5-Methyl-2'-O,4'-C-methyleneuridine - CAS 206055-67-6

Name: 5-Methyl-2'-O,4'-C-methyleneuridine
Brand: BOC Sciences
Rating: 5 (1 reviews)

Catalog:	BB016097
Product Name:	5-Methyl-2'-O,4'-C-methyleneuridine
CAS:	206055-67-6
Synonyms:	LNA-5MeU; 1-[(1S,3R,4R,7S)-7-Hydroxy-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl]-5-methylpyrimidine-2,4(1H,3H)-dione; 1-(2'-O-4-C-Methylene-b-D-ribofuranosyl)thymine; 1-[2,5-Anhydro-4-(hydroxymethyl)-α-L-lyxofuranosyl]-5-methyl-2,4(1H,3H)-pyrimidinedione

Technical Data

IUPAC Name:	1-[(1S,3R,4R,7S)-7-hydroxy-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl]-5-methylpyrimidine-2,4-dione
Description:	5-Methyl-2'-O,4'-C-methyleneuridine is a chemically modified nucleoside where a methylene bridge connects the 2'-oxygen and 4'-carbon of the ribose sugar, and the uridine base is methylated at the 5-position. This modification enhances the stability and binding affinity of RNA molecules, making it valuable in RNA research and therapeutic applications. It is often used to study RNA structure, function, and interactions, and in the development of novel RNA-based drugs.
Molecular Weight:	270.24
Molecular Formula:	C11H14N2O6
Canonical SMILES:	CC1=CN(C(=O)NC1=O)C2C3C(C(O2)(CO3)CO)O
InChI:	InChI=1S/C11H14N2O6/c1-5-2-13(10(17)12-8(5)16)9-6-7(15)11(3-14,19-9)4-18-6/h2,6-7,9,14-15H,3-4H2,1H3,(H,12,16,17)/t6-,7+,9-,11+/m1/s1
InChI Key:	TYYUAZVXLRMUMN-SZVQBCOZSA-N
Melting Point:	196-198 °C
Purity:	≥95%
Density:	1.598±0.1 g/cm³ (Predicted)
Appearance:	White to light brown powder
Storage:	Store at 2-8 °C
LogP:	-2.13540

GHS Hazard Statement:	H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
Precautionary Statement:	P264, P270, P301+P317, P330, and P501
Signal Word:	Warning

Publication Number	Title	Priority Date
US-2021277392-A1	Chemically-modified guide rnas to improve crispr-cas protein specificity	20171102
WO-2017184082-A1	A lymphocyte permeating chimeric oligonucleotide, methods and uses thereof	20160422
EP-2899197-A1	Olgionucleotide and artificial nucleoside having guanidine bridge	20120921
EP-2899197-B1	Oligonucleotide and artificial nucleoside having guanidine bridge	20120921
ES-2622716-T3	Oligonucleotide and artificial nucleoside in bridge with guanidine	20120921

Complexity:	478
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	4
Defined Bond Stereocenter Count:	0
Exact Mass:	270.08518617
Formal Charge:	0
Heavy Atom Count:	19
Hydrogen Bond Acceptor Count:	6
Hydrogen Bond Donor Count:	3
Isotope Atom Count:	0
Monoisotopic Mass:	270.08518617
Rotatable Bond Count:	2
Topological Polar Surface Area:	108
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	-1.8