Cytosine - Moligand™, 10mM in DMSO , CAS No.71-30-7

CAS: 71-30-7 Cat. No.: C425633 Molecular Weight: 111.1 Beilstein Registry Number: 2637 EC Number: 200-749-5

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

AC-2489 | Lamivudine impurity c rs | LAMIVUDINE IMPURITY E (EP IMPURITY) | EC 200-749-5 | LAMIVUDINE IMPURITY C (USP IMPURITY) | 2-Pyrimidinol, 1,4-dihydro-4-imino-, (Z)- (9CI) | UNII-8J337D1HZY | 2(1H)-Pyrimidinone, 3,4-dihydro-4-imino-, (Z)- (9CI) | 4-a

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

application：

Cytosine has been used:

for the preparation of nucleobase solutions

as a standard for high-performance liquid chromatography (HPLC)

for the estimation of global methylation rate

for nucleoside 5′-triphosphate (NTP) synthesis

purification

Specifications

Synonyms

AC-2489 | Lamivudine impurity c rs | LAMIVUDINE IMPURITY E (EP IMPURITY) | EC 200-749-5 | LAMIVUDINE IMPURITY C (USP IMPURITY) | 2-Pyrimidinol, 1, 4-dihydro-4-imino-, (Z)- (9CI) | UNII-8J337D1HZY | 2(1H)-Pyrimidinone, 3, 4-dihydro-4-imino-, (Z)- (9CI) | 4-a

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

Nucleoside. Pyrimidine derivative. One of the four main bases found in DNA and RNA, along with adenine, guanine, and thymine (uracil in RNA). Cytosine reagent is used in a wide variety of research applications, as an enzyme substrate or precursor of effec

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Names and Identifiers

• Canonical Smiles: C1=C(NC(=O)N=C1)N
• IUPAC Name: 6-amino-1H-pyrimidin-2-one
• InChIKey: OPTASPLRGRRNAP-UHFFFAOYSA-N
• INCHI: 1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8)
• Isomeric SMILES: C1=C(NC(=O)N=C1)N
• WGK Germany: 1
• RTECS: UW7350150
• Molecular Weight: 111.1
• Beilstein: 2637
• Reaxy-Rn: 606406
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=606406&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazines
      • Subclass Pyrimidines and pyrimidine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazines
• Subclass: Pyrimidines and pyrimidine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidones
• Alternative Parents: Aminopyrimidines and derivatives Hydropyrimidines Heteroaromatic compounds Azacyclic compounds Primary amines Organopnictogen compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidone - Aminopyrimidine - Hydropyrimidine - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Primary amine - Organooxygen compound - Organonitrogen compound - Amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidones. These are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
• External Descriptors: a pyrimidine-related compound - a pyrimidine base

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

DCK Tchem Deoxycytidine kinase (530 Activities)

Discover Target: DCK

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

L1210 (27553 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 300°C
• Molecular Weight: 111.100 g/mol
• XLogP3: -1.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 111.043 Da
• Monoisotopic Mass: 111.043 Da
• Topological Polar Surface Area: 67.500 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 170.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

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62. Yamin Liu, Xunjiang Wang, Jiaojiao Wei, Kangning Fu, Yilin Chen, Linnan Li, Zhengtao Wang, Li Yang.  (2024)  Comprehensive Profiling of Amino Acids and Derivatives in Biological Samples: A Robust UHPLC-MS/MS Method for Investigating Acute Lung Injury.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:38537486] [10.1016/j.chroma.2024.464816]

63. Min Zhang, Dandan Guo, Yan Zhu, Shaohua Huang.  (2025)  Controllable preparation and application of mixed-mode stationary phases based on green peptide coupling reactions.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2025.113347]

64. Zhijian Jiang, Qian Wang, Qian Tan, Yue Wang, Juan Wu, Zushun Xu, Quanyuan Zhang.  (2024)  Development of nucleobase functionalized sulfonated poly(ether ether ketone) electrodialysis membranes with enhanced proton flux and permselectivity.  Journal of Water Process Engineering,      [PMID:] [10.1016/j.jwpe.2024.104878]

65. Ying Wang, Yixin Luo, Rong Chen, Bingyao Sun, Hai Liu, Jie Wang, Chunli Gong, Quanyuan Zhang.  (2024)  Durable direct methanol fuel cells through cytosine-modified sulfonated poly(ether ether ketone) matrix with phosphorylated metal-organic framework integration.  INTERNATIONAL JOURNAL OF HYDROGEN ENERGY,      [PMID:] [10.1016/j.ijhydene.2024.11.162]

