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Azacitidine (5-Azacytidine)

CAT: 0957-S1782-200mgSize: 200 mgDry Ice: YesHazardous: No
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CAT#:0957-S1782-200mgSize:200 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
320-67-2
Synonyms
5-AzaC, Ladakamycin, AZA,5-Aza, CC-486, NSC 102816,5-Azacytidine
Target
DNA Methyltransferase
Applications
Epigenetics
Smiles
C1=NC (=NC (=O) N1C2C (C (C (O2) CO) O) O) N
Molecular Formula
C8H12N4O5
Additionnal Information
Azacitidine (5-Azacytidine, 5-AzaC, Ladakamycin, AZA, 5-Aza, CC-486, NSC 102816) is a nucleoside analogue of cytidine that specifically inhibits DNA methylation by trapping DNA methyltransferases. Azacitidine induces mitochondrial apoptosis and autophagy.
Storage Conditions
2 years -80 in solvent

Chemical Information

Azacytidine

Azacitidine can cause cancer according to The World Health Organization's International Agency for Research on Cancer (IARC).

CAS Number320-67-2
PubChem CID9444
IUPAC Name4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one
Molecular FormulaC8H12N4O5
Molecular Weight244.20
XLogP-2.2
Topological Polar Surface Area141
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Heavy Atom Count17
Formal Charge0
Complexity384
SMILES
C1=NC(=NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N
InChI
InChI=1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1
InChIKey
NMUSYJAQQFHJEW-KVTDHHQDSA-N
Chemical Structure
2D Structure
2D structure of Azacytidine
CAS: 320-67-2
CID: 9444
Formula: C8H12N4O5
MW: 244.20
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight244.20
XLogP3-2.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass244.08076950
Monoisotopic Mass244.08076950
Topological Polar Surface Area141 Ų
Heavy Atom Count17
Formal Charge0
Complexity384
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