UCSF

ZINC04228245

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
November 15th, 2005 20 No

Popular Name: (2R,3R,4S,5S)-2-(6-Amino-9H-purin-9-yl)-5-((methylthio)methyl)tetrahydrofuran-3,4-diol (2R,3R,4S,5S)-2-(6-Amino-9H-puri…

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CAS Numbers: 2457-80-9 , [2457-80-9]

Other Names:

"5'-Deoxy-5'-(methylthio)adenosine, 98%"

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; 5'-(Methylthio)-5'-deoxyadenosine; 5'-(Methylthio)adenosine; 5'-Deoxy-5'-(methylthio)adenosine; 5'-Methyl

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; 5-Methylthioadenosine; 5'-(Methylthio)-5'-deoxyadenosine; 5'-(Methylthio)adenosine; 5'-Deoxy-5'-(methylth

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;5'-(Methylthio)-5'-deoxyadenosine;5'-(Methylthio)adenosine;5'-Deoxy-5'-(methylthio)adenosine;5'-Methylthioa

2457-80-9; 5'-Deoxy-5'-(methylthio)adenosine; 5'-Methylthioadenosine; 5-Methylthioadenosine; C00170; MTA; Methylthioadenosine; S-Methyl-5'-thioadenosine; Thiomethyladenosine

2457-80-9; 5'-S-methyl-5'-thioadenosine; 5'-methylthioadenosine; 5-METHYLTHIOADENOSINE; MTA; S-methyl-5'-thioadenosine; S-methyl-adenosine; methylthioadenosine

5'-Deoxy-5'-(methylthio)adenosine

5'-DEOXY-5'-METHYLTHIOADENOSINE

5'-methylthioadenosine

5'-S-methyl-5'-thioadenosine

9-(5-S-methyl-5-thio-beta-D-ribofuranosyl)-9H-purin-6-amine

CHEBI:14605; CHEBI:20494; CHEBI:1966; CHEBI:12064; CHEBI:1986; CHEBI:44181; CHEBI:12055; CHEBI:18175; CHEBI:20491; CHEBI:12771

DNC000091

DNC003856

Methylthioadenosine

MFCD00010533

S-methyl-5'-thioadenosine

Download: MOL2 SDF SMILES Flexibase

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 0.30 -8.56 -14.2 4 8 0 119 297.34 3 ↓
Lo Low (pH 4.5-6) 0.30 -8.42 -34.23 5 8 1 120 298.348 3 ↓

Vendor Notes

Note Type Comments Provided By
UniProt Database Links 1A111_ARATH; 1A11_CUCMA; 1A11_CUCPE; 1A11_ORYSI; 1A11_ORYSJ; 1A11_PRUMU; 1A12_ARATH; 1A12_CUCMA; 1A12_CUCPE; 1A12_SOLLC; 1A13_SOLLC; 1A14_ARATH; 1A14_SOLLC; 1A15_ARATH; 1A16_ARATH; 1A17_ARATH; 1A18_ARATH; 1A19_ARATH; 1A1C_DIACA; 1A1C_MALDO; 1A1C_SOYBN; 1A ChEBI
Purity 95% Fluorochem
Reactome Database Links REACT_14788; REACT_14825; REACT_75786 ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
AA1R-2-E Adenosine A1 Receptor (cluster #2 Of 4), Eukaryotic Eukaryotes 680 0.43 Binding ≤ 10μM
AA2AR-1-E Adenosine A2a Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 1180 0.41 Binding ≤ 10μM
AA3R-2-E Adenosine Receptor A3 (cluster #2 Of 6), Eukaryotic Eukaryotes 680 0.43 Binding ≤ 10μM
AA2BR-1-E Adenosine A2b Receptor (cluster #1 Of 1), Eukaryotic Eukaryotes 8200 0.36 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
AA1R_RAT P25099 Adenosine A1 Receptor, Rat 150 0.48 Binding ≤ 1μM
AA3R_HUMAN P33765 Adenosine A3 Receptor, Human 680 0.43 Binding ≤ 1μM
AA1R_RAT P25099 Adenosine A1 Receptor, Rat 150 0.48 Binding ≤ 10μM
AA2AR_RAT P30543 Adenosine A2a Receptor, Rat 1130 0.42 Binding ≤ 10μM
AA3R_HUMAN P33765 Adenosine A3 Receptor, Human 680 0.43 Binding ≤ 10μM
AA2BR_HUMAN P29275 Adenosine A2b Receptor, Human 8200 0.36 Functional ≤ 10μM

Direct Reactome Annotations (via ChEBI)

Description Species
Metabolism of polyamines
Methionine salvage pathway

Reactome Annotations from Targets (via Uniprot)

Description Species
Adenosine P1 receptors
G alpha (i) signalling events
G alpha (s) signalling events
NGF-independant TRKA activation

Analogs ( Draw Identity 99% 90% 80% 70% )