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5-Methylcytosine

PubChem CID: 65040

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Compound Synonyms 5-Methylcytosine, 554-01-8, 4-amino-5-methylpyrimidin-2(1H)-one, 2(1H)-Pyrimidinone, 4-amino-5-methyl-, Cytosine, 5-methyl-, 6-amino-5-methyl-1H-pyrimidin-2-one, 5-Methylcytosine (VAN), 5 Methylcytosine, 130170-01-3, 5-methyl-Cytosine, 4-amino-5-methyl-2(1H)-pyrimidinone, EINECS 209-058-3, UNII-6R795CQT4H, Cytosine, 5-methyl- (VAN), NSC 137776, 6R795CQT4H, 5-Methylcytosine>96, 4-Amino-5-methyl-2-pyrimidinol, MFCD00233537, NSC-137776, METHYLCYTOSINE, 5-, 2-Pyrimidinol, 4-amino-5-methyl- (9CI), 5-METHYLCYTOSINE [MI], CHEBI:27551, DTXSID50203948, 130170-00-2, 4-amino-5-methyl-2-(1H)-Pyrimidinone, 2(1H)-Pyrimidinone, 3,4-dihydro-4-imino-5-methyl-, (E)- (9CI), 6-amino-5-methyl-1,2-dihydropyrimidin-2-one, 5-Methylcytosine (~90%), 5-Methylcytosine Monohydrochloride, 5-methyl cytosine, cytosine-5-carbon, 6-Amino-5-methyl-2(1H)-pyrimidinone, 2'-C-MeCyt, 6-amino-5-methyl-3-hydropyrimidin-2-one, Cytosine, 5-methyl-(VAN), SCHEMBL22008, SCHEMBL14539996, DTXCID80126439, 4-Amino-5-methyl-2-pyrimidinol #, Cytosine, 5-methyl-(VAN) (8CI), NSC137776, s6021, AKOS006222273, 4-amino-5-methyl-1H-pyrimidin-2-one, CS-W008091, FM63889, HY-W008091, SB55524, AS-17837, PD123960, pyrimidine, 4-amino-2-hydroxy-5-methyl-, SY046975, 2-PYRIMIDINOL, 4-AMINO-5-METHYL-, DB-007084, DB-271175, NS00014760, 4-amino-5-methyl-1,2-dihydropyrimidin-2-one, C02376, EN300-103021, 2(1H)-Pyrimidinone, 4-amino-5-methyl-(9CI), Q238563, 503CC90D-7575-429C-85CB-AA8AB0E84A3A, Z1741980467, 209-058-3
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 67.5
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCCCC1
Np Classifier Class pteridine alkaloids
Deep Smiles Cccnc=O)[nH]c6N
Heavy Atom Count 9.0
Classyfire Class Diazines
Description 5-Methylcytosine is a methylated form of cytosine in which a methyl group is attached to carbon 5, altering its structure without altering its base-pairing properties., 5-Methylcytosine is a methylated form of cytosine in which a methyl group is attached to carbon 5, altering its structure without altering its base-pairing properties. -- Wikipedia, 5-Methylcytosine is an epigenetic modification formed by the action of DNA methyltransferases. In bacteria, 5-methylcytosine can be found at a variety of sites, and is often used as a marker to protect DNA from being cut by native methylation-sensitive restriction enzymes. In plants, 5-methylcytosine occurs at both CpG and CpNpG sequences. In fungi and animals, 5-methylcytosine predominately occurs at CpG dinucleotides. Although most eukaryotes methylate only a small percentage of these sites, in vertebrates 70-80% of CpG cytosines are methylated. -- Wikipedia, 5-Methylcytosine is an epigenetic modification formed by the action of DNA methyltransferases. Its function varies significantly among species:, A methylated nucleotide base found in eukaryotic DNA. In animals, the DNA methylation of cytosine to form 5-methylcytosine is found primarily in the palindromic sequence CpG. In plants, the methylated sequence is CpNpGp, where N can be any base. -- Pubchem.
Scaffold Graph Node Level OC1NCCCN1
Classyfire Subclass Pyrimidines and pyrimidine derivatives
Isotope Atom Count 0.0
Molecular Complexity 204.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id Q9Y6K1, Q9UBC3, O14717, Q08J23, Q59FP7
Iupac Name 6-amino-5-methyl-1H-pyrimidin-2-one
Class Diazines
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp -0.8
Superclass Organoheterocyclic compounds
Subclass Pyrimidines and pyrimidine derivatives
Gsk 4 400 Rule True
Molecular Formula C5H7N3O
Scaffold Graph Node Bond Level O=c1nccc[nH]1
Inchi Key LRSASMSXMSNRBT-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 0.0
State Solid
Synonyms 2(1H)-Pyrimidinone, 4-amino-5-methyl-, 2(1H)-Pyrimidinone, 4-amino-5-methyl- (9CI), 4-amino-5-methyl-2-(1H)-Pyrimidinone, 4-Amino-5-methyl-2-pyrimidinol, 4-amino-5-Methyl-2(1H)-pyrimidinone, 5-methyl-Cytosine, 5-Methylcytosine (VAN), 5-Methylcytosine>96, Cytosine, 5-methyl-, Cytosine, 5-methyl- (VAN), Cytosine, 5-methyl- (VAN) (8CI), 4-Amino-5-methyl-2(1H)-pyrimidinone, 4-Amino-5-methyl-2-(1H)-pyrimidinone, 5-Methyl-cytosine, Monohydrochloride, 5-methylcytosine, 5 Methylcytosine, 5 Methylcytosine monohydrochloride, 5-Methylcytosine monohydrochloride, 5-methylcytosine
Substituent Name Pyrimidone, Aminopyrimidine, Imidolactam, Primary aromatic amine, Hydropyrimidine, Heteroaromatic compound, Azacycle, Hydrocarbon derivative, Primary amine, Organooxygen compound, Organonitrogen compound, Amine, Aromatic heteromonocyclic compound
Esol Class Very soluble
Functional Groups c=O, cN, c[nH]c, cnc
Compound Name 5-Methylcytosine
Kingdom Organic compounds
Exact Mass 125.059
Formal Charge 0.0
Monoisotopic Mass 125.059
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 125.13
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteromonocyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C5H7N3O/c1-3-2-7-5(9)8-4(3)6/h2H,1H3,(H3,6,7,8,9)
Smiles CC1=C(NC(=O)N=C1)N
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Hydroxypyrimidines
Np Classifier Superclass Pseudoalkaloids

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