U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C9H14N3O8P
Molecular Weight 323.1965
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 5'-CYTIDYLIC ACID

SMILES

NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]2O

InChI

InChIKey=IERHLVCPSMICTF-XVFCMESISA-N
InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Eutectic phases in ice facilitate nonenzymatic nucleic acid synthesis.
2001 Fall
Characterization of alpha(2-->6)-sialyltransferase reaction intermediates: use of alternative substrates to unmask kinetic isotope effects.
2002
Production of cytidine 5'-monophosphate N-acetylneuraminic acid using recombinant Escherichia coli as a biocatalyst.
2002 Dec 5
Sensitivity of human cancer cells to the new anticancer ribo-nucleoside TAS-106 is correlated with expression of uridine-cytidine kinase 2.
2002 Jul
Novel aspects of resistance to drugs targeted to dihydrofolate reductase and thymidylate synthase.
2002 Jul 18
Measurement of genome wide DNA methylation by reversed-phase high-performance liquid chromatography.
2002 Jun
Toward RNase inhibitors: thermodynamics of 2'-CMP/RNase-A binding in multi-ion buffer.
2002 Jun 1
Spectrum of phenotypes and genotypes in Parkinson's disease.
2002 Oct
Reaction of human UMP-CMP kinase with natural and analog substrates.
2003 Apr
GTPase catalysis by Ras and other G-proteins: insights from Substrate Directed SuperImposition.
2003 Aug 29
Structure and catalytic mechanism of 2-C-methyl-D-erythritol 2,4-cyclodiphosphate (MECDP) synthase, an enzyme in the non-mevalonate pathway of isoprenoid synthesis.
2003 Jan
Synthesis and evaluation of phosphoramidate amino acid-based inhibitors of sialyltransferases.
2003 Jan 20
A severe hepatic disorder with myelodysplastic syndrome, treated with cytarabine ocfosfate, in a dog.
2003 Jan-Feb
Large-scale in vivo synthesis of the carbohydrate moieties of gangliosides GM1 and GM2 by metabolically engineered Escherichia coli.
2003 May 9
Solution structure and function of an essential CMP kinase of Streptococcus pneumoniae.
2003 Nov
The blasticidin S biosynthesis gene cluster from Streptomyces griseochromogenes: sequence analysis, organization, and initial characterization.
2003 Sep 5
cis-acting elements at opposite ends of the Citrus tristeza virus genome differ in initiation and termination of subgenomic RNAs.
2004 Apr 25
The development of a continuous isothermal titration calorimetric method for equilibrium studies.
2004 Aug 1
Substrate-induced conformational changes in human UMP/CMP kinase.
2004 Aug 6
Interferon-alpha-2b and oral cytarabine ocfosfate for newly diagnosed chronic myeloid leukaemia.
2004 Dec
IR and Raman study on the interactions of the 5'-GMP and 5'-CMP phosphate groups with Mg(II), Ca(II), Sr(II), Ba(II), Cr(III), Co(II), Cu(II), Zn(II), Cd(II), Al(III) and Ga(III).
2004 Dec
Selective detection and identification of sugar nucleotides by CE-electrospray-MS and its application to bacterial metabolomics.
2004 Feb 1
Multilamellar liposomes formed by phosphatidyl nucleosides: an NMR-HR-MAS characterization.
2004 Feb 17
Molecular basis of Japanese variants of pyrimidine 5'-nucleotidase deficiency.
2004 Jul
Fulminant bronchiolitis obliterans organizing pneumonia following 2 d of treatment with hydroxyurea, interferon-alpha and oral cytarabine ocfosfate for chronic myelogenous leukemia.
2004 Jul
[Binding of unnatural alpha,beta-oligocytidylates with DNA duplexes].
2004 May-Jun
Isothermal titration calorimetric study of RNase-A kinetics (cCMP --> 3'-CMP) involving end-product inhibition.
2004 Sep
Chemical and enzymatic synthesis of 4'-thio-beta-D-arabinofuranosylcytosine monophosphate and triphosphate.
2005
ITC in the post-genomic era...? Priceless.
2005 Apr 1
