CYTIDINE

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C9H13N3O5
Molecular Weight	243.2166
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O

InChI

InChIKey=UHDGCWIWMRVCDJ-XVFCMESISA-N

InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7-,8-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C9H13N3O5
Molecular Weight	243.2166
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28458037

Cytidine is a substrate of the uridine-cytidine kinase and is a part nucleic acids. It can serve as a substrate for the salvage pathway of pyrimidine nucleotide synthesis, as a precursor of the cytidine triphosphate (CTP) needed in the phosphatidylcholine (PC) and phosphatidylethanolamine (PE) biosynthetic pathway. Cytidine was also used under the brand name posilent in Germany for the treatment of muscular, accommodative, and nervous eye disorders.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Uridine-cytidine kinase 3 Target ID: CHEMBL3542438 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28458037	Substrate 656

Conditions

Condition	Modality	Targets	Highest Phase	Product
Muscular, accommodative, and nervous eye disorders 1 Sources: http://www.ndrugs.com/?s=posilent	Primary		Not Provided 503	posilent Approved Use Unknown

PubMed

Title	Date	PubMed
Molecular cloning and functional characterization of inhibitor-sensitive (mENT1) and inhibitor-resistant (mENT2) equilibrative nucleoside transporters from mouse brain.	2000 Dec 1	11085929
Mutant loxP vectors for selectable marker recycle and conditional knock-outs.	2001	11591226
Polymorphisms in the Mn-SOD and EC-SOD genes and their relationship to diabetic neuropathy in type 1 diabetes mellitus.	2001	11299047
Two-hybrid cloning identifies an RNA-binding protein, GRY-RBP, as a component of apobec-1 editosome.	2001 Apr 13	11352648
Site-directed alkylation to cytidine within duplex by the oligonucleotides containing functional nucleobases.	2001 Apr-Jul	11563144
Mutagenesis of apobec-1 complementation factor reveals distinct domains that modulate RNA binding, protein-protein interaction with apobec-1, and complementation of C to U RNA-editing activity.	2001 Dec 7	11571303
Selective reaction to a flipping cytidine of the duplex DNA mediated by triple helix formation.	2001 Feb 12	11212106
Purification method for the isolation of monophosphate nucleotides from Champagne wine and their identification by mass spectrometry.	2001 Jan 12	11217021
Probing structure and dynamics of DNA with 2-aminopurine: effects of local environment on fluorescence.	2001 Jan 30	11170416
Correlated conformational fluctuations during enzymatic catalysis: Implications for catalytic rate enhancement.	2001 Jul	11420434
Effects of tomato extract on human platelet aggregation in vitro.	2001 Jun	11454256
Nucleoside analogues: mechanisms of drug resistance and reversal strategies.	2001 Jun	11417472
Correlation between processing efficiency for ribonuclease P minimal substrates and conformation of the nucleotide -1 at the cleavage position.	2001 Mar 20	11258957
Hypochlorous acid produced by the myeloperoxidase system of human phagocytes induces covalent cross-links between DNA and protein.	2001 Mar 27	11297432
Identification of GRY-RBP as an apolipoprotein B RNA-binding protein that interacts with both apobec-1 and apobec-1 complementation factor to modulate C to U editing.	2001 Mar 30	11134005
The RNA i-motif.	2001 May 25	11491284
Biosynthesis of vitamin B(6) in yeast: incorporation pattern of glucose.	2001 Nov 21	11707109
Mechanisms of uptake and resistance to troxacitabine, a novel deoxycytidine nucleoside analogue, in human leukemic and solid tumor cell lines.	2001 Oct 1	11585758
In situ class switching and differentiation to IgA-producing cells in the gut lamina propria.	2001 Oct 11	11675788
Cloning and verification of the Lactococcus lactis pyrG gene and characterization of the gene product, CTP synthase.	2001 Oct 12	11500486
Association between a new polymorphism in the activation-induced cytidine deaminase gene and atopic asthma and the regulation of total serum IgE levels.	2001 Sep	11544457
Cloning and expression of uridine/cytidine kinase cDNA from human fibrosarcoma cells.	2001 Sep	11494055

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

In the proliferating normal human T lymphocytes similar patterns of incorporation of [14C]uridine were observed in the presence of the physiological concentration of cytidine and after addition of 2 microM of cytidine. In contrast, in the MOLT-3 cells after addition of 2 microM of cytidine the proportion of CTP synthesized by conversion of UTP into CTP was substantially decreased, whereas the salvage of cytidine was proportionally increased. It was concluded that the reutilization of uridine is a preferred route in the synthesis of CTP for MOLT-3 cells at physiological concentrations of uridine and cytidine, whereas in proliferating normal human T lymphocytes CTP is largely synthesized through reutilization of cytidine. This difference in salvage of pyrimidine ribonucleosides may be exploited for selective chemotherapy.

Substance Class	Chemical Created by `admin` on `Wed Jul 05 22:38:18 UTC 2023` Edited by `admin` on `Wed Jul 05 22:38:18 UTC 2023`
Record UNII	5CSZ8459RP
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CYTIDINE

Official Name

English

CYTIDINE [INCI]

Common Name

English

CYTIDINE [MI]

Common Name

English

Cytidine [WHO-DD]

Common Name

English

CYTIDINE [MART.]

Common Name

English

NSC-20258

Code

English

Classification Tree Code System Code

DSLD

4271 (Number of products:1)