5'-Cytidylic acid (HCID 6131)

概要

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-).

名称と識別子

優先名称: 5'-Cytidylic acid
IUPAC: [(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
現地名: シチジン 5'-モノりん酸
英語名: Cytidine 5’-monophosphate
分子式: C9H14N3O8P
分子量: 323.2

名称と別名

5'-CYTIDYLIC ACIDDTXSID508893225'-CYTIDYLIC ACID (USP-RS)5'-CYTIDYLIC ACID [USP-RS]RefChem:6771DTXCID701028585200-556-663-37-6Cytidine 5'-monophosphateCytidine monophosphatecytidylic acidCytidine-5'-monophosphate

名称をさらに表示

シチジン 5'-モノりん酸シチジンモノホスファート5'-シチジル酸シチジンモノ(二水素ホスファート)シチジル酸シチジン5'-りん酸シチジン-5'-りん酸シチジン-5′-一りん酸水和物シチジン5'-一りん酸シチジン‐5′‐一りん酸水和物5'-シチジル酸一水和物(CMP)シチジン 5'-一りん酸水和物5′-シチジル酸シチジン 5′-一リン酸シチジン5'リン酸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)

データベース識別子

CAS: 63-37-6
PubChem CID: 6131
DTXSID: DTXSID50889322
ChEMBL: CHEMBL307679
ChEBI: CHEBI:17361
UNII: F469818O25
EC Number: 200-556-6
Nikkaji: J60.869F

物性

構造計算による物性

XLogP: -3.4
極性表面積: 175 Å²
水素結合供与体数: 5
水素結合受容体数: 8
回転可能結合数: 4
重原子数: 21
形式電荷: 0
複雑度: 531

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesCrystal structure

Melting Point233 °C

Physical DescriptionSolid

Collision Cross Section · 5 件

167 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

166.3 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

163 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine]

168.77 Å² [M+H]+ [CCS Type: DT; Method: stepped-field]

167.1 Å² [M+H]+

物理化学的性質

融点: 222 °C · ~222 °C (dec.)
沸点: 678.1 · 678.1±65.0 °C(Predicted)
比重(密度): 2.15 · 2.15±0.1 g/cm3(Predicted)
屈折率: 9.8 ° · 9.8 ° (C=1, 0.5mol/L Na2HPO4)
貯蔵温度: 2 · 2-8°C
溶解性: 水（少し、加熱）
外見: 結晶性
酸解離定数(Pka): 2 · pK2:4.39(0);pK3:6.62(+1) (25°C)
色: 白い
由来生物: synthetic
水溶解度: 溶ける
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 データベース: 63 · 63-37-6(CAS DataBase Reference)
EPAの化学物質情報: 5 · 5'-Cytidylic acid (63-37-6)

化学的性質

化学的特性white crystalline powder

安全と法規制

GHS分類

GHS Classification · 3 件

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.

危険有害性情報

Regulatory Information · 2 件

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

安全と保護具

Protective Action Criteria (PAC) · 3 件

4.3 [mg/m3]

48 [mg/m3]

290 [mg/m3]

安全データ

F: 10-21
wgk: 3
tsca: TSCA listed
rtecs: HA3980000
毒性: LD50 intraperitoneal in mouse: > 1gm/kg
hs_code: 29349990
risk_code: 20/21/22-36/37/38
化審法: (8)-281
hazard_code: Xn,Xi
safety_code: 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

Tissue LocationsAll Tissues

Cellular LocationsExtracellular

Metabolite PathwaysAmikacin Action Pathway

用途と製造

UsesUse (kg; approx.) in Germany (2009): >25

General Manufacturing Information5'-Cytidylic acid: ACTIVE

応用分野

解説cytidine monophosphate．C9H14N3O8P(323.20)．シチジン5′-リン酸(5′-CMP)，シチジン3′-リン酸(3′-CMP)，シチジン2′-リン酸(2′-CMP)の3種類の異性体が存在する．5′-CMPは分解点233 ℃．[α]D＋27.1°(水)．pK 4.5．λmax 280 nm(ε 13.2×103，pH 2)，271 nm(ε 9.1×103，pH 7)．

使用Cytidine 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.

調製方法 · 1 件

As a key intermediate in preparing several nucleotide derivatives, cytidine 5′-monophosphate (5′-CMP) is widely applied in food and pharmaceutical industries. Enzymatic synthesis of 5′-CMP is catalyzed by cytidine kinase (CK, EC 2.7.1.213), a type of nucleoside kinase that belongs to the PfkB family. Li et al. constructed a highly efficient biosynthesis system for manufacturing 5′-CMP in vitro. CK was used for the biotransformation of cytidine to 5′-CMP, while polyphosphate kinase (PPK) was coupled for adenosine triphosphate regeneration. Both CK and PPK were selected from extremophiles, possessing great potential for biocatalytic synthesis. After optimization, 96 mM 5′-CMP was produced within 6 h, and the yield reached nearly 100%[1].

上流・下流製品情報

下流製品

ポリ(I:C)cytidine 5'-phosphate 2',3'-cyclic phosphate シチジン-3'-モノりん酸シチコリンナトリウム

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

補足説明 · 1 件

定義ChEBI: 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-).

シチジン 5'-モノりん酸

基本情報

概要