Details
Stereochemistry | ACHIRAL |
Molecular Formula | C4H5N3O |
Molecular Weight | 111.1022 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
c1cnc([nH]c1=N)O
InChI
InChIKey=OPTASPLRGRRNAP-UHFFFAOYSA-N
InChI=1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8)
Molecular Formula | C4H5N3O |
Molecular Weight | 111.1022 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Cytosine is a pyrimidine nucleobase, one of the five main bases of nucleic acids. In DNA and RNA cytosine is paired with guanine. Only small amounts of cytosine administered with food are incorporated in DNA. The majority of cytosine is synthesized de-novo starting from carbamoyl phosphate.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/718937
Curator's Comment:: Cytosine administered with food does not pass through blood-brain barrier. Cytosine is synthesized in the brain de-novo.
Originator
Approval Year
PubMed
Title | Date | PubMed |
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A simple model based on mutation and selection explains trends in codon and amino-acid usage and GC composition within and across genomes. | 2001 |
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Prophylaxis against herpesvirus infections in transplant recipients. | 2001 |
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Suicide gene therapy for pediatric tumors. | 2001 |
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Imaging biochemistry: applications to breast cancer. | 2001 |
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UAG readthrough in mammalian cells: effect of upstream and downstream stop codon contexts reveal different signals. | 2001 |
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Regulation of gene expression by GC-rich DNA cis-elements. | 2001 |
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Suicide gene therapy: possible applications in haematopoietic disorders. | 2001 Apr |
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The ganciclovir implant plus oral ganciclovir versus parenteral cidofovir for the treatment of cytomegalovirus retinitis in patients with acquired immunodeficiency syndrome: The Ganciclovir Cidofovir Cytomegalovirus Retinitis Trial. | 2001 Apr |
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DNA methylation learns to fly. | 2001 Apr |
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Low-energy (5-40 eV) electron-stimulated desorption of anions from physisorbed DNA bases. | 2001 Apr |
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Solution structure of the SL1 RNA of the M1 double-stranded RNA virus of Saccharomyces cerevisiae. | 2001 Apr |
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Base sequence-specific attack of stilbene estrogen metabolite(s) on the mitochondrial DNA: implications in the induction of instability in the mitochondrial genome in the kidney of Syrian hamsters. | 2001 Apr |
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Single molecule DNA sequencing in submicrometer channels: state of the art and future prospects. | 2001 Apr 13 |
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Association study of CAG repeats in the KCNN3 gene in Japanese patients with schizophrenia, schizoaffective disorder and bipolar disorder. | 2001 Apr 15 |
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15-mer DNA duplexes containing an abasic site are thermodynamically more stable with adjacent purines than with pyrimidines. | 2001 Apr 3 |
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Changes in DNA methylation in neoplasia: pathophysiology and therapeutic implications. | 2001 Apr 3 |
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Suicide gene therapy for premalignant disease: a new strategy for the treatment of intraepithelial neoplasia. | 2001 Feb |
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Isolation and frontier molecular orbital investigation of bioactive quinone-methide triterpenoids from the bark of Salacia petenensis. | 2001 Feb |
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Size constraints for targeting post-transcriptional gene silencing and for RNA-directed methylation in Nicotiana benthamiana using a potato virus X vector. | 2001 Feb |
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Characterization of DNA damage at purine residues in oligonucleotides and calf thymus DNA induced by the mutagen 1-nitrosoindole-3-acetonitrile. | 2001 Feb |
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Confounded cytosine! Tinkering and the evolution of DNA. | 2001 Feb |
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Host responses and persistence of vector genome following intrabronchial administration of an E1(-)E3(-) adenovirus gene transfer vector to normal individuals. | 2001 Feb |
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Failure of cidofovir to reduce CMV-antigenemia in a child transplanted from a matched unrelated donor. | 2001 Feb |
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Alkylating agent and chromatin structure determine sequence context-dependent formation of alkylpurines. | 2001 Feb 16 |
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Surveying CpG methylation at 5'-CCGG in the genomes of rice cultivars. | 2001 Jan |
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Diagnostic and therapeutic dilemmas of a large scrotal lesion in an AIDS patient. | 2001 Jan |
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Quantum chemistry predicted correlations between geometric isomerism (conformation) of -OH and =NH substituents and typical group frequencies of nucleic acid bases: cytosine. | 2001 Jan |
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Reduction of wobble-position GC bases in Corynebacteria genes and enhancement of PCR and heterologous expression. | 2001 Jan |
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Microsoft Word macro for analysis of cytosine methylation by the bisulfite deamination reaction. | 2001 Jan |
