Enocitabine

Category	Cytomegalovirus (CMV)
CAS	55726-47-1
Description	Enocitabine is a nucleoside analog, and is a potent DNA replication inhibitor, and a DNA chain terminator. Enocitabine inhibits the replication of human cytomegalovirus. Enocitabine has antileukemic and antiviral activities.

Quotation Now

Product Information

Synonyms	N-(1-BETA-D-ARABINOFURANOSYL-1,2-DIHYDRO-2-OXO-4-PYRIMIDINYL)DOCOSANAMIDE; NSC-239336; SUNRABIN; BEHENOYLCYTOSINE ARABINOSIDE; BH-AC; ENOCITABINE; n-(1-beta-d-arabinofuranosyl-1,2-dihydro-2-oxo-4-pyrimidinyl)-docosanamid; n(sup4)-behenoyl-1-beta-d-arabinofurano
IUPAC Name	N-[1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-4-yl]docosanamide
Molecular Weight	565.78
Molecular Formula	C31H55N3O6
Canonical SMILES	CCCCCCCCCCCCCCCCCCCCCC(=O)NC1=NC(=O)N(C=C1)C2C(C(C(O2)CO)O)O
InChI	InChI=1S/C31H55N3O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-27(36)32-26-22-23-34(31(39)33-26)30-29(38)28(37)25(24-35)40-30/h22-23,25,28-30,35,37-38H,2-21,24H2,1H3,(H,32,33,36,39)/t25-,28-,29+,30-/m1/s1
InChIKey	SAMRUMKYXPVKPA-VFKOLLTISA-N
Melting Point	141-142°C
Purity	98%
Density	1.16g/cm3
Solubility	In Vitro: DMSO : 2 mg/mL(3.53 mM;ultrasonic and warming and heat to 60°C) H2O : < 0.1 mg/mL (ultrasonic;warming;heat to 60°C)(insoluble)
Appearance	Crystalline Solid
Application	An antineoplastic. A derivative of Cytarabine.
Storage	Store in original container in a cool dark place.
Complexity	774
Exact Mass	565.40908648
Index Of Refraction	1.554
In Vitro	Enocitabine is resistant to deamination because Enocitabine bears a highly lipophilic group at the 4-amino position of the cytosine moiety of cytarabine. The combined effects of Pirarubicin and Enocitabine on HeLa S3 human uterine cervix carcinoma and K562 human myelocytic leukemia cells are determined by enhancement of their cytotoxic activities. Enocitabine or etoposide shows synergistic effects on HeLa S3 and K562 cells. In the presence of Enocitabine, triphosphate forms of the nucleoside analogs are detected in the human cytomegalovirus (HCMV)-infected cells, and synthesis of HCMV DNA is strongly suppressed.
PSA	133.91000
Target	Nucleoside Antimetabolite/Analog; DNA/RNA Synthesis; CMV
XLogP3-AA	9.2