Cytidine

HCID 6175

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Basic information

CAS: 65-46-3
Standard SMILES: Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1
InChIKey: UHDGCWIWMRVCDJ-XVFCMESISA-N
Molecular formula: C9H13N3O5
Average molar mass: 243.22 g/mol
Monoisotopic mass: 243.08552052

Overview

Cytidine is a white crystalline powder. (NTP, 1992)

Names & identifiers

Preferred name: Cytidine
IUPAC: 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one

Names & synonyms

cytidine65-46-3Cytosine riboside4-Amino-1-beta-D-ribofuranosyl-2(1H)-pyrimidinone1-beta-D-Ribofuranosylcytosinebeta-D-Ribofuranoside, cytosine-11beta-D-Ribofuranosylcytosine4-Amino-1beta-D-ribofuranosyl-2(1H)-pyrimidinone2(1H)-Pyrimidinone, 4-amino-1-beta-D-ribofuranosyl-5CSZ8459RPCHEBI:17562DTXSID60891552

Show more names

4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-oneNSC-202584-amino-1-beta-D-ribofuranosylpyrimidin-2(1H)-one4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-oneRiboside, CytosineCytosine RibonucleosideRibonucleoside, Cytosine4-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)pyrimidin-2-one

Database identifiers

CAS: 65-46-3
PubChem CID: 6175
DTXSID: DTXSID60891552
ChEMBL: CHEMBL95606
ChEBI: CHEBI:17562
UNII: 5CSZ8459RP
EC Number: 200-610-9
Nikkaji: J4.837B

Properties

Computed structural propertiesFilling in

XLogP: -2.1
Topological polar surface area: 129 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 5
Rotatable bonds: 2
Heavy atoms: 17
Formal charge: 0
Complexity: 383

Experimental & physicochemical properties

Chemical ClassesBiological Agents -> Nucleic Acids and Derivatives

DrugsPharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesCrystal structure

LogP-2.51

Solubilitygreater than or equal to 100 mg/mL at 63 °F (NTP, 1992)

Melting Point · 2 items

419 to 421 °F (decomposes) (NTP, 1992)

230.5 °C

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 83.3% (5 of 6) of all reports.

Warning

H315 (16.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 6 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Cytidine

Cytidine: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment

Fire HazardsFlash point data for this compound are not available; however, it is probably combustible. (NTP, 1992)

Health HazardsSYMPTOMS: Exposure to this compound may cause irritation.

Hazards SummaryCauses somnolence in intraperitoneal lethal-dose studies of mice; [RTECS] May cause irritation; [Acros Organics MSDS]

Reactive GroupAlcohols and Polyols

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)

First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Chemistry & industry

Pharmacology

Tissue LocationsAll Tissues

Cellular LocationsExtracellular

Metabolite PathwaysBeta Ureidopropionase Deficiency

Uses & manufacturing

UsesComponent of nucleic acids; [Merck Index] A pyrimidine nucleoside that is composed of the base CYTOSINE linked to the five-carbon sugar D-RIBOSE. [ChemIDplus] Used in biochemical research; [NTP]

General Manufacturing InformationCytidine: ACTIVE