Record Information
Version1.0
Creation date2010-04-08 22:07:38 UTC
Update date2018-05-29 00:41:37 UTC
Primary IDFDB007509
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameUridine diphosphate
DescriptionUridine diphosphate, abbreviated UDP, is a nucleotide. It is an ester of pyrophosphoric acid with the nucleoside uridine. UDP consists of the pyrophosphate group, the pentose sugar ribose, and the nucleobase uracil. Uridine diphosphate is found in many foods, some of which are pecan nut, pot marjoram, green bean, and komatsuna.
CAS Number58-98-0
Structure
Thumb
Synonyms
SynonymSource
Uridine diphosphateChEBI
Uridine diphosphoric acidGenerator
Uridine 5'-diphosphoric acidGenerator
5'-UDPHMDB
UDPHMDB
Uridine 5'-pyrophosphateHMDB
Uridine 5'-pyrophosphorateHMDB
Uridine 5'-pyrophosphoric acidHMDB
Uridine pyrophosphateHMDB
Pyrophosphate, uridineHMDB
Diphosphate, uridineHMDB
Uridine 5'-(trihydrogen diphosphate) (9CI)biospider
Uridine 5'-(trihydrogen pyrophosphate) (8CI)biospider
Uridine 5'-diateChEBI
Uridine 5'-diic acidGenerator
Uridine 5'-diphosphatebiospider
Uridine 5'-diphosphic acidbiospider
Uridine 5'-pyroateHMDB
Uridine 5'-pyroorateHMDB
Uridine 5'-pyrooric acidHMDB
Uridine diateChEBI
Uridine diic acidGenerator
Uridine diphosphate (6CI)biospider
Uridine pyroateHMDB
Uridine pyrophosphate (7CI)biospider
URIDINE-5'-DIPHOSPHATEbiospider
Uridine, 5'-(trihydrogen diphosphate)biospider
Predicted Properties
PropertyValueSource
Water Solubility8.89 g/LALOGPS
logP-0.94ALOGPS
logP-3ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)1.77ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area212.39 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity74.31 m³·mol⁻¹ChemAxon
Polarizability30.43 ųChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H14N2O12P2
IUPAC name[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
InChI IdentifierInChI=1S/C9H14N2O12P2/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
InChI KeyXCCTYIAWTASOJW-XVFCMESISA-N
Isomeric SMILESO[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O
Average Molecular Weight404.1612
Monoisotopic Molecular Weight404.002196946
Classification
Description belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPyrimidine nucleotides
Sub ClassPyrimidine ribonucleotides
Direct ParentPyrimidine ribonucleoside diphosphates
Alternative Parents
Substituents
  • Pyrimidine ribonucleoside diphosphate
  • Pentose phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • Monosaccharide phosphate
  • Organic pyrophosphate
  • Hydroxypyrimidine
  • Pyrimidone
  • Monoalkyl phosphate
  • Hydropyrimidine
  • Monosaccharide
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Pyrimidine
  • Alkyl phosphate
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Secondary alcohol
  • 1,2-diol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Alcohol
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-4911000000-e0e7874495a5b5baf6b1View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00pi-3795210000-ef08b4deabe40209df75View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0002-9000000000-7c065a8df0e08b8c365fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0002-9000000000-73234233232c376d095cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0002-9000000000-7c065a8df0e08b8c365fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negativesplash10-0pdi-6910600000-bf4136774851b6559f17View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0pdi-6910600000-bf4136774851b6559f17View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-1901000000-4c9ba16543da8ee18c74View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-4901000000-1ff9973ec00da457d453View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-7900000000-f88f01d934d46a57fefbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0ik9-3904300000-454bc02fb8862a1d0facView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-057l-9801000000-5aabcad933dc7e5003a8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9100000000-7a6d480c699f409f2f36View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID5809
