Bovine Metabolome Database: Showing metabocard for Cytidine triphosphate (BMDB0000082)

You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Bovine Metabolome Database.

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References enzymes (6) Show 6 proteins XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:19:26 UTC

Update Date

2020-05-21 16:29:00 UTC

BMDB ID

BMDB0000082

Secondary Accession Numbers

BMDB00082

Metabolite Identification

Common Name

Cytidine triphosphate

Description

Cytidine triphosphate, also known as 5'-CTP or H4CTP, 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. Cytidine triphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Cytidine triphosphate exists in all living species, ranging from bacteria to humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5'-CTP	ChEBI
Cytidine 5'-triphosphate	ChEBI
CYTIDINE-5'-triphosphATE	ChEBI
H4CTP	ChEBI
Cytidine 5'-triphosphoric acid	Generator
CYTIDINE-5'-triphosphoric acid	Generator
Cytidine triphosphoric acid	Generator
5'-(Tetrahydrogen triphosphate) cytidine	HMDB
CTP	HMDB
Cytidine 3'-triphosphate	HMDB
Cytidine 5'-(tetrahydrogen triphosphate)	HMDB
Cytidine 5-prime-triphosphate	HMDB
Cytidine mono	HMDB
Cytidine mono(tetrahydrogen triphosphate) (ester)	HMDB
Deoxycytosine triphosphate	HMDB
Triphosphate, cytidine	HMDB
CRPPP	HMDB
Magnesium CTP	HMDB
MG CTP	HMDB

Chemical Formula

C₉H₁₆N₃O₁₄P₃

Average Molecular Weight

483.1563

Monoisotopic Molecular Weight

482.984511771

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

65-47-4

SMILES

Not Available

InChI Identifier

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

InChI Key

PCDQPRRSZKQHHS-XVFCMESISA-N

Chemical Taxonomy

Description

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

Substituents

Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Hydroxypyrimidine
Monoalkyl phosphate
Hydropyrimidine
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Pyrimidine
Heteroaromatic compound
Tetrahydrofuran
1,2-diol
Secondary alcohol
Azacycle
Oxacycle
Organoheterocyclic compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

cytidine 5'-phosphate (CHEBI:17677 )
pyrimidine ribonucleoside 5'-triphosphate (CHEBI:17677 )
Ribonucleotides (C00063 )
Coenzymes (C00063 )

Ontology

Status

Expected but not 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	215 - 218 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Not Available

Spectra

Spectrum Type	Description	Splash Key

Biological Properties

Cellular Locations

Cytoplasm
Mitochondria
Nucleus

Biospecimen Locations

All Tissues

Pathways

Name	SMPDB/Pathwhiz	KEGG
Cardiolipin Biosynthesis		Not Available
Phosphatidylcholine Biosynthesis		Not Available
Phosphatidylethanolamine Biosynthesis		Not Available
Cardiolipin Biosynthesis CL(16:0/16:0/16:0/16:0)		Not Available
Cardiolipin Biosynthesis CL(16:0/16:0/16:0/16:1(9Z))		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
All Tissues	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0000082

DrugBank ID

DB02431

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Cytidine triphosphate

METLIN ID

5136

PubChem Compound

6176

PDB ID

Not Available

ChEBI ID

17677

References

Synthesis Reference

Simon, Ethan S.; Bednarski, Mark D.; Whitesides, George M. Synthesis of CMP-NeuAc from N-acetylglucosamine: generation of CTP from CMP using adenylate kinase. Journal of the American Chemical Society (1988), 110(21), 7159-63.

