UGA

URIDINE-5'-DIPHOSPHATE-GLUCURONIC ACID

Created: 1999-12-13
Last modified:  2021-03-01

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Chemical Details

Formal Charge0
Atom Count59
Chiral Atom Count11
Bond Count61
Aromatic Bond Count6
2D diagram of UGA

Chemical Component Summary

NameURIDINE-5'-DIPHOSPHATE-GLUCURONIC ACID
SynonymsUDP-GLUCURONIC ACID
Systematic Name (OpenEye OEToolkits)(2S,3S,4S,5R,6R)-6-[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic acid
FormulaC15 H22 N2 O18 P2
Molecular Weight580.285
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C(O)C3OC(OP(=O)(O)OP(=O)(O)OCC2OC(N1C(=O)NC(=O)C=C1)C(O)C2O)C(O)C(O)C3O
SMILESCACTVS3.341O[CH]1[CH](O)[CH](O[CH]([CH]1O)C(O)=O)O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O
SMILESOpenEye OEToolkits1.5.0C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)C(=O)O)O)O)O)O)O
Canonical SMILESCACTVS3.341 O[C@@H]1[C@@H](O)[C@H](O[C@@H]([C@H]1O)C(O)=O)O[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O
Canonical SMILESOpenEye OEToolkits1.5.0 C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@@](=O)(O)O[P@@](=O)(O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C(=O)O)O)O)O)O)O
InChIInChI1.03 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
InChIKeyInChI1.03 HDYANYHVCAPMJV-LXQIFKJMSA-N

Drug Info: DrugBank

DrugBank IDDB03041 
NameUDP-alpha-D-glucuronic acid
Groups experimental
DescriptionA 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. In animals, UDP glucuronic acid is used for formation of many glucosiduronides with various aglycones. [PubChem]
Synonyms
  • uridine diphosphate glucuronic acid
  • Uridine-5'-diphosphate-glucuronic acid
  • UDP-alpha-D-glucuronate
  • UDPglucuronate
  • UDP-D-glucuronate
Categories
  • Carbohydrates
  • Glycosides
  • Nucleic Acids, Nucleotides, and Nucleosides
  • Nucleoside Diphosphate Sugars
  • Nucleotides
CAS number2616-64-0

Drug Targets

NameTarget SequencePharmacological ActionActions
UDP-glucose 4-epimeraseMAEKVLVTGGAGYIGSHTVLELLEAGYLPVVIDNFHNAFRGGGSLPESLR...unknownsubstrate
Galactosylgalactosylxylosylprotein 3-beta-glucuronosyltransferase 3MKLKLKNVFLAYFLVSIAGLLYALVQLGQPCDCLPPLRAAAEQLRQKDLR...unknown
UDP-glucose 6-dehydrogenaseMKIAVAGSGYVGLSLGVLLSLQNEVTIVDILPSKVDKINNGLSPIQDEYI...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 17473
ChEMBL CHEMBL228057
ChEBI CHEBI:17200