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Uridine-5'-Diphosphate

PubChem CID: 6031

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Compound Synonyms Uridine 5'-diphosphate, URIDINE DIPHOSPHATE, 58-98-0, uridine-5'-diphosphate, Uridine 5'-(trihydrogen diphosphate), UDP, 5'-UDP, Uridine 5'-pyrophosphate, Uridine 5'-pyrophosphoric acid, ((2R,3S,4R,5R)-5-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl trihydrogen diphosphate, CHEMBL130266, [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate, CHEBI:17659, 5G0F599A1Y, Uridine, 5'-(trihydrogen diphosphate), [({[(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, Uridine Pyrophosphate, EINECS 200-409-6, UNII-5G0F599A1Y, 1gww, 1gx4, 1o7o, URIDINE_DIPHOSPHATE, bmse000266, Uridine 5'-pyrophosphorate, Uridine diphosphate (6CI), SCHEMBL4245, Lopac0_001205, Uridine pyrophosphate (7CI), GTPL1749, DTXSID001018933, BDBM50118239, BDBM50403871, URIDINE 5'-DIPHOSPHATE [MI], URIDINE 5'-DIPHOSPHORIC ACID, Uridine-5'-(trihydrogen diphosphate), uridine 5''-(trihydrogen diphosphate), DB03435, Uridine 5'-(trihydrogen pyrophosphate), NCGC00163324-01, NS00015192, Uridine 5'-(trihydrogen diphosphate) (9CI), 27821-45-0, C00015, Uridine 5'-(trihydrogen pyrophosphate) (8CI), Q412593, Uridine 5'-(trihydrogen diphosphate-P-32P) (9CI), ((2R,3S,4R,5R)-5-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyltrihydrogendiphosphate, 2,4(1H,3H)-pyrimidinedione, 1-[5-O-[hydroxy(phosphonooxy)phosphinyl]-beta-D-ribofuranosyl]-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 212.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC(C2CCCC2)C(C)C1
Deep Smiles O[C@@H][C@@H]COP=O)OP=O)O)O)))O))))O[C@H][C@@H]5O))nccc=O)[nH]c6=O
Heavy Atom Count 25.0
Classyfire Class Pyrimidine nucleotides
Description Uridine-5'-diphosphate, also known as udp or uridine 5'-diphosphoric acid, is a member of the class of compounds known as pyrimidine ribonucleoside diphosphates. Pyrimidine ribonucleoside diphosphates are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety. Uridine-5'-diphosphate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Uridine-5'-diphosphate can be found in a number of food items such as napa cabbage, lichee, tea leaf willow, and parsnip, which makes uridine-5'-diphosphate a potential biomarker for the consumption of these food products. Uridine-5'-diphosphate can be found primarily in blood, as well as in human placenta, prostate and thyroid gland tissues. Uridine-5'-diphosphate exists in all living species, ranging from bacteria to humans. In humans, uridine-5'-diphosphate is involved in several metabolic pathways, some of which include morphine action pathway, androgen and estrogen metabolism, estrone metabolism, and amino sugar metabolism. Uridine-5'-diphosphate is also involved in several metabolic disorders, some of which include 17-beta hydroxysteroid dehydrogenase III deficiency, acute intermittent porphyria, beta ureidopropionase deficiency, and g(m2)-gangliosidosis: variant B, tay-sachs disease.
Scaffold Graph Node Level OC1CCN(C2CCCO2)C(O)N1
Classyfire Subclass Pyrimidine ribonucleotides
Isotope Atom Count 0.0
