Record Information |
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Version | 1.0 |
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Created at | 2020-04-17 18:38:04 UTC |
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Updated at | 2020-11-18 16:38:43 UTC |
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CannabisDB ID | CDB004800 |
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Secondary Accession Numbers | Not Available |
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Cannabis Compound Identification |
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Common Name | Cytidine monophosphate |
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Description | Cytidine monophosphate, also known as CMP or cytidylic acid, belongs to the class of organic compounds known as pyrimidine ribonucleoside monophosphates. These are pyrimidine ribobucleotides with monophosphate group linked to the ribose moiety. Cytidine monophosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Cytidine monophosphate exists in all living species, ranging from bacteria to humans. In humans, cytidine monophosphate is involved in lactose synthesis. Outside of the human body, Cytidine monophosphate has been detected, but not quantified in, several different foods, such as vanilla, red beetroots, kiwis, garden tomato (var.), and german camomiles. This could make cytidine monophosphate a potential biomarker for the consumption of these foods. A pyrimidine ribonucleoside 5'-monophosphate having cytosine as the nucleobase. Cytidine monophosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it. |
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Structure | |
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Synonyms | Value | Source |
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CMP | ChEBI | Cytidine-5'-monophosphate | ChEBI | Cytidylate | ChEBI | Cytidylic acid | ChEBI | pC | ChEBI | Cytidine-5'-monophosphoric acid | Generator | Cytidine monophosphoric acid | Generator | Cytidine 5'-monophosphate | HMDB | Cytidine 5'-monophosphoric acid | HMDB | 5'-CMP | HMDB | 5-Cytidylate | HMDB | 5-Cytidylic acid | HMDB | Cytidine 5'-monophosphorate | HMDB | Cytidine 5'-phosphate | HMDB | Cytidine 5'-phosphorate | HMDB | Cytidine 5'-phosphoric acid | HMDB | Cytidine mono(dihydrogen phosphate) | HMDB | Acid, cytidylic | HMDB | monoPhosphate, cytidine | HMDB | 5’-CMP | HMDB | Cytidine 5’-monophosphate | HMDB | Cytidine 5’-monophosphoric acid | HMDB | Cytidine 5’-phosphate | HMDB | Cytidine 5’-phosphoric acid | HMDB | Cytidine monophosphate | HMDB | Cytosine 5'-monophosphate | HMDB | Cytosine 5’-monophosphate | HMDB |
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Chemical Formula | C9H14N3O8P |
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Average Molecular Weight | 323.2 |
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Monoisotopic Molecular Weight | 323.0519 |
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IUPAC Name | {[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid |
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Traditional Name | cytidine monophosphate |
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CAS Registry Number | 293738-08-6 |
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SMILES | NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O |
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InChI Identifier | InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 |
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InChI Key | IERHLVCPSMICTF-XVFCMESISA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as pyrimidine ribonucleoside monophosphates. These are pyrimidine ribobucleotides with monophosphate 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 monophosphates |
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Alternative Parents | |
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Substituents | - Pyrimidine ribonucleoside monophosphate
- Pentose phosphate
- Pentose-5-phosphate
- Glycosyl compound
- N-glycosyl compound
- Monosaccharide phosphate
- Pentose monosaccharide
- Aminopyrimidine
- Pyrimidone
- Monoalkyl phosphate
- Hydropyrimidine
- Monosaccharide
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Pyrimidine
- Alkyl phosphate
- Imidolactam
- Tetrahydrofuran
- Heteroaromatic compound
- Secondary alcohol
- 1,2-diol
- Oxacycle
- Organoheterocyclic compound
- Azacycle
- Organopnictogen compound
- Amine
- Alcohol
- Organic oxide
- Organonitrogen compound
- Organooxygen compound
- Hydrocarbon derivative
- Organic nitrogen compound
- Primary amine
- Organic oxygen compound
- 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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Disposition | Route of exposure: Source: Biological location: |
