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Cytidine 5’-monophosphate

CAS No.
63-37-6
Chemical Name:
Cytidine 5’-monophosphate
Synonyms
CMP;CYTIDYLIC ACID;5'-CMP;5'-CYTIDYLIC ACID;5'-CYTIDINE MONOPHOSPHATE;CYTIDINE-5'-MONOPHOSPHORIC ACID;((2R,3S,4R,5R)-5-(4-aMino-2-oxopyriMidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)Methyl dihydrogen phosphate;C-5-P;C-5'-P;CMP.H2
CBNumber:
CB2700845
Molecular Formula:
C9H14N3O8P
Molecular Weight:
323.2
MDL Number:
MFCD00006544
MOL File:
63-37-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-23 17:18:35

Cytidine 5’-monophosphate 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)
form crystalline
pka pK2:4.39(0);pK3:6.62(+1) (25°C)
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)
EWG's Food Scores 1
FDA UNII F469818O25
EPA Substance Registry System 5'-Cytidylic acid (63-37-6)
UNSPSC Code 41116107
NACRES NA.51

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
PPE Eyeshields, Gloves, type N95 (US)
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
REACH Registrations Active
NFPA 704
0
1 0

Cytidine 5’-monophosphate price More Price(72)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C1131 Cytidine 5′-monophosphate Sigma Grade, ≥99% (HPLC), synthetic, powder 63-37-6 1g $129 2026-04-30 Buy
Sigma-Aldrich 1162126 5′-Cytidylic acid United States Pharmacopeia (USP) Reference Standard 63-37-6 500mg $396 2026-04-30 Buy
TCI Chemical C1675 Cytidine 5'-Monophosphate >98.0%(HPLC) 63-37-6 1g $49 2026-04-30 Buy
TCI Chemical C1675 Cytidine 5'-Monophosphate >98.0%(HPLC) 63-37-6 5g $164 2026-04-30 Buy
Cayman Chemical 35116 Cytidine 5''-monophosphate ≥95% 63-37-6 1g $49 2026-04-30 Buy
Product number Packaging Price Buy
C1131 1g $129 Buy
1162126 500mg $396 Buy
C1675 1g $49 Buy
C1675 5g $164 Buy
35116 1g $49 Buy

Cytidine 5’-monophosphate Chemical Properties, Uses, Production

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.

3616-08-8
63-37-6
Synthesis of Cytidine 5’-monophosphate from CYTIDINE 3':5'-CYCLIC MONOPHOSPHATE

Cytidine 5’-monophosphate Preparation Products And Raw materials

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