Page last updated: 2024-09-21

propiolaldehyde

Cross-References

ID SourceID
PubMed CID12222
CHEMBL ID722
CHEBI ID27976
MeSH IDM0069379

Synonyms (35)

Synonym
4-01-00-03537 (beilstein handbook reference)
unii-sj8a65xf7n
sj8a65xf7n ,
hc.equiv.ccho
einecs 210-857-4
propiolaldehye
propioaldehyde
propyn-3-al
brn 1098318
propargylaldehyde
propynal
propiolaldehyde
2-propynal
624-67-9
C05985
2-propyn-1-al
prop-2-ynal
formylacetylene
CHEBI:27976 ,
ijnjlgftsiahea-uhfffaoysa-
inchi=1/c3h2o/c1-2-3-4/h1,3h
CHEMBL722
A833789
AKOS006280816
FT-0602004
2-propine-1-al
DTXSID3060790
2-propyn-1-one
acetylenecarboxaldehyde
prorynal
propiolic aldehyde
BCP06452
Q21099676
mfcd00040470
EN300-76056

Roles (1)

RoleDescription
mouse metaboliteAny mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
[role 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]

Drug Classes (2)

ClassDescription
ynalAn alpha,beta-unsaturated aldehyde of general formula RC#C-CH=O in which the aldehydic C=O function is conjugated to a C#C triple bond at the alpha,beta position.
terminal acetylenic compoundAn acetylenic compound which a carbon of the C#C moiety is attached to a hydrogen atom.
[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 (2)

propiolaldehyde is involved in 2 pathway(s), involving a total of 29 unique proteins and 26 unique compounds

PathwayProteinsCompounds
Propanoate metabolism ( Propanoate metabolism )2222
NAD+ + 2-Propyn-1-al + H2O = NADH + Propiolic acid ( Propanoate metabolism )74

Bioassays (8)

Assay IDTitleYearJournalArticle
AID1124432Inhibition of Sprague-Dawley rat liver mitochondrial aldehyde dehydrogenase at 1 mM measured immediately after compound addition at 38 degC in presence of 0.25 M sucrose relative to control1979Journal of medicinal chemistry, May, Volume: 22, Issue:5
Propiolaldehyde, a pargyline metabolite that irreversibly inhibits aldehyde dehydrogenase. Isolation from a hepatic microsomal system.
AID1124434Inhibition of Sprague-Dawley rat liver mitochondrial aldehyde dehydrogenase at 1 mM after 5 mins at 25 degC in presence of 0.25 M sucrose relative to control1979Journal of medicinal chemistry, May, Volume: 22, Issue:5
Propiolaldehyde, a pargyline metabolite that irreversibly inhibits aldehyde dehydrogenase. Isolation from a hepatic microsomal system.
AID1124436Irreversible inhibition of Sprague-Dawley rat liver mitochondrial aldehyde dehydrogenase at 1 mM incubated for 10 mins at 38 degC in presence of 0.25 M sucrose followed by compound washout measured relative to control1979Journal of medicinal chemistry, May, Volume: 22, Issue:5
Propiolaldehyde, a pargyline metabolite that irreversibly inhibits aldehyde dehydrogenase. Isolation from a hepatic microsomal system.
AID1124433Inhibition of Sprague-Dawley rat liver mitochondrial aldehyde dehydrogenase assessed as complete inhibition at 1 mM measured after 5 to 10 mins at 38 degC in presence of 0.25 M sucrose1979Journal of medicinal chemistry, May, Volume: 22, Issue:5
Propiolaldehyde, a pargyline metabolite that irreversibly inhibits aldehyde dehydrogenase. Isolation from a hepatic microsomal system.
AID1124437Inhibition of Sprague-Dawley rat liver mitochondrial aldehyde dehydrogenase at 1 mM at 38 degC in presence of 0.25 M sucrose relative to control1979Journal of medicinal chemistry, May, Volume: 22, Issue:5
Propiolaldehyde, a pargyline metabolite that irreversibly inhibits aldehyde dehydrogenase. Isolation from a hepatic microsomal system.
AID1124438Drug level in Sprague-Dawley rat liver microsomes treated with phenobarbital by GC-MS analysis in presence of NADPH1979Journal of medicinal chemistry, May, Volume: 22, Issue:5
Propiolaldehyde, a pargyline metabolite that irreversibly inhibits aldehyde dehydrogenase. Isolation from a hepatic microsomal system.
AID34050Evaluated in vitro for inhibition of mitochondrial aldehyde dehydrogenase (AIDH) activity in intact rat liver mitochondria (0.2 mM)1984Journal of medicinal chemistry, Oct, Volume: 27, Issue:10
Latent inhibitors of aldehyde dehydrogenase as alcohol deterrent agents.
AID1124435Inhibition of Sprague-Dawley rat liver mitochondrial aldehyde dehydrogenase at 1 mM after 5 mins at 0 degC in presence of 0.25 M sucrose relative to control1979Journal of medicinal chemistry, May, Volume: 22, Issue:5
Propiolaldehyde, a pargyline metabolite that irreversibly inhibits aldehyde dehydrogenase. Isolation from a hepatic microsomal system.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19909 (90.00)18.7374
1990's0 (0.00)18.2507
2000's1 (10.00)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other11 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research Highlights

Safety/Toxicity (1)

ArticleYear
Cytochrome P450 2E1 metabolically activates propargyl alcohol: propiolaldehyde-induced hepatocyte cytotoxicity.
Chemico-biological interactions, Jan-30, Volume: 130-132, Issue: 1-3
2001
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]