O'Rourke | first1=Ciara | last2=Byres | first2=Maureen | last3=Delazar | first3=Abbas | last4=Kumarasamy | first4=Yashodharan | last5=Nahar | first5=Lutfun | last6=Stewart | first6=Fiona | last7=Sarker | first7=Satyajit D. | journal=Biochemical Systematics and Ecology | year=2005 | volume=33 | issue=7 | pages=749–752 | url=http://cat.inist.fr/?aModele=afficheN&cpsidt=16859150 | doi=10.1016/j.bse.2004.10.005 | bibcode=2005BioSE..33..749O | access-date=2010-02-23 | archive-date=2012-08-23 | archive-url=https://web.archive.org/web/20120823070915/http://cat.inist.fr/?aModele=afficheN&cpsidt=16859150 | url-status=dead }}</ref> in the leaves of the ferns '']'' and '']'',<ref>{{cite journal | title=Flavonoid distribution in asplenioid ferns | first1=Yusuf | last1=UmiKalsom | first2=Jeffrey B. | last2=Harborne | journal=Pertanika | year=1991 | volume=14 | issue=3 | pages=297–300}}</ref> and in the leaves of trees in the genus '']''.<ref> {{cite book | last1 = Kakino | first1 = Mamoru |last2 = Hara | first2 = Hideaki| title = Agarwood | chapter = Pharmacological Effects of Aquilaria SPP. Leaves and Their Chemical Constituents | series = Tropical Forestry | year = 2016 | pages = 125–136 | doi = 10.1007/978-981-10-0833-7_8 | isbn = 978-981-10-0832-0 | chapter-url=https://link.springer.com/chapter/10.1007/978-981-10-0833-7_8}} </ref>
⚫ ==References==

⚫ == References ==
{{reflist}} {{reflist}}


{{flavone}} {{flavone}}


] ]
⚫ {{aromatic-stub}}

⚫ {{polyphenol-stub}}

]

Latest revision as of 03:07, 24 December 2024

Genkwanin
Skeletal formula of genkwanin
Ball-and-stick model of genkwanin
Names
IUPAC name 4′,5-Dihydroxy-7-methoxyflavone
Systematic IUPAC name 5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one
Other names Gengkwanin
Apigenin 7-methyl ether
4′,5-dihydroxy-7-methoxy flavone
5,4′-Dihydroxy-7-methoxyflavone
5-Hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.195.986 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C16H12O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3Key: JPMYFOBNRRGFNO-UHFFFAOYSA-N
  • InChI=1/C16H12O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3Key: JPMYFOBNRRGFNO-UHFFFAOYAO
SMILES
  • COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O
  • COc1cc(c2c(=O)cc(oc2c1)c3ccc(cc3)O)O
Properties
Chemical formula C16H12O5
Molar mass 284.267 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Genkwanin is an O-methylated flavone, a type of flavonoid. It can be found in the seeds of Alnus glutinosa, in the leaves of the ferns Notholaena bryopoda and Asplenium normale, and in the leaves of trees in the genus Aquilaria.

References

  1. O'Rourke, Ciara; Byres, Maureen; Delazar, Abbas; Kumarasamy, Yashodharan; Nahar, Lutfun; Stewart, Fiona; Sarker, Satyajit D. (2005). "Hirsutanonol, oregonin and genkwanin from the seeds of Alnus glutinosa (Betulaceae)". Biochemical Systematics and Ecology. 33 (7): 749–752. Bibcode:2005BioSE..33..749O. doi:10.1016/j.bse.2004.10.005. Archived from the original on 2012-08-23. Retrieved 2010-02-23.
  2. UmiKalsom, Yusuf; Harborne, Jeffrey B. (1991). "Flavonoid distribution in asplenioid ferns". Pertanika. 14 (3): 297–300.
  3. Kakino, Mamoru; Hara, Hideaki (2016). "Pharmacological Effects of Aquilaria SPP. Leaves and Their Chemical Constituents". Agarwood. Tropical Forestry. pp. 125–136. doi:10.1007/978-981-10-0833-7_8. ISBN 978-981-10-0832-0.
Flavones and their conjugates
Aglycones
Monohydroxyflavone
Dihydroxyflavones
Trihydroxyflavones
Tetrahydroxyflavones
Pentahydroxyflavones
O-methylated flavones
Glycosides
of apigenin
of baicalein
of hypolaetin
of luteolin
Acetylated
  • Artocarpetin A
  • Artoindonesianin P
    • Sulfated glycosidesTheograndin I and II
    Polymers
    Drugs
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