Molecular Complexity 675.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Uniprot Id P30085, P49961, Q8WVQ1, O75355, Q9HA47, O00746, P23921, P15531, Q9Y5B8, P31350, P22392, Q13232, O75414, Q9Y223, O60909, P00709, P15291, Q9BY64, P06133, O60568, Q8TDX6, P22310, P36537, P16662, P54855, Q9Y4X1, P22309, O60656, Q9HAW9, P35503, Q9HAW8, O75795, P19224, P35504, O75310, Q9HAW7, Q9UIJ7, Q01813, P17858, P08237, P14618, P30613, Q16739, Q00973, Q9NPC4, Q9Y227, O75354, O75356, O94766, Q9NPZ5, Q9P2W7, Q9BRB3, P37287, Q14442, P57054, Q92535, Q9Y673, Q8NCW6, Q8N4A0, Q14435, Q9NY28, Q8N3T1, Q8N428, Q86SR1, Q8IUC8, Q6IS24, Q6P9A2, Q86SF2, Q8NCL4, Q96FL9, Q10471, Q8IXK2, Q10472, Q7Z7M9, O60512, O60513, O75752, P54840, P46976, P13807, O15488, P16442, Q16880, O96024, Q70JA7, Q8IZ52, Q86X52, Q8TCS8, Q10469, Q16394, Q92839, O43909, Q93063, Q92935, O43505, Q09328, O15294, O00219, Q09327, Q92819, Q9BZX2, Q06430, Q9UBV7, Q9P2E5, Q68VI8, Q8N6G5, Q8NE73, Q9NY97, Q96L58, Q9HCQ5, Q9UBQ6, Q9UM21, Q9UQ53, Q9BYG0, Q9NS00, Q9UBX8, Q6UWM9, Q7LG56, Q5EBM0, Q9NWZ5, Q5MY95, Q49A17, Q7Z4T8, Q8WZA1, Q6L9W6, Q76KP1, Q5DT02, Q5DSZ6, Q5DSZ7, Q2L4S5, Q9NP73, Q5NDL2, Q02742, O95395, Q9P109, Q8N0V5, Q8NFS9, Q8NBJ5, Q8IYK4, Q8NAT1, Q4G148, A0PJZ3, P26572, Q9UBM8, Q3V5L5, P56597, Q6NUS8, Q3SY77, Q8NBI6, P47900, P41231, Q15077, P27708, Q63371, Q15391, P00669, P61823, O15648, Q96QE3, P51582, O89049, P22413, O14638
Iupac Name [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate
Class Pyrimidine nucleotides
Veber Rule False
Classyfire Superclass Nucleosides, nucleotides, and analogues
Xlogp -4.7
Superclass Nucleosides, nucleotides, and analogues
Subclass Pyrimidine ribonucleotides
Gsk 4 400 Rule False
Molecular Formula C9H14N2O12P2
Scaffold Graph Node Bond Level O=c1ccn(C2CCCO2)c(=O)[nH]1
Inchi Key XCCTYIAWTASOJW-XVFCMESISA-N
Silicos It Class Soluble
Rotatable Bond Count 6.0
State Solid
Synonyms Uridine diphosphate, Uridine diphosphoric acid, Uridine 5'-diphosphoric acid, 5'-UDP, UDP, Uridine 5'-pyrophosphate, Uridine 5'-pyrophosphorate, Uridine 5'-pyrophosphoric acid, Uridine pyrophosphate, Pyrophosphate, uridine, Diphosphate, uridine, 5’-UDP, Uridine 5'-(trihydrogen pyrophosphate), Uridine 5'-diphosphate, Uridine 5’-(trihydrogen pyrophosphate), Uridine 5’-diphosphate, Uridine 5’-diphosphoric acid, Uridine 5’-pyrophosphate, Uridine 5’-pyrophosphoric acid, uridine diphosphate
Esol Class Highly soluble
Functional Groups CO, COC, COP(=O)(O)OP(=O)(O)O, c=O, c[nH]c, cn(c)C
Compound Name Uridine-5'-Diphosphate
Kingdom Organic compounds
Exact Mass 404.002
Formal Charge 0.0
Monoisotopic Mass 404.002
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 404.16
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteromonocyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=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
Smiles C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)O)O)O
Np Classifier Biosynthetic Pathway Carbohydrates
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Pyrimidine ribonucleoside diphosphates
Np Classifier Superclass Nucleosides

  • 1. Outgoing r'ship FOUND_IN to/from Daucus Carota (Plant) Rel Props:Reference:ISBN:9788172361150
  • 2. Outgoing r'ship FOUND_IN to/from Helianthus Tuberosus (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/4293187
  • 3. Outgoing r'ship FOUND_IN to/from Vigna Radiata (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/13385245