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 22 Target ID: CHEMBL379 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17698842	Inhibitor 8228
Reverse transcriptase 8 Target ID: CHEMBL2366516 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19596885	Inhibitor 8228	1100.0 nM [Kd]
Purinergic receptor P2Y2 9 Target ID: CHEMBL4398 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18232657	Agonist 2662	44.0 nM [EC50]
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase 3 Target ID: CHEMBL3217375 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23509611	Inhibitor 8228

PubMed

Title	Date	PubMed
Identification of lamin A/C ( LMNA) gene mutations in Korean patients with autosomal dominant Emery-Dreifuss muscular dystrophy and limb-girdle muscular dystrophy 1B.	2002	12032588
Novel direct detection method for quantitative determination of intracellular nucleoside triphosphates using weak anion exchange liquid chromatography/tandem mass spectrometry.	2002	11992513
[Preliminary clinical study of application of cyntridini triphosphatis and dexamethasone in treatment of sudden deafness].	2002 Aug	12772414
Stabilization of the R allosteric structure of Escherichia coli aspartate transcarbamoylase by disulfide bond formation.	2002 Dec 6	12359710
Argipressin(4-8) upregulate CTP: phosphocholine cytidylyltransferase in rat hippocampal neurons.	2002 Jul	12098762
3'-Azido-2',3'-dideoxythymidine induced deficiency of thymidine kinases 1, 2 and deoxycytidine kinase in H9 T-lymphoid cells.	2002 Jul 15	12123744
Perspectives on the molecular mechanism of inhibition and toxicity of nucleoside analogs that target HIV-1 reverse transcriptase.	2002 Jul 18	12084471
Substrate regulation of calcium binding in Ca2+-ATPase molecules of the sarcoplasmic reticulum. II. Effect of CTP, GTP, ITP, and UTP.	2002 Jul 5	11976322
Characterization of Streptococcus pneumoniae thymidylate kinase: steady-state kinetics of the forward reaction and isothermal titration calorimetry.	2002 May 1	11964185
Development of a pharmacodynamic model for HIV treatment with nucleoside reverse transcriptase and protease inhibitors.	2002 Nov	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 Oct	12354108
Inhibitory activity of dioxolane purine analogs on wild-type and lamivudine-resistant mutants of hepadnaviruses.	2002 Sep	12198665
A77 1726 induces differentiation of human myeloid leukemia K562 cells by depletion of intracellular CTP pools.	2002 Sep	12181422
Retinoic acid reduces the cytotoxicity of cyclopentenyl cytosine in neuroblastoma cells.	2002 Sep 11	12220665
Differential processing of the Xenopus ATP(CTP):tRNA nucleotidyltransferase mRNA.	2002 Sep 27	12270133
Iodine-125 radioprobing of E. coli RNA polymerase transcription elongation complexes.	2003	14712694
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 Apr 8	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 Apr 8	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 Apr 8	12667069
Fold recognition, homology modeling, docking simulations, kinetics analysis and mutagenesis of ATP/CTP:tRNA nucleotidyltransferase from Methanococcus jannaschii.	2003 Aug 15	12866049
Trapping specific quaternary states of the allosteric enzyme aspartate transcarbamoylase in silica matrix sol-gels.	2003 Aug 20	12914446
Regeneration of cofactors for use in biocatalysis.	2003 Dec	14662386
Cytotoxic cellular cholesterol is selectively removed by apoA-I via ABCA1.	2003 Dec	14644392
Neighbouring bases in template influence base-pairing of isoguanine.	2003 Feb 1	12387728
Aspartate-107 and leucine-109 facilitate efficient coupling of glutamine hydrolysis to CTP synthesis by Escherichia coli CTP synthase.	2003 Feb 1	12383057
HIV-1 resistance profile of the novel nucleoside reverse transcriptase inhibitor beta-D-2',3'-dideoxy-2',3'-didehydro-5-fluorocytidine (Reverset).	2003 Jan	12790516
Cellular pharmacology of D-d4FC, a nucleoside analogue active against drug-resistant HIV.	2003 Jan	12790515
[Research on motor dysfunction and the role of CTP after traumatic brain injury in rats].	2003 Jul	12910721
Nested cooperativity and salt dependence of the ATPase activity of the archaeal chaperonin Mm-cpn.	2003 Jul 17	12860414
Phosphorylation of CTP synthetase on Ser36, Ser330, Ser354, and Ser454 regulates the levels of CTP and phosphatidylcholine synthesis in Saccharomyces cerevisiae.	2003 Jun 6	12670958
Modulation of IA currents by capsaicin in rat trigeminal ganglion neurons.	2003 Mar	12626618
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 Mar 21	12637027
Limited proteolysis of Escherichia coli cytidine 5'-triphosphate synthase. Identification of residues required for CTP formation and GTP-dependent activation of glutamine hydrolysis.	2003 May	12752439
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 May 23	12651859
Identification of lysine 122 and arginine 196 as important functional residues of rat CTP:phosphocholine cytidylyltransferase alpha.	2003 May 6	12718547
Incorporation of (alpha-P-borano)-2',3'-dideoxycytidine 5'-triphosphate into DNA by drug-resistant MMLV reverse transcriptase and Taq DNA polymerase.	2003 May-Aug	14565487
Characterisation of Pt MYB1, an R2R3-MYB from pine xylem.	2003 Nov	15010621
Crystal structures of an archaeal class I CCA-adding enzyme and its nucleotide complexes.	2003 Nov	14636575
Divergent evolutions of trinucleotide polymerization revealed by an archaeal CCA-adding enzyme structure.	2003 Nov 3	14592988
Antiviral dynamics and sex differences of zidovudine and lamivudine triphosphate concentrations in HIV-infected individuals.	2003 Oct 17	14523272
Control of pyrimidine biosynthesis in "Pseudomonas alkanolytica" ATCC 21034.	2004	15162399
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 Apr 1	15019842
Antiretroviral pipeline: new-drug reports from retroviruses conference.	2004 Feb 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 Jan 15	14699607
A fluorescent probe-labeled Escherichia coli aspartate transcarbamoylase that monitors the allosteric conformational state.	2004 Jan 9	14581486
Enhanced P2X7 activity in human fibroblasts from diabetic patients: a possible pathogenetic mechanism for vascular damage in diabetes.	2004 Jul	15155383
Expression of the pyrG gene determines the pool sizes of CTP and dCTP in Lactococcus lactis.	2004 Jun	15182359
Inhibition of E. coli CTP synthase by the "positive" allosteric effector GTP.	2004 Jun 1	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 Jun 1	15157079
Control of the CDPethanolamine pathway in mammalian cells: effect of CTP:phosphoethanolamine cytidylyltransferase overexpression and the amount of intracellular diacylglycerol.	2004 May 1	14759225

Patents

Substance Class	Chemical Created by `admin` on `Thu Jul 06 15:29:17 UTC 2023` Edited by `admin` on `Thu Jul 06 15:29:17 UTC 2023`
Record UNII	K0118UX80T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CYTIDINE TRIPHOSPHATE

Systematic 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

5'-CTP

Common Name

English

CYTIDINE, MONO(TETRAHYDROGEN TRIPHOSPHATE) (ESTER)

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C709