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Human Metabolome Database Version 3.5

Showing metabocard for dCTP (HMDB00998)

• Identification
• Taxonomy
• Ontology
• Physical properties
• Spectra
• Biological properties
• Concentrations
• Links
• References

enzymes (24)

• Blood
• Urine

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	Download: MOL | SDF | SMILES | InChI Display: 2D Structure | 3D Structure
Synonyms	2'-Deoxycytidine-5'-triphosphate dCTP Deoxy-CTP 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
Normal Concentrations
	Biofluid Status Value Age Sex Condition Comments Blood Detected and Quantified 29.0 +/- 19.0 uM Adult (>18 years old) Both Normal Not Available
Abnormal Concentrations
	Not Available
Associated Disorders and Diseases
Disease References	None
Associated OMIM IDs	None
External Links
DrugBank 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
KEGG Compound ID	C00458
BioCyc ID	DCTP
BiGG ID	35027
Wikipedia Link	dCTP
NuGOwiki Link	HMDB00998
Metagene Link	HMDB00998
METLIN ID	5929
PubChem Compound	65091
PDB ID	DCP
ChEBI ID	16311
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	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 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 van 't Wout AB: Gene expression profiling of HIV-1 infection using cDNA microarrays. Methods Mol Biol. 2005;304:455-9. Pubmed: 16061997 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 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

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Enzymes
Name: Uridine-cytidine kinase 1 Reactions: Gene Name: UCK1 Uniprot ID: Q9HA47 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase, mitochondrial Reactions: Gene Name: NME4 Uniprot ID: O00746 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase A Reactions: Gene Name: NME1 Uniprot ID: P15531 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase B Reactions: Gene Name: NME2 Uniprot ID: P22392 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Nucleoside diphosphate kinase 6 Reactions: Gene Name: NME6 Uniprot ID: O75414 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA polymerase beta Reactions: Gene Name: POLB Uniprot ID: P06746 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA polymerase alpha catalytic subunit Reactions: Gene Name: POLA1 Uniprot ID: P09884 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA polymerase delta subunit 3 Reactions: Gene Name: POLD3 Uniprot ID: Q15054 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA polymerase lambda Reactions: Gene Name: POLL Uniprot ID: Q9UGP5 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA polymerase epsilon subunit 4 Reactions: Gene Name: POLE4 Uniprot ID: Q9NR33 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA polymerase eta Reactions: Gene Name: POLH Uniprot ID: Q9Y253 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA polymerase delta catalytic subunit Reactions: Gene Name: POLD1 Uniprot ID: P28340 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA polymerase zeta catalytic subunit Reactions: Gene Name: REV3L Uniprot ID: O60673 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA polymerase epsilon catalytic subunit A Reactions: Gene Name: POLE Uniprot ID: Q07864 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA polymerase mu Reactions: Gene Name: POLM Uniprot ID: Q9NP87 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA polymerase kappa Reactions: Gene Name: POLK Uniprot ID: Q9UBT6 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA polymerase epsilon subunit 3 Reactions: Gene Name: POLE3 Uniprot ID: Q9NRF9 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA polymerase subunit gamma-1 Reactions: Gene Name: POLG Uniprot ID: P54098 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA polymerase iota Reactions: Gene Name: POLI Uniprot ID: Q9UNA4 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA polymerase epsilon subunit 2 Reactions: Gene Name: POLE2 Uniprot ID: P56282 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Uridine-cytidine kinase 2 Reactions: Gene Name: UCK2 Uniprot ID: Q9BZX2 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Uridine-cytidine kinase-like 1 Reactions: Gene Name: UCKL1 Uniprot ID: Q9NWZ5 Protein Sequence: FASTA Gene Sequence: FASTA
Name: Myb-binding protein 1A Reactions: Gene Name: MYBBP1A Uniprot ID: Q9BQG0 Protein Sequence: FASTA Gene Sequence: FASTA
Name: DNA polymerase theta Reactions: Gene Name: POLQ Uniprot ID: O75417 Protein Sequence: FASTA Gene Sequence: FASTA

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