5'-Methylthioadenosine
PubChem CID: 439176
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| Compound Synonyms | Methylthioadenosine, 2457-80-9, 5'-methylthioadenosine, 5'-S-methyl-5'-thioadenosine, 5'-Deoxy-5'-(methylthio)adenosine, 5'-DEOXY-5'-METHYLTHIOADENOSINE, 5-Methylthioadenosine, ADENOSINE, 5'-S-METHYL-5'-THIO-, Vitamin L2, 5'-(Methylthio)adenosine, (2R,3R,4S,5S)-2-(6-Amino-9H-purin-9-yl)-5-((methylthio)methyl)tetrahydrofuran-3,4-diol, S-methyl-5'-thioadenosine, Thiomethyladenosine, 5'-S-Methylthioadenosine, Vitamin L(sub 2), MTA, 5'-(Methylthio)-5'-deoxyadenosine, 5'-Deoxy(methylthio)adenosine, NSC 335422, UNII-634Z2VK3UQ, CHEBI:17509, 5-Methyl-Thioadenosine, S-methyl-5-thioadenosine, MFCD00010533, BRN 0042420, 634Z2VK3UQ, CHEMBL277041, 5'-CH3S-5'dA, 5'-S-methyl-5'-thio-Adenosine, DTXSID20179308, 4-26-00-03675 (Beilstein Handbook Reference), (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol, (2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-[(methylsulfanyl)methyl]oxolane-3,4-diol, NSC-335422, 5'-deoxy-5'-(methylsulfanyl)adenosine, 5 inverted exclamation marka-Deoxy-5 inverted exclamation marka-(methylthio)adenosine, 9-(5-S-methyl-5-thio-beta-D-ribofuranosyl)-9H-purin-6-amine, C11H15N5O3S, 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-beta-delta-Ribofuranose, 7-(TETRAHYDRO-3,4-DIHYDROXY-5-(METHYLMERCAPTOMETHYL)-2-FURYL)ADENINE, 5-MTDA, 5'-methylthio-5'-deoxyadenosine, (2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-((methylsulfanyl)methyl)oxolane-3,4-diol, .beta.-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-, 5'-Thiomethyladenosine, Adenosine, 5-methylthio-, MTA, 5'-Methylthioadenosine, SCHEMBL160358, 5-Deoxy-5-Methylthio adenosine, adenine(5'-deoxy-5'-methylthio)9-beta-D-furanoriboside, BDBM22111, DTXCID10101799, METHYLTHIOADENOSINE [INCI], 5'-Deoxy-5'-methylthio-adenosine, AIDS003668, EX-A4640, PDSP1_001005, PDSP2_000989, AKOS016006238, DB02282, DS-4224, ND07992, 5'-Deoxy-5'-(methylsulphanyl)adenosine, 5'-Deoxy-5'-(methylthio)-D-adenosine, HY-16938, CS-0012983, NS00014568, C00170, C74264, Q3599216, 5'-Deoxy-5'-methylthioadenosine - CAS 2457-80-9, 7DDC4B4A-0E54-449C-A502-BDAEA990DE4C, Z2217101605, Adenosine, 5'-S-methyl-5'-thio- (6CI,7CI,8CI,9CI), 9-(5-S-Methyl-5-thio-b-D-ribofuranosyl)-9H-purin-6-amine, 9-(5-S-Methyl-5-thio-I2-D-ribofuranosyl)-9H-purin-6-amine, 5'-Deoxy-5'-(methylthio)-D-adenosine, 5'-(Methylthio)-5'-deoxyadenosine, (2R,3R,4S,5R)-2-(6-Aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol, (2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-(methylthiomethyl)tetrahydrofuran-3,4-diol, (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)tetrahydrofuran-3,4-diol, (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-[(methylsulfanyl)methyl]oxolane-3,4-diol, 57301-10-7, 626-314-3 |
|---|---|
| Topological Polar Surface Area | 145.0 |
| Hydrogen Bond Donor Count | 3.0 |
| Heavy Atom Count | 20.0 |
| Description | 5'-deoxy-5'-methylthioadenosine, also known as S-methyl-5'-thioadenosine or mta, is a member of the class of compounds known as 5'-deoxy-5'-thionucleosides. 5'-deoxy-5'-thionucleosides are 5'-deoxyribonucleosides in which the ribose is thio-substituted at the 5'position by a S-alkyl group. 5'-deoxy-5'-methylthioadenosine is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 5'-deoxy-5'-methylthioadenosine can be found in a number of food items such as allspice, sesame, roselle, and bayberry, which makes 5'-deoxy-5'-methylthioadenosine a potential biomarker for the consumption of these food products. 5'-deoxy-5'-methylthioadenosine can be found primarily in blood and urine, as well as in human fibroblasts, platelet and prostate tissues. 5'-deoxy-5'-methylthioadenosine exists in all living species, ranging from bacteria to humans. In humans, 5'-deoxy-5'-methylthioadenosine is involved in a couple of metabolic pathways, which include methionine metabolism and spermidine and spermine biosynthesis. 5'-deoxy-5'-methylthioadenosine is also involved in several metabolic disorders, some of which include glycine n-methyltransferase deficiency, methionine adenosyltransferase deficiency, homocystinuria-megaloblastic anemia due to defect in cobalamin metabolism, cblg complementation type, and hypermethioninemia. |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 352.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 4.0 |
| Uniprot Id | P29274, P25099, P30543, P29275, P0DMS8, O95050, P21964, P49327, Q99MI5, Q9CQ65, P23526, Q13126, Q9X034, Q9NFS5 |
| Iupac Name | (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol |
| Prediction Hob | 1.0 |
| Target Id | NPT4059, NPT218, NPT4545, NPT865 |
| Xlogp | -0.3 |
| Molecular Formula | C11H15N5O3S |
| Prediction Swissadme | 1.0 |
| Inchi Key | WUUGFSXJNOTRMR-IOSLPCCCSA-N |
| Fcsp3 | 0.5454545454545454 |
| Logs | -2.597 |
| Rotatable Bond Count | 3.0 |
| Logd | -0.155 |
| Compound Name | 5'-Methylthioadenosine |
| Prediction Hob Swissadme | 1.0 |
| Exact Mass | 297.09 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 297.09 |
| Hydrogen Bond Acceptor Count | 8.0 |
| Molecular Weight | 297.34 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 4.0 |
| Total Bond Stereocenter Count | 0.0 |
| Esol | -1.648408 |
| Inchi | InChI=1S/C11H15N5O3S/c1-20-2-5-7(17)8(18)11(19-5)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1 |
| Smiles | CSC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)O |
| Nring | 3.0 |
| Defined Bond Stereocenter Count | 0.0 |
- 1. Outgoing r'ship
FOUND_INto/from Chlamydomonas Reinhardtii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Glehnia Littoralis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 3. Outgoing r'ship
FOUND_INto/from Pinellia Ternata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all