Page last updated: 2024-12-04

tetramethylene sulfoxide

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 CID1128
CHEMBL ID1207
CHEBI ID138746
SCHEMBL ID27830
MeSH IDM0115016

Synonyms (54)

Synonym
fl7pf5flm2 ,
5-17-01-00038 (beilstein handbook reference)
unii-fl7pf5flm2
NCIOPEN2_000223
thiophene, 1-oxide
nsc65433
thiophane 1-oxide
tetrahydrothiophene oxide
nsc-65433
thiophane oxide
wln: t5stj ao
thiolane 1-oxide
thiophane monoxide
thiophene, tetrahydro-, 1-oxide
inchi=1/c4h8os/c5-6-3-1-2-4-6/h1-4h
1600-44-8
tetramethylene sulfoxide
TETRAHYDROTHIOPHENE-1-OXIDE ,
tmso
tetrahydrothiophene 1-oxide
tetrahydrothiophene 1-oxide, 96%
einecs 216-493-2
ai3-62189
nsc 65433
brn 0105274
thiophene, tetrahydro, 1-oxide
tetramethylene sulphoxide
qzt ,
CHEBI:138746
tetrahydro-thiophene-1-oxide
CHEMBL1207
T0146
AKOS000121854
A810104
FT-0633695
SCHEMBL27830
tetrahydro-thiophene 1-oxide
tetrahydrothiophen-1-oxide
thiophene-1-oxide, tetrahydro-
tetrametylene sulfoxide
tetrahydrothiophene s-oxide
DTXSID6061814
mfcd00005477
J-009671
CS-0207394
thiophene,tetrahydro-,1-oxide
bdbm50224861
FS-4006
D92307
EN300-28865
1lambda4-thiolan-1-one
SY010164
1-thiolan-1-one
Z278052312
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
tetrahydrothiophenes
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (1)

PathwayProteinsCompounds
respiration (anaerobic)-- electron acceptors reaction list021

Protein Targets (9)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Alcohol dehydrogenase E chainEquus caballus (horse)Ki19.00000.14122.89278.7000AID33720
Alcohol dehydrogenase S chainEquus caballus (horse)Ki19.00000.14122.89278.7000AID33720
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (17)

Processvia Protein(s)Taxonomy
retinoid metabolic processAll-trans-retinol dehydrogenase [NAD(+)] ADH1BHomo sapiens (human)
retinoic acid metabolic processAll-trans-retinol dehydrogenase [NAD(+)] ADH1BHomo sapiens (human)
retinol metabolic processAll-trans-retinol dehydrogenase [NAD(+)] ADH1BHomo sapiens (human)
retinoic acid metabolic processAlcohol dehydrogenase 1CHomo sapiens (human)
retinol metabolic processAlcohol dehydrogenase 1CHomo sapiens (human)
alcohol metabolic processAlcohol dehydrogenase 1AHomo sapiens (human)
retinoic acid metabolic processAlcohol dehydrogenase 1AHomo sapiens (human)
retinol metabolic processAlcohol dehydrogenase 1AHomo sapiens (human)
retinoid metabolic processAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
alcohol metabolic processAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
ethanol metabolic processAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
cellular aldehyde metabolic processAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
fatty acid omega-oxidationAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
retinol metabolic processAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
alcohol catabolic processAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
quinone metabolic processAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
formaldehyde catabolic processAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
retinoid metabolic processAlcohol dehydrogenase class-3Homo sapiens (human)
respiratory system processAlcohol dehydrogenase class-3Homo sapiens (human)
fatty acid omega-oxidationAlcohol dehydrogenase class-3Homo sapiens (human)
response to lipopolysaccharideAlcohol dehydrogenase class-3Homo sapiens (human)
positive regulation of blood pressureAlcohol dehydrogenase class-3Homo sapiens (human)
response to nitrosative stressAlcohol dehydrogenase class-3Homo sapiens (human)
response to redox stateAlcohol dehydrogenase class-3Homo sapiens (human)
formaldehyde catabolic processAlcohol dehydrogenase class-3Homo sapiens (human)
retinoic acid metabolic processAlcohol dehydrogenase 6Homo sapiens (human)
retinol metabolic processAlcohol dehydrogenase 6Homo sapiens (human)
retinoid metabolic processAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
response to bacteriumAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
fatty acid omega-oxidationAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
response to ethanolAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
retinoic acid metabolic processAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
retinol metabolic processAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (24)

