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Substance Name: Elacytarabine [USAN:INN]
RN: 188181-42-2
UNII: TA7WJG93AR
InChIKey: FLFGNMFWNBOBGE-FNNZEKJRSA-N

Note

  • NCI: The lipophilic 5'-elaidic acid ester of the deoxycytidine analog cytosine arabinoside (cytarabine; Ara-C) with potential antineoplastic activity. As a prodrug, CP-4055 is converted intracellularly into cytarabine triphosphate by deoxycytidine kinase and subsequently competes with cytidine for incorporation into DNA, thereby inhibiting DNA synthesis. Compared to cytarabine, CP-4055 shows increased cellular uptake and retention, resulting in increased activation by deoxycytidine kinase to cytarabine triphosphate, decreased deamination and deactivation by deoxycytidine deaminase, and increased inhibition of DNA synthesis. This agent also inhibits RNA synthesis, an effect not seen with cytarabine. (NCI Thesaurus)

Molecular Formula

  • C27-H45-N3-O6

Molecular Weight

  • 507.6675
 

Classification Code

  • Treatment of Cancer
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Names and Synonyms

Name of Substance

  • Elacytarabine
  • Elacytarabine [USAN:INN]

Synonyms

  • CP 4055
  • CP-4055
  • ELACYT
  • Elacytarabine
  • UNII-TA7WJG93AR

Systematic Name

  • 2(1H)-Pyrimidinone, 4-amino-1-(5-O-((9E)-1-oxo-9-octadecenyl)-beta-D-arabinofuranosyl)-

Registry Numbers

CAS Registry Number

  • 188181-42-2

FDA UNII

  • TA7WJG93AR

Other Registry Number

  • 675837-43-1

System Generated Number

  • 0188181422

Structure Descriptors

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

CCCCCCCC\C=C\CCCCCCCC(=O)OC[C@H]1O[C@H]([C@@H](O)[C@@H]1O)N2C=CC(=NC2=O)N