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Tributyrin: Difference between revisions

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Revision as of 12:08, 25 June 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (changes to watched fields - updated 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:Wik← Previous edit Latest revision as of 08:38, 1 March 2024 edit undoMaxim Masiutin (talk | contribs)Extended confirmed users, IP block exemptions, Pending changes reviewers31,058 edits Added doi. | Use this tool. Report bugs. | #UCB_Gadget 
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{{short description|Chemical compound}}
{{chembox {{chembox
| Verifiedfields = changed
| Watchedfields = changed | Watchedfields = changed
| verifiedrevid = 387914426 | verifiedrevid = 436131726
|ImageFile=Tributyrin.png | ImageFile = Tributyrin.png
|ImageSize=200px | ImageSize = 240px
| ImageAlt = Skeletal formula of butyrin
|IUPACName=1,3-Di(butanoyloxy)propan-2-yl butanoate
|OtherNames=Tributyrin | ImageFile1 = Tributyrin 3D ball.png
| ImageSize1 = 240
| ImageAlt1 = Ball-and-stick model of the butyrin molecule
| SystematicName = Propane-1,2,3-triyl tributanoate
| OtherNames = Tributyrin
|Section1={{Chembox Identifiers |Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 5827 | ChemSpiderID = 13849665
| UNII_Ref = {{fdacite|correct|FDA}} | UNII_Ref = {{fdacite|correct|FDA}}
| UNII = S05LZ624MF | UNII = S05LZ624MF
| CASNo_Ref = {{cascite}} | ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 35020
| CASNo=60-01-5 | CASNo = 60-01-5
⚫ | PubChem=6050
| KEGG = C13870
⚫ | SMILES=CCCC(=O)OCC(COC(=O)CCC)OC(=O)CCC
⚫ | PubChem = 6050
| StdInChI = 1S/C15H26O6/c1-4-7-13(16)19-10-12(21-15(18)9-6-3)11-20-14(17)8-5-2/h12H,4-11H2,1-3H3
| StdInChIKey = UYXTWWCETRIEDR-UHFFFAOYSA-N
⚫ | SMILES = CCCC(=O)OCC(COC(=O)CCC)OC(=O)CCC
}} }}
|Section2={{Chembox Properties |Section2={{Chembox Properties
| C=15|H=26|O=6 | C=15|H=26|O=6
| Appearance=Oily liquid with bitter taste<ref name=Merck/> | Appearance=Oily liquid with bitter taste<ref name=Merck/>
| Density=1.032 g/cm<sup>3</sup><ref name=Merck/> | Density=1.032 g/cm<sup>3</sup><ref name=Merck/>
| MeltingPtC=-75 | MeltingPtC=-75
| Melting_notes = <ref name=Merck>{{Merck12th}}</ref> | MeltingPt_ref = <ref name=Merck>{{Merck12th}}</ref>
| BoilingPtCL=305 | BoilingPtC=305 to 310
| BoilingPt_ref = <ref name=Merck/>
| BoilingPtCH=310
| Boiling_notes = <ref name=Merck/> | Solubility=Insoluble<ref name=Merck/>
| Solubility=Insoluble<ref name=Merck/>
}} }}
|Section3={{Chembox Hazards |Section3={{Chembox Hazards
| ExternalMSDS = , Fischer Scientific | ExternalSDS = , Fischer Scientific
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
}} }}
}} }}


'''Butyrin''', also known as '''tributyrin''', is a ] naturally present in ]. It is an ] composed of ] and ].<ref name=Merck/> Among other things, it is used as an ingredient in making ]. It is commonly occurring in butter and can be described as a liquid ] with an acrid taste. '''Tributyrin''' is a ] naturally present in ]. It is an ] composed of ] and ].<ref name=Merck/> Among other things, it is used as an ingredient in making ]. It is present in butter and can be described as a liquid ] with an acrid taste.


Tributyrin is also used in microbiological laboratories to identify the bacterium ''Moraxella catarrhalis''. <ref>{{Cite journal Tributyrin is also used in microbiological laboratories to identify the bacterium '']''. <ref>{{Cite journal
| last = Pérez | last = Pérez
| first = José L. | first = José L.
| coauthors = Angeles Pulido, Florencia Pantozzi, Rogelio Martin |author2=Angeles Pulido |author3=Florencia Pantozzi |author4=Rogelio Martin
| year = 1990 |date=October 1990
⚫ | title = Butyrate esterase (4-methylumbelliferyl butyrate) spot test, a simple method for immediate identification of Moraxella (Branhamella) catarrhalis corrected
| month = October
⚫ | title = Butyrate esterase (4-methylumbelliferyl butyrate) spot test, a simple method for immediate identification of Moraxella (Branhamella) catarrhalis
| journal = Journal of Clinical Microbiology | journal = Journal of Clinical Microbiology
| volume = 28 | volume = 28
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| publisher = American Society for Microbiology | publisher = American Society for Microbiology
| location = Washington, DC | location = Washington, DC
| doi = 10.1128/jcm.28.10.2347-2348.1990
| issn = 1098-660X | issn = 1098-660X
| pmid = 2121784 | pmid = 2121784
| pmc = 268174 | pmc = 268174
| format = PDF Reprint | format = PDF Reprint
| accessdate = 2009-08-17
}}</ref> }}</ref>


Tributyrin is a stable and rapidly absorbed ] of butyric acid which enhances antiproliferative effects of ] in human colon cancer cells.<ref>{{cite journal Tributyrin is a stable and rapidly absorbed ] of butyric acid which enhances antiproliferative effects of ] in human colon cancer cells.<ref>{{cite journal
| last = Gaschott | last = Gaschott
| first = Tanja | first = Tanja
| coauthors = Dieter Steinhilber, Vladan Milovic, Jürgen Stein |author2=Dieter Steinhilber |author3=Vladan Milovic |author4=Jürgen Stein
| year = 2001 |date=June 2001
| month = June
| title = Tributyrin, a Stable and Rapidly Absorbed Prodrug of Butyric Acid, Enhances Antiproliferative Effects of Dihydroxycholecalciferol in Human Colon Cancer Cells | title = Tributyrin, a Stable and Rapidly Absorbed Prodrug of Butyric Acid, Enhances Antiproliferative Effects of Dihydroxycholecalciferol in Human Colon Cancer Cells
| journal = The Journal of Nutrition | journal = The Journal of Nutrition
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| issn = 1541-6100 | issn = 1541-6100
| pmid = 11385076 | pmid = 11385076
| doi = 10.1093/jn/131.6.1839
| url = http://jn.nutrition.org/cgi/content/full/131/6/1839 | url = http://jn.nutrition.org/cgi/content/full/131/6/1839
| accessdate = 2009-08-17 | accessdate = 2009-08-17
| doi-access= free
}} }}
</ref> </ref>
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] ]

]
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