Name: Cyclopentenylcytosine
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HIT ID:HIT218661933
Cas No:90597-22-1
Common Name:Cyclopentenylcytosine
alias:CPEC
IUPAC:4-amino-1-[(1R,4R,5S)-4,5-dihydroxy-3-(hydroxymethyl)cyclopent-2-en-1-yl]-1,2-dihydropyrimidin-2-one
IUPAC:4-amino-1-[(1R,4R,5S)-4,5-dihydroxy-3-(hydroxymethyl)cyclopent-2-en-1-yl]-1,2-dihydropyrimidin-2-one
InChIKey:DUJGMZAICVPCBJ-VDAHYXPESA-N

Molecular Formula:C10H13N3O4
Molecular Weight:239.231
Hydrogen Bond Donor (HBD):
Hydrogen Bond Acceptor (HBA):
LogP:
SMILES:Nc1ccn([C@@H]2C=C(CO)[C@@H](O)[C@H]2O)c(=O)n1
SMILES:Nc1ccn([C@@H]2C=C(CO)[C@@H](O)[C@H]2O)c(=O)n1

Cyclopentenylcytosine (CPC), a nucleoside analog, effectively inhibits CTP synthetase, leading to reduced levels of cytidine triphosphate (CTP) and deoxycytidine triphosphate (dCTP) in leukemic cells. Furthermore, it enhances the phosphorylation of 1-β-D-arabinorubosylmannosylcytidine (araC) and increases its DNA intercalation activity. In the human T lymphocyte line MOLT-3, cyclopentenylcytosine triggers apoptosis and necrosis in a dose (50-300 nM) and time (8-16 h) dependent manner. When used in conjunction with araC, cyclopentenylcytosine augments the induction of both apoptosis and necrosis, amplifying its cytotoxic effects on T lymphoblasts.

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