Cytarabine hydrochlorideProduct ingredient for Cytarabine
- Name
- Cytarabine hydrochloride
- Drug Entry
- Cytarabine
A pyrimidine nucleoside analog that is used mainly in the treatment of leukemia, especially acute non-lymphoblastic leukemia. Cytarabine is an antimetabolite antineoplastic agent that inhibits the synthesis of DNA. Its actions are specific for the S phase of the cell cycle. It also has antiviral and immunosuppressant properties. (From Martindale, The Extra Pharmacopoeia, 30th ed, p472)
- Accession Number
- DBSALT002381
- Structure
Structure for Cytarabine hydrochloride (DBSALT002381)
- Synonyms
- Cytarabine HCl / Cytosine arabinoside hydrochloride
- External IDs
- NSC-63878 / U-19920A
- UNII
- 33K3DB6591
- CAS Number
- 69-74-9
- Weight
- Average: 279.68
Monoisotopic: 279.0621983 - Chemical Formula
- C9H14ClN3O5
- InChI Key
- KCURWTAZOZXKSJ-JBMRGDGGSA-N
- InChI
- InChI=1S/C9H13N3O5.ClH/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);1H/t4-,6-,7+,8-;/m1./s1
- IUPAC Name
- (2R,3S,4S,5R)-2-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol hydrochloride
- SMILES
- Cl.[H][C@]1(CO)O[C@@]([H])(N2C=CC(=N)N=C2O)[C@@]([H])(O)[C@]1([H])O
- External Links
- ChemSpider
- 6016
- ChEMBL
- CHEMBL1256472
- Predicted Properties
Property Value Source Water Solubility 2.8 mg/mL ALOGPS logP -2 ALOGPS logP -1.8 Chemaxon logS -1.9 ALOGPS pKa (Strongest Acidic) 5.83 Chemaxon pKa (Strongest Basic) 2.43 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 129.6 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 65.96 m3·mol-1 Chemaxon Polarizability 22.36 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon