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Record Information
Version	2.0
Creation Date	2012-05-31 14:07:02 -0600
Update Date	2015-06-03 15:54:49 -0600
Secondary Accession Numbers	ECMDB04166
Identification
Name:	Uridine diphosphate glucuronic acid
Description	Uridine diphosphate glucuronic acid is a nucleoside diphosphate sugar which serves as a source of glucuronic acid for polysaccharide biosynthesis. It may also be epimerized to UDP Iduronic acid, which donates Iduronic acid to polysaccharides. It is made from UDP-glucose by UDP-glucose 6-dehydrogenase (EC 1.1.1.22) using NAD+ as a cofactor. It is the source of the glucuronosyl group in glucuronosyltransferase reactions. (Wikipedia)
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xaa7d66bc> Close
Synonyms:	(UDP-GlcA)1 A-D-Glucopyranuronate 1->5'-ester with uridine 5'-(trihydrogen pyrophosphate) a-D-Glucopyranuronate 1-p'-ester with uridine 5'-(trihydrogen diphosphate) A-D-Glucopyranuronate ester with uridine 5'-pyrophosphate A-D-Glucopyranuronic acid 1->5'-ester with uridine 5'-(trihydrogen pyrophosphate) a-D-Glucopyranuronic acid 1->5'-ester with uridine 5'-(trihydrogen pyrophosphoric acid) a-D-Glucopyranuronic acid 1-p'-ester with uridine 5'-(trihydrogen diphosphoric acid) A-D-Glucopyranuronic acid ester with uridine 5'-pyrophosphate a-D-Glucopyranuronic acid ester with uridine 5'-pyrophosphoric acid a-delta-Glucopyranuronate 1->5'-ester with uridine 5'-(trihydrogen pyrophosphate) a-delta-Glucopyranuronate 1-p'-ester with uridine 5'-(trihydrogen diphosphate) a-delta-Glucopyranuronate ester with uridine 5'-pyrophosphate a-delta-Glucopyranuronic acid 1->5'-ester with uridine 5'-(trihydrogen pyrophosphoric acid) a-delta-Glucopyranuronic acid 1-p'-ester with uridine 5'-(trihydrogen diphosphoric acid) a-delta-Glucopyranuronic acid ester with uridine 5'-pyrophosphoric acid a-δ-Glucopyranuronate 1->5'-ester with uridine 5'-(trihydrogen pyrophosphate) a-δ-Glucopyranuronate 1-p'-ester with uridine 5'-(trihydrogen diphosphate) a-δ-Glucopyranuronate ester with uridine 5'-pyrophosphate a-δ-Glucopyranuronic acid 1->5'-ester with uridine 5'-(trihydrogen pyrophosphoric acid) a-δ-Glucopyranuronic acid 1-p'-ester with uridine 5'-(trihydrogen diphosphoric acid) a-δ-Glucopyranuronic acid ester with uridine 5'-pyrophosphoric acid Alpha-D-Glucopyranuronate 1-P'-ester with uridine 5'-(trihydrogen diphosphate) Alpha-D-Glucopyranuronic acid 1-P'-ester with uridine 5'-(trihydrogen diphosphate) alpha-D-Glucopyranuronic acid 1-p'-ester with uridine 5'-(trihydrogen diphosphoric acid) Alpha-delta-Glucopyranuronate 1->5'-ester with uridine 5'-(trihydrogen pyrophosphate) Alpha-delta-Glucopyranuronate 1-P'-ester with uridine 5'-(trihydrogen diphosphate) Alpha-delta-Glucopyranuronate ester with uridine 5'-pyrophosphate Alpha-delta-Glucopyranuronic acid 1->5'-ester with uridine 5'-(trihydrogen pyrophosphate) alpha-delta-Glucopyranuronic acid 1->5'-ester with uridine 5'-(trihydrogen pyrophosphoric acid) Alpha-delta-Glucopyranuronic acid 1-P'-ester with uridine 5'-(trihydrogen diphosphate) alpha-delta-Glucopyranuronic acid 1-p'-ester with uridine 5'-(trihydrogen diphosphoric acid) Alpha-delta-Glucopyranuronic acid ester with uridine 5'-pyrophosphate alpha-delta-Glucopyranuronic acid ester with uridine 5'-pyrophosphoric acid GDP-GlcA Glucopyranuronate 1-ester with uridine 5'-pyrophosphate Glucopyranuronic acid 1-ester with uridine 5'-pyrophosphate