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{{Chembox |
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| Watchedfields = changed |
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| verifiedrevid = 443408352 |
| verifiedrevid = 443408352 |
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| Name = Ayanin |
| Name = Ayanin |
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| ImageFile = Ayanin. |
| ImageFile = Ayanin.svg |
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| ImageSize = 200px |
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| ImageName = Chemical structure of ayanin |
| ImageName = Chemical structure of ayanin |
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| IUPACName = 5- |
| IUPACName = 3′,5-Dihydroxy-3,4′,7-trimethoxyflavone |
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| SystematicName = 5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-dimethoxy-4''H''-1-benzopyran-4-one |
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| OtherNames = 3,7,4'-Tri-O-methylquercetin<br>3,7,4'-trimethylquercetin<br>5,3'-dihydroxy-3,7,4'-trimethoxyflavone |
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| OtherNames = {{ubl|3,7,4'-Tri-''O''-methylquercetin|3,7,4'-Trimethylquercetin}} |
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|Section1= |
|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 4444274 |
| ChemSpiderID = 4444274 |
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| StdInChIKey = KPCRYSMUMBNTCK-UHFFFAOYSA-N |
| StdInChIKey = KPCRYSMUMBNTCK-UHFFFAOYSA-N |
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| CASNo = 572-32-7 |
| CASNo = 572-32-7 |
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| CASNo_Ref = {{cascite|correct| |
| CASNo_Ref = {{cascite|correct|CAS}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| CASOther = |
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| UNII = YA465UF3LK |
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| CASNoOther = |
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| PubChem = 5280682 |
| PubChem = 5280682 |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 27825 |
| ChEBI = 27825 |
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| SMILES = COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC)O)OC)O |
| SMILES = COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC)O)OC)O |
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| InChI = |
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| MeSHName = |
| MeSHName = |
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}} |
}} |
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|Section2= |
|Section2={{Chembox Properties |
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| C=18 | H=16 | O=7 |
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| Formula = C<sub>18</sub>H<sub>16</sub>O<sub>7</sub> |
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| MolarMass = 344.31 g/mol |
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| ExactMass = 344.089603 u |
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| Appearance = |
| Appearance = |
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| Density = |
| Density = 1.454 g/mL |
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| MeltingPtC = |
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| MeltingPt = <!-- °C --> |
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| BoilingPtC = |
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| BoilingPt = <!-- °C --> |
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| Solubility = |
| Solubility = |
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}} |
}} |
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⚫ | It can be found in ''[[Croton schiedeanus]]''. It can also be |
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⚫ | It can be found in ''[[Croton schiedeanus]]''. It can also be synthesized.<ref>{{cite journal | doi = 10.1002/jhet.5570130629| title = Partial methylation of quercetin: Direct synthesis of tamarixetin, ombuin and ayanin| journal = Journal of Heterocyclic Chemistry| volume = 13| issue = 6| pages = 1293–1295| year = 1976| last1 = Rao| first1 = Koppaka V.| last2 = Owoyale| first2 = Jacob A.| doi-access = free}}</ref> |
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==Biosynthetis== |
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== |
== Biosynthesis == |
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== References == |
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{{reflist}} |
{{reflist}} |
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{{flavonol}} |
{{flavonol}} |
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[[Category: |
[[Category:O-methylated flavonols]] |
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[[Category:Phenol ethers]] |
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{{Natural-phenol-stub}} |
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{{aromatic-stub}} |
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[[fa:آیانین]] |
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[[ja:アヤニン]] |
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[[pl:Ajanina]] |
Latest revision as of 00:08, 9 November 2023
Names | |
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IUPAC name
3′,5-Dihydroxy-3,4′,7-trimethoxyflavone
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Systematic IUPAC name
5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-dimethoxy-4H-1-benzopyran-4-one | |
Other names
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C18H16O7 | |
Molar mass | 344.319 g·mol−1 |
Density | 1.454 g/mL |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ayanin is an O-methylated flavonol, a type of flavonoid. It is the 3,7,4'-tri-O-methylated derivative of quercetin.
It can be found in Croton schiedeanus. It can also be synthesized.[1]
Biosynthesis[edit]
The enzyme 3,7-dimethylquercetin 4'-O-methyltransferase uses S-adenosyl methionine and rhamnazin to produce S-adenosylhomocysteine and ayanin.
References[edit]
- ^ Rao, Koppaka V.; Owoyale, Jacob A. (1976). "Partial methylation of quercetin: Direct synthesis of tamarixetin, ombuin and ayanin". Journal of Heterocyclic Chemistry. 13 (6): 1293–1295. doi:10.1002/jhet.5570130629.