Human Metabolome Database Version 3.5

Showing metabocard for dCTP (HMDB00998)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:09:43 -0700
HMDB ID HMDB00998
Secondary Accession Numbers None
Metabolite Identification
Common Name dCTP
Description Deoxycytidine triphosphate (dCTP) is a cytidine nucleotide triphosphate that is used whenever DNA is synthesized, such as in the polymerase chain reaction. e.g.:.
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 2'-Deoxycytidine-5'-triphosphate
  2. dCTP
  3. Deoxy-CTP
  4. Deoxycytidine-triphosphate
Chemical Formula C9H16N3O13P3
Average Molecular Weight 467.1569
Monoisotopic Molecular Weight 466.989597149
IUPAC Name ({[({[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
Traditional IUPAC Name ({[(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphonic acid
CAS Registry Number 2056-98-6
SMILES NC1=NC(=O)N(C=C1)[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1
InChI Identifier InChI=1S/C9H16N3O13P3/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(23-8)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H,20,21)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1
InChI Key RGWHQCVHVJXOKC-SHYZEUOFSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Nucleosides, Nucleotides, and Analogues
Class Pyrimidine Nucleotides
Sub Class Pyrimidine Deoxyribonucleotides
Other Descriptors
  • 2'-deoxycytidine phosphate(ChEBI)
  • Aromatic Heteropolycyclic Compounds
  • Deoxyribonucleotides(KEGG)
  • Pyrimidine Deoxyribonucleotides
  • pyrimidine 2'-deoxyribonucleoside 5'-triphosphate(ChEBI)
Substituents
  • Aminopyrimidine
  • Hydropyrimidine
  • Organic Hypophosphite
  • Organic Phosphite
  • Organic Pyrophosphate
  • Oxolane
  • Phosphoric Acid Ester
  • Pyrimidine
  • Pyrimidone
  • Secondary Alcohol
Direct Parent Pyrimidine 2'-deoxyribonucleoside Triphosphates
Ontology
Status Detected and Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations
  • Cytoplasm
  • Mitochondria
  • Nucleus
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 11.8 g/L ALOGPS
LogP -0.52 ALOGPS
LogP -3.6 ChemAxon
LogS -1.60 ALOGPS
pKa (strongest acidic) 0.95 ChemAxon
pKa (strongest basic) -0.05 ChemAxon
Hydrogen Acceptor Count 12 ChemAxon
Hydrogen Donor Count 6 ChemAxon
Polar Surface Area 247.97 A2 ChemAxon
Rotatable Bond Count 8 ChemAxon
Refractivity 85.65 ChemAxon
Polarizability 35.21 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -3 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Cytoplasm
  • Mitochondria
  • Nucleus
Biofluid Locations
  • Blood
Tissue Location Not Available
Pathways
Name SMPDB Link KEGG Link
Pyrimidine Metabolism SMP00046 map00240 Link_out
Normal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Detected and Quantified
29.0 +/- 19.0 uM Adult (>18 years old) Both Normal
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB022359
KNApSAcK ID Not Available
Chemspider ID 58601 Link_out
KEGG Compound ID C00458 Link_out
BioCyc ID DCTP Link_out
BiGG ID 35027 Link_out
Wikipedia Link dCTP Link_out
NuGOwiki Link HMDB00998 Link_out
Metagene Link HMDB00998 Link_out
METLIN ID 5929 Link_out
PubChem Compound 65091 Link_out
PDB ID DCP Link_out
ChEBI ID 16311 Link_out
References
Synthesis Reference Hinz M; Gottschling D; Eritja R; Seliger H Synthesis and properties of 2'-deoxycytidine triphosphate carrying c-myc tag sequence. Nucleosides, nucleotides & nucleic acids (2000), 19(10-12), 1543-52.
