Uridine - ≥99% , CAS No.58-96-8

CAS: 58-96-8 Cat. No.: U108810 Formula: C₉H₁₂N₂O₆ Molecular Weight: 244.20 Beilstein Registry Number: 754902 EC Number: 200-407-5

GRADE & PURITY ≥99%

Synonyms

1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione | d-Ribosyl uracil | HY-B1449 | MLS000069625 | URIDINE [MART.] | MFCD00006526 | 1-A-D-Ribofuranosyluracil | AI3-52690 | DS-14345 | beta-Uridine | s2029 | 1-.b

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Uridine is a uracil nucleoside, specific for RNA sequence. Uridine is present in blood, seminal fluid and cerebrospinal fluid. Uridine is synthesized in living organisms by de novo and salvage pathways.

Application：

Uridine has been used:
as a component of hippocampal neuron medium for culture of primary hippocampal neuron cells;
in uridine rescue experiments in mouse embryonic fibroblasts and human breast cancer cells;
in chase sequencing experiments.

Specifications

Synonyms

1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione | d-Ribosyl uracil | HY-B1449 | MLS000069625 | URIDINE [MART.] | MFCD00006526 | 1-A-D-Ribofuranosyluracil | AI3-52690 | DS-14345 | beta-Uridine | s2029 | 1-.b

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Nucleoside. Basic component of ribonucleic acid (RNA). Plays a role in the glycolysis pathway of galactose.

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥99%

Names and Identifiers

Pubchem Sid

508813331

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/508813331

Canonical Smiles

C1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)O

IUPAC Name

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

InChIKey

DRTQHJPVMGBUCF-XVFCMESISA-N

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

Isomeric SMILES

C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O

WGK Germany

3

Molecular Weight

244.20

Beilstein

754902

Reaxy-Rn

4699706

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4699706&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Pyrimidine nucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Pyrimidine nucleosides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidine nucleosides
• Alternative Parents: 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
• Molecular Framework: Aromatic heteromonocyclic compounds
• 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
• 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.
• External Descriptors: Ribonucleosides

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

SLC29A1 Tclin Equilibrative nucleoside transporter 1 (1711 Activities)

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CAD Tchem Dihydroorotase (27 Activities)

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POLI Tchem DNA polymerase iota (116820 Activities)

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SLC28A1 Tbio Sodium/nucleoside cotransporter 1 (13 Activities)

Discover Target: SLC28A1

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SLC28A2 Tchem Sodium/nucleoside cotransporter 2 (91 Activities)

Discover Target: SLC28A2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

Discover Target: APEX1

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SLC28A3 Tchem Solute carrier family 28 member 3 (29 Activities)

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GMNN Tbio Geminin (128009 Activities)

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RAPGEF3 Tchem Rap guanine nucleotide exchange factor 3 (15528 Activities)

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CRBN Tclin Protein cereblon (139 Activities)

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Associated Targets(non-human)

TK Thymidine kinase (276 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Cda Cytidine deaminase (37 Activities)

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deoA Thymidine phosphorylase (531 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Uck1 Uridine-cytidine kinase 1 (5 Activities)

Discover Target: Uck1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Hdac6 Histone deacetylase 6 (222 Activities)

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B4GALT1 Beta-1,4-galactosyltransferase 1 (61 Activities)

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Tk2 Thymidine kinase 2 (53 Activities)

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Mus musculus (284745 Activities)

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Human immunodeficiency virus 1 (70413 Activities)

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Hepatitis C virus (23859 Activities)

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3T3-L1 (3664 Activities)

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L1210 (27553 Activities)

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RAW264.7 (28094 Activities)

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Sarcoma-180 (387 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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Trpa1 Transient receptor potential cation channel subfamily A member 1 (1003 Activities)

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Perknaster fuscus (7 Activities)

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Plasma (328 Activities)

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Ileum (29 Activities)

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Streptavidin (24 Activities)

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Slc29a2 Equilibrative nucleoside transporter 2 (4 Activities)

Discover Target: Slc29a2

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

Discover Target: ffp

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NS1 Nonstructural protein 1 (33327 Activities)

Discover Target: NS1

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lgtC Alpha 1,4 galactosyltransferase (29 Activities)

Discover Target: lgtC

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (50 mg/ml), DMSO, and methanol.
• Specific Rotation[α]: 9 ° (C=2, H2O)
• Melt Point(°C): 163-167°C
• Molecular Weight: 244.200 g/mol
• XLogP3: -2.000
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 244.07 Da
• Monoisotopic Mass: 244.07 Da
• Topological Polar Surface Area: 119.000 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 370.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1