Glucopyranuronic acid 1-ester with uridine 5'-pyrophosphoric acid UDP Glucuronate UDP Glucuronic acid UDP-a-D-Glucuronate UDP-a-D-Glucuronic acid UDP-a-delta-Glucuronate UDP-a-delta-Glucuronic acid UDP-a-δ-Glucuronate UDP-a-δ-Glucuronic acid UDP-alpha-D-Glucuronate UDP-alpha-D-Glucuronic acid UDP-alpha-delta-Glucuronate UDP-alpha-delta-Glucuronic acid UDP-D-Glucuronate UDP-D-Glucuronic acid UDP-delta-Glucuronate UDP-delta-Glucuronic acid UDP-GlcUA UDP-Glucuronate UDP-Glucuronic acid UDP-L-Iduronate UDP-L-Iduronic acid UDP-α-D-Glucuronate UDP-α-D-Glucuronic acid UDP-α-δ-Glucuronate UDP-α-δ-Glucuronic acid UDP-δ-Glucuronate UDP-δ-Glucuronic acid UDPGA UDPglucuronate UDPglucuronic acid UGA Uridine 5'-diphospho-a-D-glucuronate Uridine 5'-diphospho-a-D-glucuronic acid Uridine 5'-diphospho-a-delta-glucuronate Uridine 5'-diphospho-a-delta-glucuronic acid Uridine 5'-diphospho-a-δ-glucuronate Uridine 5'-diphospho-a-δ-glucuronic acid Uridine 5'-diphospho-alpha-delta-glucuronate Uridine 5'-diphospho-alpha-delta-glucuronic acid Uridine 5'-diphospho-glucuronate Uridine 5'-diphospho-glucuronic acid Uridine 5'-diphospho-α-δ-glucuronate Uridine 5'-diphospho-α-δ-glucuronic acid Uridine 5'-diphosphoglucuronate Uridine 5'-diphosphoglucuronic acid Uridine 5'-[3-(D-glucopyranosyloxyuronate) dihydrogen diphosphate] Uridine 5'-[3-(D-glucopyranosyloxyuronic acid) dihydrogen diphosphate] Uridine 5'-[3-(D-glucopyranosyloxyuronic acid) dihydrogen diphosphoric acid] Uridine diphosphate glucuronate Uridine diphosphate glucuronic acid Uridine diphosphate-glucuronate Uridine diphosphate-glucuronic acid Uridine diphospho-D-glucuronate Uridine diphospho-D-glucuronic acid Uridine diphospho-delta-glucuronate Uridine diphospho-delta-glucuronic acid Uridine diphospho-δ-glucuronate Uridine diphospho-δ-glucuronic acid Uridine diphosphoglucuronate Uridine diphosphoglucuronic acid Uridine diphosphoric acid glucuronic acid Uridine diphosphoric acid-glucuronic acid Uridine pyrophosphoglucuronate Uridine pyrophosphoglucuronic acid Uridinediphosphoglucuronate Uridinediphosphoglucuronic acid α-D-Glucopyranuronate 1-p'-ester with uridine 5'-(trihydrogen diphosphate) α-D-Glucopyranuronic acid 1-p'-ester with uridine 5'-(trihydrogen diphosphoric acid) α-δ-Glucopyranuronate 1->5'-ester with uridine 5'-(trihydrogen pyrophosphate) α-δ-Glucopyranuronate 1-p'-ester with uridine 5'-(trihydrogen diphosphate) α-δ-Glucopyranuronate ester with uridine 5'-pyrophosphate α-δ-Glucopyranuronic acid 1->5'-ester with uridine 5'-(trihydrogen pyrophosphoric acid) α-δ-Glucopyranuronic acid 1-p'-ester with uridine 5'-(trihydrogen diphosphoric acid) α-δ-Glucopyranuronic acid ester with uridine 5'-pyrophosphoric acid
Chemical Formula:	C15H22N2O18P2
Weight:	Average: 580.2853 Monoisotopic: 580.034284934
InChI Key:	HDYANYHVCAPMJV-LXQIFKJMSA-N
InChI:	InChI=1S/C15H22N2O18P2/c18-5-1-2-17(15(26)16-5)12-9(22)6(19)4(32-12)3-31-36(27,28)35-37(29,30)34-14-10(23)7(20)8(21)11(33-14)13(24)25/h1-2,4,6-12,14,19-23H,3H2,(H,24,25)(H,27,28)(H,29,30)(H,16,18,26)/t4-,6-,7+,8+,9-,10-,11+,12-,14-/m1/s1
CAS number:	2616-64-0
IUPAC Name:	(2S,3S,4S,5R,6R)-6-({[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
Traditional IUPAC Name:	udp-α-D-glucuronic acid
SMILES:	O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)O[C@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)O[C@H]([C@@H]1O)N1C=CC(=O)NC1=O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.
Kingdom	Organic compounds
Super Class	Organoheterocyclic compounds
Class	Lactones
Sub Class	Gamma butyrolactones
Direct Parent	Gamma butyrolactones
Alternative Parents	Tetrahydrofurans Secondary alcohols Carboxylic acid esters 1,2-diols Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
Substituents	Gamma butyrolactone Tetrahydrofuran Secondary alcohol Carboxylic acid ester 1,2-diol Oxacycle Monocarboxylic acid or derivatives Carboxylic acid derivative Organic oxygen compound Organic oxide Hydrocarbon derivative Organooxygen compound Carbonyl group Alcohol Aliphatic heteromonocyclic compound
Molecular Framework	Aliphatic heteromonocyclic compounds
External Descriptors	diol (CHEBI:71176 ) butan-4-olide (CHEBI:71176 )
Physical Properties
State:	Solid
Charge:	-3
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 18.1 g/L ALOGPS logP -1.2 ALOGPS logP -4.7 ChemAxon logS -1.5 ALOGPS pKa (Strongest Acidic) 1.72 ChemAxon pKa (Strongest Basic) -3.7 ChemAxon Physiological Charge -3 ChemAxon Hydrogen Acceptor Count 15 ChemAxon Hydrogen Donor Count 9 ChemAxon Polar Surface Area 308.61 Ų ChemAxon Rotatable Bond Count 9 ChemAxon Refractivity 106.32 m³·mol⁻¹ ChemAxon Polarizability 45.33 ų ChemAxon Number of Rings 3 ChemAxon Bioavailability 0 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	Water + Uridine diphosphate glucuronic acid > D-Glucuronate 1-phosphate +2 Hydrogen ion + Uridine 5'-monophosphate Water + 2 NAD + UDP-Glucose <>3 Hydrogen ion +2 NADH + Uridine diphosphate glucuronic acid + UDP-Glucuronic acid NAD + Uridine diphosphate glucuronic acid > Carbon dioxide + NADH + UDP-4-Keto-pyranose UDP-Glucose + Water + 2 NAD <> Uridine diphosphate glucuronic acid +2 NADH +2 Hydrogen ion Uridine diphosphate glucuronic acid + NAD <> UDP-4-Keto-pyranose + Carbon dioxide + NADH + Hydrogen ion GDP-L-Fucose + UDP-Glucose + Uridine diphosphate glucuronic acid + Uridine diphosphategalactose colanic acid UDP-Glucose + Water + NAD > Hydrogen ion + NADH + Uridine diphosphate glucuronic acid NAD + Uridine diphosphate glucuronic acid > Carbon dioxide + NADH + UDP-4-Keto-pyranose NAD + Uridine diphosphate glucuronic acid > Carbon dioxide + NADH + UDP-4-Keto-pyranose
SMPDB Pathways:	Starch and sucrose metabolism PW000941
KEGG Pathways:	Amino sugar and nucleotide sugar metabolism ec00520 Ascorbate and aldarate metabolism ec00053 Pentose and glucuronate interconversions ec00040 Starch and sucrose metabolism ec00500
EcoCyc Pathways:	colanic acid building blocks biosynthesis COLANSYN-PWY polymyxin resistance PWY0-1338
Concentrations
	Concentration Strain Media Growth Status Growth System Temperature Details 83± 0 uM BW25113 48 mM Na2HPO4, 22 mM KH2PO4, 10 mM NaCl, 45 mM (NH4)2SO4, supplemented with 1 mM MgSO4, 1 mg/l thiamine·HCl, 5.6 mg/l CaCl2, 8 mg/l FeCl3, 1 mg/l MnCl2·4H2O, 1.7 mg/l ZnCl2, 0.43 mg/l CuCl2·2H2O, 0.6 mg/l CoCl2·2H2O and 0.6 mg/l Na2MoO4·2H2O. 4 g/L Gluco Stationary Phase, glucose limited Bioreactor, pH controlled, O2 and CO2 controlled, dilution rate: 0.2/h 37 oC PMID: 17379776 566± 0 uM K12 NCM3722 Gutnick minimal complete medium (4.7 g/L KH2PO4; 13.5 g/L K2HPO4; 1 g/L K2SO4; 0.1 g/L MgSO4-7H2O; 10 mM