Identification
- Generic Name
- Cytidine-5'-Triphosphate
- DrugBank Accession Number
- DB02431
- Background
Cytidine 5'-(tetrahydrogen triphosphate). A cytosine nucleotide containing three phosphate groups esterified to the sugar moiety. [PubChem]
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Cytidine-5'-Triphosphate (DB02431)
- Weight
- Average: 483.1563
Monoisotopic: 482.984511771 - Chemical Formula
- C9H16N3O14P3
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism U3-deoxy-manno-octulosonate cytidylyltransferase Not Available Escherichia coli UUridine-cytidine kinase 2 Not Available Humans U2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase Not Available Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099) UGlycerol-3-phosphate cytidylyltransferase Not Available Bacillus subtilis (strain 168) U2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase Not Available Escherichia coli (strain K12) UCoenzyme A biosynthesis bifunctional protein CoaBC Not Available Escherichia coli (strain K12) UCCA-adding enzyme Not Available Geobacillus stearothermophilus UGlucose-1-phosphate cytidylyltransferase Not Available Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720) - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Carbohydrates and carbohydrate conjugates
- Direct Parent
- Pentose phosphates
- Alternative Parents
- Glycosylamines / Monosaccharide phosphates / Monoalkyl phosphates / Hydroxypyrimidines / Hydropyrimidines / Tetrahydrofurans / Heteroaromatic compounds / Secondary alcohols / 1,2-diols / Oxacyclic compounds show 5 more
- Substituents
- 1,2-diol / Alcohol / Alkyl phosphate / Aromatic heteromonocyclic compound / Azacycle / Glycosyl compound / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine / Hydroxypyrimidine show 16 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- cytidine 5'-phosphate, pyrimidine ribonucleoside 5'-triphosphate (CHEBI:17677) / Ribonucleotides, Coenzymes (C00063)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- K0118UX80T
- CAS number
- 65-47-4
- InChI Key
- PCDQPRRSZKQHHS-XVFCMESISA-N
- InChI
- 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
- IUPAC Name
- ({[({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
- SMILES
- NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000082
- KEGG Compound
- C00063
- PubChem Compound
- 6176
- PubChem Substance
- 46507556
- ChemSpider
- 5941
- ChEBI
- 17677
- ChEMBL
- CHEMBL223533
- ZINC
- ZINC000003861746
- PDBe Ligand
- CTP
- PDB Entries
- 1coz / 1gq9 / 1h7g / 1i52 / 1kfd / 1miy / 1r89 / 1raa / 1rab / 1rac … show 156 more
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 11.2 mg/mL ALOGPS logP -0.34 ALOGPS logP -3.9 Chemaxon logS -1.6 ALOGPS pKa (Strongest Acidic) 0.89 Chemaxon pKa (Strongest Basic) 4.34 Chemaxon Physiological Charge -4 Chemaxon Hydrogen Acceptor Count 13 Chemaxon Hydrogen Donor Count 7 Chemaxon Polar Surface Area 268.2 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 87.16 m3·mol-1 Chemaxon Polarizability 35.87 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.8988 Blood Brain Barrier + 0.9126 Caco-2 permeable - 0.7763 P-glycoprotein substrate Non-substrate 0.7622 P-glycoprotein inhibitor I Non-inhibitor 0.9175 P-glycoprotein inhibitor II Non-inhibitor 0.9806 Renal organic cation transporter Non-inhibitor 0.96 CYP450 2C9 substrate Non-substrate 0.7402 CYP450 2D6 substrate Non-substrate 0.8462 CYP450 3A4 substrate Non-substrate 0.596 CYP450 1A2 substrate Non-inhibitor 0.9167 CYP450 2C9 inhibitor Non-inhibitor 0.9233 CYP450 2D6 inhibitor Non-inhibitor 0.9134 CYP450 2C19 inhibitor Non-inhibitor 0.9043 CYP450 3A4 inhibitor Non-inhibitor 0.9438 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.974 Ames test Non AMES toxic 0.9125 Carcinogenicity Non-carcinogens 0.9062 Biodegradation Not ready biodegradable 0.7826 Rat acute toxicity 2.2404 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9834 hERG inhibition (predictor II) Non-inhibitor 0.8137
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 210.2874806 predictedDarkChem Lite v0.1.0 [M-H]- 215.5509806 predictedDarkChem Lite v0.1.0 [M-H]- 171.67966 predictedDeepCCS 1.0 (2019) [M+H]+ 213.4982806 predictedDarkChem Lite v0.1.0 [M+H]+ 215.8098806 predictedDarkChem Lite v0.1.0 [M+H]+ 174.47644 predictedDeepCCS 1.0 (2019) [M+Na]+ 212.9355806 predictedDarkChem Lite v0.1.0 [M+Na]+ 214.0247806 predictedDarkChem Lite v0.1.0 [M+Na]+ 182.65567 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Escherichia coli
- Pharmacological action
- Unknown
- General Function
- 3-deoxy-manno-octulosonate cytidylyltransferase activity
- Specific Function
- Activates KDO (a required 8-carbon sugar) for incorporation into bacterial lipopolysaccharide in Gram-negative bacteria.