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Spreadsheet-based program for the analysis of DNA methylation. | 2001 Jan |
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Long-term remission of an AIDS-related primary effusion lymphoma with antiviral therapy. | 2001 Jan 26 |
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Terpsichorean movements of pentaammineruthenium on pyrimidine and isocytosine ligands. | 2001 Jan 29 |
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In-situ FTIR study on adsorption and oxidation of native and thermally denatured calf thymus DNA at glassy carbon electrodes. | 2001 Jan 31 |
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Comparative study of a novel nucleoside analogue (Troxatyl, troxacitabine, BCH-4556) and AraC against leukemic human tumor xenografts expressing high or low cytidine deaminase activity. | 2001 Mar |
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Early diagnosis of adenovirus infection and treatment with cidofovir after bone marrow transplantation in children. | 2001 Mar |
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Effect of chemical modifications of cytosine and guanine in a CpG-motif of oligonucleotides: structure-immunostimulatory activity relationships. | 2001 Mar |
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Epigenetic regulation of human bone morphogenetic protein 6 gene expression in prostate cancer. | 2001 Mar |
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Topical cidofovir for bowenoid papulosis in an HIV-infected patient. | 2001 Mar |
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Tetraplex formation by the progressive myoclonus epilepsy type-1 repeat: implications for instability in the repeat expansion diseases. | 2001 Mar 2 |
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A-like guanine-guanine stacking in the aqueous DNA duplex of d(GGGGCCCC). | 2001 Mar 23 |
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Hierarchy of DNA damage recognition in Escherichia coli nucleotide excision repair. | 2001 Mar 6 |
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Solution structure of an A-tract DNA bend. | 2001 Mar 9 |
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Molecular topology of polycyclic aromatic carcinogens determines DNA adduct conformation: a link to tumorigenic activity. | 2001 Mar 9 |
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Evolution of endogenous retrovirus-like elements of the woolly mammoth (Mammuthus primigenius) and its relatives. | 2001 May |
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Pseudogenes, junk DNA, and the dynamics of Rickettsia genomes. | 2001 May |
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Actinomycin D binds strongly to d(TGTCATTG), a single-stranded DNA devoid of GpC sites. | 2001 May 1 |
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Treatment of adenovirus infections in patients undergoing allogeneic hematopoietic stem cell transplantation. | 2001 May 1 |
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Cytosine methylation enhances mitoxantrone-DNA adduct formation at CpG dinucleotides. | 2001 May 11 |
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Chimeras between single-stranded DNA-binding proteins from Escherichia coli and Mycobacterium tuberculosis reveal that their C-terminal domains interact with uracil DNA glycosylases. | 2001 May 18 |
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Optimized RNA targets of two closely related triple KH domain proteins, heterogeneous nuclear ribonucleoprotein K and alphaCP-2KL, suggest Distinct modes of RNA recognition. | 2001 May 18 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/718937
As a component of DNA, cytosine is ingested with a normal diet. Normally, a major amount of cytosine is excreted, and a small amount is incorporated into DNA of the gastrointestinal tract.
Route of Administration:
Oral
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Jun 26 06:28:23 UTC 2021
by
admin
on
Sat Jun 26 06:28:23 UTC 2021
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Record UNII |
8J337D1HZY
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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EU-Orphan Drug |
EU/3/07/476
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LOINC |
79658-1
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NCI_THESAURUS |
C789
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LOINC |
79655-7
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LOINC |
79683-9
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Code System | Code | Type | Description | ||
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1372540
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PRIMARY | RxNorm | ||
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SUB34834
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PRIMARY | |||
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D003596
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PRIMARY | |||
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71-30-7
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8J337D1HZY
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200-749-5
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C410
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M4062
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PRIMARY | Merck Index | ||
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CYTOSINE
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71-30-7
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597
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1162148
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PRIMARY | USP-RS |
Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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PARENT -> IMPURITY | |||
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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Related Record | Type | Details | ||
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ACTIVE MOIETY |