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Phosphatidate cytidylyltransferase 2

General function:: Lipid transport and metabolism
Specific function:: Catalyzes the conversion of phosphatidic acid (PA) to CDP-diacylglycerol (CDP-DAG), an essential intermediate in the synthesis of phosphatidylglycerol, cardiolipin and phosphatidylinositol (By similarity). Exhibits specificity for the nature of the acyl chains at the sn-1 and sn-2 positions in the substrate, PA and the preferred acyl chain composition is 1-stearoyl-2-arachidonoyl-sn-phosphatidic acid (By similarity). Plays an important role in regulating the growth and maturation of lipid droplets which are storage organelles at the center of lipid and energy homeostasis (By similarity).
Gene Name:: CDS2
Uniprot ID:: A0JNC1
Molecular weight:: 51357.0

Reactions

Cytidine triphosphate + 1,2-Diacyl-sn-glycerol 3-phosphate → Pyrophosphate + a CDP-diacylglycerol	details
Cytidine triphosphate + PA(16:0/18:1(11Z)) → Pyrophosphate + CDP-DG(16:0/18:1(11Z))	details
Cytidine triphosphate + PA(18:1(9Z)/18:1(9Z)) → Pyrophosphate + CDP-DG(18:1(9Z)/18:1(9Z))	details
Cytidine triphosphate + PA(18:2(9Z,12Z)/18:2(9Z,12Z)) → Pyrophosphate + CDP-DG(18:2(9Z,12Z)/18:2(9Z,12Z))	details

Enzyme Details

2. Ethanolamine-phosphate cytidylyltransferase

General function:: Cell wall/membrane/envelope biogenesis
Specific function:: Plays an important role in the biosynthesis of the phospholipid phosphatidylethanolamine. Catalyzes the formation of CDP-ethanolamine (By similarity).
Gene Name:: PCYT2
Uniprot ID:: Q5EA75
Molecular weight:: 44158.0

Reactions

Cytidine triphosphate + Phosphorylcholine → Pyrophosphate + Citicoline	details
Cytidine triphosphate + O-Phosphoethanolamine → Pyrophosphate + CDP-Ethanolamine	details

Enzyme Details

3. Nucleoside diphosphate kinase 7

General function:: Nucleotide transport and metabolism
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 (By similarity).
Gene Name:: NME7
Uniprot ID:: Q5E9Y9
Molecular weight:: 42599.0

Reactions

Cytidine triphosphate + ADP → CDP + Adenosine triphosphate	details

Enzyme Details

4. N-acylneuraminate cytidylyltransferase

General function:: Involved in N-acylneuraminate cytidylyltransferase acti
Specific function:: Catalyzes the activation of N-acetylneuraminic acid (NeuNAc) to cytidine 5'-monophosphate N-acetylneuraminic acid (CMP-NeuNAc), a substrate required for the addition of sialic acid. Has some activity toward NeuNAc, N-glycolylneuraminic acid (Neu5Gc) or 2-keto-3-deoxy-D-glycero-D-galacto-nononic acid (KDN) (By similarity).
Gene Name:: CMAS
Uniprot ID:: Q3SZM5
Molecular weight:: 48438.0

Reactions

N-Acetylneuraminic acid + Cytidine triphosphate → Cytidine monophosphate N-acetylneuraminic acid + Pyrophosphate	details

Enzyme Details

5. CTP synthase 2

General function:: Nucleotide transport and metabolism
Specific function:: Catalyzes the ATP-dependent amination of UTP to CTP with either L-glutamine or ammonia as the source of nitrogen. Constitutes the rate-limiting enzyme in the synthesis of cytosine nucleotides (By similarity).
Gene Name:: CTPS2
Uniprot ID:: Q1RMS2
Molecular weight:: 65481.0

Reactions

Uridine triphosphate + Adenosine triphosphate → Cytidine triphosphate + ADP + Hydrogen phosphate + dCTP	details

Enzyme Details

6. Calcium activated nucleotidase 1

General function:: Not Available
Specific function:: Not Available
Gene Name:: CANT1
Uniprot ID:: E1BGL5
Molecular weight:: 44706.0

Reactions

Cytidine triphosphate + Water → CDP + Hydrogen phosphate	details

Showing metabocard for Cytidine triphosphate (BMDB0000082)

Structure for BMDB0000082 (Cytidine triphosphate)

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions