Uridine

  • GreenMolBD CID : 131
  • Molecular Formula : C9H12N2O6
  • Molecular Weight : 244.203
  • Exact Molecular Mass : 244.07
  • IUPAC Name : 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
  • InChI : InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1
  • InChI Key : DRTQHJPVMGBUCF-XVFCMESISA-N
  • Canonical SMILES : C1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)O
  • Isomeric SMILES : c1cn(c(=O)[nH]c1=O)C2C(C(C(O2)CO)O)O
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as pyrimidine nucleosides. These are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety.

1.2. Taxonomy Tree

1.3. Alternative Parent

Glycosylamines; Pentoses; Pyrimidones; Hydropyrimidines; Tetrahydrofurans; Heteroaromatic compounds; Vinylogous amides; Ureas; Lactams; Secondary alcohols; Oxacyclic compounds; Azacyclic compounds; Primary alcohols; Organopnictogen compounds; Organonitrogen compounds; Organic oxides; Hydrocarbon derivatives;

1.4. Molecular Framework

Aromatic heteromonocyclic compounds

1.5. Substituents

Pyrimidine nucleoside; Glycosyl compound; N-glycosyl compound; Pentose monosaccharide; Pyrimidone; Hydropyrimidine; Monosaccharide; Pyrimidine; Vinylogous amide; Tetrahydrofuran; Heteroaromatic compound; Urea; Secondary alcohol; Lactam; Organoheterocyclic compound; Oxacycle; Azacycle; Hydrocarbon derivative; Organopnictogen compound; Organooxygen compound; Organonitrogen compound; Primary alcohol; Alcohol; Organic oxygen compound; Organic oxide; Organic nitrogen compound; Aromatic heteromonocyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
-2.5091 119.33 4 8 17 2 0 0 5.22781 272.841 225.245 0.895039

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-269.126478 4.54 -4.947 -9.54843 -0.34467 4.602

4. Compound Reactivity

DLP nRFG nLMR
1 0 4

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Non-Carcinogen Non-Mutagen Toxic 4.34291 700.351 0.00555429 Mild None Moderate Degradable 3.71409 110.99

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes Yes Yes Yes Yes Yes

7. Synonyms

Name
uridine
Uridin
58-96-8
Uracil riboside
1-beta-D-Ribofuranosyluracil
beta-Uridine
d-uridine
CHEBI:16704
b-Uridine
Uracil, 1-beta-D-ribofuranosyl-
UNII-WHI7HQ7H85
NSC 20256
Urd
AI3-52690
EINECS 200-407-5
MLS000069625
1-.beta.-D-Ribofuranosyluracil
C9H12N2O6
DRTQHJPVMGBUCF-XVFCMESISA-N
MFCD00006526
SMR000058222
1-beta-D-ribofuranosylpyrimidine-2,4(1H,3H)-dione
Uracil-1-beta-d-ribofuranoside
Arabinosyl-Uracil
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
1-[(4S,2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-dihydropyrimi dine-2,4-dione
68184-15-6
BIU0400
araU
NSC20256
Uridine-t
d-Ribosyl uracil
.beta.-Uridine
3083-77-0
uridine-3-15N
PubChem6944
201996-62-5
uridine-1'-13C
1af2
4jx9
4pd6
Opera_ID_118
Uridine, >=99%
uridine-1,3-15N2
1-b-D-Ribofuranosyluracil
bmse000158
bmse000816
bmse000864
D0Y7DP
Epitope ID:149164
1-.beta.-D-Ribofuranosyl-2,4(1H,3H)-pyrimidinedione
AC1L1LN9
AC1Q1I4E
beta-D-ribofuranosyl-uridine
WHI7HQ7H85
SCHEMBL20667
Uracil-1-b-D-ribofuranoside
KSC270I9P
rg2417
Bio-0197
Uridine, BioUltra, >=99%
AC1Q77T8
CHEMBL100259
GTPL4566
1-beta-delta-Ribofuranosyluracil
CTK1H0497
KS-00000MQX
MolPort-001-792-520
Uracil-1-.beta.-d-ribofuranoside
ZX-AFC000720
HMS2230P13
HY-B1449
ZINC2583633
ZX-AT005367
ANW-33100
BDBM50088517
GP7250
s2029
SBB000838
AKOS015896922
AM83934
CCG-214447
CS-5153
DB02745
NUC0002780
OR18386
RP28572
SMP1_000029
NCGC00017312-02
NCGC00142368-01
AJ-43264
BR-47314
CA010644
CJ-10311
NU001365
NU001366
NU001369
SRI-10895_12
ST023512
Uridine, Vetec(TM) reagent grade, 99%
DB-030519
LS-158705
TL8003766
FT-0082887
U0020
KS-00000243
C00299
M-6784
16500-EP2269990A1
16500-EP2270006A1
16500-EP2281563A1
16500-EP2287165A2
16500-EP2287166A2
16500-EP2292088A1
16500-EP2292620A2
16500-EP2292630A1
16500-EP2295407A1
16500-EP2295426A1
16500-EP2295427A1
16500-EP2295441A2
16500-EP2298736A1
16500-EP2305808A1
16500-EP2308842A1
16500-EP2316459A1
1-b-D-Ribofuranosyl-2,4(1H,3H)-pyrimidinedione
b-D-Ribofuranoside 2,4(1H,3H)-pyrimidinedione-1
Uridine, powder, BioReagent, suitable for cell culture
.beta.-D-Ribofuranoside, 2,4(1H,3H)-pyrimidinedione-1
1-beta-delta-Ribofuranosyl-2,4(1H,3H)-pyrimidinedione
6B6FA3F8-70A2-44EA-B99C-D35D0A9237AA
beta-delta-Ribofuranoside 2,4(1H,3H)-pyrimidinedione-1
1-beta-D-Ribofuranosylpyrimidine-2,4(1H,3H)-dione (Uridine)
Uridine, United States Pharmacopeia (USP) Reference Standard
1-((2R,3R,4S,5R)-tetrahydro-3,4-dihydroxy-5-(hydroxymethyl)furan-2-yl)pyrimidine-2,4(1H,3H)-dione
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione
12693-39-9
162660-19-7
69-75-0
92487-68-8