NH4Cl) with 4 g/L glucose Mid-Log Phase Shake flask and filter culture 37 oC PMID: 19561621 375± 0 uM K12 NCM3722 Gutnick minimal complete medium (4.7 g/L KH2PO4; 13.5 g/L K2HPO4; 1 g/L K2SO4; 0.1 g/L MgSO4-7H2O; 10 mM NH4Cl) with 4 g/L glycerol Mid-Log Phase Shake flask and filter culture 37 oC PMID: 19561621 188± 0 uM K12 NCM3722 Gutnick minimal complete medium (4.7 g/L KH2PO4; 13.5 g/L K2HPO4; 1 g/L K2SO4; 0.1 g/L MgSO4-7H2O; 10 mM NH4Cl) with 4 g/L acetate Mid-Log Phase Shake flask and filter culture 37 oC PMID: 19561621 296± 12 uM BL21 DE3 Luria-Bertani (LB) media Stationary phase cultures (overnight culture) Shake flask 37 oC Experimentally Determined Download Details Find out more about how we convert literature concentrations.
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-0w29-3322930000-0ce18416678ea80bec67 View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive splash10-004r-4862914000-b91973e084ab99d92364 View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS ("Uridine diphosphate glucuronic acid,1TMS,#1" TMS) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_7) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_8) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_9) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_2_14) - 70eV, Positive Not Available View in JSpectraViewer LC-MS/MS LC-MS/MS Spectrum - 20V, Negative splash10-0fb9-0135690000-0ff1e6a4900ecdc6a915 View in MoNA LC-MS/MS LC-MS/MS Spectrum - 35V, Negative splash10-004i-0000090000-1cdeb28950f03fda28ea View in MoNA LC-MS/MS LC-MS/MS Spectrum - 35V, Negative splash10-0r29-5934300000-e5fcfe66852c383b82d4 View in MoNA LC-MS/MS LC-MS/MS Spectrum - 10V, Negative splash10-004i-0000090000-bc00d530c5ce60dfe672 View in MoNA LC-MS/MS LC-MS/MS Spectrum - 40V, Negative splash10-0a4i-3922200000-353e174f91c8b182064c View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-03di-0901110000-d434fad6ebdd7797c473 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-03di-3911000000-b27e8f43f987aadd35fd View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-03di-4900000000-6c8ee9c73e164f9ccf76 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0imu-4601190000-7a0e82462b874f18b2c4 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-01ox-9817020000-a72141b1bee762a83bc3 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0bvl-4901000000-5d52b1b8f03063646a7f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-004i-0001090000-c773521e9e340d5e6564 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-055e-9424840000-deea5ee6888efff36f31 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0a5a-3936510000-b41af0ea55c95b9da1e1 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-03di-1700490000-7f9159b24d34e9358740 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-03di-4921760000-cd1fe2a62f343b8eb5ba View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0209-6940100000-aa916ad8a0ed15e6eb2a View in MoNA 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer
References
