Compounds > 2-methylthioadenosine 5'-monophosphate
Page last updated: 2024-12-08

2-methylthioadenosine 5'-monophosphate

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Cross-References

ID SourceID
PubMed CID189762
CHEMBL ID606240
CHEMBL ID609484
SCHEMBL ID2527383
MeSH IDM000599792

Synonyms (22)

Synonym
70804-88-5
gtpl1764
2mesamp
2-methylthio-amp
CHEMBL606240 ,
[(2r,3s,4r,5r)-5-(6-amino-2-methylsulfanylpurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
bdbm50367099
chembl609484
DTXSID70221068
SCHEMBL2527383
W-201920
2-methylthioadenosine 5-monophosphate
22140-20-1
2-methylthioadenosine 5'-monophosphate triethylammonium salt
J-014548
((2r,3s,4r,5r)-5-(6-amino-2-(methylthio)-9h-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate
Q27072076
2-methylthio-amp tea salt
CS-0103845
HY-125989
PD050278
{[(2r,3s,4r,5r)-5-[6-amino-2-(methylsulfanyl)-9h-purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
GTP:AMP phosphotransferase AK3, mitochondrialRattus norvegicus (Norway rat)Ki3,000.00000.30000.30000.3000AID35082
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (16)

Assay IDTitleYearJournalArticle
AID150492Agonist activity by measuring inositol phosphate accumulation in 1321N1 human astrocytoma cells stably expressing human P2Y purinoceptor 11; No effect as either agonist or antagonist at 10 uM2002Journal of medicinal chemistry, May-09, Volume: 45, Issue:10
Adenine nucleotide analogues locked in a Northern methanocarba conformation: enhanced stability and potency as P2Y(1) receptor agonists.
AID35098Relative Vmax value to Adenylate kinase M isoenzyme (adenylate kinase 1, AK1)1982Journal of medicinal chemistry, Jul, Volume: 25, Issue:7
Species- or isozyme-specific enzyme inhibitors. 7. Selective effects in inhibitions of rat adenylate kinase isozymes by adenosine 5'-phosphate derivatives.
AID1132763Antiplatelet activity in sheep platelet rich plasma assessed as inhibition of ADP-induced platelet aggregation pretreated for 2.5 mins followed by ADP addition by photometric analysis relative to adenosine1978Journal of medicinal chemistry, Jun, Volume: 21, Issue:6
New inhibitors of platelet aggregation. 5'-Phosphate, 5'-phosphorothioate, and 5'-O-sulfamoyl derivatives of 2-substituted adenosine analogues.
AID165255Agonist activity by measuring Purinoceptor P2Y1-promoted phospholipase C activity in turkey erythrocyte membranes2002Journal of medicinal chemistry, May-09, Volume: 45, Issue:10
Adenine nucleotide analogues locked in a Northern methanocarba conformation: enhanced stability and potency as P2Y(1) receptor agonists.
AID35082Competitive Inhibitory constant with Rat adenylate kinase IIl1982Journal of medicinal chemistry, Jul, Volume: 25, Issue:7
Species- or isozyme-specific enzyme inhibitors. 7. Selective effects in inhibitions of rat adenylate kinase isozymes by adenosine 5'-phosphate derivatives.
AID462821Stability in human serum assessed as half life of hydrolysis2010Journal of medicinal chemistry, Mar-25, Volume: 53, Issue:6
A novel insulin secretagogue based on a dinucleoside polyphosphate scaffold.
AID35062Relative Vmax value to rat adenylate kinase II.1982Journal of medicinal chemistry, Jul, Volume: 25, Issue:7
