Elacytarabine

• CAT Number: I006455
• CAS Number: 188181-42-2
• Molecular Formula: C27H45N3O6
• Molecular Weight: 507.672
• Purity: ≥95%
• Solubility: Soluble in DMSO, not in water
• Storage: 0 - 4°C for short term or -20 °C for long term
• IUPAC Name: [(2R,3S,4S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl (E)-octadec-9-enoate
• InChI: InChI=1S/C27H45N3O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(31)35-20-21-24(32)25(33)26(36-21)30-19-18-22(28)29-27(30)34/h9-10,18-19,21,24-26,32-33H,2-8,11-17,20H2,1H3,(H2,28,29,34)/b10-9+/t21-,24-,25+,26-/m1/s1
• InChIKey: FLFGNMFWNBOBGE-FNNZEKJRSA-N
• SMILES: CCCCCCCCC=CCCCCCCCC(=O)OCC1C(C(C(O1)N2C=CC(=NC2=O)N)O)O

Elacytarabine (CAT: I006455), also known as CP-4055, is an antineoplastic prodrug with potential therapeutic benefits. It is the lipophilic 5′-elaidic acid ester of cytarabine (cytosine arabinoside; Ara-C), a deoxycytidine analog. Within cells, CP-4055 is converted into cytarabine triphosphate by the enzyme deoxycytidine kinase. It competes with cytidine for incorporation into DNA, resulting in the inhibition of DNA synthesis. Compared to cytarabine, CP-4055 demonstrates enhanced cellular uptake and retention, increased activation by deoxycytidine kinase, reduced deamination and deactivation by deoxycytidine deaminase, and enhanced inhibition of DNA synthesis.

Reference

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