66. Wenbo Zhu, Zilin He, Zhizhong Zhang.  (2024)  Intrinsic defective long-persistent luminescence from organic-inorganic hybrid halide perovskite for multiple information encryption.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.152443]

67. Mengyuan Huang, Yuanyuan Yang, Hui Cao, Min Yuan, Tai Ye, Liling Hao, Jinsong Yu, Fengqin Yin, Fei Xu, Xiuxiu Wu.  (2024)  Optimization of Cr(VI) ion-imprinted polymer with imidazole derivatives as functional monomers and its binding mechanism.  Journal of Environmental Chemical Engineering,      [PMID:] [10.1016/j.jece.2024.113750]

68. Xiao Jin, Min Zheng.  (2024)  Orange carbon dots based smart sensing platforms for rapid, visual, quantitative identification of sodium copper chlorophyllin.  TALANTA,      [PMID:38642544] [10.1016/j.talanta.2024.126090]

69. Xiao Jin, Min Zheng.  (2024)  Orange carbon dots for Sn (IV) and ascorbic acid sensing in live cells and medicine.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2024.110784]

70. Jihang Zhang, Xiao Zhang, Jinming Zhang, Jinglan Wu, Pengpeng Yang, Chenglun Tang, Fengxia Zou, Hanjie Ying, Wei Zhuang.  (2025)  Polyethylenimine-Assisted Interfacial Modulation Based on Electrostatic Balancing and Hierarchical Channel to the Cytidine 5′-Monophosphate Conversion Performance of Uridine-Cytosine Kinase.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:40131736] [10.1021/acs.jafc.5c00153]

71. Liang Lai, Mengyao Zhang, Tong Li, Jiahuan Qu, Dongsheng Xu, Pei Yu, Zhengjin Jiang.  (2024)  Preparation and evaluation of a piperidinium-sulfonate based zwitterionic monolith for HILIC separation.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:38598890] [10.1016/j.chroma.2024.464864]

72. Xiang Yuqian, Huang Yu, Yan Xiaohui, Zhu Zhipeng, Wu Dapeng, Gao Peng, Li Jiulong.  (2024)  Retention and Selectivity on Hydrophilic Interaction Liquid Chromatography Columns Modified with Polyethylene Glycol of Different Chain Length.  CHROMATOGRAPHIA,      [PMID:] [10.1007/s10337-024-04363-7]

73. Zi-Bo Jing, Wen-Long Wang, Yu-Jia Nong, Lu Peng, Zi-Chen Yang, Bei Ye, Min-Yong Lee, Qian-Yuan Wu.  (2024)  Suppression of photoreactivation of E. coli by excimer far-UV light (222 nm) via damage to multiple targets.  WATER RESEARCH,      [PMID:38569359] [10.1016/j.watres.2024.121533]

74. Xue-Jie Zhang, Wen-Cui Li, Ya-Qi Ba, Gang Li, Guang-Ping Hao, An-Hui Lu.  (2024)  Tri-functional carbon membrane for one-step uptake of low-concentration hydrogen to high purity.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.129730]

75. Liu Yadi, Li Shu, Guo Xinyuan, Wang Tong, Yang Dawei, Zhan Jinhua, Chen Jing.  (2025)  Synergistic azo reaction and electroextraction in SPME-SERS for direct determination of aromatic amines in biofluids with minimal matrix interference.  MICROCHIMICA ACTA,  192  (8): (1-10).  [PMID:40627034] [10.1007/s00604-025-07348-x]

76. Xi Chen, Yingnuo Chen, Yuexiao Pan, Wenxia Zhang.  (2025)  A study on Sb3+-doped (Cyt)2InCl5·H2O and its derivatives for unlocking the potential of single-matrix white-light emission.  JOURNAL OF ALLOYS AND COMPOUNDS,      [PMID:] [10.1016/j.jallcom.2025.182953]

77. Zhenyu Wen, Wenjie Zhu, Yongxue Chen, Huanhuan Sun, Lin Zhu, Yuling Yang, Yanping Song, Lei Chen, Jiajun Dong, Bingbing Liu.  (2025)  1T/2H-MoS2 Nanoclusters as Plasmon-Free Surface-Enhanced Raman Spectroscopy Substrates for Ultrasensitive Detection of Environmental Pollutants.  LANGMUIR,      [PMID:40873344] [10.1021/acs.langmuir.5c02697]

78. Chunmiao Bo, Xuyan Quan, Yan Li, Weilong Zhao, Shengwei Guo.  (2025)  Polyvinylcaprolactam Functional Carbon Dots on Silica as Green Stationary Phase for Per Aqueous Liquid Chromatography.  Separation Science Plus,  8  (9): (e70121).  [PMID:] [10.1002/sscp.70121]

