シチジン
Cytidine
基本情報
- CAS
65-46-3- 標準SMILES
Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1- InChIKey
UHDGCWIWMRVCDJ-XVFCMESISA-N- 分子式
- C9H13N3O5
- 平均分子量
- 243.22 g/mol
- 単同位体質量
- 243.08552052
概要
Cytidine is a white crystalline powder. (NTP, 1992)
名称と識別子
- 優先名称
- Cytidine
- IUPAC
- 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
- 現地名
- シチジン
- 英語名
- Cytidine
- 分子式
- C9H13N3O5
- 分子量
- 243.22
名称と別名
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
名称をさらに表示
シチジンプソイドシチジンシュードシチジン4-アミノ-1-β-D-リボフラノシル-2(1H)-ピリミジノン4-アミノ-1-(β-D-リボフラノシル)ピリミジン-2(1H)-オン5-(β-D-リボフラノシル)シトシン1-(β-D-リボフラノシル)シトシン(-)-シチジンシトシンリボシドψ-シチジン4-アミノ-5-[(2S,3R,4S,5R)-3,4-ジヒドロキシ-5-(ヒドロキシメチル)オキソラン-2-イル]-1,2-ジヒドロピリミジン-2-オン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
データベース識別子
- CAS
65-46-3- PubChem CID
- 6175
- DTXSID
DTXSID60891552- ChEMBL
CHEMBL95606- ChEBI
CHEBI:17562- UNII
- 5CSZ8459RP
- EC Number
- 200-610-9
- Nikkaji
- J4.837B
物性
構造計算による物性
- XLogP
- -2.1
- 極性表面積
- 129 Ų
- 水素結合供与体数
- 4
- 水素結合受容体数
- 5
- 回転可能結合数
- 2
- 重原子数
- 17
- 形式電荷
- 0
- 複雑度
- 383
実験および物理化学的性質
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
419 to 421 °F (decomposes) (NTP, 1992)
230.5 °C
Vapor PressureNegligible (NTP, 1992)
Physical Description
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
159.5 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
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)]
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
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.
危険有害性情報
Regulatory Information
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.
Air and Water ReactionsThis compound is hygroscopic. Water soluble.
化学と産業
薬理情報
Tissue LocationsAll Tissues
Cellular LocationsExtracellular
Metabolite PathwaysBeta Ureidopropionase Deficiency
用途と製造
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
応用分野
解説シチジン，1-β-D-ribofuranosylcytosine．C9H13N3O5(243.22)．略号CydまたはC．ピリミジンヌクレオシドの一種で，リボ核酸の構成成分として広く生体内に存在する．針状結晶．分解点230 ℃．[α]D＋29.6°(水)．pK4.15，12.5．λmax 280 nm(ε 1.34×104，pH 2.2)，271 nm(ε 9.1×103，pH 8.2)．シチジンの6位のアミノ基は，ほかのヌクレオシドのアミノ基に比べて反応性に富む．亜硝酸の作用でウリジンに変化する．また，臭素水を作用させると5′-ブロモシチジンとなる．LD50 2700 mg/kg(マウス，腹腔)．
説明Cytidine 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).
使用Cytidine 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.
一般的な説明White crystalline powder.
使用用途シチジンは、生体内においてRNAやDNAの構成要素として重要な役割を持っているだけでなく、医療分野や食品・サプリメントの分野でも利用されています。
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