Basic information
- CAS
2140-76-3- Standard SMILES
CO[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1n1ccc(=O)[nH]c1=O- InChIKey
SXUXMRMBWZCMEN-ZOQUXTDFSA-N- Molecular formula
- C10H14N2O6
- Average molar mass
- 258.23 g/mol
- Monoisotopic mass
- 258.08518617
Names & identifiers
- Preferred name
- 2'-O-Methyluridine
- IUPAC
- 1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]pyrimidine-2,4-dione
- English name
- 2'-O-Methyluridine
- Molecular formula
- C10H14N2O6
- Molecular weight
- 258.23
Names & synonyms
2'-O-Methyluridine2140-76-3Uridine, 2'-O-methyl-O(2')-Methyluridine399VZB6TMBCHEBI:19227RefChem:804341-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione2'-O-Methyl UridineMFCD000560542 inverted exclamation marka-O-Methyluridine1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]pyrimidine-2,4-dione
Show more names
2'-O-Me-U2'-OMe-Ur2'-OMe-rU2'-OMe-rU2'-OMe Uridine2-Methyoxy uridine
O2'-MethyluridineumUridine, 2'-O-methyl-; 2'-O-Methyluridine; O2'-Methyluridine; 1-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione; 2'-Methoxy-2'-deoxyuridineOMe-rU2'-O-methyl-uridine2'-O-Methyl-D-uridineUNII-399VZB6TMBSCHEMBL25866
Database identifiers
- CAS
2140-76-3- PubChem CID
- 102212
Properties
Computed structural properties
- XLogP
- -1.4
- Topological polar surface area
- 108 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 3
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 385
Physicochemical properties
- Melting point
- 154 · 154-156°C
- Density
- 1.53 · 1.53±0.1 g/cm3(Predicted)
- storage temp.
- 2 · Inert atmosphere,2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 9.39 · 9.39±0.10(Predicted)
- form
- Powder
- color
- White to Off-white
- PH
- 9.3 · ~9.3
- λmax
- 261 nm · 261nm(MeOH)(lit.)
- InChI
- InChI=1S/C10H14N2O6/c1-17-8-7(15)5(4-13)18-9(8)12-3-2-6(14)11-10(12)16/h2-3,5,7-9,13,15H,4H2,1H3,(H,11,14,16)/t5-,7-,8-,9-/m1/s1
- InChIKey
- SXUXMRMBWZCMEN-ZOQUXTDFSA-N
- SMILES
- OC[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@H](OC)[C@@H]1O
- CAS DataBase Reference
- 2140 · 2140-76-3(CAS DataBase Reference)
- FDA UNII
- 399 VZB6TMB · 399VZB6TMB
- UNSPSC Code
- 12352200 · 12352200
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2A (100%)；STOT SE 3 (100%)
Safety data
- wgk
- WGK 3
- hs_code
- 29389090
- risk_code
- 26/27/28
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T+
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H301-H311-H331
- Precautionary statements
- P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P361-P403+P233-P405-P501
Chemistry & industry
Applications
Description2'-O-Methyluridine is an analog of uridine and has been shown to have antiviral and anticancer properties. 2'-O-Methyluridine inhibits protein synthesis by competing with uridine for the active site of the enzyme ribonucleotide reductase, which converts ribonucleotides to dNMPs. This compound also inhibits RNA synthesis by disrupting the pairing of adenine and cytosine residues in RNA strands.
UsesUridine analog. Used for preparation of antiviral nucleoside derivatives as inhibitors of subgenomic hepatitis C virus RNA replication.
UsesUridine analog. 2'-O-Methyluridine is used for preparation of antiviral nucleoside derivatives as inhibitors of subgenomic hepatitis C virus RNA replication.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
Related reactions
10 records
Compound notes
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