Metabolite Uridine

Name
Uridine
Description
Uridine is a glycosylated pyrimidine-analog containing uracil attached to a ribose ring (or more specifically, a ribofuranose) via a β-N1-glycosidic bond. It is one of the five standard nucleosides which make up nucleic acids, the others being adenosine, thymidine, cytidine and guanosine.
Structure
Synonyms
Not Available
UNII
Not Available
CAS number
58-96-8
Weight
Average: 244.2014
Monoisotopic: 244.069536126
Chemical Formula
C9H12N2O6
InChI Key
DRTQHJPVMGBUCF-XVFCMESISA-N
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
IUPAC Name
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
SMILES
OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O
Reactions
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)GC-MSsplash10-00kb-1970000000-d1bfa838a4e9fa77c862
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-00kb-1960000000-a8283468b762a8520102
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-014i-1950000000-70fdf4785544d0968f70
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)GC-MSsplash10-00di-9520000000-591c0bcf8f956d710367
GC-MS Spectrum - GC-MS (4 TMS)GC-MSsplash10-066s-2970000000-36fbef6f6b10c2895df4
GC-MS Spectrum - GC-MS (3 TMS)GC-MSsplash10-014i-1890000000-dd0569d4351a64c566c9
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-056u-9530000000-e83d5f042dbda82911cf
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00kb-1970000000-d1bfa838a4e9fa77c862
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00kb-1960000000-a8283468b762a8520102
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-014i-1950000000-70fdf4785544d0968f70
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00di-9520000000-591c0bcf8f956d710367
GC-MS Spectrum - GC-MSGC-MSsplash10-066s-2970000000-36fbef6f6b10c2895df4
GC-MS Spectrum - GC-MSGC-MSsplash10-014i-1890000000-dd0569d4351a64c566c9
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-014j-1940000000-8b7a5ce66afa9b9bf939
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00kb-1950000000-00519445de22f955367d
MS/MS Spectrum - Quattro_QQQ 10V, PositiveLC-MS/MSsplash10-03di-0900000000-7010b37007f5c3d9ce1f
MS/MS Spectrum - Quattro_QQQ 25V, PositiveLC-MS/MSsplash10-03di-3900000000-b4639c8c89eac6158da6
MS/MS Spectrum - Quattro_QQQ 40V, PositiveLC-MS/MSsplash10-022a-9200000000-f8472930d09b32f54790
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-014i-0291000000-aebaa77a411473acb859
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-014j-9000000000-205562662b564ebdca28
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-03di-0900000000-776595fd1c19f6ec51cd
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-000i-0900000000-10358e53c56bcb50ed4c
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-0002-0971000000-f989283d2dec564a3af0
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-00kf-9000000000-c11e7bfdec0b5c7bf450
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-000i-9000000000-104e62fbffc4110779ef
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , PositiveLC-MS/MSsplash10-03di-0900000000-eaf6ff9ac3971d6f045f
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-052f-0697120000-c9fd5b8d641165d84e92
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-0006-9000000000-995de18be458c48a8d2d
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-0udi-0590000000-4d1d6aba25697dd11da8
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-0uki-0190000000-3aea11527d0520158d77
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-004l-0291010000-c8f22405e9290fccc011
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-0udi-0490000000-1a2f990a874bb1868249
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-0006-0090000000-c8efbe58f0df63698b2c
LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , NegativeLC-MS/MSsplash10-0006-0090000000-7495d9b948a8e3b7b83b
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, PositiveLC-MS/MSsplash10-03dj-3960000000-3466ccfdf88139ddf140
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, PositiveLC-MS/MSsplash10-03di-3900000000-0d08e4a7d4b8aacee6e6
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, PositiveLC-MS/MSsplash10-03di-4900000000-d942ee27b3ca1d6ef94d
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, PositiveLC-MS/MSsplash10-03di-9700000000-594c7bb6dc6de848ff11
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, PositiveLC-MS/MSsplash10-022d-9100000000-2826c4eb794745ec3148
LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , PositiveLC-MS/MSsplash10-03di-0910000000-617b4ec6cf749942c0cd
LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , PositiveLC-MS/MSsplash10-03di-5900000000-69944d9ce81849ec71c6
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , NegativeLC-MS/MSsplash10-0ikc-2970000000-089539e61aec5eeed279
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0w2c-0970000000-e6a764f50c4a9c460396
LC-MS/MS Spectrum - LC-ESI-IT , negativeLC-MS/MSsplash10-0udi-0690000000-357cb54739a10dfcbd65
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0006-9000000000-995de18be458c48a8d2d
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0udi-0590000000-4d1d6aba25697dd11da8
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0uki-0190000000-3aea11527d0520158d77
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0udi-0490000000-1a2f990a874bb1868249
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0006-0090000000-d9e34a80f1a6b4481494
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0006-0090000000-7495d9b948a8e3b7b83b
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0ikc-2970000000-089539e61aec5eeed279
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03dj-3960000000-3466ccfdf88139ddf140
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03di-3900000000-305d7746674473d0fdf5
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03di-4900000000-10340fb76655d3f993a0
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03di-9700000000-1ddefb0b972a63b62682
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-022d-9100000000-2826c4eb794745ec3148
LC-MS/MS Spectrum - LC-ESI-IT , positiveLC-MS/MSsplash10-03di-0910000000-566ed331b13b3c9cf8e9
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-014j-9000000000-205562662b564ebdca28
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-03di-0900000000-776595fd1c19f6ec51cd
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-000i-0900000000-10358e53c56bcb50ed4c
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-00kf-9000000000-c11e7bfdec0b5c7bf450
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-000i-9000000000-aa4ba481865df59b0da8
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-03di-0900000000-eaf6ff9ac3971d6f045f
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-2900000000-9cfc6b747948d747d015
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03xu-8910000000-0df6551ca9be28837f37
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-9800000000-1fead56c9a8dce0c88a6
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00tf-9400000000-c714b11cdba6581660ca
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0296-9400000000-bc2872bc48588584afb2
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9300000000-1aa500ad721376769e85
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-2900000000-f9160415f67c7c51a06a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-01ox-8920000000-33dcc0f5a4f40cd303e5
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-8900000000-5b1c1720a75bc7292980
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00kf-9400000000-2083e854578458e0e7c7
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-02kc-9300000000-0dfc9bde41a2078770b9
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9600000000-45ed0452183f4536ce45
13C NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
[1H,1H] 2D NMR Spectrum2D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-162.1483971
predicted
DarkChem Lite v0.1.0
[M-H]-162.0889971
predicted
DarkChem Lite v0.1.0
[M-H]-154.5408
predicted
DeepCCS 1.0 (2019)
[M-H]-162.1483971
predicted
DarkChem Lite v0.1.0
[M-H]-162.0889971
predicted
DarkChem Lite v0.1.0
[M-H]-154.5408
predicted
DeepCCS 1.0 (2019)
[M+H]+166.2140971
predicted
DarkChem Lite v0.1.0
[M+H]+163.4639971
predicted
DarkChem Lite v0.1.0
[M+H]+156.9369
predicted
DeepCCS 1.0 (2019)
[M+H]+166.2140971
predicted
DarkChem Lite v0.1.0
[M+H]+163.4639971
predicted
DarkChem Lite v0.1.0
[M+H]+156.9369
predicted
DeepCCS 1.0 (2019)
[M+Na]+162.6416971
predicted
DarkChem Lite v0.1.0
[M+Na]+162.1919971
predicted
DarkChem Lite v0.1.0
[M+Na]+162.84947
predicted
DeepCCS 1.0 (2019)
[M+Na]+162.6416971
predicted
DarkChem Lite v0.1.0
[M+Na]+162.1919971
predicted
DarkChem Lite v0.1.0
[M+Na]+162.84947
predicted
DeepCCS 1.0 (2019)
Human Metabolome Database
HMDB0000296
KEGG Compound
C00299
ChemSpider
5807
BindingDB
50088517
ChEBI
16704
ChEMBL
CHEMBL100259
ZINC
ZINC000002583633
PharmGKB
PA130230921
PDBe Ligand
URI
Wikipedia
Uridine
Predicted Properties
PropertyValueSource
Water Solubility135.0 mg/mLALOGPS
logP-1.8ALOGPS
logP-2.4Chemaxon
logS-0.26ALOGPS
pKa (Strongest Acidic)9.7Chemaxon
pKa (Strongest Basic)-3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area119.33 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity52.57 m3·mol-1Chemaxon
Polarizability21.81 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon