2′-Deoxycytidine 5′-monophosphate - 10mM in DMSO , CAS No.1032-65-1

CAS: 1032-65-1 Cat. No.: D420411 Molecular Weight: 307.2 Beilstein Registry Number: 41062 EC Number: 213-849-9

GRADE & PURITY 10mM in DMSO

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 -80°C

Shipped In

Dry ice packs + Cold packs

Overview

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

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

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

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.

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.

Names and Identifiers

• Canonical Smiles: 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
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)COP(=O)(O)O)O
• WGK Germany: 3
• Molecular Weight: 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
    • Class Pyrimidine nucleotides
      • Subclass Pyrimidine deoxyribonucleotides
        • Level5 Pyrimidine deoxyribonucleoside monophosphates
          • Level6 Pyrimidine 2'-deoxyribonucleoside monophosphates

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: 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
• Description: 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

Associated Targets(Human)

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

Associated Targets(non-human)

Deoxycytidylate deaminase (6 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

• Sensitivity: Moisture sensitive;Heat sensitive
• Specific Rotation[α]: 37° (C=1,H2O)
• Melt Point(°C): 161 °C(dec.)
• Molecular Weight: 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

References

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]