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Role | Industrial application: |
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Physical Properties |
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State | Not Available |
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Experimental Properties | Property | Value | Reference |
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Melting Point | 233 °C | 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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EI-MS/GC-MS | Type | Description | Splash Key | View |
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Predicted GC-MS | Cytidine monophosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0002-9511000000-b038dcf334a34dfe4149 | Spectrum | Predicted GC-MS | Cytidine monophosphate, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-01ot-9414000000-5835e3555d5546f12c1f | Spectrum | Predicted GC-MS | Cytidine monophosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TMS_2_5, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TMS_2_6, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TMS_2_7, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TMS_2_8, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TBDMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TBDMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TBDMS_2_5, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Cytidine monophosphate, TBDMS_2_6, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-03di-0902000000-617172aee10f02d2ad2b | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-03di-0900000000-ae1e8fc6db6222910637 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-03di-2900000000-c9ec8c41f82341b9225e | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive | splash10-0229-0409000000-f28cc32ecb27c7712081 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positive | splash10-03di-0902000000-9a79f63e713af4d035ab | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive | splash10-03di-1900000000-a5ef2297cb197b2d13e2 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative | splash10-00ba-9003000000-fed24d718a29a060134b | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative | splash10-00ba-9003000000-331ea098a652ec08d560 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-00ba-9003000000-fed24d718a29a060134b | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-00ba-9003000000-331ea098a652ec08d560 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-0229-0409000000-f28cc32ecb27c7712081 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-03di-0902000000-9a79f63e713af4d035ab | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-03di-1900000000-25254e2c3fbbfd5e145b | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-03di-0900000000-54c9c74aa59c00f506b6 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Positive | splash10-03di-0902000000-9a79f63e713af4d035ab | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-03di-1900000000-263b7b1f82f6bb15409e | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-03di-6900000000-b27523b9f2ac3b9d00b7 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-03di-0901000000-75b42cbe789350bd13b0 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03di-4900000000-fa026ae4d1a84f43102e | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-03di-7900000000-5adaadd61efb1191857e | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0200-9848000000-0ac0c37265bd767019b2 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9200000000-5dd0a8c928cf323e5d75 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-73255a3373b4f1f51b4d | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-03di-0911000000-88e415850bae3999df10 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03di-0900000000-46d7ab7a98d3be427e4b | 2021-09-23 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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Pathways |
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Pathways | Name | SMPDB/Pathwhiz | KEGG | Pyrimidine Metabolism | | | Transcription/Translation | Not Available | Not Available | Phosphatidylinositol Phosphate Metabolism | | | Plasmalogen Synthesis | | Not Available | Pantothenate and CoA Biosynthesis | | |
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Protein Targets |
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Enzymes | |
5'-nucleotidase | NT5E | 6q14-q21 | P21589 | details | UMP-CMP kinase | CMPK1 | 1p32 | P30085 | details | Cytosolic 5'-nucleotidase 1B | NT5C1B | 2p24.2 | Q96P26 | details | Cytosolic 5'-nucleotidase 1A | NT5C1A | 1p34.3-p33 | Q9BXI3 | details | 5'(3')-deoxyribonucleotidase, cytosolic type | NT5C | | Q8TCD5 | details | 5'(3')-deoxyribonucleotidase, mitochondrial | NT5M | | Q9NPB1 | details | Ectonucleoside triphosphate diphosphohydrolase 1 | ENTPD1 | 10q24 | P49961 | details | Soluble calcium-activated nucleotidase 1 | CANT1 | 17q25.3 | Q8WVQ1 | details | Ectonucleoside triphosphate diphosphohydrolase 3 | ENTPD3 | 3p21.3 | O75355 | details | Uridine-cytidine kinase 1 | UCK1 | 9q34.13 | Q9HA47 | details | CMP-N-acetylneuraminate-beta-1,4-galactoside alpha-2,3-sialyltransferase | ST3GAL3 | 1p34.1 | Q11203 | details | Alpha-N-acetylneuraminide alpha-2,8-sialyltransferase | ST8SIA1 | 12p12.1-p11.2 | Q92185 | details | N-acylneuraminate cytidylyltransferase | CMAS | 12p12.1 | Q8NFW8 | details | Phosphatidylcholine:ceramide cholinephosphotransferase 2 | SGMS2 | 4q25 | Q8NHU3 | details | CDP-diacylglycerol--inositol 3-phosphatidyltransferase | CDIPT | 16p11.2 | O14735 | details | Lactosylceramide alpha-2,3-sialyltransferase | ST3GAL5 | 2p11.2 | Q9UNP4 | details | Type 2 lactosamine alpha-2,3-sialyltransferase | ST3GAL6 | 3q12.1 | Q9Y274 | details | Phosphatidylcholine:ceramide cholinephosphotransferase 1 | SGMS1 | 10q11.2 | Q86VZ5 | details | CMP-N-acetylneuraminate-beta-galactosamide-alpha-2,3-sialyltransferase 1 | ST3GAL1 | 8q24.22 | Q11201 | details | Uridine-cytidine kinase 2 | UCK2 | 1q23 | Q9BZX2 | details | Cholinephosphotransferase 1 | CHPT1 | 12q | Q8WUD6 | details | Phosphopantothenate--cysteine ligase | PPCS | 1p34.2 | Q9HAB8 | details | CMP-N-acetylneuraminate-beta-galactosamide-alpha-2,3-sialyltransferase 4 | ST3GAL4 | 11q24.2 | Q11206 | details | Cytosolic 5'-nucleotidase 3 | NT5C3 | 7p14.3 | Q9H0P0 | details | Choline/ethanolaminephosphotransferase 1 | CEPT1 | 1p13.3 | Q9Y6K0 | details | CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase, mitochondrial | PGS1 | 17q25.3 | Q32NB8 | details | Cytosolic purine 5'-nucleotidase | NT5C2 | 10q24.32 | P49902 | details | Ethanolaminephosphotransferase 1 | EPT1 | 2p23.3 | Q9C0D9 | details | UMP-CMP kinase 2, mitochondrial | CMPK2 | 2p25.2 | Q5EBM0 | details | Uridine-cytidine kinase-like 1 | UCKL1 | 20q13.33 | Q9NWZ5 | details | Ectonucleoside triphosphate diphosphohydrolase 8 | ENTPD8 | 9q34.3 | Q5MY95 | details | Alpha-N-acetyl-neuraminyl-2,3-beta-galactosyl-1,3-N-acetyl-galactosaminide alpha-2,6-sialyltransferase | ST6GALNAC4 | 9q34 | Q9H4F1 | details | Manganese-dependent ADP-ribose/CDP-alcohol diphosphatase | ADPRM | 17p13.1 | Q3LIE5 | details | CMP-N-acetylneuraminate-beta-galactosamide-alpha-2,3-sialyltransferase 2 | ST3GAL2 | 16q22.1 | Q16842 | details | Alpha-N-acetylgalactosaminide alpha-2,6-sialyltransferase 1 | ST6GALNAC1 | 17q25.1 | Q9NSC7 | details | Alpha-N-acetylgalactosaminide alpha-2,6-sialyltransferase 2 | ST6GALNAC2 | 17q25.1 | Q9UJ37 | details | Alpha-N-acetylgalactosaminide alpha-2,6-sialyltransferase 3 | ST6GALNAC3 | 1p31.1 | Q8NDV1 | details | Beta-galactoside alpha-2,6-sialyltransferase 1 | ST6GAL1 | 3q27-q28 | P15907 | details | Beta-galactoside alpha-2,6-sialyltransferase 2 | ST6GAL2 | 2q11.2-q12.1 | Q96JF0 | details |
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Transporters | Not Available |
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Metal Bindings | |
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Receptors | Not Available |
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Transcriptional Factors | Not Available |
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Concentrations Data |
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| Not Available |
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External Links |
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HMDB ID | HMDB0000095 |
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DrugBank ID | DB03403 |
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Phenol Explorer Compound ID | Not Available |
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FoodDB ID | FDB030736 |
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KNApSAcK ID | Not Available |
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Chemspider ID | 5901 |
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KEGG Compound ID | C00055 |
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BioCyc ID | CMP |
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BiGG ID | 33689 |
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Wikipedia Link | Cytidine monophosphate |
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METLIN ID | Not Available |
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PubChem Compound | 6131 |
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PDB ID | Not Available |
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ChEBI ID | 17361 |
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References |
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General References | Not Available |
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