5-METHYLCYTOSINE HYDROCHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H7N3O.ClH
Molecular Weight	161.59
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of 5-METHYLCYTOSINE HYDROCHLORIDE

Structure Search

SMILES

Cl.CC1=CNC(=O)N=C1N

InChI

InChIKey=ANWMULVRPAUPJT-UHFFFAOYSA-N

InChI=1S/C5H7N3O.ClH/c1-3-2-7-5(9)8-4(3)6;/h2H,1H3,(H3,6,7,8,9);1H

HIDE SMILES / InChI

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C5H7N3O
Molecular Weight	125.1286
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Methylcytosine dioxygenase TET1 2 Target ID: Q8NFU7 Gene ID: 80312.0 Gene Symbol: TET1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/19372391	Substrate 661
Methylcytosine dioxygenase TET2 2 Target ID: Q6N021 Gene ID: 54790.0 Gene Symbol: TET2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21778364 \| https://www.ncbi.nlm.nih.gov/pubmed/19372391	Substrate 661
Methylcytosine dioxygenase TET3 2 Target ID: O43151 Gene ID: NA Gene Symbol: TET3 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21778364 \| https://www.ncbi.nlm.nih.gov/pubmed/19372391	Substrate 661

PubMed

Title	Date	PubMed
DNA methyltransferase 3B mutations linked to the ICF syndrome cause dysregulation of lymphogenesis genes.	2001 Dec 1	11741835
DNA methylation patterns in hereditary human cancers mimic sporadic tumorigenesis.	2001 Dec 15	11751682
Genome-wide methylation patterns in normal and uniparental early mouse embryos.	2001 Dec 15	11751680
Characterization and overproduction of EcoO109I methyltransferase.	2001 Nov	11791726
Methylation of a euchromatin-heterochromatin transition region in Arabidopsis thaliana chromosome 5 left arm.	2002	12489828
Epigenetic reprogramming in the mammalian embryo: struggle of the clones.	2002	11864375
Phase-change related epigenetic and physiological changes in Pinus radiata D. Don.	2002 Aug	12172851
Germ-line variants in methyl-group metabolism genes and susceptibility to DNA methylation in normal tissues and human primary tumors.	2002 Aug 1	12154064
Evaluation of a potential epigenetic biomarker by quantitative methyl-single nucleotide polymorphism analysis.	2002 Dec	12481262
Distribution of 5-methylcytosine residues in 5S rRNA genes in Arabidopsis thaliana and Secale cereale.	2002 Dec	12471448
Absence of global genomic cytosine methylation pattern erasure during medaka (Oryzias latipes) early embryo development.	2002 Dec	12470822
Parental 5-methylcytosine methylation patterns are stable upon inter-species hybridization of Xiphophorus (Teleostei: Poeciliidae) fish.	2002 Dec	12470821
5-Methylcytosine as a marker for the monitoring of DNA methylation.	2002 Dec 5	12450670
Structural effects of cytosine methylation on DNA sugar pucker studied by FTIR.	2002 Dec 6	12460569
DNA hypomethylation and methyltransferase expression in atherosclerotic lesions.	2002 Feb	12083735
DNA methylation and the regulation of gene transcription.	2002 Feb	11915942
Partial Xp duplication in a girl with dysmorphic features: the change in replication pattern of late-replicating dupX chromosome.	2002 Jan	11903357
Characterization of the substrate specificity of a human 5-hydroxymethyluracil glycosylase activity.	2002 Jan	11800595
Dynamic reprogramming of DNA methylation in the early mouse embryo.	2002 Jan 1	11784103
Enhanced CpG mutability and tumorigenesis in MBD4-deficient mice.	2002 Jul 19	12130785
Quantitative assessment of the use of modified nucleoside triphosphates in expression profiling: differential effects on signal intensities and impacts on expression ratios.	2002 Jul 31	12150713
DNA sequence recognition by the antitumor drug ditercalinium.	2002 Jul 9	12093285
An overview of the analysis of DNA methylation in mammalian genomes.	2002 Jun	12222679
