| Revision as of 18:16, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 443656070 of page 4-Hydroxyphenylpyruvic_acid for the Chem/Drugbox validation project (updated: 'CASNo'). |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 443654898 |
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| verifiedrevid = 477222367 |
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|ImageFile=4-hydroxyphenylpyruvic acid.svg |
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| ImageFile = 4-hydroxyphenylpyruvic acid.svg |
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|ImageSize= |
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| ImageSize = |
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|IUPACName=3-(4-hydroxyphenyl)-2-oxo-propanoic acid |
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| PIN = 3-(4-Hydroxyphenyl)-2-oxopropanoic acid |
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|OtherNames= |
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| OtherNames = 4-Hydroxyphenylpyruvate<br />''p''-Hydroxyphenylpyruvic acid<br />''p''-Hydroxyphenylpyruvate |
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|Section1= {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| IUPHAR_ligand = 6629 |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = C01179 |
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| KEGG = C01179 |
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| InChI = 1/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13) |
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| InChI = 1/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13) |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = KKADPXVIOXHVKN-UHFFFAOYSA-N |
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| StdInChIKey = KKADPXVIOXHVKN-UHFFFAOYSA-N |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = <!-- blanked - oldvalue: 156-39-8 --> |
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| CASNo=156-39-8 |
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| PubChem=979 |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 0YP1694WNQ |
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| PubChem=979 |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 15999 |
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| ChEBI = 15999 |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank = DB07718 |
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| DrugBank = DB07718 |
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| SMILES = O=C(O)C(=O)Cc1ccc(O)cc1 |
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| SMILES = O=C(O)C(=O)Cc1ccc(O)cc1 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 954 |
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| ChemSpiderID = 954 |
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}} |
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|Section2= {{Chembox Properties |
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| Formula=C<sub>9</sub>H<sub>8</sub>O<sub>4</sub> |
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| MolarMass=180.157 g/mol |
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|Section3= {{Chembox Hazards |
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|Section2={{Chembox Properties |
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| Formula = C<sub>9</sub>H<sub>8</sub>O<sub>4</sub> |
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| MolarMass = 180.157 g/mol |
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| MeltingPt =219-220°C<ref name=0:>{{cite web | url=https://pubchem.ncbi.nlm.nih.gov/compound/979 | title=4-Hydroxyphenylpyruvic acid }}</ref> |
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|Section3={{Chembox Hazards |
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| GHSPictograms = {{GHS07}}<ref name=0:/> |
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'''4-Hydroxyphenylpyruvic acid''' (4-HPPA) is an intermediate in the metabolism of the amino acid ]. The aromatic side chain of phenylalanine is hydroxylated by the enzyme ] to form ]. The conversion from tyrosine to 4-HPPA is in turn catalyzed by ].<ref>{{cite journal|last=Brand|first=Larry|author2=Harper, Alfred|journal=Biochemical Journal|year=1974|volume=142|pages=231–45|pmc=1168273|title=Effect of glucagon on phenylalanine metabolism and phenylalanine-degrading enzymes in the rat|issue=2|doi=10.1042/bj1420231 |pmid=4155291}}</ref> Additionally, 4-HPPA can be converted to ] which is one of the precursors to ].<ref>{{cite journal|last=Denoya|first=Claudio|author2=Skinner, Deborah|author3= Morgenstern, Margaret|title=A Streptomyces avermitilis gene encoding a 4-hydroxyphenylpyruvic acid dioxygenase-like protein that directs the production of homogentisic acid and an ochronotic pigment in Escherichia coli|journal=Journal of Bacteriology|date=September 1994|volume=1|issue=17|pages=5312–5319|doi=10.1128/jb.176.17.5312-5319.1994 |pmid=8071207 |url= |pmc=196716}}</ref> |
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It is an intermediary compound in the biosynthesis of ]. |
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== See also == |
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* ] |
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== References == |
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{{Reflist}} |
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{{biochem-stub}} |
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{{Amino acid metabolism intermediates}} |
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{{DEFAULTSORT:Hydroxyphenylpyruvic acid}} |
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] |
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] |
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] |
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] |