Material Safety Data Sheet (MSDS) Not Available
General References
  1. Yamauchi T, Ueda T: A sensitive new method for clinically monitoring cytarabine concentrations at the DNA level in leukemic cells. Biochem Pharmacol. 2005 Jun 15;69(12):1795-803. Epub 2005 Apr 26. Pubmed: 15935150 Link_out
  2. Brzezianska E, Zdzieszynska M, Gos R, Lewinski A: [Genetic analysis of rhodopsin and peripherin genes in patients with autosomal dominant retinitis pigmentosa (adRP) in Polish families] Klin Oczna. 2004;106(6):743-8. Pubmed: 15787173 Link_out
  3. van 't Wout AB: Gene expression profiling of HIV-1 infection using cDNA microarrays. Methods Mol Biol. 2005;304:455-9. Pubmed: 16061997 Link_out
  4. Moriarty TJ, Marie-Egyptienne DT, Autexier C: Regulation of 5' template usage and incorporation of noncognate nucleotides by human telomerase. RNA. 2005 Sep;11(9):1448-60. Pubmed: 16120835 Link_out
  5. Choi JY, Guengerich FP: Adduct size limits efficient and error-free bypass across bulky N2-guanine DNA lesions by human DNA polymerase eta. J Mol Biol. 2005 Sep 9;352(1):72-90. Pubmed: 16061253 Link_out

Enzymes
Name: Uridine-cytidine kinase 1
Reactions:
dCTP + Uridine unknown dCDP + Uridine 5'-monophosphate details
dCTP + Cytidine unknown dCDP + Cytidine monophosphate details
Gene Name: UCK1
Uniprot ID: Q9HA47 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase, mitochondrial
Reactions:
Adenosine triphosphate + dCDP unknown ADP + dCTP details
Gene Name: NME4
Uniprot ID: O00746 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase A
Reactions:
Adenosine triphosphate + dCDP unknown ADP + dCTP details
Gene Name: NME1
Uniprot ID: P15531 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase 7
Reactions:
Adenosine triphosphate + dCDP unknown ADP + dCTP details
Gene Name: NME7
Uniprot ID: Q9Y5B8 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase B
Reactions:
Adenosine triphosphate + dCDP unknown ADP + dCTP details
Gene Name: NME2
Uniprot ID: P22392 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase 3
Reactions:
Adenosine triphosphate + dCDP unknown ADP + dCTP details
Gene Name: NME3
Uniprot ID: Q13232 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase 6
Reactions:
Adenosine triphosphate + dCDP unknown ADP + dCTP details
Gene Name: NME6
Uniprot ID: O75414 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA polymerase beta
Reactions: Not Available
Gene Name: POLB
Uniprot ID: P06746 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA polymerase alpha catalytic subunit
Reactions:
dCTP + DNA unknown Pyrophosphate + DNA details
Gene Name: POLA1
Uniprot ID: P09884 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA polymerase delta subunit 3
Reactions: Not Available
Gene Name: POLD3
Uniprot ID: Q15054 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA polymerase lambda
Reactions: Not Available
Gene Name: POLL
Uniprot ID: Q9UGP5 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA polymerase epsilon subunit 4
Reactions:
dCTP + DNA unknown Pyrophosphate + DNA details
Gene Name: POLE4
Uniprot ID: Q9NR33 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA polymerase eta
Reactions: Not Available
Gene Name: POLH
Uniprot ID: Q9Y253 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA polymerase delta catalytic subunit
Reactions:
dCTP + DNA unknown Pyrophosphate + DNA details
Gene Name: POLD1
Uniprot ID: P28340 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA polymerase zeta catalytic subunit
Reactions: Not Available
Gene Name: REV3L
Uniprot ID: O60673 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA polymerase epsilon catalytic subunit A
Reactions:
dCTP + DNA unknown Pyrophosphate + DNA details
Gene Name: POLE
Uniprot ID: Q07864 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA-directed DNA/RNA polymerase mu
Reactions: Not Available
Gene Name: POLM
Uniprot ID: Q9NP87 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA polymerase kappa
Reactions: Not Available
Gene Name: POLK
Uniprot ID: Q9UBT6 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA polymerase epsilon subunit 3
Reactions:
dCTP + DNA unknown Pyrophosphate + DNA details
Gene Name: POLE3
Uniprot ID: Q9NRF9 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA polymerase subunit gamma-1
Reactions: Not Available
Gene Name: POLG
Uniprot ID: P54098 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA polymerase iota
Reactions: Not Available
Gene Name: POLI
Uniprot ID: Q9UNA4 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA polymerase epsilon subunit 2
Reactions:
dCTP + DNA unknown Pyrophosphate + DNA details
Gene Name: POLE2
Uniprot ID: P56282 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Uridine-cytidine kinase 2
Reactions:
dCTP + Uridine unknown dCDP + Uridine 5'-monophosphate details
dCTP + Cytidine unknown dCDP + Cytidine monophosphate details
Gene Name: UCK2
Uniprot ID: Q9BZX2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Uridine-cytidine kinase-like 1
Reactions:
dCTP + Uridine unknown dCDP + Uridine 5'-monophosphate details
dCTP + Cytidine unknown dCDP + Cytidine monophosphate details
Gene Name: UCKL1
Uniprot ID: Q9NWZ5 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Myb-binding protein 1A
Reactions: Not Available
Gene Name: MYBBP1A
Uniprot ID: Q9BQG0 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: DNA polymerase theta
Reactions: Not Available
Gene Name: POLQ
Uniprot ID: O75417 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: dCTP pyrophosphatase 1
Reactions:
dCTP + Water unknown dCMP + Pyrophosphate details
Gene Name: DCTPP1
Uniprot ID: Q9H773 Link_out
Protein Sequence: FASTA
Name: DNA polymerase delta subunit 2
Reactions:
dCTP + DNA unknown Pyrophosphate + DNA details
Gene Name: POLD2
Uniprot ID: P49005 Link_out
Protein Sequence: FASTA
Name: Nucleoside diphosphate kinase homolog 5
Reactions:
Adenosine triphosphate + dCDP unknown ADP + dCTP details
Gene Name: NME5
Uniprot ID: P56597 Link_out
Name: DNA primase small subunit
Reactions:
dCTP + DNA unknown Pyrophosphate + DNA details
Gene Name: PRIM1
Uniprot ID: P49642 Link_out
Name: DNA primase large subunit
Reactions:
dCTP + DNA unknown Pyrophosphate + DNA details
Gene Name: PRIM2
Uniprot ID: P49643 Link_out