Revision as of 13:26, 10 January 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,289 edits Saving copy of the {{chembox}} taken from revid 464867734 of page Thymidine_monophosphate for the Chem/Drugbox validation project (updated: 'ChEMBL', 'StdInChI', 'StdInChIKey'). |
Latest revision as of 02:08, 22 August 2023 edit 132.183.13.29 (talk)No edit summary |
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{{Technical|date=April 2022}} |
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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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| Verifiedfields = changed |
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| Watchedfields = changed |
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| verifiedrevid = 458445586 |
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| verifiedrevid = 470609635 |
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| ImageFile = DTMP_chemical_structure.png |
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| ImageFile = DTMP_chemical_structure.svg |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageSize = 121 |
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| ImageSize = 150 |
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| ImageName = Stereo, skeletal formula of the methyl hydrogen phosphate anion |
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| ImageAlt = Skeletal formula of thymidine monophosphate as an anion, single negative charge |
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| ImageFile1 = Deoxythymidine monophosphate anion 3D spacefill.png |
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| ImageSize1 = 170 |
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| ImageAlt1 = Space-filling model of the thymidine monophosphate molecule as an anion, double negative charge |
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| IUPACName = Thymidine monophosphate |
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| IUPACName = Thymidine monophosphate |
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| OtherNames = 5'-Thymidylic acid |
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| Section1 = {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| Abbreviations = TMP |
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| CASNo = 365-07-1 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 43W3021X6C |
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| Abbreviations = dTMP |
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| ChEMBL_Ref = {{ebicite|changed|EBI}} |
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| ChEMBL_Ref = {{ebicite|changed|EBI}} |
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| ChEMBL = <!-- blanked - oldvalue: 394429 --> |
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| ChEMBL = 394429 |
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| PubChem3 = 4073694 |
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| PubChem = 16755631 |
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| ChemSpiderID = 10239189 |
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| PubChem3_Ref = {{Pubchemcite|correct|pubchem}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| PubChem1 = 25791020 |
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| PubChem1_Ref = {{Pubchemcite|correct|pubchem}} |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| PubChem1_Comment = <small>(2''R'',3''R'',5''R'')-3-hydrox,-5-pyrimidin,-2-yl</small> |
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| PubChem2 = 25791703 |
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| PubChem2_Ref = {{Pubchemcite|correct|pubchem}} |
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| PubChem2_Comment = <small>(2''R'',3''R'',5''S'')-3-hydrox,-5-pyrimidin,-2-yl</small> |
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| PubChem = 16755631 |
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| PubChem_Ref = {{Pubchemcite|correct|pubchem}} |
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| PubChem_Comment = <small>(2''R'',3''S'',5''R'')-3-hydrox,-5-pyrimidin,-2-yl</small> |
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| PubChem4 = 16755631 |
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| PubChem4_Ref = {{Pubchemcite|correct|pubchem}} |
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| PubChem4_Comment = <small>(2''R'',3''S'',5''S'')-3-hydrox,-5-pyrimidin,-2-yl</small> |
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| ChemSpiderID1 = 3288718 |
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| ChemSpiderID1_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 10239189 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Comment = <small>(2''R'',3''S'',5''R'')-3-hydrox,-5-pyrimidin,-2-yl</small> |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 26999 |
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| ChEBI = 26999 |
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| Beilstein = 3916216 |
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| Beilstein = 3916216 |
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| SMILES = Cc1cn(C2CC(O)C(COP()()=O)O2)c(:o)c1:o |
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| SMILES = CC1=CN(C(=O)NC1=O)C2CC(C(O2)COP(=O)(O)O)O |
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| StdInChI = 1S/C10H15N2O8P/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(20-8)4-19-21(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,11,14,15)(H2,16,17,18)/p-2/t6-,7+,8+/m0/s1 |
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| StdInChI = 1S/C10H15N2O8P/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(20-8)4-19-21(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,11,14,15)(H2,16,17,18)/p-2 |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = GYOZYWVXFNDGLU-XLPZGREQSA-L |
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| StdInChIKey = GYOZYWVXFNDGLU-UHFFFAOYSA-L |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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}} |
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}} |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula = C<sub>10</sub>H<sub>13</sub>N<sub>2</sub>O<sub>8</sub>P<sup>2-</sup> |
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| Formula = C<sub>10</sub>H<sub>15</sub>N<sub>2</sub>O<sub>8</sub>P |
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| MolarMass = 320.1926 g mol<sup>-1</sup> |
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| MolarMass = 322.2085 g mol<sup>−1</sup> |
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| ExactMass = 320.040951914 g mol<sup>-1</sup> |
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}} |
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'''Thymidine monophosphate''' ('''TMP'''), also known as '''thymidylic acid''' (] '''thymidylate'''), '''deoxythymidine monophosphate''' ('''dTMP'''), or '''deoxythymidylic acid''' (] '''deoxythymidylate'''), is a ] that is used as a ] in ]. It is an ] of ] with the ] ]. dTMP consists of a ] ], the ] ] ], and the ] ]. Unlike the other ]s, thymidine monophosphate often does not contain the "deoxy" prefix in its name; nevertheless, its symbol often includes a "d" ("dTMP").<ref>{{cite book|title=The ACS style guide: effective communication of scientific information|year=2006|publisher=American Chemical Society|location=Washington, D.C.|isbn=978-0-8412-3999-9|edition=3rd|editor1=Coghill, Anne M.|editor2=Garson, Lorrin R.|page=|url=https://archive.org/details/acsstyleguideeff0000unse/page/244}}</ref> ''Dorland’s Illustrated Medical Dictionary''<ref name="Dorlands">{{Citation |author=Elsevier |authorlink=Elsevier |title=Dorland's Illustrated Medical Dictionary |publisher=Elsevier |url=http://dorlands.com/ |postscript=.}}</ref> provides an explanation of the nomenclature variation at its entry for thymidine. |
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As a ], it is called by the prefix '''thymidylyl-'''. |
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== See also == |
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* ] |
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* ] |
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* ] |
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* ] |
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* ] |
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==References== |
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{{reflist}} |
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{{Nucleobases, nucleosides, and nucleotides}} |
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] |
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] |
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{{Biochem-stub}} |
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{{Organic-chemistry-stub}} |