基本情報
- 標準SMILES
Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1- InChIKey
NCMVOABPESMRCP-SHYZEUOFSA-N- 分子式
- C9H14N3O7P
- 平均分子量
- 307.2 g/mol
- 単同位体質量
- 307.05693642
概要
2'-deoxycytosine 5'-monophosphate is a pyrimidine 2'-deoxyribonucleoside 5'-monophosphate having cytosine as the nucleobase. It has a role as a mouse metabolite and an Escherichia coli metabolite. It is a pyrimidine 2'-deoxyribonucleoside 5'-monophosphate and a 2'-deoxycytidine phosphate. It is a conjugate acid of a 2'-deoxycytosine 5'-monophosphate(2-). It is an enantiomer of a 2-deoxy-5-O-phosphono-beta-L-ribofuranosylcytosine.
名称と識別子
- 優先名称
- 2'-Deoxycytidine-5'-Monophosphate
- IUPAC
- [(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
- 現地名
- 2'-デオキシシチジン5'-一りん酸水和物
- 英語名
- 2'-Deoxycytidine-5'-monophosphoric acid
- 分子式
- C9H14N3O7P
- 分子量
- 307.2
名称と別名
1032-65-1dCMPdeoxycytidine monophosphatedeoxycytidylic acid2'-DEOXYCYTIDINE-5'-MONOPHOSPHATE2'-Deoxycytidine 5'-monophosphateDeoxycytidylate5'-Cytidylic acid, 2'-deoxy-W7A9174XQLDTXSID20908251[(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate{[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
名称をさらに表示
2'-デオキシシチジン5'-一りん酸水和物デオキシシチジン-りん酸2'-デオキシシチジン-5'-リン酸2'-デオキシシチジン5'-りん酸デオキシシチジンモノリン酸デオキシ-CMPデオキシシチジン一リン酸デオキシシチジン-5'-りん酸デオキシシチジン5'-りん酸(2R)-4-(ホスホノメチル)ピペラジン-2-カルボン酸2'-デオキシ-5'-シチジル酸2'-デオキシシチジル酸2′-デオキシシチジン-5′-一りん酸一水和物デオキシシチジル酸水和物2'-デオキシシチジン-5'-一リン酸2-デオキシシチジン-5'-一りん酸2′-デオキシシチジン 5′-一リン酸デオキシシチジル酸2′-デオキシシチジン5′-りん酸{[(2R,3S,5R)-5-(4-アミノ-2-オキソ-1,2-ジヒドロピリミジン-1-イル)-3-ヒドロキシオキソラン-2-イル]メトキシ}ホスホン酸dCMP.H2dCMP(2-)Deoxy-CMPDESOXYCYTIDYLIC ACID2'-Deoxycytidylic aciddeoxycytidinemonophosphatedCMP, Deoxycytidylic acid
Acid, DeoxycytidylicMonophosphate, Deoxycytidine(((2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl)methoxy)phosphonic acid((2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl)methyl dihydrogen phosphateRefChem:7185DTXCID3013767082'-Deoxycytidine-5'-monophosphoric acid2'-deoxy-5'-cytidylic acid
データベース識別子
- CAS
1032-65-1、13085-50-2、25609-92-1- PubChem CID
- 13945
- DTXSID
DTXSID20908251- ChEMBL
CHEMBL374699- ChEBI
CHEBI:15918- UNII
- W7A9174XQL
- EC Number
- 213-849-9、235-995-2
- Nikkaji
- J14.407J
物性
構造計算による物性
- XLogP
- -3.4
- 極性表面積
- 155 Ų
- 水素結合供与体数
- 4
- 水素結合受容体数
- 7
- 回転可能結合数
- 4
- 重原子数
- 20
- 形式電荷
- 0
- 複雑度
- 502
実験および物理化学的性質
DrugsPharmaceuticals -> Listed in ZINC15
Physical DescriptionSolid
Collision Cross Section
162.4 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
166.62 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]
164 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
161 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine]
164.3 Ų [M+Na]+
物理化学的性質
- 融点
- 169 · 169-172 °C (dec.)
- 沸点
- 633.8 · 633.8±65.0 °C(Predicted)
- 比重(密度)
- 2.01 · 2.01±0.1 g/cm3(Predicted)
- 屈折率
- 37 ° · 37 ° (C=1, H2O)
- 貯蔵温度
- -20 °C · -20°C
- 溶解性
- 2 O: · H2O: 10 mg/mL 無色透明
- 外見
- 結晶性粉末
- 酸解離定数(Pka)
- 1.86 · 1.86±0.10(Predicted)
- 色
- 白い
- 由来生物
- synthetic
- 水溶解度
- 水に溶ける。
- BRN
- 41062 · 41062
- InChI
- InChI=1S/C9H14N3O7P/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(19-8)4-18-20(15,16)17/h1-2,5-6,8,13H,3-4H2,(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1
- InChIKey
- NCMVOABPESMRCP-SHYZEUOFSA-N
- SMILES
- P(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)C[C@@H]1O)(O)(O)=O
- CAS データベース
- 1032 · 1032-65-1(CAS DataBase Reference)
化学的性質
化学的特性Crystalline
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.
Warning
H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
安全データ
- F
- 10-21
- wgk
- 3
- hs_code
- 29349990
- risk_code
- 20/21/22-36/37/38
- hazard_code
- Xn,Xi
- safety_code
- 22-24/25-37/39-36-26
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
Cellular LocationsLysosome
Metabolite PathwaysBeta Ureidopropionase Deficiency
応用分野
使用A phosphorylated metabolite of the deoxyribonucleoside 2’Deoxycytidine. A constituent of Deoxyribonucleic acid. Studies show that it increases influenza virus antigen-induced immune cell proliferatio n.
一般的な説明2′-Deoxycytidine 5′-monophosphate is a deoxynucleotide building block via which DNA is made. It consists of a 2′-deoxy-β-D-ribofuranose, linked through an N-β-D-glycosidic linkage to a heterocycle nitrogen cytosine. It is phosphorylated at carbon C-5′.
調製方法
純化方法Recrystallise the acid from H2O or aqueous EtOH and dry it in a vacuum. [Volkin et al. J Am Chem Soc 73 1533 1951, UV: Fox et al. J Am Chem Soc 75 4315 1953, IR: Michelson & Todd J Chem Soc 3438 1954, Beilstein 25 IV 3664.]
上流・下流製品情報
上流原料
下流製品
補足説明
定義ChEBI: Dianion of 2'-deoxycytidine 5'-monophosphate arising from deprotonation of both OH groups of the phosphate.
関連反応
2 件
関連ノート
読み込み中…