79. Han Lu, Dan Wang, Guangfei Huang, Qilin Ma, Yuan Zhang, Mingliang Jin, Lingling Shui.  (2023)  Label-free identification of DNA single-base mutation for clinical diagnostics based on plasmonic SiNW@AgNP arrays.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2023.135005]

80. Chao Fan, Bei Liu, Hui Li, Kaijun Quan, Jia Chen, Hongdeng Qiu.  (2021)  N-Vinyl pyrrolidone and undecylenic acid copolymerized on silica surface as mixed-mode stationary phases for reversed-phase and hydrophilic interaction chromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:34509123] [10.1016/j.chroma.2021.462534]

81. Jinmin Wang, Xianglong Qu, Limin Zhao, Bing Yan.  (2021)  Fabricating Nanosheets and Ratiometric Detection of 5-Fluorouracil by Covalent Organic Framework Hybrid Material.  ANALYTICAL CHEMISTRY,      [PMID:33616391] [10.1021/acs.analchem.0c05309]

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84. Liang Lai, Mengyao Zhang, Yuexiang Chang, Minyi Li, Jacques Crommen, Jia-Huan Qu, Dongsheng Xu, Zhengjin Jiang.  (2024)  Effect of anionic groups in zwitterionic hydrophilic stationary phases on their chromatographic characteristics.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:39216281] [10.1016/j.chroma.2024.465316]

85. Liang Lai, Hongying Lan, Hui Huang, Tong Li, Kesara Ar-sanork, Jia-Huan Qu, Dongsheng Xu, Zhengjin Jiang.  (2025)  Fabrication and evaluation of a dual-zwitterionic functionalized hydrophilic monolith for chromatographic separation.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:40199033] [10.1016/j.chroma.2025.465917]

86. Li Han, Cui Yuanyuan, Zhen Changqing, Lin Xiaohui, Li Ke, Yang Chengxiong.  (2025)  Modification of Microporous Organic Network with Amino Acid for HILIC/RPLC Mixed-Mode High-Performance Liquid Chromatography.  Journal of Analysis and Testing,      [PMID:] [10.1007/s41664-025-00362-1]

87. Yiran Xia, Lushuai Wang, Yang Liu, Jiawei Liu, Quan Bai.  (2024)  One-pot fabrication and evaluation of β-ketoenamine covalent organic frameworks@silica composite microspheres as reversed-phase/hydrophilic interaction mixed-mode stationary phase for high performance liquid chromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:38795423] [10.1016/j.chroma.2024.464998]

88. Qiaoxuan Zhang, Ning Deng, Yingying Dai, Min Zhan, Huihui Wu, Jialin Zeng, Qiqin Wang, Zhengjin Jiang.  (2024)  Zwitterionic sulfobetaine-based hypercrosslinked hydrophilic materials for bioanalysis.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.153018]

89. Yangcenzi Xie, Wenqian Tian, Chao Zheng, Ming Li.  (2025)  Quantitative Label-Free Surface-Enhanced Raman Spectroscopic Transcriptome-Wide Profiling of RNA Adenosine Methylation.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.70661]

90. Liyun Ma, Simin Liu, Qing Wang, Lin Yao, Li Xu.  (2015)  Cucurbit(6)uril immobilized on silica: A novel high-performance liquid chromatographic stationary phase.  JOURNAL OF SEPARATION SCIENCE,  38  (7): (1082-1089).  [PMID:25641573] [10.1002/jssc.201401049]

91. Jing Li, Xin Zhang, Wen-Yuan Fan, Mu-Cen Yao, Guo-Ping Sheng.  (2020)  Dissolved organic matter dominating the photodegradation of free DNA bases in aquatic environments.  WATER RESEARCH,      [PMID:32402864] [10.1016/j.watres.2020.115885]

92. Qing Wang, Yao Long, Lin Yao, Mao Ye, Li Xu.  (2017)  C18-COOH Silica: Preparation, Characterisation and Its Application in Purification of Quaternary Ammonium Alkaloids from Coptis chinensis.  PHYTOCHEMICAL ANALYSIS,  28  (4): (332-343).  [PMID:28198057] [10.1002/pca.2680]

93. Yuhuan Wang, Ruyan Wang, Lei Wang, Licheng Wang, Yong Guo, Xiaojing Liang, Shuai Wang.  (2019)  Nanogold hybrid silica gel and its 1-octadecanethiol self-assembled modified composite as a stationary phase for liquid chromatography.  ANALYST,  144  (9): (3072-3079).  [PMID:30916685] [10.1039/C9AN00270G]

