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2'-O,4'-C-Methylenecytidine

CAT: 0804-HY-W570888-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W570888-01Size:25 mg
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Description
2'-O,4'-C-Methylenecytidine (LNA-C (Bz) ) is a bicyclic nucleoside analogue with fixed N-type conformation. 2'-O,4'-C-Methylenecytidine can be used to synthesize oligonucleotides. 2'-O,4'-C-Methylenecytidine forms duplexes with complementary DNA and RNA strands[1][2].
CAS Number
206055-69-8
Product Name Alternative
LNA-C (Bz)
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Nucleoside Antimetabolite/Analog
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/2-o-4-c-methylenecytidine.html
Concentration
10mM
Purity
98.59
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
OC[C@]1(CO2)[C@@H](O)[C@@H]2[C@H](N3C=CC(N)=NC3=O)O1
Molecular Formula
C10H13N3O5
Molecular Weight
255.23
Precautions
H302, H315, H319, H335
References & Citations
[1]bicyclic nucleoside analogue, N-type conformation, synthesize oligonucleotides, duplexes|[2]Obika S, et, al. Stability and structural features of the duplexes containing nucleoside analogues with a fixed N-type conformation, 2′-O,4′-C-methyleneribonucleosides. Tetrahedron Letters. 1998 Jul 23; 39 (30) :5401-04.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

2'-O,4'-C-Methylenecytidine
CAS Number206055-69-8
PubChem CID57313078
IUPAC Name4-amino-1-[(1S,3R,4R,7S)-7-hydroxy-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl]pyrimidin-2-one
Molecular FormulaC10H13N3O5
Molecular Weight255.23
XLogP-2.5
Topological Polar Surface Area118
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Heavy Atom Count18
Formal Charge0
Complexity451
SMILES
C1[C@]2([C@H]([C@@H](O1)[C@@H](O2)N3C=CC(=NC3=O)N)O)CO
InChI
InChI=1S/C10H13N3O5/c11-5-1-2-13(9(16)12-5)8-6-7(15)10(3-14,18-8)4-17-6/h1-2,6-8,14-15H,3-4H2,(H2,11,12,16)/t6-,7+,8-,10+/m1/s1
InChIKey
FCMRQQIZHFHCNG-JIOCBJNQSA-N
Chemical Structure
2D Structure
2D structure of 2'-O,4'-C-Methylenecytidine
CAS: 206055-69-8
CID: 57313078
Formula: C10H13N3O5
MW: 255.23
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight255.23
XLogP3-2.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass255.08552052
Monoisotopic Mass255.08552052
Topological Polar Surface Area118 Ų
Heavy Atom Count18
Formal Charge0
Complexity451
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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