2′-Deoxycytidine 5′-monophosphate - ≥99% , CAS No.1032-65-1

CAS: 1032-65-1 Cat. No.: D119528 Peso molecular: 307.2 Beilstein Registry Number: 41062 Número EC: 213-849-9

GRADE & PURITY ≥99%

Synonyms

deoxycytidine dihydrogen phosphate | Deoxycytidylate | 1njc | deoxycytidylic acid | 2'-Deoxycytidine 5'-monophosphate, Sigma Grade, >=95.0% | Cytidine 5'-(dihydrogen phosphate) | SCHEMBL48317 | deoxycytidine monophosphate | AS-64039 | dCMP | 1nje | 2'-DEO

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Descripción general

2′-Deoxycytidine 5′-monophosphate (dCMP) is used as a substrate of uridine monophosphate (UMP)/cytidine monophosphate (CMP) kinase (EC 2.7.4.4) to form dCDP which upon phosphorylation to dCTP supports DNA biosynthesis.

It consists of a 2′-deoxy-β-D-ribofuranose, linked through an N-β-D-glycosidic linkage to a heterocycle nitrogen cytosine.

Specifications

Sinónimos

deoxycytidine dihydrogen phosphate | Deoxycytidylate | 1njc | deoxycytidylic acid | 2'-Deoxycytidine 5'-monophosphate, Sigma Grade, >=95.0% | Cytidine 5'-(dihydrogen phosphate) | SCHEMBL48317 | deoxycytidine monophosphate | AS-64039 | dCMP | 1nje | 2'-DEO

Especificaciones y pureza

≥99%

Mecanismos bioquímicos y fisiológicos

Nucleoside monophosphate used as a substrate of uridine monophosphate (UMP)/cytidine monophosphate (CMP) kinase (EC 2.7.4.4) to form dCDP which upon phosphorylation to dCTP supports DNA biosynthesis.

Condiciones de almacenamiento de almacenamiento

Store at -20°C, Argon charged

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Nota

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureza

≥99%

Nombres e identificadores

• Pubchem Sid: 504752510
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504752510
• Sonrisas canónicas: C1C(C(OC1N2C=CC(=NC2=O)N)COP(=O)(O)O)O
• IUPAC Name: [(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
• InChIKey: NCMVOABPESMRCP-SHYZEUOFSA-N
• 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
• Isómeros SMILES: C1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)COP(=O)(O)O)O
• WGK Alemania: 3
• Peso molecular: 307.2
• Beilstein: 41062
• Reaxy-Rn: 14609574
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=14609574&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Clase Pyrimidine nucleotides
      • Subclass Pyrimidine deoxyribonucleotides
        • Level5 Pyrimidine deoxyribonucleoside monophosphates
          • Level6 Pyrimidine 2'-deoxyribonucleoside monophosphates

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Clase: Pyrimidine nucleotides
• Subclass: Pyrimidine deoxyribonucleotides
• Intermediate Tree Nodes: Pyrimidine deoxyribonucleoside monophosphates
• Direct Parent: Pyrimidine 2'-deoxyribonucleoside monophosphates
• Alternative Parents: Pyrimidones Monoalkyl phosphates Aminopyrimidines and derivatives Imidolactams Hydropyrimidines Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Primary amines Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine 2'-deoxyribonucleoside monophosphate - Aminopyrimidine - Pyrimidone - Monoalkyl phosphate - Hydropyrimidine - Organic phosphoric acid derivative - Phosphoric acid ester - Pyrimidine - Imidolactam - Alkyl phosphate - Heteroaromatic compound - Tetrahydrofuran - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Hydrocarbon derivative - Primary amine - Organic oxide - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Alcohol - Amine - Organic nitrogen compound - Aromatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside monophosphates. These are pyrimidine nucleotides with a monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.
• External Descriptors: Deoxyribonucleotides

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

Objetivos asociados (humanos)

CMPK1 Tchem UMP-CMP kinase (152 Activities)

Discover Target: CMPK1

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

Objetivos asociados (no humanos)

Deoxycytidylate deaminase (6 Activities)

Explore this target

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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in water.
• Sensibilidad: Moisture sensitive;Heat sensitive
• Rotación específica [α]: 37° (C=1,H2O)
• Punto de fusión (°C): 161 °C(dec.)
• Peso molecular: 307.200 g/mol
• XLogP3: -3.400
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 307.057 Da
• Monoisotopic Mass: 307.057 Da
• Topological Polar Surface Area: 155.000 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 502.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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

Referencias

1. Lei Hu, Xiaoli Dai, Ning Li, Xing Tang, Yetao Jiang.  (2019)  Highly selective hydrogenation of biomass-derived 5-hydroxymethylfurfural into 2,5-bis(hydroxymethyl)furan over an acid–base bifunctional hafnium-based coordination polymer catalyst.  Sustainable Energy & Fuels,  3  (4): (1033-1041).  [PMID:] [10.1039/C8SE00545A]

2. Tengda Wang, Jianxing Shan, Li Wang, Xiangwen Zhang, Guozhu Li.  (2019)  On the kinetics of catalytic hydrogenation over Pd nanoparticles regulated by various nucleosides.  CHEMICAL ENGINEERING SCIENCE,      [PMID:] [10.1016/j.ces.2019.02.014]

3. Lei Hu, Ning Li, Xiaoli Dai, Yuqi Guo, Yetao Jiang, Aiyong He, Jiaxing Xu.  (2018)  Highly efficient production of 2,5-dihydroxymethylfuran from biomass-derived 5-hydroxymethylfurfural over an amorphous and mesoporous zirconium phosphonate catalyst.  Journal of Energy Chemistry,      [PMID:] [10.1016/j.jechem.2018.12.001]

4. Yating Li, Jason Tan, Yanqin Tu, Jingnan Wu, Zaifang Zhang, Yifeng Wei, Xinan Jiao, Yan Zhou.  (2025)  Distinct Phage-Encoded Enzymes for Substitution of Deoxythymidine by Deoxyuridine in Phage Genomes.  Advanced Science,      [PMID:41001765] [10.1002/advs.202512937]

5. Zhongnan Huang, Qinhui Lin, Yaling Chen, Yuxing Lei, Zhenglian Li, Yunzhong Xu, Wei Chen, Huaping Peng.  (2025)  Rational Design of Nonmetal Material Self-Mediated Electron Transfer-Based Electrochemiluminescence Sensing Platform and Its Application.  ANALYTICAL CHEMISTRY,      [PMID:41233168] [10.1021/acs.analchem.5c05612]