94. Qing Wang, Mao Ye, Li Xu, Zhi-guo Shi.  (2015)  A reversed-phase/hydrophilic interaction mixed-mode C18-Diol stationary phase for multiple applications.  ANALYTICA CHIMICA ACTA,      [PMID:26320974] [10.1016/j.aca.2015.06.058]

95. Zhipeng Zhu, Yuqian Xiang, Xiaohui Yan, Chenglong Shi, Cheng Chen, Hongxing Liu, Bin Wang, Yanshuo Li, Dapeng Wu.  (2025)  Stable cross-linked polyacrylamide stationary phase based on atom transfer radical polymerization for hydrophilic interaction liquid chromatography.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2025.113818]

96. Lingfeng Cui, Jing Qiao, Guanyue Zeng, Yuzhu Xiong, Gege Huang, Daiqiang Li.  (2025)  Construction of Silica/Polyurethane/Epoxidised Natural Rubber Vitrimer Biobased Elastomers via Octa-Hydrogen Bonding with Interfacial β-Hydroxy Ester Bonding.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.5c00844]

97. Hu Hao, Guo Songcheng, Li Yiyuan, Dong Kejun, Lu Yan, Ye Keyi, Li Longjie, Zhou Xiaoyu, Cheng Liming, Xiao Xianjin.  (2025)  Spatially blocked split CRISPR-Cas12a system for ultra-sensitive and versatile small molecule activation and detection.  Nature Communications,  16  (1): (1-14).  [PMID:40447601] [10.1038/s41467-025-60265-8]

98. Ning Gao, Xi Chen, Haoran Wu, Xuelei Pang, Xudong Yu.  (2025)  Lab-on-hybrid materials: Color-brand multitarget fluorescence detection with white-light-emitting flexible materials.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2025.112969]

99. Gengfeng Zheng, Pengyang Zou, Wencong Xiao, Xin Zhang, Chang Wang, Shengnan Wang, Weihua Meng, Wei Zhang, Jianzhong Xu.  (2025)  Preparation and Performance Study of Phytic Acid Cytosine Oxidized Graphene Hybrid Modified Multifunctional Fabric.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2025.138527]

100. Minyi Yuan, Zheng Zhao, Ji Wu, Sumin Bian, Yuling Liao, Ying Zhou, Huikai Shao, Zhengjin Jiang, Qiqin Wang.  (2025)  Zwitterionic Imidazolium Sulfonate Functionalized Polymeric Monolith for Mixed-Mode HILIC/RPLC Applications.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:41106254] [10.1016/j.chroma.2025.466462]

101. Yanting Zuo, Senqi Xu, Zheng Wang, Jinhu Zuo, Hui Fei, Haolin Liu, Chenglu Bi, Guofen Rui, Shi Cheng.  (2025)  Extraction pH Controls Assessed Biotoxicity of Chlorination Disinfection Byproducts from Amphoteric Precursors.  Processes,  13  (10): (3355).  [PMID:] [10.3390/pr13103355]

102. Zhuo Li, Zixin Huo, Shanshan Yao, Xianmeng Liang, Yiran Zhao, Yanxin Wang, Shifeng Guo, Caihuan Ke, Pei Su, Danqing Feng.  (2025)  Intertidal Warfare: Synergistic Allelopathy Mediates Spatial Competition between Two Marine Calcareous-Shelled Sessile Organisms.  Advanced Science,      [PMID:41355076] [10.1002/advs.202512644]

103. Bingyao Sun, Xingao Sun, Zhuo Li, Lin Yang, Hai Liu, Fuqiang Hu, Zushun Xu, Quanyuan Zhang.  (2026)  Synergistic anchoring of emulsion-encapsulated phosphoric acid in cytosine-modified SPEEK toward durable direct methanol fuel cells.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2026.125122]

104. Tao Liu, Dan Li, Wenying Hu, Amirah F. Kamaruddin, Zhisong Lu, Wei Sun.  (2026)  A molecularly imprinted electrochemical sensor based on a novel AuNPs/MQDs/NGR ternary composite for sensitive and selective adenine determination.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2026.117762]

105. Xinyi Tang, Yan Wang, Xiumei Chen, Wei Kong, Xue He, Yi Yang.  (2026)  Kinetics and mechanism of nonradical disinfection of Escherichia coli by activation of peroxides with N-doped carbonaceous materials.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:] [10.1016/j.jhazmat.2026.141840]