References:	Alkharfy KM, Frye RF: High-performance liquid chromatographic assay for acetaminophen glucuronide in human liver microsomes. J Chromatogr B Biomed Sci Appl. 2001 Apr 5;753(2):303-8. Pubmed: 11334344 Bennett, B. D., Kimball, E. H., Gao, M., Osterhout, R., Van Dien, S. J., Rabinowitz, J. D. (2009). "Absolute metabolite concentrations and implied enzyme active site occupancy in Escherichia coli." Nat Chem Biol 5:593-599. Pubmed: 19561621 Cappiello M, Giuliani L, Pacifici GM: Distribution of UDP-glucuronosyltransferase and its endogenous substrate uridine 5'-diphosphoglucuronic acid in human tissues. Eur J Clin Pharmacol. 1991;41(4):345-50. Pubmed: 1804651 Cappiello M, Giuliani L, Rane A, Pacifici GM: Uridine 5'-diphosphoglucuronic acid (UDPGLcUA) in the human fetal liver, kidney and placenta. Eur J Drug Metab Pharmacokinet. 2000 Jul-Dec;25(3-4):161-3. Pubmed: 11420884 Clinical Guide to Laboratory Tests, 2nd Ed. Norbert W. Tietz 1990 Fondeur-Gelinotte M, Lattard V, Oriol R, Mollicone R, Jacquinet JC, Mulliert G, Gulberti S, Netter P, Magdalou J, Ouzzine M, Fournel-Gigleux S: Phylogenetic and mutational analyses reveal key residues for UDP-glucuronic acid binding and activity of beta1,3-glucuronosyltransferase I (GlcAT-I). Protein Sci. 2006 Jul;15(7):1667-78. Pubmed: 16815917 Ghosal A, Hapangama N, Yuan Y, Achanfuo-Yeboah J, Iannucci R, Chowdhury S, Alton K, Patrick JE, Zbaida S: Identification of human UDP-glucuronosyltransferase enzyme(s) responsible for the glucuronidation of ezetimibe (Zetia). Drug Metab Dispos. 2004 Mar;32(3):314-20. Pubmed: 14977865 Hagenauer B, Salamon A, Thalhammer T, Kunert O, Haslinger E, Klingler P, Senderowicz AM, Sausville EA, Jager W: In vitro glucuronidation of the cyclin-dependent kinase inhibitor flavopiridol by rat and human liver microsomes: involvement of UDP-glucuronosyltransferases 1A1 and 1A9. Drug Metab Dispos. 2001 Apr;29(4 Pt 1):407-14. Pubmed: 11259324 Huskey SW, Doss GA, Miller RR, Schoen WR, Chiu SH: N-glucuronidation reactions. II. Relative N-glucuronidation reactivity of methylbiphenyl tetrazole, methylbiphenyl triazole, and methylbiphenyl imidazole in rat, monkey, and human hepatic microsomes. Drug Metab Dispos. 1994 Jul-Aug;22(4):651-8. Pubmed: 7956743 Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597. Pubmed: 17379776 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510 Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882 Quintus J, Kovar KA, Link P, Hamacher H: Urinary excretion of arbutin metabolites after oral administration of bearberry leaf extracts. Planta Med. 2005 Feb;71(2):147-52. Pubmed: 15729623 van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195 Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. Pubmed: 18331064
Synthesis Reference:	Simon, Ethan S.; Grabowski, Sven; Whitesides, George M. Convenient syntheses of cytidine 5'-triphosphate, guanosine 5'-triphosphate, and uridine 5'-triphosphate and their use in the preparation of UDP-glucose, UDP-glucuronic acid, and GDP-mannose. Journal
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 17200 HMDB ID HMDB00935 Pubchem Compound ID 17473 Kegg ID C00167 ChemSpider ID 16522 Wikipedia Uridine diphosphate glucuronic acid BioCyc ID UDP-GLUCURONATE EcoCyc ID UDP-GLUCURONATE Ligand Expo UGA

Enzymes

Transporters