Cytarabine, Pyrimidine nucleoside analog

Key facts

CAS number

147-94-4

Purity

>99%

Form

Solid

form

Molecular weight

243.22 Da

Molecular formula

C₉H₁₃N₃O₅

PubChem

6253

Nature

Synthetic

Solubility

Soluble in water to 100 mM

Soluble in DMSO to 50 mM

Biochemical name

Cytarabine

Biological description

Pyrimidine nucleoside analog able to inhibits DNA synthesis. Active specifically on the S phase of the cell cycle. Chemotherapeutic agent. Antiviral and immunosuppressant properties.

Canonical smiles

C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)O)O

Isomeric smiles

C1=CN(C(=O)N=C1N)[C@H]2[C@H]([C@@H]([C@H](O2)CO)O)O

InChi

InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7+,8-/m1/s1

InChiKey

UHDGCWIWMRVCDJ-CCXZUQQUSA-N

IUPAC Name

4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one