Record Information
Version1.0
Created at2020-04-17 19:23:57 UTC
Updated at2020-11-18 16:39:36 UTC
CannabisDB IDCDB005246
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NamedCTP
DescriptiondCTP, 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. A 2'-deoxycytidine phosphate having cytosine as the nucleobase. dCTP is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
Synonyms
ValueSource
2'-Deoxycytidine 5'-triphosphateChEBI
Deoxycytidine 5'-triphosphateChEBI
Deoxycytidine triphosphateChEBI
2'-Deoxycytidine 5'-triphosphoric acidGenerator
Deoxycytidine 5'-triphosphoric acidGenerator
Deoxycytidine triphosphoric acidGenerator
2'-Deoxycytidine-5'-triphosphateHMDB
Deoxy-CTPHMDB
Deoxycytidine-triphosphateHMDB
2'-Deoxycytidine 5'-triphosphate, 3H-labeledHMDB
2'-Deoxycytidine 5'-triphosphate, p-(32)p-labeledHMDB
2'-Deoxycytidine 5'-triphosphate, magnesium saltHMDB
2'-Deoxycytidine 5'-triphosphate, p''-(32)p-labeledHMDB
2'-DeoxyCTPHMDB
2'-Deoxycytidine 5'-(tetrahydrogen triphosphate)HMDB
2’-DeoxyCTPHMDB
2’-Deoxycytidine 5’-(tetrahydrogen triphosphate)HMDB
2’-Deoxycytidine 5’-triphosphateHMDB
5'-DCTPHMDB
5’-DCTPHMDB
Deoxy-5'-CTPHMDB
Deoxy-5’-CTPHMDB
Deoxycytidine 5’-triphosphateHMDB
dCTPHMDB
Chemical FormulaC9H16N3O13P3
Average Molecular Weight467.16
Monoisotopic Molecular Weight466.9896
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 NamedCTP
CAS Registry Number2056-98-6
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 KeyRGWHQCVHVJXOKC-SHYZEUOFSA-N
Chemical Taxonomy
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.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPyrimidine nucleotides
Sub ClassPyrimidine deoxyribonucleotides
Direct ParentPyrimidine 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 FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.52ALOGPS
logP-3.3ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)0.99ChemAxon
pKa (Strongest Basic)0.21ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area247.97 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity85.65 m³·mol⁻¹ChemAxon
Polarizability35.21 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSdCTP, non-derivatized, GC-MS Spectrumsplash10-03di-1900000000-3d90990d3831fc38abb6Spectrum
GC-MSdCTP, non-derivatized, GC-MS Spectrumsplash10-03di-1900000000-3d90990d3831fc38abb6Spectrum
Predicted GC-MSdCTP, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9734200000-676373c19e4530dc2572Spectrum
Predicted GC-MSdCTP, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dm-9207110000-47dd719accdfad2d1bb7Spectrum
Predicted GC-MSdCTP, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSdCTP, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSdCTP, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSdCTP, TMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSdCTP, TMS_1_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSdCTP, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSdCTP, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSdCTP, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSdCTP, TBDMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSdCTP, TBDMS_1_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Orbitrap 16V, negativesplash10-014i-0100900000-0c4be9d6bd044dcc30a02020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 21V, negativesplash10-066r-0703900000-fba71bd6110938a887172020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 28V, negativesplash10-0a4i-0903100000-bc9ee1b07578fee8fe602020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 34V, negativesplash10-0a4i-1912000000-502a328c4dd3b85b12612020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 41V, negativesplash10-0a4i-3910000000-24e79fde8d9f943e59182020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 47V, negativesplash10-0a6r-7910000000-97e0df7b280b0847ad0e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 56V, negativesplash10-056r-9600000000-76ddb7ea2b1e0425b8bf2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 64V, negativesplash10-004i-9300000000-d6ad5706c5825292a03c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 77V, negativesplash10-004i-9100000000-df323aba3fe0d34ef4472020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 32V, negativesplash10-014i-0419100000-8e37a6184a56a1ce0b9e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 32V, negativesplash10-004i-9000000000-46d4cee1b5ac630ba9b82020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 32V, negativesplash10-0a4i-0190000000-e5ee855f41773e79d6032020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 32V, negativesplash10-0a4r-1950000000-00c42d75643af2669e6b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 32V, negativesplash10-014r-0119100000-ec7aadc4870ab3921ecc2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 