Basic information
- CAS
63-37-6- Standard SMILES
Nc1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)n1- InChIKey
IERHLVCPSMICTF-XVFCMESISA-N- Molecular formula
- C9H14N3O8P
- Average molar mass
- 323.2 g/mol
- Monoisotopic mass
- 323.05185104
Overview
Cytidine 5'-monophosphate is a pyrimidine ribonucleoside 5'-monophosphate having cytosine as the nucleobase. It has a role as a mouse metabolite, an Escherichia coli metabolite and a human metabolite. It is a cytidine 5'-phosphate and a pyrimidine ribonucleoside 5'-monophosphate. It is a conjugate acid of a cytidine 5'-monophosphate(2-).
Names & identifiers
- Preferred name
- 5'-Cytidylic acid
- IUPAC
- [(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
- English name
- Cytidine 5’-monophosphate
- Molecular formula
- C9H14N3O8P
- Molecular weight
- 323.2
Names & synonyms
5'-CYTIDYLIC ACIDDTXSID508893225'-CYTIDYLIC ACID (USP-RS)5'-CYTIDYLIC ACID [USP-RS]RefChem:6771DTXCID701028585200-556-663-37-6Cytidine 5'-monophosphateCytidine monophosphatecytidylic acidCytidine-5'-monophosphate
Show more names
CMP5'-CYTIDINE MONOPHOSPHATECYTIDINE-5'-MONOPHOSPHORIC ACIDC-5-PC-5'-PCMP.H2
5'-CMPCytidine 5'-phosphateCMP (nucleotide)Cytidine 5'-phosphoric acidcytidylateCytidine 5'-monophosphoric acid((2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphateCytidine 5'-(dihydrogenphosphate)
Database identifiers
- CAS
63-37-6- PubChem CID
- 6131
- DTXSID
DTXSID50889322- ChEMBL
CHEMBL307679- ChEBI
CHEBI:17361- UNII
- F469818O25
- EC Number
- 200-556-6
- Nikkaji
- J60.869F
Properties
Computed structural properties
- XLogP
- -3.4
- Topological polar surface area
- 175 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 4
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 531
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesCrystal structure
Melting Point233 °C
Physical DescriptionSolid
Collision Cross Section
167 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
166.3 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
163 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine]
168.77 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]
167.1 Ų [M+H]+
Physicochemical properties
- Melting point
- 222 °C · ~222 °C (dec.)
- Boiling point
- 678.1 · 678.1±65.0 °C(Predicted)
- Density
- 2.15 · 2.15±0.1 g/cm3(Predicted)
- refractive index
- 9.8 ° · 9.8 ° (C=1, 0.5mol/L Na2HPO4)
- storage temp.
- 2 · 2-8°C
- solubility
- Water (Slightly, Heated)
- form
- crystalline
- pka
- 2 · pK2:4.39(0);pK3:6.62(+1) (25°C)
- color
- White
- biological source
- synthetic
- Water Solubility
- soluble
- BRN
- 46982 · 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 · 63-37-6(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 469818 O25 · F469818O25
- EPA Substance Registry System
- 5 · 5'-Cytidylic acid (63-37-6)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 51 · NA.51
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Hazard Codes
- Xn,Xi
- Risk Statements
- 20 · 20/21/22-36/37/38
- Safety Statements
- 24 · 24/25-37/39-36-26
- WGK Germany
- 3 · 3
- RTECS
- 3980000 · HA3980000
- F
- 10 · 10-21
- TSCA
- TSCA listed
- HS Code
- 29349990 · 29349990
- Storage Class
- 11 · 11 - Combustible Solids
- Toxicity
- 50 intraperitoneal · LD50 intraperitoneal in mouse: > 1gm/kg
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 94.4% (17 of 18) of all reports.
Not Classified
Aggregated GHS information provided per 18 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Status: Active Update: 07-02-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22247
5'-Cytidylic acid: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and CategoriesNot Classified
Safety & protection
Protective Action Criteria (PAC)
4.3 [mg/m3]
48 [mg/m3]
290 [mg/m3]
Safety data
- F
- 10-21
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- HA3980000
- hs_code
- 29349990
- Toxicity
- LD50 intraperitoneal in mouse: > 1gm/kg
- risk_code
- 20/21/22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,Xi
- safety_code
- 24/25-37/39-36-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- REACH Registrations
- Active
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Pharmacology
Tissue LocationsAll Tissues
Cellular LocationsExtracellular
Metabolite PathwaysAmikacin Action Pathway
Uses & manufacturing
UsesUse (kg; approx.) in Germany (2009): >25
General Manufacturing Information5'-Cytidylic acid: ACTIVE
Applications
DescriptionCytidine 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.
UsesCytidine 5′-monophosphate has been used in Raman spectroscopy studies.
UsesCytidine 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.
Upstream & downstream products
Downstream products
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
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Additional notes
DefinitionChEBI: 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-).
Related reactions
1 records
Compound notes
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