7-Methyladenine
PubChem CID: 71593
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| Compound Synonyms | 7-Methyladenine, 935-69-3, 7-Methyl-7H-purin-6-amine, 6-Amino-7-methylpurine, 7H-Purin-6-amine, 7-methyl-, Adenine, 7-methyl-, N7-Methyladenine, 7-methylpurin-6-amine, DTXSID9049376, CHEBI:28921, NSC 7857, MFCD00127790, 7H-Purin-6-amine, 7-methyl- (9CI), CHEMBL449346, DTXCID6029335, 7-Methyl-adenine, 6-Amino-7-methylpurine, 7-Methyladenine, N7-Methyladenine, NSC 7857, 7-Methyl-7H-adenine, 7-Methyladenine, 97%, 7-methyl-N7-Methyladenine, Adenine, 7-methyl-(8CI), purine, 6-amino-7-methyl-, SCHEMBL26976, 7-Methyl-7H-purin-6-ylamine, 7-Methyl-7H-purin-6-amine #, NSC7857, HCGHYQLFMPXSDU-UHFFFAOYSA-N, NSC-7857, Tox21_202951, BDBM50240579, AKOS000320617, AKOS006378195, FM10148, NCGC00260497-01, CAS-935-69-3, SY250877, TS-00058, DB-307392, HY-116496, CS-0065644, NS00004081, 7-methyl-7H-purin-6-amine (ACD/Name 4.0), C02241, E78616, EN300-106045, 7-methyl-7H-purin-6-ylamine (ACD/Name 4.0), Q27103966, Z1203578068, 635-651-5 |
|---|---|
| Topological Polar Surface Area | 69.6 |
| Hydrogen Bond Donor Count | 1.0 |
| Heavy Atom Count | 11.0 |
| Description | 7-Methyladenine is part of the base excision repair pathway. In this pathway, alkylated DNA is hydrolysed via the enzyme DNA-3-methyladenine glycosylase II (EC 3.2.2.21), releasing 3-methyladenine, 3-methylguanine, 7-methylguanine and 7-methyladenine. This enzyme is responsible for the hydrolysis of the deoxyribose N-glycosidic bond to excise 3-methyladenine, and 7-methylguanine from the damaged DNA polymer formed by alkylation lesions. (Pathway Commons) Base excision repair (BER) is a cellular mechanism that repairs damaged DNA throughout the cell cycle. Repairing DNA sequence errors is necessary so that mutations are not propagated or to remove lesions that may lead to breaks in the DNA during replication. Single bases in DNA can be chemically mutated, for example by deamination or alkylation, resulting in incorrect base-pairing, and consequently, mutations in the DNA. Base excision repair involves flipping the mutated base out of the DNA helix and repairing the base alone. There are two main enzymes used, DNA glycosylases and AP endonucleases. The DNA glycosylase is used to break the beta-N glycosidic bond to create an AP site. AP endonuclease recognizes this site and nicks the damaged DNA on the 5' side (upstream) of the AP site creating a free 3'-OH. DNA polymerase, Pol I (human pol beta), extends the DNA from the free 3'-OH using its exonuclease activity to replace the nucleotide of the damaged base, as well as a few downstream, followed by sealing of the new DNA strand by DNA ligase. In mammalian cells, this is done by LigIII in complex with the scaffold protein XRCC1. Usually, BER is divided into short-patch repair (where a single nucleotide is replaced) or long-patch repair (where 2-10 nucleotides are replaced). Mammalian long-patch repair includes PCNA and pol delta/epsilon for nucleotide resynthesis, FEN1 to cut of the 'flap' including the damaged base, and LigI. [HMDB] |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 150.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Enzyme Uniprot Id | P29372 |
| Uniprot Id | P42356, P30542, P29274, P29275, P0DMS8 |
| Iupac Name | 7-methylpurin-6-amine |
| Prediction Hob | 1.0 |
| Class | Imidazopyrimidines |
| Xlogp | 0.1 |
| Superclass | Organoheterocyclic compounds |
| Subclass | Purines and purine derivatives |
| Molecular Formula | C6H7N5 |
| Prediction Swissadme | 0.0 |
| Inchi Key | HCGHYQLFMPXSDU-UHFFFAOYSA-N |
| Fcsp3 | 0.1666666666666666 |
| Logs | -2.049 |
| Rotatable Bond Count | 0.0 |
| State | Solid |
| Logd | -0.819 |
| Synonyms | 6-Amino-7-methylpurine, 7-Methyl-7H-purin-6-amine, 7-methyl-7H-purin-6-amine (ACD/Name 4.0), 7-methyl-7H-purin-6-ylamine (ACD/Name 4.0), 7-methyl-N7-Methyladenine, 7-Methyladenine |
| Substituent Name | 6-aminopurine, Aminopyrimidine, Imidolactam, Pyrimidine, Primary aromatic amine, N-substituted imidazole, Heteroaromatic compound, Imidazole, Azole, Azacycle, Hydrocarbon derivative, Primary amine, Organonitrogen compound, Amine, Aromatic heteropolycyclic compound |
| Compound Name | 7-Methyladenine |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 149.07 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 149.07 |
| Hydrogen Bond Acceptor Count | 4.0 |
| Molecular Weight | 149.15 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 0.0 |
| Esol | -1.3072279454545455 |
| Inchi | InChI=1S/C6H7N5/c1-11-3-10-6-4(11)5(7)8-2-9-6/h2-3H,1H3,(H2,7,8,9) |
| Smiles | CN1C=NC2=NC=NC(=C21)N |
| Nring | 2.0 |
| Defined Bond Stereocenter Count | 0.0 |
- 1. Outgoing r'ship
FOUND_INto/from Syzygium Aromaticum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all