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Revision as of 18:33, 16 September 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'ChemSpiderID_Ref', 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEBI_Ref') per [[WP:CHEMVALID|Chem/Drugbox validation← Previous edit Latest revision as of 05:17, 15 August 2023 edit undoOAbot (talk | contribs)Bots440,440 editsm Open access bot: doi updated in citation with #oabot. 
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{{chembox {{chembox
| Verifiedfields = changed
⚫ | verifiedrevid = 424993476
| Watchedfields = changed
⚫ | verifiedrevid = 450846926
| Name = Dihydrokavain | Name = Dihydrokavain
| ImageFile = Dihydrokavain.PNG | ImageFile = Dihydrokavain.svg
| ImageSize = 200px | ImageSize = 150
| ImageName = Chemical structure of dihydrokavain | ImageName = Chemical structure of dihydrokavain
| ImageAlt = Chemical structure of dihydrokavain | ImageAlt = Chemical structure of dihydrokavain
| ImageFile2 = Dihydrokavain 3D BS.png
| IUPACName = 4-methoxy-2-phenethyl-2,3-dihydropyran-6-one
| ImageSize2 = 150
| ImageName2 = An accurate three dimensional representation of the molecule of Dihydrokavain in ball-and-stick format
| ImageAlt2 = An accurate three dimensional representation of the molecule of Dihydrokavain in ball-and-stick forma
| IUPACName = 4-Methoxy-6-(2-phenylethyl)-5,6-dihydro-2''H''-pyran-2-one
| OtherNames = Dihydrokawain<br>Marindinin | OtherNames = Dihydrokawain<br>Marindinin
|Section1= {{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 19451-52-6
| CASNo_Ref = | CASNo = 587-63-3
| UNII_Ref = {{fdacite|correct|FDA}}
| CASOther = 19902-90-0, 24576-85-0, 3384-26-7
| UNII = NW8ZGW9XRZ
| PubChem = 98356 | PubChem = 98356
| SMILES = COC1=CC(=O)OC(C1)CCC2=CC=CC=C2 | SMILES = COC1=CC(=O)OC(C1)CCC2=CC=CC=C2
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| InChI =
| ChemSpiderID = 88817
| InChI = 1/C14H16O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-6,10,12H,7-9H2,1H3
| InChIKey = VOOYTQRREPYRIW-UHFFFAOYAX
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C14H16O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-6,10,12H,7-9H2,1H3
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = VOOYTQRREPYRIW-UHFFFAOYSA-N
| MeSHName = | MeSHName =
}} }}
|Section2= {{Chembox Properties |Section2={{Chembox Properties
| Formula = C<sub>14</sub>H<sub>16</sub>O<sub>3</sub> | Formula = C<sub>14</sub>H<sub>16</sub>O<sub>3</sub>
| MolarMass = 232.27 g/mol | MolarMass = 232.27 g/mol
| ExactMass = 232.109944 u
| Appearance = | Appearance =
| Density = | Density =
| MeltingPt = <!-- °C --> | MeltingPt =
| BoilingPt = <!-- °C --> | BoilingPt =
| Solubility = | Solubility =
}} }}
}} }}
'''Dihydrokavain''' is one of the six major ]s found in the ] plant.<ref name='Malani'> {{cite journal|title=Evaluation of the effects of Kava on the Liver|journal=Fiji School of Medicine|date=2002-12-03|first=Joji|last=Malani|coauthors=|volume=|issue=|pages=|id= |url=http://www.spc.int/cis/documents/Kava%20article%20DrMalani.pdf|format=|accessdate=2009-09-04 }}</ref>


'''Dihydrokavain''' is one of the six major ]s found in the ] plant.<ref name='Malani'>{{cite journal|title=Evaluation of the effects of Kava on the Liver|journal=Fiji School of Medicine|date=2002-12-03|first=Joji|last=Malani|url=http://www.spc.int/cis/documents/Kava%20article%20DrMalani.pdf|accessdate=2009-09-04|archive-url=https://web.archive.org/web/20090320001735/http://www.spc.int/cis/documents/Kava%20article%20DrMalani.pdf|archive-date=2009-03-20|url-status=dead}}</ref> It appears to contribute significantly to the ] effects of kava, based on a study in chicks.<ref>{{cite journal|last=Feltenstein|first=MW|author2=LC Lambdin |author3=M Ganzera |author4=H Ranjith |author5=W Dharmaratne |author6=NP Nanayakkara |author7=IA Khan |author8=KJ Sufka |title=Anxiolytic properties of Piper methysticum extract samples and fractions in the chick social-separation-stress procedure.|journal=Phytotherapy Research|date=March 2003|volume=17|issue=3|pages=210–216|doi=10.1002/ptr.1107|pmid=12672148|s2cid=10548965}}</ref>
⚫ ==References==
{{reflist}}


Dihydrokavain bears some structural similarity to the ]s and has some ] activity.<ref name="Zakharychev-Kovalenko-1998">{{cite journal | last1=Zakharychev | first1=Vladimir V | last2=Kovalenko | first2=Leonid V | title=Natural compounds of the strobilurin series and their synthetic analogues as cell respiration inhibitors | journal=] | volume=67 | issue=6 | date=1998-06-30 | issn=0036-021X | doi=10.1070/rc1998v067n06abeh000426 | pages=535–544 | bibcode=1998RuCRv..67..535Z | s2cid=95676421}}</ref>
==See also==
*]
⚫ *]


An analogue of the molecule was also shown to improve glycemic control by modulating AMPK target genes expression in fruit flies.<ref>{{Cite journal |last1=Hadiza Muhammad Maiturare |last2=Mudassir Aliyu Magaji |last3=Muhammad Kabiru Dallatu |last4=Kabir Magaji Hamid |last5=Mustapha Umar Imam |last6=Ibrahim Malami |date=2022 |title=5,6-dehydrokawain improves glycaemic control by modulating AMPK target genes in Drosophila with a high-sucrose diet-induced hyperglycaemia |url=https://pubag.nal.usda.gov/catalog/7719064 |journal=Phytomedicine Plus |language=English |volume=2 |issue=2 |pages=100261– |doi=10.1016/j.phyplu.2022.100261 |s2cid=247649601 |issn=2667-0313|doi-access=free }}</ref>
{{Kava}}


⚫ ==References==
{{Reflist|2}}

⚫ {{Kava}}
{{Dopaminergics}}
{{GABAAR PAMs}}


] ]
]
]
]




{{nervous-system-drug-stub}} {{anxiolytic-stub}}