Introduction：Basic information about Cytidine 5’-monophosphate CAS 63-37-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Cytidine 5’-monophosphate Basic information
| Product Name: | Cytidine 5’-monophosphate |
| Synonyms: | C-5'-P;C-5-P;CMP MONOHYDRATE;CMP;CYTIDYLIC ACID;CYTIDINE-5'-MONOPHOSPHATE MONOHYDRATE;CYTIDINE-5'-MONOPHOSPHORIC ACID;5'-CYTIDINE MONOPHOSPHATE |
| CAS: | 63-37-6 |
| MF: | C9H14N3O8P |
| MW: | 323.2 |
| EINECS: | 200-556-6 |
| Product Categories: | Nucleic acids;Nucleotides and Nucleic Acids;Pharmaceutical Intermediates;Heterocyclic Compounds;Biochemistry;Nucleosides, Nucleotides & Related Reagents;Nucleotides and their analogs;Bases & Related Reagents;Carbohydrates & Derivatives;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals;Phosphorylating and Phosphitylating Agents;Pharmaceutical;63-37-6;Nucleoside Mono |
| Mol File: | 63-37-6.mol |
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Cytidine 5’-monophosphate Chemical Properties
| Melting point | ~222 °C (dec.) |
| Boiling point | 678.1±65.0 °C(Predicted) |
| density | 2.15±0.1 g/cm3(Predicted) |
| refractive index | 9.8 ° (C=1, 0.5mol/L Na2HPO4) |
| storage temp. | 2-8°C |
| solubility | Water (Slightly, Heated) |
| pka | pK2:4.39(0);pK3:6.62(+1) (25°C) |
| form | crystalline |
| color | White |
| biological source | synthetic |
| Water Solubility | soluble |
| BRN | 46982 |
| InChI | 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 |
| InChIKey | IERHLVCPSMICTF-JDNPWWSISA-N |
| SMILES | P(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H](O)[C@@H]1O)(O)(O)=O |
| CAS DataBase Reference | 63-37-6(CAS DataBase Reference) |
| EPA Substance Registry System | 5'-Cytidylic acid (63-37-6) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 20/21/22-36/37/38 |
| Safety Statements | 24/25-37/39-36-26 |
| WGK Germany | 3 |
| RTECS | HA3980000 |
| F | 10-21 |
| TSCA | TSCA listed |
| HS Code | 29349990 |
| Storage Class | 11 - Combustible Solids |
| Toxicity | LD50 intraperitoneal in mouse: > 1gm/kg |
Cytidine 5’-monophosphate Usage And Synthesis
| Description | Cytidine 5'-monophosphate, also known as 5'-CMP, is a nucleotide that is used as a monomer in RNA. 5'-CMP is a key intermediate in the preparation of several nucleotide derivatives and is widely used in food and pharmaceutical industries. |
| Chemical Properties | white crystalline powder |
| Uses | Cytidine 5′-monophosphate has been used in Raman spectroscopy studies. |
| Uses | Cytidine 5'-monophosphate (5'-CMP) is a key intermediate in the production of nucleotide derivatives and has been widely used in the food, agriculture and pharmaceutical industries. |
| Definition | ChEBI: Cytidine 5'-monophosphate is a pyrimidine ribonucleoside 5'-monophosphate having cytosine as the nucleobase. It has a role as a human metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a pyrimidine ribonucleoside 5'-monophosphate and a cytidine 5'-phosphate. It is a conjugate acid of a cytidine 5'-monophosphate(2-). |
| Production Methods | As a key intermediate in preparing several nucleotide derivatives, cytidine 5′-monophosphate (5′-CMP) is widely applied in food and pharmaceutical industries. Enzymatic synthesis of 5′-CMP is catalyzed by cytidine kinase (CK, EC 2.7.1.213), a type of nucleoside kinase that belongs to the PfkB family. Li et al. constructed a highly efficient biosynthesis system for manufacturing 5′-CMP in vitro. CK was used for the biotransformation of cytidine to 5′-CMP, while polyphosphate kinase (PPK) was coupled for adenosine triphosphate regeneration. Both CK and PPK were selected from extremophiles, possessing great potential for biocatalytic synthesis. After optimization, 96 mM 5′-CMP was produced within 6 h, and the yield reached nearly 100%[1]. |
| benefits | Cytidine 5’-monophosphate (CMP) is a nucleotide supplement with potential benefits such as improved muscle function, immune support, and enhanced neuronal growth. CMP is a component of RNA and phospholipids and sometimes pairs with uridine and other nutrients to produce synergistic effects, particularly in brain health. Studies have shown that adding CMP as a supplement to fish feed can contribute to their growth, health performance, and immune response. |
| Biochem/physiol Actions | Cytidine 5′-monophosphate (CMP) is used as a substrate of uridine monophosphate (UMP)/cytidine monophosphate (CMP) kinase (EC 2.7.4.4) to form CDP which upon phosphorylation to CTP supports DNA and RNA biosynthesis. |
| Side effects | Cytidine 5’-monophosphate (CMP) is a naturally occurring substance and is considered relatively safe, with no adverse health effects or respiratory irritation. No serious adverse reactions have been reported when CMP is used as a supplement; the most common side effects are gastrointestinal reactions, including nausea, vomiting, diarrhea, abdominal pain, and decreased appetite. Headaches may occur with long-term use. |
| References | [1] Zonglin Li. “Efficient One-Pot Synthesis of Cytidine 5′-Monophosphate Using an Extremophilic Enzyme Cascade System.” Journal of Agricultural and Food Chemistry 68 34 (2020): 9188–9194. |
Cytidine 5’-monophosphate Preparation Products And Raw materials
| Preparation Products | Polyinosinic acid-polycytidylic acid-->cytidine 5'-phosphate 2',3'-cyclic phosphate-->CYTIDINE 3'-MONOPHOSPHATE-->Citicoline sodium |
