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Cytidin

Cytidine

HCID 6175
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Grundinformationen

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
Summenformel
C9H13N3O5
Durchschnittliche Molmasse
243,22 g/mol
Monoisotopische Masse
243,08552052

Überblick

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

Namen und Bezeichner

Bevorzugter Name
Cytidine
IUPAC
4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Lokaler Name
Cytidin
Englischer Name
Cytidine
Summenformel
C9H13N3O5
Molmasse
243.22

Namen und Synonyme

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
Weitere Namen anzeigen
4-aMino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)pyriMidin-2(1H)-oneCydCitydineCytosine β-D-ribosideCitidineCytidine,Cytosine β-D-riboside, Cytosine-1-β-D-ribofuranosideCytidinCytinideCytidylic
4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-oneNSC-20258Riboside, Cytosine4-amino-1-beta-D-ribofuranosylpyrimidin-2(1H)-oneCytosine RibonucleosideRibonucleoside, Cytosine4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one4-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)pyrimidin-2-one

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-2,1
Polarare Oberfläche (TPSA)
129 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
5
Frei drehbare Bindungen
2
Schwere Atome
17
Formalladung
0
Komplexität
383

Experimentelle und physikochemische Eigenschaften

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 Einträge

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

230.5 °C

Vapor PressureNegligible (NTP, 1992)
Physical Description · 3 Einträge

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

Solid; [Merck Index] White hygroscopic solid; [CAMEO] White hygroscopic powder; [Acros Organics MSDS]

Solid

Collision Cross Section · 6 Einträge

159.5 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 5 Einträge

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.

Gefahrenhinweise

Regulatory Information · 2 Einträge

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
Reactivity ProfileCYTIDINE is incompatible with strong oxidizing agents. (NTP, 1992). Will react as a weak base.

Chemie und Industrie

Pharmakologische Informationen

Tissue LocationsAll Tissues
Cellular LocationsExtracellular
Metabolite PathwaysBeta Ureidopropionase Deficiency

Verwendung und Herstellung

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
Anwendungen · 2 Einträge

BeschreibungCytidine is a pyrimidine nucleoside that is composed of the pyrimidine base cytosine attached to the sugar ribose. As a constituent of RNA, cytidine pairs with guanine, and it is a precursor of uridine. Cytidine can incur several modifications in mRNA, including methylation and acetylation, that function to regulate translation. Cytidine can also be formylated to 5-formylcytidine in mitochondrial methionine transfer RNA (tRNAMet).

VerwendenCytidine is a nucleoside molecule that is formed when cytosine is attached to a ribose ring, cytidine is a component of RNA. It was isolated from yeast nucleic acid. It can increases cell membrane phospholipids. Cytidine is used to synthesize enzyme inhibitors, antiviral agents, and anticancer agents. And also used as constituent of nucleic acids.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

1-β-D-Arabinofuranosylcytosinhydrochlorid

Zugehörige Reaktionen

56
Reaktionsaufzeichnung erstellen
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Reaktionsgleichung von HRID 37348
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Reaktionsgleichung von HRID 256511
HRID 256511als Eduktuspto-grants-1993_11
Reaktionsgleichung von HRID 264736
HRID 264736als Eduktuspto-grants-1997_07
Reaktionsgleichung von HRID 264737
HRID 264737als Eduktuspto-grants-1997_07
Reaktionsgleichung von HRID 264739
HRID 264739als Eduktuspto-grants-1997_07
Reaktionsgleichung von HRID 264741
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Datenbank-Bezeichner

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

144.81 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

148 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine]

151 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

151.1 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

159.5 Ų [M+Na]+

Physikochemische Eigenschaften

Schmelzpunkt
210 · 210-220 °C (dec.) (lit.)
Siedepunkt
386.09 °C · 386.09°C (rough estimate)
Dichte
1.3686 · 1.3686 (rough estimate)
Brechungsindex
34 ° · 34 ° (C=0.7, H2O)
storage temp.
2 · 2-8°C
Löslichkeit
2 O: · H2O: 50 mg/mL
Aggregatzustand
powder
pka
4.22 · 4.22, 12.5(at 25℃)
Farbe
White to almost white
PH
4.13 · 4.13
Biologische Quelle
synthetic
Wasserlöslichkeit
SOLUBLE
Merck
14 · 14,2786
BRN
89173 · 89173
Stabilität
Stable. Incompatible with strong oxidizing agents. Protect from moisture.
Kosmetik-Inhaltsstoffe Funktionen
SKIN PROTECTINGSKIN CONDITIONING
InChI
1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7-,8-/m1/s1
InChIKey
UHDGCWIWMRVCDJ-XVFCMESISA-N
SMILES
NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O
LogP
-1.808 · -1.808 (est)
CAS Datenbank
65 · 65-46-3(CAS DataBase Reference)
NIST chemische Informationen
Cytidine(65-46-3)
EPA chemische Informationen
Cytidine (65-46-3)
Air and Water Reactions
This compound is hygroscopic. Water soluble.
Hazard Classes and CategoriesSkin Irrit. 2 (16.7%)

Sicherheit und Schutzausrüstung

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 Eintrag

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 Eintrag

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 Eintrag

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)

Sicherheitsdaten

F
10-23
wgk
3
tsca
TSCA listed
hs_code
29349990
RTECS-Nr.
UW7370000
risk_code
68
Toxizität
LD50 intraperitoneal in mouse: 2700mg/kg
safety_code
24/25
Speicherklasse
11 - Combustible Solids
Zalcitabine
Calcium 5'-ribonucleotide
N4-Benzoylcytidine
Cytidin-3'-monophosphat
3-Methyl uridine
5-Iodocytidine
4-Acetyl-1-(β-D-ribofuranosyl)cytosin
(+)-3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)cytidine
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: cytidine is a pyrimidine nucleoside in which cytosine is attached to ribofuranose via a beta-N(1)-glycosidic bond. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It derives from a cytosine.The derivednucleotides, cytidine mono-, di-, andtriphosphate (CMP, CDP, and CTP respectively)participate in various biochemicalreactions, notably inphospholipid synthesis.