Calycosin: Difference between revisions

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| verifiedrevid = 477376646
| Name = Calycosin
| ImageFile = Calycosin.PNGsvg
| ImageSize = 220px
| ImageName = Chemical structure of calycosin
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| ImageSize1 = 220
| ImageAlt1 = Calycosin molecule
| IUPACName = 3′,7-HydroxyDihydroxy-34′-(3-hydroxy-4-methoxyphenyl)chromen-4-onemethoxyisoflavone
| SystematicName = 7-Hydroxy-3-(3-hydroxy-4-methoxyphenyl)-4''H''-1-benzopyran-4-one
| OtherNames = 7,3'3′-Dihydroxy-4'4′-methoxyisoflavone<br>3',7-Dihydroxy-4'-methoxyisoflavone<br>3'3′-Hydroxyformononetin
|Section1={{Chembox Identifiers
| CASNo = 20575-57-9
| CASNo_Ref = {{cascite|changed|??}}=
| CASNoOther =
| ChEMBL_Ref = {{ebicite|correct|EBI}}
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| ChemSpiderID = 4444104
| SMILES = O=C\1c3c(O/C=C/1c2ccc(OC)c(O)c2)cc(O)cc3
| InChI = 1/C16H12O5/c1-20-14-5-2-9(6-13(14)18)12-8-21-15-7-10(17)3-4-11(15)16(12)19/h2-8,17-18H,1H3
| InChIKey = ZZAJQOPSWWVMBI-UHFFFAOYAR
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C16H12O5/c1-20-14-5-2-9(6-13(14)18)12-8-21-15-7-10(17)3-4-11(15)16(12)19/h2-8,17-18H,1H3
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}}
}}
'''Calycosin''' is an [[O-methylated isoflavone|''O''-methylated isoflavone]]. It can be isolated from ''[[Astragalus membranaceus]]'' Bge. var. ''mongholicus''<ref>{{Cite journal | doi = 10.1016/S0021-9673(02)00535-6| pmid = 12198969| title = Preparative isolation and purification of calycosin from ''Astragalus membranaceus'' Bge. var. ''mongholicus'' (Bge.) Hsiao by high-speed counter-current chromatography| journal = Journal of Chromatography A| volume = 962| issue = 1–2| pages = 243–7| year = 2002| last1 = Ma| first1 = Xiaofeng| last2 = Zhang| first2 = Tianyou| last3 = Wei| first3 = Yun| last4 = Tu| first4 = Pengfei| last5 = Chen| first5 = Yingjie| last6 = Ito| first6 = Yoichiro}}</ref> and ''[[Trifolium pratense]]'' L. (red clover).<ref>{{cite journal | doi = 10.1016/S0031-9422(00)94679-X| title = Identification of isoflavones calycosin and pseudobaptigenin in ''Trifolium pratense''| journal = Phytochemistry| volume = 17| issue = 9| pages = 1683| year = 1978| last1 = Biggs| first1 = David R| last2 = Lane| first2 = Geoffrey A| bibcode = 1978PChem..17.1683B}}</ref>
 
== Biosynthesis ==
[[Isoflavone 3'-hydroxylase|Isoflavone 3′-hydroxylase]] uses [[formononetin]], NADPH, H<sup>+</sup> and O<sub>2</sub> to produce calycosin, NADP<sup>+</sup> and H<sub>2</sub>O.
 
== References ==
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{{isoflavone}}
 
[[Category:O-Methylatedmethylated isoflavones]]
 
{{phenol-stub}}