- Gene Name
- kpsU
- Uniprot ID
- P42216
- Uniprot Name
- 3-deoxy-manno-octulosonate cytidylyltransferase
- Molecular Weight
- 27158.885 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Uridine kinase activity
- Specific Function
- Phosphorylates uridine and cytidine to uridine monophosphate and cytidine monophosphate. Does not phosphorylate deoxyribonucleosides or purine ribonucleosides. Can use ATP or GTP as a phosphate don...
- Gene Name
- UCK2
- Uniprot ID
- Q9BZX2
- Uniprot Name
- Uridine-cytidine kinase 2
- Molecular Weight
- 29298.92 Da
References
- Kind
- Protein
- Organism
- Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
- Pharmacological action
- Unknown
- General Function
- 2-c-methyl-d-erythritol 4-phosphate cytidylyltransferase activity
- Specific Function
- Catalyzes the formation of 4-diphosphocytidyl-2-C-methyl-D-erythritol from CTP and 2-C-methyl-D-erythritol 4-phosphate (MEP).
- Gene Name
- ispD
- Uniprot ID
- Q9X1B3
- Uniprot Name
- 2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase
- Molecular Weight
- 25370.055 Da
References
- Kind
- Protein
- Organism
- Bacillus subtilis (strain 168)
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- Provides activated glycerol phosphate for teichoic acid synthesis, via incorporation into both the linkage unit and the teichoic acid polymer by TagB and TagF.
- Gene Name
- tagD
- Uniprot ID
- P27623
- Uniprot Name
- Glycerol-3-phosphate cytidylyltransferase
- Molecular Weight
- 15271.45 Da
References
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Magnesium ion binding
- Specific Function
- Catalyzes the formation of 4-diphosphocytidyl-2-C-methyl-D-erythritol from CTP and 2-C-methyl-D-erythritol 4-phosphate (MEP).
- Gene Name
- ispD
- Uniprot ID
- Q46893
- Uniprot Name
- 2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase
- Molecular Weight
- 25736.995 Da
References
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Phosphopantothenoylcysteine decarboxylase activity
- Specific Function
- Catalyzes two steps in the biosynthesis of coenzyme A. In the first step cysteine is conjugated to 4'-phosphopantothenate to form 4-phosphopantothenoylcysteine, in the latter compound is decarboxyl...
- Gene Name
- coaBC
- Uniprot ID
- P0ABQ0
- Uniprot Name
- Coenzyme A biosynthesis bifunctional protein CoaBC
- Molecular Weight
- 43437.685 Da
References
- Kind
- Protein
- Organism
- Geobacillus stearothermophilus
- Pharmacological action
- Unknown
- General Function
- Trna cytidylyltransferase activity
- Specific Function
- Catalyzes the addition and repair of the essential 3'-terminal CCA sequence in tRNAs without using a nucleic acid template. Adds these three nucleotides in the order of C, C, and A to the tRNA nucl...
- Gene Name
- cca
- Uniprot ID
- Q7SIB1
- Uniprot Name
- CCA-adding enzyme
- Molecular Weight
- 45368.875 Da
- Kind
- Protein
- Organism
- Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
- Pharmacological action
- Unknown
- General Function
- Nucleotide binding
- Specific Function
- Involved in the biosynthesis of the tyvelose, a 3,6-dideoxyhexose found in the O-antigen of the surface lipopolysaccharides. It catalyzes the transfer of a CMP moiety from CTP to glucose 1-phosphat...
- Gene Name
- rfbF
- Uniprot ID
- P26396
- Uniprot Name
- Glucose-1-phosphate cytidylyltransferase
- Molecular Weight
- 29035.34 Da
Drug created at June 13, 2005 13:24 / Updated at July 02, 2020 13:16