Species- or isozyme-specific enzyme inhibitors. 7. Selective effects in inhibitions of rat adenylate kinase isozymes by adenosine 5'-phosphate derivatives.
AID35095Non-competitive Inhibitory constant of compound with Rat adenylate kinase M isozyme1982Journal of medicinal chemistry, Jul, Volume: 25, Issue:7
Species- or isozyme-specific enzyme inhibitors. 7. Selective effects in inhibitions of rat adenylate kinase isozymes by adenosine 5'-phosphate derivatives.
AID1132764Antiplatelet activity in sheep platelet rich plasma assessed as inhibition of ADP-induced platelet aggregation pretreated for 2.5 mins followed by ADP addition by photometric analysis1978Journal of medicinal chemistry, Jun, Volume: 21, Issue:6
New inhibitors of platelet aggregation. 5'-Phosphate, 5'-phosphorothioate, and 5'-O-sulfamoyl derivatives of 2-substituted adenosine analogues.
AID1132772Cardiotoxicity in anesthetized rat assessed as effect on heart rate up to 2.5 umol/kg, iv1978Journal of medicinal chemistry, Jun, Volume: 21, Issue:6
New inhibitors of platelet aggregation. 5'-Phosphate, 5'-phosphorothioate, and 5'-O-sulfamoyl derivatives of 2-substituted adenosine analogues.
AID150338Agonist activity by measuring inositol phosphate accumulation in 1321N1 human astrocytoma cells stably expressing human P2Y purinoceptor 1; No effect as either agonist or antagonist at 10 uM2002Journal of medicinal chemistry, May-09, Volume: 45, Issue:10
Adenine nucleotide analogues locked in a Northern methanocarba conformation: enhanced stability and potency as P2Y(1) receptor agonists.
AID1132769Antiplatelet activity in sheep platelet rich plasma assessed as inhibition of serotonin-induced platelet aggregation pretreated for 1 min followed by serotonin addition by photometric analysis1978Journal of medicinal chemistry, Jun, Volume: 21, Issue:6
New inhibitors of platelet aggregation. 5'-Phosphate, 5'-phosphorothioate, and 5'-O-sulfamoyl derivatives of 2-substituted adenosine analogues.
AID1132773Toxicity in anesthetized rat assessed as hypotensive potency up to 2.5 umol/kg, iv relative to adenosine1978Journal of medicinal chemistry, Jun, Volume: 21, Issue:6
New inhibitors of platelet aggregation. 5'-Phosphate, 5'-phosphorothioate, and 5'-O-sulfamoyl derivatives of 2-substituted adenosine analogues.
AID35089Relative Vmax value to rat adenylate kinase III.1982Journal of medicinal chemistry, Jul, Volume: 25, Issue:7
Species- or isozyme-specific enzyme inhibitors. 7. Selective effects in inhibitions of rat adenylate kinase isozymes by adenosine 5'-phosphate derivatives.
AID1346305Human P2Y13 receptor (P2Y receptors)2003Molecular pharmacology, Jul, Volume: 64, Issue:1
Pharmacological characterization of the human P2Y13 receptor.
AID1346320Human P2Y12 receptor (P2Y receptors)2001Molecular pharmacology, Sep, Volume: 60, Issue:3
Molecular cloning of the platelet P2T(AC) ADP receptor: pharmacological comparison with another ADP receptor, the P2Y(1) receptor.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (33.33)18.7374
1990's0 (0.00)18.2507
2000's3 (50.00)29.6817
2010's1 (16.67)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.19

