기본 정보
- CAS
71-30-7- 표준 SMILES
Nc1cc[nH]c(=O)n1- InChIKey
OPTASPLRGRRNAP-UHFFFAOYSA-N- 분자식
- C4H5N3O
- 평균 분자량
- 111.1 g/mol
- 단동위원소 질량
- 111.04326179
이름 및 식별자
- 우선 이름
- Cytosine
- IUPAC
- 6-amino-1H-pyrimidin-2-one
- 현지명
- 시토신
- 영어명
- Cytosine
- 분자식
- C4H5N3O
- 분자량
- 111.1
이름 및 동의어
cytosine71-30-74-Amino-2-hydroxypyrimidine4-aminopyrimidin-2(1H)-oneCytosinimine2(1H)-Pyrimidinone, 4-amino-4-Amino-2(1H)-pyrimidinone6-amino-1H-pyrimidin-2-oneDTXSID4044456NSC-277878J337D1HZYCHEBI:16040
이름 더 보기
시토신사이토신CytosinCyt4-AMINO-2(1)-PYRIMIDONE4-Amino-1H-pyrimidin-2-oneZytosin
4-amino-3h-pyrimidin-2-oneDTXCID2024456NSC277876-amino-1,2-dihydropyrimidin-2-oneRefChem:5728200-749-54-Aminouracil6-Aminopyrimidin-2(1h)-One
데이터베이스 식별자
- CAS
71-30-7- PubChem CID
- 597
물성
구조 계산 물성
- XLogP
- -1.7
- 극성 표면적
- 67.5 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 0
- 무거운 원자 수
- 8
- 형식 전하
- 0
- 복잡도
- 170
실험 및 물리화학적 성질
LogP-1.73
Solubility
8.0 mg/mL
>16.7 [ug/mL] (The mean of the results at pH 7.4)
Melting Point> 300 °C
Vapor Pressure0.00109 [mmHg]
Physical Description
Monohydrate: Lustrous solid; [Merck Index] White powder; [Alfa Aesar MSDS]
Solid
Ionization Efficiency
Positive
2.5
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Collision Cross Section
118.8 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID4044456]；117.3 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID4044456]
117.5 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；122.8 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
121.58 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]
117.4 Ų [M+H]+；122.6 Ų [M+H]+
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 13.6% (8 of 59) of reports.
Warning
H315 (86.4%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (86.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (84.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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 59 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 8 of 59 reports by companies.；There are 8 notifications provided by 51 of 59 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
유해성 정보
Regulatory Information
Chemical: 2(1H)-Pyrimidinone, 4-amino-
Status: Active Update: 26-06-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/6166
2(1H)-Pyrimidinone, 4-amino-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 2(1H)-Pyrimidinone, 4-amino-: Environment tier I assessment
Hazards SummaryCauses somnolence and changes in motor activity in intraperitoneal lethal-dose studies of mice; [RTECS] A skin and strong eye irritant; [Alfa Aesar MSDS]
화학 및 산업
약리 정보
Tissue LocationsBlood；Epidermis；Fibroblasts；Intestine；Neuron；Placenta；Prostate；Skeletal Muscle；Spleen；Testis
Cellular LocationsExtracellular
용도 및 제조
UsesComponent of nucleic acids found throughout nature; [Merck Index] Used in biochemical research; [Alfa Aesar MSDS]
General Manufacturing Information2(1H)-Pyrimidinone, 6-amino-: ACTIVE
응용 분야
개요Cytosine is pyrimidine; along with adenine and guanine they account for the fi ve nucleic acid bases. Pyrimidines are heterocyclic single-ringed compounds based on the structure of pyrimidine. Cytosinelike adenine and guanine, form nucleosides and nucleotides in RNA and DNA. When the bases combine with ribose, a ribonucleoside forms; and when it attaches to deoxyribose, a deoxyribosenucleoside is formed. Names of the nucleoside are summarized in Table 29.1.these in turn combine with phosphoryl groups, in a process called phosphorylation, to form their respective nucleotides that form nucleic acids.the nucleotides can be tri, di, and mono phosphate nucleotides similar to the way in which adenine forms ATP, ADP, and AMP.
역사Cytosine is first isolated by hydrolysis of calf thymus tissue by Albrecht Kossel (1853–1927) and A. Neumann during 1893–1894. Thymine’s structure was published in 1900 and confi rmed over the next several years when it was synthesized by several investigators. In 1903, cytosine was synthesized by Henry Lord Wheeler (1867–1914) and Treat B. Johnson, confirming its structure. Uracil was first isolated in 1900 from yeast nucleic acid found in bovine thymus and herring sperm.the methylation of uracil produces thymine; thymine is also called 5-methyluracil because methylation takes place at the fi fth carbon in uracil to produce thymine.
용도Cytosine is a nucleoside used for proteomics research. It is also used as an enzyme substrate or precursor of effector molecules such as cytosine sugars.
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