Processvia Protein(s)Taxonomy
alcohol dehydrogenase (NAD+) activityAll-trans-retinol dehydrogenase [NAD(+)] ADH1BHomo sapiens (human)
alcohol dehydrogenase (NAD+) activity, zinc-dependentAll-trans-retinol dehydrogenase [NAD(+)] ADH1BHomo sapiens (human)
all-trans-retinol dehydrogenase (NAD+) activityAll-trans-retinol dehydrogenase [NAD(+)] ADH1BHomo sapiens (human)
zinc ion bindingAll-trans-retinol dehydrogenase [NAD(+)] ADH1BHomo sapiens (human)
alcohol dehydrogenase (NAD+) activityAlcohol dehydrogenase 1CHomo sapiens (human)
all-trans-retinol dehydrogenase (NAD+) activityAlcohol dehydrogenase 1CHomo sapiens (human)
alcohol dehydrogenase (NAD+) activity, zinc-dependentAlcohol dehydrogenase 1CHomo sapiens (human)
zinc ion bindingAlcohol dehydrogenase 1CHomo sapiens (human)
alcohol dehydrogenase (NAD+) activityAlcohol dehydrogenase 1AHomo sapiens (human)
alcohol dehydrogenase (NAD+) activity, zinc-dependentAlcohol dehydrogenase 1AHomo sapiens (human)
protein bindingAlcohol dehydrogenase 1AHomo sapiens (human)
butanol dehydrogenase (NAD+) activityAlcohol dehydrogenase 1AHomo sapiens (human)
zinc ion bindingAlcohol dehydrogenase 1AHomo sapiens (human)
all-trans-retinol dehydrogenase (NAD+) activityAlcohol dehydrogenase 1AHomo sapiens (human)
NADPH:quinone reductase activityAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
alcohol dehydrogenase (NAD+) activityAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
alcohol dehydrogenase (NAD+) activity, zinc-dependentAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
aldose reductase (NADPH) activityAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
all-trans-retinol dehydrogenase (NAD+) activityAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
all-trans retinal bindingAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
protein bindingAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
zinc ion bindingAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
oxidoreductase activity, acting on the aldehyde or oxo group of donors, NAD or NADP as acceptorAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
benzaldehyde dehydrogenase [NAD(P)+] activityAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
retinol bindingAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
NAD bindingAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
S-(hydroxymethyl)glutathione dehydrogenase (NAD(P)+) activityAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
fatty acid bindingAlcohol dehydrogenase class-3Homo sapiens (human)
zinc ion bindingAlcohol dehydrogenase class-3Homo sapiens (human)
electron transfer activityAlcohol dehydrogenase class-3Homo sapiens (human)
formaldehyde dehydrogenase activityAlcohol dehydrogenase class-3Homo sapiens (human)
identical protein bindingAlcohol dehydrogenase class-3Homo sapiens (human)
S-(hydroxymethyl)glutathione dehydrogenase (NAD(P)+) activityAlcohol dehydrogenase class-3Homo sapiens (human)
S-(hydroxymethyl)glutathione dehydrogenase (NADP+) activityAlcohol dehydrogenase class-3Homo sapiens (human)
S-(hydroxymethyl)glutathione dehydrogenase (NAD+) activityAlcohol dehydrogenase class-3Homo sapiens (human)
alcohol dehydrogenase (NAD+) activity, zinc-dependentAlcohol dehydrogenase class-3Homo sapiens (human)
alcohol dehydrogenase (NAD+) activityAlcohol dehydrogenase 6Homo sapiens (human)
zinc ion bindingAlcohol dehydrogenase 6Homo sapiens (human)
alcohol dehydrogenase (NAD+) activity, zinc-dependentAlcohol dehydrogenase 6Homo sapiens (human)
all-trans-retinol dehydrogenase (NAD+) activityAlcohol dehydrogenase 6Homo sapiens (human)
alcohol dehydrogenase (NAD+) activityAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
alcohol dehydrogenase (NAD+) activity, zinc-dependentAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
aldehyde oxidase activityAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
all-trans-retinol dehydrogenase (NAD+) activityAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
retinol bindingAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
ethanol bindingAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
receptor antagonist activityAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
omega-hydroxydecanoate dehydrogenase activityAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
zinc ion bindingAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (5)

Processvia Protein(s)Taxonomy
nucleoplasmAll-trans-retinol dehydrogenase [NAD(+)] ADH1BHomo sapiens (human)
cytosolAll-trans-retinol dehydrogenase [NAD(+)] ADH1BHomo sapiens (human)
plasma membraneAll-trans-retinol dehydrogenase [NAD(+)] ADH1BHomo sapiens (human)
cytosolAll-trans-retinol dehydrogenase [NAD(+)] ADH1BHomo sapiens (human)
nucleoplasmAlcohol dehydrogenase 1CHomo sapiens (human)
cytosolAlcohol dehydrogenase 1CHomo sapiens (human)
plasma membraneAlcohol dehydrogenase 1CHomo sapiens (human)
cytosolAlcohol dehydrogenase 1CHomo sapiens (human)
nucleoplasmAlcohol dehydrogenase 1AHomo sapiens (human)
cytosolAlcohol dehydrogenase 1AHomo sapiens (human)
plasma membraneAlcohol dehydrogenase 1AHomo sapiens (human)
cytosolAlcohol dehydrogenase 1AHomo sapiens (human)
nucleoplasmAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
cytosolAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
cytosolAll-trans-retinol dehydrogenase [NAD(+)] ADH4Homo sapiens (human)
mitochondrionAlcohol dehydrogenase class-3Homo sapiens (human)
cytosolAlcohol dehydrogenase class-3Homo sapiens (human)
extracellular exosomeAlcohol dehydrogenase class-3Homo sapiens (human)
cytosolAlcohol dehydrogenase class-3Homo sapiens (human)
cytosolAlcohol dehydrogenase 6Homo sapiens (human)
extracellular exosomeAlcohol dehydrogenase 6Homo sapiens (human)
cytosolAlcohol dehydrogenase 6Homo sapiens (human)
cytosolAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
plasma membraneAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
cytosolAll-trans-retinol dehydrogenase [NADHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (18)