Functional analysis of pyrimidine 5'-nucleotidase mutants causing nonspherocytic hemolytic anemia.
2005 Apr 15
Synthesis and evaluation of S-acyl-2-thioethyl esters of modified nucleoside 5'-monophosphates as inhibitors of hepatitis C virus RNA replication.
2005 Feb 24
Phosphorylation of Cytidine, Deoxycytidine, and Their Analog Monophosphates by Human UMP/CMP Kinase Is Differentially Regulated by ATP and Magnesium.
2005 Mar
A comprehensive update of the sequence and structure classification of kinases.
2005 Mar 16
Combinatorial multinuclear NMR and X-ray diffraction studies of uranium(VI)-nucleotide complexes.
2005 Nov 2
Enzymatic synthesis of cytidine 5'-monophospho-N-acetylneuraminic acid.
2005 Oct
Interferon-beta induction through toll-like receptor 3 depends on double-stranded RNA structure.
2005 Oct
[Determination of cytidine triphosphate and related compound triphos and related compounds in the liquid of enzymatical reaction by high performance liquid chromatography].
2005 Sep
Structure of Staphylococcus aureus cytidine monophosphate kinase in complex with cytidine 5'-monophosphate.
2006 Aug 1
RNA recognition and cleavage by the SARS coronavirus endoribonuclease.
2006 Aug 11
Cytidine 5'-monophosphate (CMP)-induced structural changes in a multifunctional sialyltransferase from Pasteurella multocida.
2006 Feb 21
Charge transfer complexes of adenosine-5'-monophosphate and cytidine-5'-monophosphate with water-soluble cobalt(II) Schiff base complexes in aqueous solution.
2006 Jan
Metabolic engineering of microbes for oligosaccharide and polysaccharide synthesis.
2006 Jul 21
Transcript-assisted transcriptional proofreading.
2006 Jul 28
Tapping the nucleotide pool of the host: novel nucleotide carrier proteins of Protochlamydia amoebophila.
2006 Jun
The crystal structure of a plant 2C-methyl-D-erythritol 4-phosphate cytidylyltransferase exhibits a distinct quaternary structure compared to bacterial homologues and a possible role in feedback regulation for cytidine monophosphate.
2006 Mar
Interactions of 1,12-diamino-4,9-dioxadodecane (OSpm) and Cu(II) ions with pyrimidine and purine nucleotides: adenosine-5'-monophosphate (AMP) and cytidine-5'-monophosphate (CMP).
2006 Nov
Base and phosphate electron detachment energies of deoxyribonucleotide anions.
2006 Oct 18
Elucidation of the CMP-pseudaminic acid pathway in Helicobacter pylori: synthesis from UDP-N-acetylglucosamine by a single enzymatic reaction.
2006 Sep
On-line enhancement technique for the analysis of nucleotides using capillary zone electrophoresis/mass spectrometry.
2006 Sep 15
The study of helical distortions due to environmental changes: choice of parameters.
2007 Jan
Patents
Name Type Language
5'-CYTIDYLIC ACID
FCC   USP-RS  
Systematic Name English
5'-CYTIDYLIC ACID [USP-RS]
Common Name English
CYTOSINE 5'-MONOPHOSPHATE
Common Name English
CYTIDINE MONOPHOSPHATE
Systematic Name English
CYTIDINE-5'-MONOPHOSPHATE
Systematic Name English
5'-CYTIDYLIC ACID [FCC]
Common Name English
5'-CMP
Common Name English
CYTIDINE 5'-MONOPHOSPHATE
Systematic Name English
Code System Code Type Description
WIKIPEDIA
CYTIDINE MONOPHOSPHATE
Created by admin on Tue Oct 22 19:51:16 UTC 2019 , Edited by admin on Tue Oct 22 19:51:16 UTC 2019
PRIMARY
EVMPD
SUB93372
Created by admin on Tue Oct 22 19:51:16 UTC 2019 , Edited by admin on Tue Oct 22 19:51:16 UTC 2019
PRIMARY
ECHA (EC/EINECS)
200-556-6
Created by admin on Tue Oct 22 19:51:16 UTC 2019 , Edited by admin on Tue Oct 22 19:51:16 UTC 2019
PRIMARY
CAS
63-37-6
Created by admin on Tue Oct 22 19:51:16 UTC 2019 , Edited by admin on Tue Oct 22 19:51:16 UTC 2019
PRIMARY
PUBCHEM
6131
Created by admin on Tue Oct 22 19:51:16 UTC 2019 , Edited by admin on Tue Oct 22 19:51:16 UTC 2019
PRIMARY