Quantitative methylation analysis using methylation-sensitive single-nucleotide primer extension (Ms-SNuPE).	2002 Jun	12095270
Inactivation of O6-methylguanine-DNA methyltransferase by promoter CpG island hypermethylation in gastric cancers.	2002 Jun 17	12085181
Complex relationships between 5-aza-dC induced DNA demethylation and chromosome compaction at mitosis.	2002 Mar	12068921
Modification of the human thymine-DNA glycosylase by ubiquitin-like proteins facilitates enzymatic turnover.	2002 Mar 15	11889051
Differential patterns of methylation of the IFN-gamma promoter at CpG and non-CpG sites underlie differences in IFN-gamma gene expression between human neonatal and adult CD45RO- T cells.	2002 Mar 15	11884451
Aberrant methylation patterns at the two-cell stage as an indicator of early developmental failure.	2002 Nov	12237948
Abrogation of upstream open reading frame-mediated translational control of a plant S-adenosylmethionine decarboxylase results in polyamine disruption and growth perturbations.	2002 Nov 15	12205086
Gene expression patterns vary in clonal cell cultures from Rett syndrome females with eight different MECP2 mutations.	2002 Nov 5	12418965
Mutagenicity of 5-formylcytosine, an oxidation product of 5-methylcytosine, in DNA in mammalian cells.	2002 Oct	12359069
Repair of deaminated bases in DNA.	2002 Oct 1	12361800
DNA methylation: a profile of methods and applications.	2002 Sep	12238773
Determination of methylation site of DNA-methyltransferase NlaX by a hybrid method.	2002 Sep	12238762
Estradiol receptor potentiates, in vitro, the activity of 5-methylcytosine DNA glycosylase.	2002 Sep 11	12220634
Hypomethylation and hypermethylation of DNA in Wilms tumors.	2002 Sep 26	12242669
Specific methylation of the CpG-rich domains in the promoter of the human tissue transglutaminase gene.	2002 Sep 4	12384291
Expression of various genes is controlled by DNA methylation during mammalian development.	2003 Apr 1	12616529
The epsilon-sarcoglycan gene (SGCE), mutated in myoclonus-dystonia syndrome, is maternally imprinted.	2003 Feb	12634861
Transient decreases in methylation at 5'-cCGG-3' sequences in potato (Solanum tuberosum L.) meristem DNA during progression of tubers through dormancy precede the resumption of sprout growth.	2003 Feb	12602873
Comparative study of the toxic effects of fumonisin B1 in rat C6 glioma cells and p53-null mouse embryo fibroblasts.	2003 Feb 1	12504343
Xeroderma pigmentosum group C protein interacts physically and functionally with thymine DNA glycosylase.	2003 Jan 2	12505994
Genome-wide epigenetic alterations in cloned bovine fetuses.	2003 Mar	12604655
A systematic profile of DNA methylation in human cancer cell lines.	2003 Mar 1	12615730
Substrate specificity of human endonuclease III (hNTH1). Effect of human APE1 on hNTH1 activity.	2003 Mar 14	12519758
Sequence context at human single nucleotide polymorphisms: overrepresentation of CpG dinucleotide at polymorphic sites and suppression of variation in CpG islands.	2003 Mar 21	12628237
Deamination of 5-methylcytosines within cyclobutane pyrimidine dimers is an important component of UVB mutagenesis.	2003 Mar 21	12525487
The main role of human thymine-DNA glycosylase is removal of thymine produced by deamination of 5-methylcytosine and not removal of ethenocytosine.	2003 Mar 7	12493755
A potent cell-active allosteric inhibitor of murine DNA cytosine C5 methyltransferase.	2003 Mar 7	12477724

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:46:02 GMT 2023` Edited by `admin` on `Fri Dec 15 15:46:02 GMT 2023`
Record UNII	232TOB65NX
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

5-METHYLCYTOSINE HYDROCHLORIDE

Systematic Name

English

4-AMINO-2-HYDROXY-5-METHYLPYRIMIDINE HYDROCHLORIDE

Systematic Name

English

Code System Code Type Description

FDA UNII

232TOB65NX