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Uridine
Abelmoschus esculentus (L.) Moench 6 , 7
Abelmoschus moschatus (L.) Medic. 4
Cyperus rotundus L Aerial 16

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID
65 DNA polymerase iota POLI Homo sapiens 89.1251 588590
84 geminin, DNA replication inhibitor GMNN Homo sapiens 1.2589 624297
185 Rap guanine nucleotide exchange factor 3 RAPGEF3 Homo sapiens 125.893 720707

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
202549788Debye Scientific Co., LtdSource URLSource DetailDB-030519Source Record URL
312695170TargetMolSource URLSource DetailT2221Source Record URL
312311526ChemShuttleSource URLSource Detail109538Source Record URL
321934536AcadechemSource URLSource DetailACDS-064399Source Record URL
355037175MuseChemSource URLSource DetailR004362Source Record URL
346401737King ScientificSource URLSource DetailKS-00000243Source Record URL
346418485King ScientificSource URLSource DetailKS-00000MQXSource Record URL
163805553King ScientificSource URLSource DetailKSC270I9PSource Record URL
312321921MedChemexpress MCESource URLSource DetailHY-B1449Source Record URL
354285925Chemenu Inc.Source URLSource DetailCM112459Source Record URL
3611860531717 CheMall CorporationSource URLSource DetailBG01540790Source Record URL
3588665191717 CheMall CorporationSource URLSource DetailBG03618457Source Record URL
3628889731717 CheMall CorporationSource URLSource DetailBG04572802Source Record URL
3607454411717 CheMall CorporationSource URLSource DetailBG07558108Source Record URL
222588600Angene ChemicalSource URLSource DetailAGN-PC-0OCTKQSource Record URL
336302176Angene ChemicalSource URLSource DetailAGN-PC-0R6APMSource Record URL
223552435A&J Pharmtech CO., LTD.Source URLSource DetailAJ-43264Source Record URL
223495665A&J Pharmtech CO., LTD.Source URLSource DetailCJ-10311Source Record URL
126609053ChemMolSource URLSource Detail1030633Source Record URL
241106137ChemMolSource URLSource Detail99115241Source Record URL
252301736AEchem Scientific Corporation, USASource URLSource DetailAE1-000750Source Record URL
152036341AKos Consulting & SolutionsSource URLSource DetailAKOS015896922Source Record URL
340541675Activate ScientificSource URLSource DetailAS21861Source Record URL
186020468Aurum Pharmatech LLCSource URLSource DetailM-6784Source Record URL
355215359Key Organics/BIONETSource URLSource DetailDS-14345Source Record URL
349143614Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM0661760Source Record URL
349143615Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM0661761Source Record URL
277299088MolCoreSource URLSource DetailCS22317Source Record URL
346584149LabNetwork, a WuXi AppTec CompanySource URLSource DetailLN00008482Source Record URL
318794637Chem-Space.com DatabaseSource URLSource DetailCSC015190041Source Record URL
7891023SMIDSource URLSource DetailURISource Record URL
162547703ChemTikSource URLSource DetailCTK1H0497Source Record URL
329751464Sigma-AldrichSource URLSource Detail1707114_USPSource Record URL
24900638Sigma-AldrichSource URLSource DetailU3003_SIGMASource Record URL
24900640Sigma-AldrichSource URLSource DetailU3750_SIGMASource Record URL
24900434Sigma-AldrichSource URLSource DetailU6381_SIGMASource Record URL
329829829Sigma-AldrichSource URLSource DetailV900421_VETECSource Record URL
310281588Glentham Life Sciences Ltd.Source URLSource DetailGP7250Source Record URL
104310914ABI ChemSource URLSource DetailAC1L1LN9Source Record URL
117358157ABI ChemSource URLSource DetailAC1Q1I4ESource Record URL
117613647ABI ChemSource URLSource DetailAC1Q77T8Source Record URL
