CYTIDINE TRIPHOSPHATE

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C9H16N3O14P3
Molecular Weight	483.1563
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=PCDQPRRSZKQHHS-XVFCMESISA-N

InChI=1S/C9H16N3O14P3/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C9H16N3O14P3
Molecular Weight	483.1563
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Potency
Hepatitis C virus 23 Target ID: CHEMBL379 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17698842	Inhibitor 8504
Reverse transcriptase 9 Target ID: CHEMBL2366516 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19596885	Inhibitor 8504	1100.0 nM [Kd]
Purinergic receptor P2Y2 11 Target ID: CHEMBL4398 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18232657	Agonist 2752	44.0 nM [EC50]
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase 4 Target ID: CHEMBL3217375 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23509611	Inhibitor 8504

PubMed

Title	Date	PubMed
Enhanced P2X7 activity in human fibroblasts from diabetic patients: a possible pathogenetic mechanism for vascular damage in diabetes.	2004-07	15155383
Inhibition of E. coli CTP synthase by the "positive" allosteric effector GTP.	2004-06-01	15158730
Crystal structure of Escherichia coli cytidine triphosphate synthetase, a nucleotide-regulated glutamine amidotransferase/ATP-dependent amidoligase fusion protein and homologue of anticancer and antiparasitic drug targets.	2004-06-01	15157079
Expression of the pyrG gene determines the pool sizes of CTP and dCTP in Lactococcus lactis.	2004-06	15182359
Control of the CDPethanolamine pathway in mammalian cells: effect of CTP:phosphoethanolamine cytidylyltransferase overexpression and the amount of intracellular diacylglycerol.	2004-05-01	14759225
Competition between ammonia derived from internal glutamine hydrolysis and hydroxylamine present in the solution for incorporation into UTP as catalysed by Lactococcus lactis CTP synthase.	2004-04-01	15019842
Antiretroviral pipeline: new-drug reports from retroviruses conference.	2004-02-27	15119288
Cosegregation of C-insertion at position 961 with the A1555G mutation of the mitochondrial 12S rRNA gene in a large Chinese family with maternally inherited hearing loss.	2004-01-15	14699607
A fluorescent probe-labeled Escherichia coli aspartate transcarbamoylase that monitors the allosteric conformational state.	2004-01-09	14581486
Control of pyrimidine biosynthesis in "Pseudomonas alkanolytica" ATCC 21034.	2004	15162399
Regeneration of cofactors for use in biocatalysis.	2003-12	14662386
Cytotoxic cellular cholesterol is selectively removed by apoA-I via ABCA1.	2003-12	14644392
Divergent evolutions of trinucleotide polymerization revealed by an archaeal CCA-adding enzyme structure.	2003-11-03	14592988
Characterisation of Pt MYB1, an R2R3-MYB from pine xylem.	2003-11	15010621
Crystal structures of an archaeal class I CCA-adding enzyme and its nucleotide complexes.	2003-11	14636575
Incorporation of (alpha-P-borano)-2',3'-dideoxycytidine 5'-triphosphate into DNA by drug-resistant MMLV reverse transcriptase and Taq DNA polymerase.	2003-10-21	14565487
Antiviral dynamics and sex differences of zidovudine and lamivudine triphosphate concentrations in HIV-infected individuals.	2003-10-17	14523272
Trapping specific quaternary states of the allosteric enzyme aspartate transcarbamoylase in silica matrix sol-gels.	2003-08-20	12914446
Fold recognition, homology modeling, docking simulations, kinetics analysis and mutagenesis of ATP/CTP:tRNA nucleotidyltransferase from Methanococcus jannaschii.	2003-08-15	12866049
Nested cooperativity and salt dependence of the ATPase activity of the archaeal chaperonin Mm-cpn.	2003-07-17	12860414
[Research on motor dysfunction and the role of CTP after traumatic brain injury in rats].	2003-07	12910721
Phosphorylation of CTP synthetase on Ser36, Ser330, Ser354, and Ser454 regulates the levels of CTP and phosphatidylcholine synthesis in Saccharomyces cerevisiae.	2003-06-06	12670958
Dioxolane guanosine 5'-triphosphate, an alternative substrate inhibitor of wild-type and mutant HIV-1 reverse transcriptase. Steady state and pre-steady state kinetic analyses.	2003-05-23	12651859
Identification of lysine 122 and arginine 196 as important functional residues of rat CTP:phosphocholine cytidylyltransferase alpha.	2003-05-06	12718547