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.19 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.14 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.19)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
glyburide
Glyburide: An antidiabetic sulfonylurea derivative with actions like those of chlorpropamide. glyburide : An N-sulfonylurea that is acetohexamide in which the acetyl group is replaced by a 2-(5-chloro-2-methoxybenzamido)ethyl group.		2.0510monochlorobenzenes;
N-sulfonylurea		anti-arrhythmia drug;
EC 2.7.1.33 (pantothenate kinase) inhibitor;
EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor;
hypoglycemic agent
pyridoxal phosphate-6-azophenyl-2',4'-disulfonic acid
pyridoxal phosphate-6-azophenyl-2',4'-disulfonic acid: a novel antagonist that selectively blocks P2 purinoceptor receptors; a useful tool to study co-transmission in tissues when ATP and coexisting neurotransmitters act in concert. 5'-phosphopyridoxal-6-azobenzene-2,4-disulfonic acid : An arenesulfonic acid that is pyridoxal 5'-phosphate carrying an additional 2,4-disulfophenylazo substituent at position 6.		2.0110arenesulfonic acid;
azobenzenes;
methylpyridines;
monohydroxypyridine;
organic phosphate;
pyridinecarbaldehyde		purinergic receptor P2X antagonist
suramin
Suramin: A polyanionic compound with an unknown mechanism of action. It is used parenterally in the treatment of African trypanosomiasis and it has been used clinically with diethylcarbamazine to kill the adult Onchocerca. (From AMA Drug Evaluations Annual, 1992, p1643) It has also been shown to have potent antineoplastic properties.. suramin : A member of the class of phenylureas that is urea in which each of the amino groups has been substituted by a 3-({2-methyl-5-[(4,6,8-trisulfo-1-naphthyl)carbamoyl]phenyl}carbamoyl)phenyl group. An activator of both the rabbit skeletal muscle RyR1 and sheep cardiac RyR2 isoform ryanodine receptor channels, it has been used for the treatment of human African trypanosomiasis for over 100 years.		2.0110naphthalenesulfonic acid;
phenylureas;
secondary carboxamide		angiogenesis inhibitor;
antinematodal drug;
antineoplastic agent;
apoptosis inhibitor;
EC 2.7.11.13 (protein kinase C) inhibitor;
GABA antagonist;
GABA-gated chloride channel antagonist;
purinergic receptor P2 antagonist;
ryanodine receptor agonist;
trypanocidal drug
adenosine diphosphate
Adenosine Diphosphate: Adenosine 5'-(trihydrogen diphosphate). An adenine nucleotide containing two phosphate groups esterified to the sugar moiety at the 5'-position.		2.4420adenosine 5'-phosphate;
purine ribonucleoside 5'-diphosphate		fundamental metabolite;
human metabolite
adenosine monophosphate
Adenosine Monophosphate: Adenine nucleotide containing one phosphate group esterified to the sugar moiety in the 2'-, 3'-, or 5'-position.		2.6630adenosine 5'-phosphate;
purine ribonucleoside 5'-monophosphate		adenosine A1 receptor agonist;
cofactor;
EC 3.1.3.1 (alkaline phosphatase) inhibitor;
EC 3.1.3.11 (fructose-bisphosphatase) inhibitor;
fundamental metabolite;
micronutrient;
nutraceutical
diadenosine tetraphosphate
P(1),P(4)-bis(5'-adenosyl) tetraphosphate : A diadenosyl tetraphosphate compound having the two 5'-adenosyl residues attached at the P(1)- and P(4)-positions.		2.0510diadenosyl tetraphosphateEscherichia coli metabolite;
mouse metabolite
adenosine
quinquefolan B: isolated from roots of Panax quinquefolium L.; RN not in Chemline 10/87; RN from Toxlit		1.9510adenosines;
purines D-ribonucleoside		analgesic;
anti-arrhythmia drug;
fundamental metabolite;
human metabolite;
vasodilator agent
5'-adenylyl (beta,gamma-methylene)diphosphonate
5'-adenylyl (beta,gamma-methylene)diphosphonate: do not confuse with alpha,beta-methyleneadenosine 5'-triphosphate		2.0110nucleoside triphosphate analogue
methylthio-adp
[no description available]		2.9340
2-chloro-atp
2-chloro-ATP: new ATP analog; relaxes mammalian gut preparations; structure		2.0110
Reactive blue 2
[no description available]		2.0110anthraquinone
2-methylthio-atp
2-methylthio-ATP: purinergic receptors agonist; relaxes mammalian gut preparations; structure given in first source		2.4220
adp beta s
adenosine 5'-O-(2-thiodiphosphate): partial agonist toward platelet aggregation; see also record for 1-thiodiphosphate cpd		2.4120
adenosine 5'-phosphorothioate
adenosine 5'-phosphorothioate: RN given refers to parent cpd		1.9510
cangrelor
cangrelor: platelet P(2T) receptor antagonist. cangrelor : A nucleoside triphosphate analogue that is 5'-O-[({[dichloro(phosphono)methyl](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]adenosine carrying additional 2-(methylsulfanyl)ethyl and (3,3,3-trifluoropropyl)sulfanyl substituents at positions N6 and C2 respectively. Used (in the form of its tetrasodium salt) as an intravenous antiplatelet drug that prevents formation of harmful blood clots in the coronary arteries.		2.4120adenosine 5'-phosphate;
aryl sulfide;
nucleoside triphosphate analogue;
organochlorine compound;
organofluorine compound;
secondary amino compound		P2Y12 receptor antagonist;
platelet aggregation inhibitor
diadenosine tetraphosphate
P(1),P(4)-bis(5'-adenosyl) tetraphosphate(4-) : Tetraanion of P(1),P(4)-bis(5'-adenosyl) tetraphosphate arising from deprotonation of the tetraphosphate OH groups; major species at pH 7.3.		2.0110organophosphate oxoanionhuman metabolite;
Saccharomyces cerevisiae metabolite
diguanosine tetraphosphate
P(1),P(4)-bis(5'-guanosyl) tetraphosphate : A purine ribonucleoside 5'-tetraphosphate compound having 5'-guanosyl residues at the P(1)- and P(4)-positions.		2.0510guanosine 5'-phosphate;
purine ribonucleoside 5'-tetraphosphate		Escherichia coli metabolite;
mouse metabolite
ConditionIndicatedRelationship StrengthStudiesTrials