5'-Methylthioadenosine

Details

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Internal ID ed4a7fac-a28a-4167-8d6e-b09a3080cbd2
Taxonomy Nucleosides, nucleotides, and analogues > 5-deoxyribonucleosides > 5-deoxy-5-thionucleosides
IUPAC Name (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol
SMILES (Canonical) CSCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)O
SMILES (Isomeric) CSC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)O
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
InChI Key WUUGFSXJNOTRMR-IOSLPCCCSA-N
Popularity 736 references in papers

Physical and Chemical Properties

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Molecular Formula C11H15N5O3S
Molecular Weight 297.34 g/mol
Exact Mass 297.08956053 g/mol
Topological Polar Surface Area (TPSA) 145.00 Ų
XlogP -0.30

Synonyms

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2457-80-9
5'-methylthioadenosine
5'-S-methyl-5'-thioadenosine
5'-Deoxy-5'-(methylthio)adenosine
Vitamin L2
5-Methylthioadenosine
(2R,3R,4S,5S)-2-(6-Amino-9H-purin-9-yl)-5-((methylthio)methyl)tetrahydrofuran-3,4-diol
Thiomethyladenosine
ADENOSINE, 5'-S-METHYL-5'-THIO-
5'-(Methylthio)adenosine
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 5'-Methylthioadenosine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
No predicted properties yet!

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL255 P29275 Adenosine A2b receptor 8200 nM
13900 nM
Ki
Ki
PMID: 15084123
PMID: 15084123
CHEMBL256 P0DMS8 Adenosine A3 receptor 71000 nM
IC50
PMID: 15084123

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.67% 96.09%
CHEMBL3589 P55263 Adenosine kinase 94.66% 98.05%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 94.44% 100.00%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 91.07% 80.33%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 91.01% 96.67%
CHEMBL4523377 Q86WV6 Stimulator of interferon genes protein 90.09% 95.48%
CHEMBL226 P30542 Adenosine A1 receptor 88.36% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.99% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 87.49% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.15% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.90% 95.89%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 80.88% 98.46%
CHEMBL4040 P28482 MAP kinase ERK2 80.72% 83.82%
CHEMBL2581 P07339 Cathepsin D 80.71% 98.95%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Ephedra distachya
Euphorbia tithymaloides
Glehnia littoralis
Hyacinthoides non-scripta
Pinellia ternata

Cross-Links

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PubChem 439176
NPASS NPC136349
ChEMBL CHEMBL277041
LOTUS LTS0058305
wikiData Q3599216