32V, negativesplash10-052r-0691000000-113e1278b4a989de2daa2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 32V, positivesplash10-0006-0900400000-65f4077bcb5020b2d9a12020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 32V, positivesplash10-00di-0102900000-863c74032b703a479a572020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-014i-0100900000-764a12da50ad51ce04972020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 12V, positivesplash10-03di-0900200000-7b013855e19e8393c74d2020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-939cbd147b029e517cc12015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-2911000000-f4b496ca2bd6dcb383612015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-4900000000-a5e5fd690ddf513102792015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00xu-4110900000-42349a9362c5d3d7c6ef2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-057r-9540100000-7a06dee6889dcffec4e92015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056r-9610000000-0a85daf50b374c5ac8ba2015-09-15View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Uridine-cytidine kinase 1UCK19q34.13Q9HA47 details
Nucleoside diphosphate kinase, mitochondrialNME416p13.3O00746 details
Nucleoside diphosphate kinase ANME117q21.3P15531 details
Nucleoside diphosphate kinase 7NME71q24Q9Y5B8 details
Nucleoside diphosphate kinase BNME217q21.3P22392 details
Nucleoside diphosphate kinase 3NME316q13.3Q13232 details
Nucleoside diphosphate kinase 6NME63p21O75414 details
DNA polymerase betaPOLB8p11.2P06746 details
DNA polymerase alpha catalytic subunitPOLA1Xp22.1-p21.3P09884 details
DNA polymerase delta subunit 3POLD311q14Q15054 details
DNA polymerase lambdaPOLL10q23Q9UGP5 details
DNA polymerase epsilon subunit 4POLE42p12Q9NR33 details
DNA polymerase etaPOLH6p21.1Q9Y253 details
DNA polymerase delta catalytic subunitPOLD119q13.3P28340 details
DNA polymerase zeta catalytic subunitREV3L6q21O60673 details
DNA polymerase epsilon catalytic subunit APOLE12q24.3Q07864 details
DNA-directed DNA/RNA polymerase muPOLM7p13Q9NP87 details
DNA polymerase kappaPOLK5q13Q9UBT6 details
DNA polymerase epsilon subunit 3POLE39q33Q9NRF9 details
DNA polymerase subunit gamma-1POLG15q25P54098 details
DNA polymerase iotaPOLI18q21.1Q9UNA4 details
DNA polymerase epsilon subunit 2POLE214q21-q22P56282 details
Uridine-cytidine kinase 2UCK21q23Q9BZX2 details
Uridine-cytidine kinase-like 1UCKL120q13.33Q9NWZ5 details
Myb-binding protein 1AMYBBP1A17p13.3Q9BQG0 details
DNA polymerase thetaPOLQ3q13.33O75417 details
dCTP pyrophosphatase 1DCTPP116p11.2Q9H773 details
DNA polymerase delta subunit 2POLD27p13P49005 details
Nucleoside diphosphate kinase homolog 5NME5P56597 details
DNA primase small subunitPRIM1P49642 details
DNA primase large subunitPRIM2P49643 details
TransportersNot Available
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
Nucleoside diphosphate kinase, mitochondrialNME416p13.3O00746 details
Nucleoside diphosphate kinase 7NME71q24Q9Y5B8 details
Nucleoside diphosphate kinase BNME217q21.3P22392 details
Nucleoside diphosphate kinase 3NME316q13.3Q13232 details
Nucleoside diphosphate kinase 6NME63p21O75414 details
DNA polymerase betaPOLB8p11.2P06746 details
DNA polymerase alpha catalytic subunitPOLA1Xp22.1-p21.3P09884 details
DNA polymerase lambdaPOLL10q23Q9UGP5 details
DNA polymerase etaPOLH6p21.1Q9Y253 details
DNA polymerase delta catalytic subunitPOLD119q13.3P28340 details
DNA polymerase zeta catalytic subunitREV3L6q21O60673 details
DNA polymerase epsilon catalytic subunit APOLE12q24.3Q07864 details
DNA-directed DNA/RNA polymerase muPOLM7p13Q9NP87 details
DNA polymerase kappaPOLK5q13Q9UBT6 details
DNA polymerase iotaPOLI18q21.1Q9UNA4 details
DNA primase small subunitPRIM1P49642 details
DNA primase large subunitPRIM2P49643 details
ReceptorsNot Available
Transcriptional Factors
Protein NameGene NameLocusUniprot IDDetails
Nucleoside diphosphate kinase BNME217q21.3P22392 details
DNA polymerase alpha catalytic subunitPOLA1Xp22.1-p21.3P09884 details
DNA polymerase epsilon subunit 4POLE42p12Q9NR33 details
DNA polymerase delta catalytic subunitPOLD119q13.3P28340 details
DNA polymerase epsilon catalytic subunit APOLE12q24.3Q07864 details
DNA polymerase epsilon subunit 3POLE39q33Q9NRF9 details
DNA polymerase epsilon subunit 2POLE214q21-q22P56282 details
Myb-binding protein 1AMYBBP1A17p13.3Q9BQG0 details
DNA polymerase delta subunit 2POLD27p13P49005 details
Concentrations Data
Not Available
HMDB IDHMDB0000998
DrugBank IDDB03258
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022359
KNApSAcK IDNot Available
Chemspider ID58601
KEGG Compound IDC00458
BioCyc IDDCTP
BiGG ID35027
Wikipedia LinkDeoxycytidine triphosphate
METLIN ID5929
PubChem Compound65091
PDB IDNot Available
ChEBI ID16311
References
General ReferencesNot Available

Only showing the first 10 proteins. There are 57 proteins in total.

Enzymes

General function:
Involved in ATP binding
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 donor. Can also phosphorylate cytidine and uridine nucleoside analogs such as 6-azauridine, 5-fluorouridine, 4-thiouridine, 5-bromouridine, N(4)-acetylcytidine, N(4)-benzoylcytidine, 5-fluorocytidine, 2-thiocytidine, 5-methylcytidine, and N(4)-anisoylcytidine.
Gene Name:
UCK1
Uniprot ID:
Q9HA47
Molecular weight:
22760.43
General function:
Involved in nucleoside diphosphate kinase activity
Specific function:
Major role in the synthesis of nucleoside triphosphates other than ATP (By similarity).
Gene Name:
NME4
Uniprot ID:
O00746
Molecular weight:
20658.45
General function:
Involved in nucleoside diphosphate kinase activity
Specific function:
Major role in the synthesis of nucleoside triphosphates other than ATP. Possesses nucleoside-diphosphate kinase, serine/threonine-specific protein kinase, geranyl and farnesyl pyrophosphate kinase, histidine protein kinase and 3'-5' exonuclease activities. Involved in cell proliferation, differentiation and development, signal transduction, G protein-coupled receptor endocytosis, and gene expression. Required for neural development including neural patterning and cell fate determination.
Gene Name:
NME1
Uniprot ID:
P15531
Molecular weight:
17148.635
General function:
Involved in nucleoside diphosphate kinase activity
Specific function:
Major role in the synthesis of nucleoside triphosphates other than ATP. The ATP gamma phosphate is transferred to the NDP beta phosphate via a ping-pong mechanism, using a phosphorylated active-site intermediate.
Gene Name:
NME7
Uniprot ID:
Q9Y5B8
Molecular weight:
42491.365
General function:
Involved in nucleoside diphosphate kinase activity
Specific function:
Major role in the synthesis of nucleoside triphosphates other than ATP. Negatively regulates Rho activity by interacting with AKAP13/LBC. Acts as a transcriptional activator of the MYC gene; binds DNA non-specifically (PubMed:8392752). Exhibits histidine protein kinase activity.
Gene Name:
NME2
Uniprot ID:
P22392
Molecular weight:
30136.92
General function:
Involved in nucleoside diphosphate kinase activity
Specific function:
Major role in the synthesis of nucleoside triphosphates other than ATP. The ATP gamma phosphate is transferred to the NDP beta phosphate via a ping-pong mechanism, using a phosphorylated active-site intermediate. Probably has a role in normal hematopoiesis by inhibition of granulocyte differentiation and induction of apoptosis.
Gene Name:
NME3
Uniprot ID:
Q13232
Molecular weight:
19014.85
General function:
Involved in nucleoside diphosphate kinase activity
Specific function:
Major role in the synthesis of nucleoside triphosphates other than ATP. The ATP gamma phosphate is transferred to the NDP beta phosphate via a ping-pong mechanism, using a phosphorylated active-site intermediate. Inhibitor of p53-induced apoptosis.
Gene Name:
NME6
Uniprot ID:
O75414
Molecular weight:
22002.965
General function:
Involved in DNA binding
Specific function:
Repair polymerase that plays a key role in base-excision repair. Has 5'-deoxyribose-5-phosphate lyase (dRP lyase) activity that removes the 5' sugar phosphate and also acts as a DNA polymerase that adds one nucleotide to the 3' end of the arising single-nucleotide gap. Conducts 'gap-filling' DNA synthesis in a stepwise distributive fashion rather than in a processive fashion as for other DNA polymerases.
Gene Name:
POLB
Uniprot ID:
P06746
Molecular weight:
38177.34
General function:
Involved in nucleotide binding
Specific function:
Plays an essential role in the initiation of DNA replication. During the S phase of the cell cycle, the DNA polymerase alpha complex (composed of a catalytic subunit POLA1/p180, a regulatory subunit POLA2/p70 and two primase subunits PRIM1/p49 and PRIM2/p58) is recruited to DNA at the replicative forks via direct interactions with MCM10 and WDHD1. The primase subunit of the polymerase alpha complex initiates DNA synthesis by oligomerising short RNA primers on both leading and lagging strands. These primers are initially extended by the polymerase alpha catalytic subunit and subsequently transferred to polymerase delta and polymerase epsilon for processive synthesis on the lagging and leading strand, respectively. The reason this transfer occurs is because the polymerase alpha has limited processivity and lacks intrinsic 3' exonuclease activity for proofreading error, and therefore is not well suited for replicating long complexes.
Gene Name:
POLA1
Uniprot ID:
P09884
Molecular weight:
165911.405
General function:
Involved in protein binding
Specific function:
Required for optimal DNA polymerase delta activity
Gene Name:
POLD3
Uniprot ID:
Q15054
Molecular weight:
51400.0

Only showing the first 10 proteins. There are 57 proteins in total.