Record Information |
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Version | 1.0 |
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Creation Date | 2016-09-30 22:45:35 UTC |
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Update Date | 2020-05-21 16:27:01 UTC |
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BMDB ID | BMDB0001413 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Citicoline |
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Description | Citicoline, also known as CDP-colina or nicholin, belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety. Citicoline is a drug. Citicoline is an extremely weak basic (essentially neutral) compound (based on its pKa). Citicoline exists in all eukaryotes, ranging from yeast to humans. In cattle, citicoline is involved in the metabolic pathway called phospholipid biosynthesis pathway. |
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Structure | |
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Synonyms | Value | Source |
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[2-CYTIDYLATE-o'-phosphonyloxyl]-ethyl-trimethyl-ammonium | ChEBI | CDP-Colina | ChEBI | Citicolina | ChEBI | Citicolinum | ChEBI | Citidin difosfato de colina | ChEBI | Cyticholine | ChEBI | Cytidindiphosphocholin | ChEBI | Cytidine 5'-(choline diphosphate) | ChEBI | Cytidine 5'-(cholinyl pyrophosphate) | ChEBI | Cytidine 5'-diphosphocholine | ChEBI | Cytidine 5'-diphosphoric choline | ChEBI | Nicholin | Kegg | [2-CYTIDYLic acid-o'-phosphonyloxyl]-ethyl-trimethyl-ammonium | Generator | Cytidine 5'-(choline diphosphoric acid) | Generator | Cytidine 5'-(cholinyl pyrophosphoric acid) | Generator | Audes | HMDB | CDP-Choline | HMDB | Cereb | HMDB | Choline 5'-cytidine diphosphate | HMDB | Choline cytidine diphosphate | HMDB | Citicholine | HMDB | Citidoline | HMDB | Citifar | HMDB | Colite | HMDB | Corenalin | HMDB | Cyscholin | HMDB | Cytidine 5'-diphosphate choline | HMDB | Cytidine 5-diphosphate-trihydrogen | HMDB | Cytidine choline diphosphate | HMDB | Cytidine diphosphate choline | HMDB | Cytidine diphosphate choline ester | HMDB | Cytidine diphosphocholine | HMDB | Cytidine diphosphorylcholine | HMDB | Cytidine-5' diphosphocholine | HMDB | Cytidine-5'-pyrophosphate-hydroxycholine | HMDB | Cytidoline | HMDB | Difosfocin | HMDB | Emicholine F | HMDB | Ensign | HMDB | Haocolin | HMDB | Hornbest | HMDB | Neucolis | HMDB | Nicolin | HMDB | Niticolin | HMDB | p-Hydroxide[2-(trimethylammonio)ethyl] ester | HMDB | Reagin | HMDB | Recofnan | HMDB | Recognan | HMDB | Rexort | HMDB | Sintoclar | HMDB | Somazina | HMDB | Somazine | HMDB | Suncholin | HMDB | Cidifos | HMDB | Diphosphate choline, cytidine | HMDB | Choline, CDP | HMDB | CDP Choline | HMDB | 5'-Diphosphocholine, cytidine | HMDB | Cytidine 5' diphosphocholine | HMDB | Choline, cytidine diphosphate | HMDB |
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Chemical Formula | C14H26N4O11P2 |
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Average Molecular Weight | 488.324 |
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Monoisotopic Molecular Weight | 488.107330718 |
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IUPAC Name | {2-[({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphono)oxy]ethyl}trimethylazanium |
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Traditional Name | [2-({[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl phosphono}oxy)ethyl]trimethylazanium |
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CAS Registry Number | 987-78-0 |
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SMILES | C[N+](C)(C)CCOP([O-])(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O |
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InChI Identifier | InChI=1S/C14H26N4O11P2/c1-18(2,3)6-7-26-30(22,23)29-31(24,25)27-8-9-11(19)12(20)13(28-9)17-5-4-10(15)16-14(17)21/h4-5,9,11-13,19-20H,6-8H2,1-3H3,(H3-,15,16,21,22,23,24,25)/t9-,11-,12-,13-/m1/s1 |
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InChI Key | RZZPDXZPRHQOCG-OJAKKHQRSA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety. |
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Kingdom | Organic compounds |
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Super Class | Nucleosides, nucleotides, and analogues |
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Class | Pyrimidine nucleotides |
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Sub Class | Pyrimidine ribonucleotides |
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Direct Parent | Pyrimidine ribonucleoside diphosphates |
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Alternative Parents | |
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Substituents | - Pyrimidine ribonucleoside diphosphate
- Pentose phosphate
- Pentose-5-phosphate
- Glycosyl compound
- N-glycosyl compound
- Phosphocholine
- Monosaccharide phosphate
- Organic pyrophosphate
- Pentose monosaccharide
- Aminopyrimidine
- Pyrimidone
- Monoalkyl phosphate
- Hydropyrimidine
- Monosaccharide
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Pyrimidine
- Imidolactam
- Alkyl phosphate
- Tetrahydrofuran
- Quaternary ammonium salt
- Tetraalkylammonium salt
- Heteroaromatic compound
- Secondary alcohol
- 1,2-diol
- Organoheterocyclic compound
- Oxacycle
- Azacycle
- Organic nitrogen compound
- Organonitrogen compound
- Organopnictogen compound
- Amine
- Alcohol
- Organic oxide
- Organooxygen compound
- Organic oxygen compound
- Organic salt
- Hydrocarbon derivative
- Organic zwitterion
- Primary amine
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic heteromonocyclic compounds |
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External Descriptors | |
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Ontology |
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Status | Detected but not Quantified |
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Origin | |
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Biofunction | Not Available |
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Application | Not Available |
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Cellular locations | |
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Physical Properties |
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State | Solid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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Spectra |
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Spectra | Spectrum Type | Description | Splash Key | |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-00fr-7649200000-859d046834f1fbd3d535 | View in MoNA |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive | splash10-00yi-7947012000-9f83d07fb5a59a93e770 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-0006-0001900000-a9f38ff6b185b45f04b3 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-03e9-0590000000-b021677d064d65810ee0 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-001i-0900000000-7570bbb10dd9fa288442 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive | splash10-000i-0000900000-8b411373962b073b4d22 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positive | splash10-000i-0001900000-6e7cc437ad79eb13c032 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive | splash10-01qi-1932200000-9c3803cefdd9c6285a7c | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative | splash10-004i-6505900000-3d534aab6e40915c3642 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative | splash10-004i-6505900000-fc13e5ad403e7faf8218 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-004i-6505900000-3d534aab6e40915c3642 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-004i-6505900000-fc13e5ad403e7faf8218 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-000i-0000900000-8b411373962b073b4d22 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-000i-0001900000-6e7cc437ad79eb13c032 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-01qi-1932200000-4a7ae92c6e127d2ce453 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-03di-2900100000-0ce672506aae2d1e5eef | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03di-3900000000-c05f3e5b6782e32eeebb | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-03di-8900000000-17466c845e643c77969b | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-01p9-0501900000-be567596c9f980cea8c2 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03di-3904100000-4c2e6535887540a12444 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-03fu-9600000000-e42f82159eabb4ec781a | View in MoNA |
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1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, experimental) | Not Available | View in JSpectraViewer |
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2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | Not Available | View in JSpectraViewer |
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