Showing Compound dCTP (FDB022359)

Record Information

Version

1.0

Creation date

2011-09-21 00:12:43 UTC

Update date

2020-09-17 15:41:24 UTC

Primary ID

FDB022359

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

dCTP

Description

dCTP, also known as deoxy-CTP, belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside triphosphates. These are pyrimidine nucleotides with a triphosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. dCTP is an extremely weak basic (essentially neutral) compound (based on its pKa). dCTP exists in all living species, ranging from bacteria to humans. Within humans, dCTP participates in a number of enzymatic reactions. In particular, cytidine triphosphate and dCTP can be biosynthesized from uridine triphosphate through its interaction with the enzyme CTP synthase 1. In addition, dCTP can be biosynthesized from dCDP; which is catalyzed by the enzyme nucleoside diphosphate kinase 6. In humans, dCTP is involved in the metabolic disorder called the beta-ureidopropionase deficiency pathway. Outside of the human body, dCTP is found, on average, in the highest concentration within beers. dCTP has also been detected, but not quantified in, several different foods, such as common verbena, ryes, sorghums, white lupines, and mugworts. This could make dCTP a potential biomarker for the consumption of these foods.

CAS Number

2056-98-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2'-DeoxyCTP	HMDB
2'-Deoxycytidine 5'-(tetrahydrogen triphosphate)	HMDB
2'-Deoxycytidine 5'-triate	ChEBI
2'-Deoxycytidine 5'-triic acid	Generator
2'-Deoxycytidine 5'-triphosphate	ChEBI
2'-Deoxycytidine 5'-triphosphate, 3H-labeled	HMDB
2'-Deoxycytidine 5'-triphosphate, magnesium salt	HMDB
2'-Deoxycytidine 5'-triphosphate, p''-(32)p-labeled	HMDB
2'-Deoxycytidine 5'-triphosphate, p-(32)p-labeled	HMDB
2'-Deoxycytidine 5'-triphosphoric acid	Generator

Showing 1 to 10 of 35 entries

Predicted Properties

Property	Value	Source
Water Solubility	11.8 g/L	ALOGPS
logP	-0.52	ALOGPS
logP	-3.3	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	0.99	ChemAxon
pKa (Strongest Basic)	0.21	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	247.97 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	85.65 m³·mol⁻¹	ChemAxon
Polarizability	35.21 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C9H16N3O13P3

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

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

Isomeric 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

Average Molecular Weight

467.1569

Monoisotopic Molecular Weight

466.989597149

Classification

Description

Belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside triphosphates. These are pyrimidine nucleotides with a triphosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine deoxyribonucleotides

Direct Parent

Pyrimidine 2'-deoxyribonucleoside triphosphates

Alternative Parents

Substituents

Pyrimidine 2'-deoxyribonucleoside triphosphate
Hydroxypyrimidine
Monoalkyl phosphate
Hydropyrimidine
Organic phosphoric acid derivative
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Tetrahydrofuran
Heteroaromatic compound
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Azacycle
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

2'-deoxycytidine phosphate (CHEBI:16311 )
pyrimidine 2'-deoxyribonucleoside 5'-triphosphate (CHEBI:16311 )
Deoxyribonucleotides (C00458 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Biological location:

Subcellular:

Biofluid and excreta:

Blood

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	dCTP, non-derivatized, GC-MS Spectrum	splash10-03di-1900000000-3d90990d3831fc38abb6	Spectrum
GC-MS	dCTP, non-derivatized, GC-MS Spectrum	splash10-03di-1900000000-3d90990d3831fc38abb6	Spectrum
Predicted GC-MS	dCTP, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9734200000-676373c19e4530dc2572	Spectrum
Predicted GC-MS	dCTP, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dm-9207110000-47dd719accdfad2d1bb7	Spectrum
Predicted GC-MS	dCTP, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	dCTP, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	dCTP, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	dCTP, TMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	dCTP, TMS_1_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	dCTP, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	dCTP, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	dCTP, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	dCTP, TBDMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	dCTP, TBDMS_1_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Orbitrap 16V, negative	splash10-014i-0100900000-0c4be9d6bd044dcc30a0	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 21V, negative	splash10-066r-0703900000-fba71bd6110938a88717	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 28V, negative	splash10-0a4i-0903100000-bc9ee1b07578fee8fe60	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 34V, negative	splash10-0a4i-1912000000-502a328c4dd3b85b1261	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 41V, negative	splash10-0a4i-3910000000-24e79fde8d9f943e5918	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 47V, negative	splash10-0a6r-7910000000-97e0df7b280b0847ad0e	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 56V, negative	splash10-056r-9600000000-76ddb7ea2b1e0425b8bf	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 64V, negative	splash10-004i-9300000000-d6ad5706c5825292a03c	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 77V, negative	splash10-004i-9100000000-df323aba3fe0d34ef447	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 32V, negative	splash10-014i-0419100000-8e37a6184a56a1ce0b9e	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 32V, negative	splash10-004i-9000000000-46d4cee1b5ac630ba9b8	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 32V, negative	splash10-0a4i-0190000000-e5ee855f41773e79d603	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 32V, negative	splash10-0a4r-1950000000-00c42d75643af2669e6b	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 32V, negative	splash10-014r-0119100000-ec7aadc4870ab3921ecc	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 32V, negative	splash10-052r-0691000000-113e1278b4a989de2daa	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 32V, positive	splash10-0006-0900400000-65f4077bcb5020b2d9a1	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 32V, positive	splash10-00di-0102900000-863c74032b703a479a57	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-014i-0100900000-764a12da50ad51ce0497	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 12V, positive	splash10-03di-0900200000-7b013855e19e8393c74d	2020-07-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-939cbd147b029e517cc1	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-2911000000-f4b496ca2bd6dcb38361	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-4900000000-a5e5fd690ddf51310279	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00xu-4110900000-42349a9362c5d3d7c6ef	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-057r-9540100000-7a06dee6889dcffec4e9	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-9610000000-0a85daf50b374c5ac8ba	2015-09-15	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB00998

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

35027

KNApSAcK ID

Not Available

HET ID

DCP

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

dCTP

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

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Name	Gene Name	UniProt ID
DNA polymerase alpha catalytic subunit	POLA1	P09884
DNA polymerase delta catalytic subunit	POLD1	P28340
DNA polymerase delta subunit 3	POLD3	Q15054
DNA polymerase epsilon catalytic subunit A	POLE	Q07864
DNA polymerase epsilon subunit 2	POLE2	P56282
DNA polymerase epsilon subunit 3	POLE3	Q9NRF9
DNA polymerase epsilon subunit 4	POLE4	Q9NR33
DNA polymerase theta	POLQ	O75417
DNA polymerase zeta catalytic subunit	REV3L	O60673
Myb-binding protein 1A	MYBBP1A	Q9BQG0