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Uridine diphosphate glucuronic acid: Difference between revisions

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Revision as of 10:12, 17 December 2010 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: StdInChI StdInChIKey.← Previous edit Latest revision as of 17:24, 5 September 2023 edit undoTom282f3 (talk | contribs)310 editsm Heme degradationTag: 2017 wikitext editor 
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{{chembox {{chembox
| Verifiedfields = changed
|ImageFile=UDP glucuronic acid.png
| verifiedrevid = 470620417
|ImageSize=200px
| ImageFile=Uridine diphosphate glucuronic acid.svg
|IUPACName=
| ImageSize=200px
|OtherNames=
| IUPACName=3--1,3-dihydroxy-1,3-dioxo-1λ<sup>5</sup>,3λ<sup>5</sup>-diphosphoxan-1-yl α-<small>D</small>-glucopyranosiduronic acid
|Section1= {{Chembox Identifiers
| SystematicName=(2''S'',3''S'',4''S'',5''R'',6''R'')-6-methoxy}-1,3-dihydroxy-1,3-dioxo-1λ<sup>5</sup>,3λ<sup>5</sup>-diphosphoxan-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
| InChI = 1/C9H12N2O6.C6H12O13P2/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16;7-1-2(18-20(12,13)14)5(19-21(15,16)17)3(8)4(9)6(10)11/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16);1-5,8-9H,(H,10,11)(H2,12,13,14)(H2,15,16,17)/p-4/t4-,6-,7-,8-;2-,3+,4-,5+/m10/s1
| OtherNames=
|Section1={{Chembox Identifiers
| InChI = 1/C9H12N2O6.C6H12O13P2/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16;7-1-2(18-20(12,13)14)5(19-21(15,16)17)3(8)4(9)6(10)11/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16);1-5,8-9H,(H,10,11)(H2,12,13,14)(H2,15,16,17)/p-4/t4-,6-,7-,8-;2-,3+,4-,5+/m10/s1
| InChIKey = GIFKDHYZEJQSDD-DNQFPBLIBB | InChIKey = GIFKDHYZEJQSDD-DNQFPBLIBB
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C9H12N2O6.C6H12O13P2/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16;7-1-2(18-20(12,13)14)5(19-21(15,16)17)3(8)4(9)6(10)11/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16);1-5,8-9H,(H,10,11)(H2,12,13,14)(H2,15,16,17)/p-4/t4-,6-,7-,8-;2-,3+,4-,5+/m10/s1 | StdInChI = 1S/C9H12N2O6.C6H12O13P2/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16;7-1-2(18-20(12,13)14)5(19-21(15,16)17)3(8)4(9)6(10)11/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16);1-5,8-9H,(H,10,11)(H2,12,13,14)(H2,15,16,17)/p-4/t4-,6-,7-,8-;2-,3+,4-,5+/m10/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = GIFKDHYZEJQSDD-BZYIUNRFSA-J | StdInChIKey = GIFKDHYZEJQSDD-BZYIUNRFSA-J
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=2616-64-0 | CASNo=2616-64-0
| UNII_Ref = {{fdacite|correct|FDA}}
| PubChem=17473
| UNII = 04SZC4MEFQ
| ChemSpiderID=19951236
| PubChem=17473
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID=19951236
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 17200
| IUPHAR_ligand = 1784 | IUPHAR_ligand = 1784
| SMILES = OC(=O)(O)(O)(OP()()=O)(C=O)OP()()=O.O=C\1NC(=O)N(/C=C/1)2O(CO)(O)2O | SMILES = O1(O)(O(1O)C(O)=O)O(O)(=O)O(O)(=O)OC2O((O)2O)3C=C(=O)3=O
| MeSHName=UDP+glucuronic+acid | MeSHName=UDP+glucuronic+acid
}} }}
|Section2= {{Chembox Properties |Section2={{Chembox Properties
| Formula=C<sub>15</sub>H<sub>22</sub>N<sub>2</sub>O<sub>18</sub>P<sub>2</sub> | Formula=C<sub>15</sub>H<sub>22</sub>N<sub>2</sub>O<sub>18</sub>P<sub>2</sub>
| MolarMass=580.285 | MolarMass=580.285
| Appearance= | Appearance=
| Density= | Density=
| MeltingPt= | MeltingPt=
| BoilingPt= | BoilingPt=
| Solubility= | Solubility=
}} }}
|Section3= {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
}} }}
}} }}
'''UDP glucuronic acid''' is a ] used in the creation of ]s and is an intermediate in the biosynthesis of ] (except in ]s and ]s). '''UDP-glucuronic acid''' is a ] used in the creation of ]s and is an intermediate in the biosynthesis of ] (except in ]s and ]s). It also participates in the ] of human.


It is made from ] by ] (EC 1.1.1.22) using ] as a cofactor. It is the source of the glucuronosyl group in ] reactions.<ref>{{cite journal | vauthors = Bontemps Y, Vuillermoz B, Antonicelli F, Perreau C, Danan JL, Maquart FX, Wegrowski Y | title = Specific protein-1 is a universal regulator of UDP-glucose dehydrogenase expression: its positive involvement in transforming growth factor-beta signaling and inhibition in hypoxia | journal = The Journal of Biological Chemistry | volume = 278 | issue = 24 | pages = 21566–75 | date = Jun 2003 | pmid = 12682078 | doi = 10.1074/jbc.M209366200 | doi-access = free }}</ref><ref>{{cite journal | vauthors = Sommer BJ, Barycki JJ, Simpson MA | title = Characterization of human UDP-glucose dehydrogenase. CYS-276 is required for the second of two successive oxidations | journal = The Journal of Biological Chemistry | volume = 279 | issue = 22 | pages = 23590–6 | date = May 2004 | pmid = 15044486 | doi = 10.1074/jbc.M401928200 | doi-access = free }}</ref>
It is made from ] by ] (EC 1.1.1.22) using ] as a cofactor. It is the source of the glucuronosyl group in ] reactions.


==See also== ==See also==
* ] * ]
* ] * ]

== References ==
{{reflist}}


{{Nucleotide sugars}} {{Nucleotide sugars}}


] ]
]
] ]
] ]
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{{biochem-stub}} {{biochem-stub}}

]
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