Limited proteolysis of Escherichia coli cytidine 5'-triphosphate synthase. Identification of residues required for CTP formation and GTP-dependent activation of glutamine hydrolysis.	2003-05	12752439
In vitro studies of transcript initiation by Escherichia coli RNA polymerase. 3. Influences of individual DNA elements within the promoter recognition region on abortive initiation and promoter escape.	2003-04-08	12667071
In vitro studies of transcript initiation by Escherichia coli RNA polymerase. 2. Formation and characterization of two distinct classes of initial transcribing complexes.	2003-04-08	12667070
In vitro studies of transcript initiation by Escherichia coli RNA polymerase. 1. RNA chain initiation, abortive initiation, and promoter escape at three bacteriophage promoters.	2003-04-08	12667069
Inhibition of hepatitis C virus RNA replication by 2'-modified nucleoside analogs.	2003-04-04	12554735
CTP:glycerol 3-phosphate cytidylyltransferase (TarD) from Staphylococcus aureus catalyzes the cytidylyl transfer via an ordered Bi-Bi reaction mechanism with micromolar K(m) values.	2003-03-21	12637027
Modulation of IA currents by capsaicin in rat trigeminal ganglion neurons.	2003-03	12626618
NTP pattern of avian embryonic red cells: role of RNA degradation and AMP deaminase/5'-nucleotidase activity.	2003-03	12446277
Effects of endogenous DNA base lesions on transcription elongation by mammalian RNA polymerase II. Implications for transcription-coupled DNA repair and transcriptional mutagenesis.	2003-02-28	12466278
Neighbouring bases in template influence base-pairing of isoguanine.	2003-02-01	12387728
Aspartate-107 and leucine-109 facilitate efficient coupling of glutamine hydrolysis to CTP synthesis by Escherichia coli CTP synthase.	2003-02-01	12383057
Association of the CD14 gene -159C polymorphism with progression of IgA nephropathy.	2003-02	12566518
HIV-1 resistance profile of the novel nucleoside reverse transcriptase inhibitor beta-D-2',3'-dideoxy-2',3'-didehydro-5-fluorocytidine (Reverset).	2003-01	12790516
Cellular pharmacology of D-d4FC, a nucleoside analogue active against drug-resistant HIV.	2003-01	12790515
Iodine-125 radioprobing of E. coli RNA polymerase transcription elongation complexes.	2003	14712694
The role of intersubunit interactions for the stabilization of the T state of Escherichia coli aspartate transcarbamoylase.	2002-12-20	12399459
Crystal structures of the Bacillus stearothermophilus CCA-adding enzyme and its complexes with ATP or CTP.	2002-12-13	12526808
Stabilization of the R allosteric structure of Escherichia coli aspartate transcarbamoylase by disulfide bond formation.	2002-12-06	12359710
Interactions of enantiomers of 2',3'-didehydro-2',3'-dideoxy-fluorocytidine with wild type and M184V mutant HIV-1 reverse transcriptase.	2002-12	12406504
Development of a pharmacodynamic model for HIV treatment with nucleoside reverse transcriptase and protease inhibitors.	2002-11	12367718
Steady-state kinetics of the glutaminase reaction of CTP synthase from Lactococcus lactis. The role of the allosteric activator GTP incoupling between glutamine hydrolysis and CTP synthesis.	2002-10	12354108
Differential processing of the Xenopus ATP(CTP):tRNA nucleotidyltransferase mRNA.	2002-09-27	12270133
An assay for cytidine 5(')-triphosphate synthetase glutaminase activity using high performance liquid chromatography.	2002-09-15	12419356
[Preliminary clinical study of application of cyntridini triphosphatis and dexamethasone in treatment of sudden deafness].	2002-08	12772414
The oxidized pyrimidine ribonucleotide, 5-hydroxy-CTP, is hydrolyzed efficiently by the Escherichia coli recombinant Orf135 protein.	2002-07-17	12509230
On-line microdialysis for enhanced resolution and sensitivity during electrospray mass spectrometry of non-covalent complexes and competitive binding studies.	2002	12391580

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:56:09 GMT 2025` Edited by `admin` on `Mon Mar 31 22:56:09 GMT 2025`
Record UNII	K0118UX80T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CYTIDINE TRIPHOSPHATE

Systematic Name

English

5'-CTP

Preferred Name

English

Cytidine triphosphate [WHO-DD]

Common Name

English

ARA-CYTIDINE TRIPHOSPHATE

Common Name

English

CYTIDINE 5'-TRIPHOSPHATE

Systematic Name

English

CTP

Common Name

English

CYTIDINE, MONO(TETRAHYDROGEN TRIPHOSPHATE) (ESTER)

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C709