Assay IDTitleYearJournalArticle
AID33724Slope inhibition constant was determined against horse liver alcohol dehydrogenase in presence of acetaldehyde1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
Inhibition by carboxamides and sulfoxides of liver alcohol dehydrogenase and ethanol metabolism.
AID33886Intercept inhibition constant was determined in vivo against rat liver alcohol dehydrogenase in presence of ethanol1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
Inhibition by carboxamides and sulfoxides of liver alcohol dehydrogenase and ethanol metabolism.
AID183375In vivo inhibition of ethanol metabolism following 1 mMol/Kg p.o.1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
Inhibition by carboxamides and sulfoxides of liver alcohol dehydrogenase and ethanol metabolism.
AID33852Michaelis-Menten's constant was determined against horse liver alcohol dehydrogenase in presence of acetaldehyde1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
Inhibition by carboxamides and sulfoxides of liver alcohol dehydrogenase and ethanol metabolism.
AID33885Intercept inhibition constant was determined in vitro against purified rat liver alcohol dehydrogenase in presence of ethanol1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
Inhibition by carboxamides and sulfoxides of liver alcohol dehydrogenase and ethanol metabolism.
AID34016Michaelis-Menten's constant was determined in vivo against rat liver alcohol dehydrogenase in presence of ethanol1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
Inhibition by carboxamides and sulfoxides of liver alcohol dehydrogenase and ethanol metabolism.
AID33888Michaelis-Menten's constant was determined in vitro against purified rat liver alcohol dehydrogenase in presence of ethanol1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
Inhibition by carboxamides and sulfoxides of liver alcohol dehydrogenase and ethanol metabolism.
AID33853Michaelis-Menten's constant was determined against horse liver alcohol dehydrogenase in presence of ethanol1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
Inhibition by carboxamides and sulfoxides of liver alcohol dehydrogenase and ethanol metabolism.
AID33722Intercept inhibition constant was determined against horse liver alcohol dehydrogenase in presence of acetaldehyde1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
Inhibition by carboxamides and sulfoxides of liver alcohol dehydrogenase and ethanol metabolism.
AID33720In vitro inhibition against horse liver alcohol dehydrogenase1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
Inhibition by carboxamides and sulfoxides of liver alcohol dehydrogenase and ethanol metabolism.
AID184431The Kii was determined with varied concentrations of inhibitor and ethanol by determining blood alcohol concentration in rats1985Journal of medicinal chemistry, Jan, Volume: 28, Issue:1
Inhibition of liver alcohol dehydrogenase and ethanol metabolism by 3-substituted thiolane 1-oxides.
AID116891Compound dose that causes 50% toxicity in mice was determined1985Journal of medicinal chemistry, Jan, Volume: 28, Issue:1
Inhibition of liver alcohol dehydrogenase and ethanol metabolism by 3-substituted thiolane 1-oxides.
AID33884In vitro inhibitory constant against rat liver alcohol dehydrogenase was determined1985Journal of medicinal chemistry, Jan, Volume: 28, Issue:1
Inhibition of liver alcohol dehydrogenase and ethanol metabolism by 3-substituted thiolane 1-oxides.
AID33703In vitro inhibitory constant against monkey liver alcohol dehydrogenase was determined1985Journal of medicinal chemistry, Jan, Volume: 28, Issue:1
Inhibition of liver alcohol dehydrogenase and ethanol metabolism by 3-substituted thiolane 1-oxides.
AID33723Intercept inhibition constant was determined against horse liver alcohol dehydrogenase in presence of ethanol1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
Inhibition by carboxamides and sulfoxides of liver alcohol dehydrogenase and ethanol metabolism.
AID33721In vitro inhibitory constant against horse liver alcohol dehydrogenase was determined1985Journal of medicinal chemistry, Jan, Volume: 28, Issue:1
Inhibition of liver alcohol dehydrogenase and ethanol metabolism by 3-substituted thiolane 1-oxides.
AID33851Slope inhibition constant was determined against horse liver alcohol dehydrogenase in presence of ethanol1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
Inhibition by carboxamides and sulfoxides of liver alcohol dehydrogenase and ethanol metabolism.
AID33887Slope inhibition constant was determined against purified rat liver alcohol dehydrogenase in presence of ethanol1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
Inhibition by carboxamides and sulfoxides of liver alcohol dehydrogenase and ethanol metabolism.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (42.86)18.7374
1990's2 (28.57)18.2507
2000's0 (0.00)29.6817
2010's1 (14.29)24.3611
2020's1 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 28.33

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index28.33 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.62 (4.65)
Search Engine Demand Index31.58 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (28.33)

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%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]