ChEMBL IDCHEMBL130266
KEGG Compound IDC00015
Pubchem Compound ID6031
Pubchem Substance IDNot Available
ChEBI ID17659
Phenol-Explorer IDNot Available
DrugBank IDDB03435
HMDB IDHMDB00295
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDURIDINE-DIPHOSPHATE
BIGG ID33518
KNApSAcK IDC00007313
HET IDUDP
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDUridine_diphosphate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
UDP-glucuronosyltransferase 2B28UGT2B28Q9BY64
UDP-glucuronosyltransferase 2B4UGT2B4P06133
UDP-glucuronosyltransferase 1-4UGT1A4P22310
UDP-glucuronosyltransferase 2B10UGT2B10P36537
UDP-glucuronosyltransferase 2B7UGT2B7P16662
UDP-glucuronosyltransferase 2B15UGT2B15P54855
UDP-glucuronosyltransferase 2A1UGT2A1Q9Y4X1
UDP-glucuronosyltransferase 1-1UGT1A1P22309
UDP-glucuronosyltransferase 1-9UGT1A9O60656
UDP-glucuronosyltransferase 1-8UGT1A8Q9HAW9
UDP-glucuronosyltransferase 1-3UGT1A3P35503
UDP-glucuronosyltransferase 1-10UGT1A10Q9HAW8
UDP-glucuronosyltransferase 2B17UGT2B17O75795
UDP-glucuronosyltransferase 1-6UGT1A6P19224
UDP-glucuronosyltransferase 1-5UGT1A5P35504
UDP-glucuronosyltransferase 2B11UGT2B11O75310
UDP-glucuronosyltransferase 1-7UGT1A7Q9HAW7
UDP-glucuronosyltransferase 2A3UGT2A3Q6UWM9
Glycogen [starch] synthase, liverGYS2P54840
Glycogen [starch] synthase, muscleGYS1P13807
Alpha-lactalbuminLALBAP00709
Bifunctional UDP-N-acetylglucosamine 2-epimerase/N-acetylmannosamine kinaseGNEQ9Y223
UDP-N-acetylglucosamine--peptide N-acetylglucosaminyltransferase 110 kDa subunitOGTO15294
Polypeptide N-acetylgalactosaminyltransferase 13GALNT13Q68VI8
Pp-GalNAc-transferase 20GALNT20Q2L4S5
Chondroitin sulfate N-acetylgalactosaminyltransferase 2CSGALNACT2Q8N6G5
Beta-1,3-N-acetylglucosaminyltransferase bGnT-2bGnT-2Q9NY97
Ceramide glucosyltransferaseUGCGQ16739
Phosphatidylinositol N-acetylglucosaminyltransferase subunit QPIGQQ9BRB3
Phosphatidylinositol N-acetylglucosaminyltransferase subunit APIGAP37287
Phosphatidylinositol N-acetylglucosaminyltransferase subunit HPIGHQ14442
Phosphatidylinositol N-acetylglucosaminyltransferase subunit PPIGPP57054
Phosphatidylinositol N-acetylglucosaminyltransferase subunit CPIGCQ92535
2-hydroxyacylsphingosine 1-beta-galactosyltransferaseUGT8Q16880
Lactosylceramide 1,3-N-acetyl-beta-D-glucosaminyltransferaseB3GNT5Q9BYG0
Uridine-cytidine kinase-like 1UCKL1Q9NWZ5
ENTPD4 proteinENTPD4Q8NE73
UMP-CMP kinase 2, mitochondrialCMPK2Q5EBM0
Ribonucleoside-diphosphate reductase large subunitRRM1P23921
Chondroitin sulfate N-acetylgalactosaminyltransferase 1CSGALNACT1Q8TDX6
GTP:AMP phosphotransferase, mitochondrialAK3Q9UIJ7
Beta-1,4 N-acetylgalactosaminyltransferase 1B4GALNT1Q00973
Lactosylceramide 4-alpha-galactosyltransferaseA4GALTQ9NPC4
Dolichyl-phosphate beta-glucosyltransferaseALG5Q9Y673
Beta-1,3-galactosyltransferase 4B3GALT4O96024
Polyribonucleotide nucleotidyltransferase 1, mitochondrialPNPT1Q8TCS8
Alpha-1,6-mannosyl-glycoprotein 2-beta-N-acetylglucosaminyltransferaseMGAT2Q10469
Exostosin-1EXT1Q16394
Exostosin-like 3EXTL3O43909
Exostosin-2EXT2Q93063
Exostosin-like 1EXTL1Q92935
N-acetyllactosaminide beta-1,3-N-acetylglucosaminyltransferaseB3GNT1O43505
Alpha-1,6-mannosylglycoprotein 6-beta-N-acetylglucosaminyltransferase AMGAT5Q09328
Beta-1,4-mannosyl-glycoprotein 4-beta-N-acetylglucosaminyltransferaseMGAT3Q09327
N-acetyllactosaminide beta-1,6-N-acetylglucosaminyl-transferase, isoform BGCNT2Q06430
Chondroitin sulfate glucuronyltransferaseCHPF2Q9P2E5
Exostosin-like 2EXTL2Q9UBQ6
Alpha-1,3-mannosyl-glycoprotein 4-beta-N-acetylglucosaminyltransferase AMGAT4AQ9UM21
Alpha-1,3-mannosyl-glycoprotein 4-beta-N-acetylglucosaminyltransferase BMGAT4BQ9UQ53
Beta-1,4-N-acetylgalactosaminyltransferase 3B4GALNT3Q6L9W6
N-acetyl-beta-glucosaminyl-glycoprotein 4-beta-N-acetylgalactosaminyltransferase 1B4GALNT4Q76KP1
UDP-N-acetylglucosamine transferase subunit ALG13 homologALG13Q9NP73
Pathways
NameSMPDB LinkKEGG Link
Lactose SynthesisSMP00444 Not Available
Pyrimidine MetabolismSMP00046 map00240
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).