313082522Changzhou Highassay Chemical Co., LtdSource URLSource Detailmy_sub3755Source Record URL
368509988AmbinterSource URLSource DetailAmb20242382Source Record URL
354303053iChemical Technology USA IncSource URLSource DetailEBD2204178Source Record URL
88835504MolPortSource URLSource DetailMolPort-001-792-520Source Record URL
174478376BerrChemSource URLSource DetailBR-47314Source Record URL
313057828ClearsynthSource URLSource DetailCS-M-57724Source Record URL
135683613Oakwood ProductsSource URLSource Detail078878Source Record URL
252400686AHH Chemical co.,ltdSource URLSource DetailMB-01100Source Record URL
252358333AHH Chemical co.,ltdSource URLSource DetailMT-60302Source Record URL
316893336AX Molecules IncSource URLSource DetailAX09-00477Source Record URL
316893580AX Molecules IncSource URLSource DetailAX09-00734Source Record URL
316893988AX Molecules IncSource URLSource DetailAX09-01170Source Record URL
252054680Bide Pharmatech Ltd.Source URLSource DetailBD8727Source Record URL
274953381ChemFacesSource URLSource DetailCFN97000Source Record URL
49833656Hangzhou Trylead Chemical TechnologySource URLSource DetailTL8003766Source Record URL
160800601AnwardSource URLSource DetailANW-33100Source Record URL
354702934LGC StandardsSource URLSource DetailDRE-C17897400Source Record URL
340520032LGC StandardsSource URLSource DetailMM0784.02Source Record URL
172088301ApexmolSource URLSource DetailAM83934Source Record URL
254761336Boc SciencesSource URLSource Detail58-96-8Source Record URL
143392615TimTecSource URLSource DetailSBB000838Source Record URL
124525105TimTecSource URLSource DetailST023512Source Record URL
340124171Acorn PharmaTech Product ListSource URLSource DetailACN-046965Source Record URL
152249176CAPOTSource URLSource Detail6944Source Record URL
136904037CAPOTSource URLSource DetailPubChem6944Source Record URL
312324094AbaChemSceneSource URLSource DetailCS-5153Source Record URL
174559561WutechSource URLSource DetailRP28572Source Record URL
118048883Finetech Industry LimitedSource URLSource DetailFT-0082887Source Record URL
348397601AbMole BioscienceSource URLSource DetailM6046Source Record URL
374017026Combi-BlocksSource URLSource DetailOR-1852Source Record URL
319557126AbovChem LLCSource URLSource DetailHY-B1449Source Record URL
342526818Wubei-BiochemSource URLSource DetailWB017996SUSource Record URL
57323128NovoSeekSource URLSource Detail6029Source Record URL
350089905DC ChemicalsSource URLSource DetailDCN-025Source Record URL
256572847ZINCSource URLSource DetailZINC2583633Source Record URL
316393112abcr GmbHSource URLSource DetailAB111647Source Record URL
318349684CambridgeChemSource URLSource DetailB8727Source Record URL
312266885NORRIS PHARMSource URLSource DetailTH-B04345Source Record URL
250197207Founder PharmaSource URLSource DetailFD12712Source Record URL
3134852ChemExper Chemical DirectorySource URLSource DetailjhiPp@DX@IQoARYeYv}YsUfjffjjbTYNjt@@Source Record URL
252447681MolepediaSource URLSource DetailM91195693PSource Record URL
252452544Achemo Scientific LimitedSource URLSource DetailAC-10238Source Record URL
87577750TCI (Tokyo Chemical Industry)Source URLSource DetailU0020Source Record URL
152165228Chiralblock BiosciencesSource URLSource DetailCB11206Source Record URL
349974259ParchemSource URLSource DetailUridineSource Record URL
347913396SelleckchemSource URLSource DetailS2029Source Record URL
103852268AAA ChemistrySource URLSource DetailAR-1L8071Source Record URL
252225516Race ChemicalSource URLSource DetailRV022514146Source Record URL
162035611Chembase.cnSource URLSource Detail69886Source Record URL