Details
Stereochemistry | ACHIRAL |
Molecular Formula | C4H5N3O |
Molecular Weight | 111.102 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=NC(=O)NC=C1
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 | 111.102 |
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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Murine recombinant prion protein induces ordered aggregation of linear nucleic acids to condensed globular structures. | 2001 |
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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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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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A novel polymorphism (-88 C>A) in the 5' UTR of the p53R2 gene. | 2001 |
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A novel polymorphism IVS2+843C>T in the alternate promoter b1 of the human AE2 anion exchanger gene. | 2001 |
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A novel polymorphism (c288C>T) of the NPHS2 gene identified in a Taiwan Chinese family. | 2001 |
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A novel elastin gene mutation (1281delC) in a family with supravalvular aortic stenosis: a mutation cluster within exon 20. | 2001 |
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DNA methylation learns to fly. | 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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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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Potent inhibition of hemangiosarcoma development in mice by cidofovir. | 2001 Apr 15 |
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Glucocorticoid-induced DNA demethylation and gene memory during development. | 2001 Apr 17 |
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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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Confounded cytosine! Tinkering and the evolution of DNA. | 2001 Feb |
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Mildly eccentric 'E-DNA'. | 2001 Feb |
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Structure of an RNA duplex with an unusual G.C pair in wobble-like conformation at 1.6 A resolution. | 2001 Feb |
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Differentiation of Streptococcus mutans and Streptococcus sobrinus via genotypic and phenotypic profiles from three different populations. | 2001 Feb |
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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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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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In vitro effects of antiviral agents on human keratocytes. | 2001 Jan |
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The use of bacterial choline oxidase, a glycinebetaine-synthesizing enzyme, to create stress-resistant transgenic plants. | 2001 Jan |
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Usefulness of repeated direct intratumoral gene transfer using hemagglutinating virus of Japan-liposome method for cytosine deaminase suicide gene therapy. | 2001 Jan 1 |
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Virological, clinical, and ophthalmologic features of cytomegalovirus retinitis after hematopoietic stem cell transplantation. | 2001 Jan 15 |
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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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The mechanism of DNA cytosine-5 methylation. Kinetic and mutational dissection of Hhai methyltransferase. | 2001 Jun 15 |
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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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Polymorphism of the WAF1 gene is related to susceptibility to cervical cancer in Japanese women. | 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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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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Pseudogenes, junk DNA, and the dynamics of Rickettsia genomes. | 2001 May |
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The elevated GC content at exonic third sites is not evidence against neutralist models of isochore evolution. | 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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Catechol estrogens induce oxidative DNA damage and estradiol enhances cell proliferation. | 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
Wed Jul 05 22:31:52 UTC 2023
by
admin
on
Wed Jul 05 22:31:52 UTC 2023
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Record UNII |
8J337D1HZY
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Record Status |
Validated (UNII)
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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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79655-7
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LOINC |
79683-9
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1372540
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8J337D1HZY
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SUB34834
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D003596
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100000128119
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1162148
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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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CYTOSINE
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27787
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DTXSID4044456
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Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
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SOLVATE->ANHYDROUS |
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 |
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