General Information of the Drug (ID: ferrodrug0005)
Name
Acrolein
Synonyms
ACROLEIN; Acrylaldehyde; 2-Propenal; 107-02-8; Propenal; Acrylic aldehyde; prop-2-enal; Allyl aldehyde; Ethylene aldehyde; Aqualin; Magnacide H; Acraldehyde; Slimicide; 2-Propen-1-one; Aqualine; Crolean; Prop-2-en-1-al; Magnacide; Acquinite; Biocide; Acrylaldehyd; Acroleina; Acroleine; Akrolein; Akroleina; Papite; Aldeide acrilica; Aldehyde acrylique; Acraldehydeacroleina; NSC 8819; Rcra waste number P003; Propenaldehyde; trans-Acrolein; Caswell No. 009; Magnacide B; Aldehyde, Allyl; Aldehyde, Acrylic; Aldehyde, Ethylene; Magnacide H and B; CCRIS 3278; HSDB 177; UN 1092; CHEBI:15368; 2-Propenaldehyde; EINECS 203-453-4; UNII-7864XYD3JJ; EPA Pesticide Chemical Code 000701; Acrolein (stabilized with hydroquinone); 7864XYD3JJ; DTXSID5020023; AI3-24160; CH2=CHCHO; NSC-8819; 25068-14-8; CHEMBL721; DTXCID8023; EC 203-453-4; ACROLEIN (IARC); ACROLEIN [IARC]; ACROLEIN (MART.); ACROLEIN [MART.]; Akrolein [Czech]; Propenal [Czech]; Acrolein, analytical standard; Akroleina [Polish]; Acroleina [Italian]; Acrylaldehyd [German]; 2 Propenal; Acroleine [Dutch, French]; Aldeide acrilica [Italian]; Propadien-1-ol; Aldehyde acrylique [French]; Acrolein, inhibited; Propenal, inhibited; Acraldehydeacroleina [Italian]; UN1092; RCRA waste no. P003; Acrylic aldehyde, inhibited; allol; Acrylehyde; Allylaldehyde; Acrehyde; Acrylehyd; Aerolein; Acrolein Monomer; 2-propen-1-al; prop-2-en-1-one; 81788-96-7; ACROLEIN [HSDB]; ACROLEIN [INCI]; ACROLEIN [MI]; Epitope ID:143621; WLN: VH1U1; Acroleine(DUTCH, FRENCH); trans-Acrolein Formylethylene; GTPL2418; DTXSID50526220; NSC8819; Acrolein 5000 microg/mL in Water; BCP07056; STR00291; Acrolein 100 microg/mL in Acetone; Tox21_200984; BDBM50010912; Acrolein 1000 microg/mL in Methanol; Acrolein 5000 microg/mL in Methanol; AKOS000120766; Acrolein, 96%, stab with hydroquinone; NCGC00091484-01; NCGC00091484-02; NCGC00258537-01; BP-14004; CAS-107-02-8; Acrolein, inhibited [UN1092] [Poison]; A0137; C01471; InChI=1/C3H4O/c1-2-3-4/h2-3H,1H; A801558; Q342790; Acrolein 5000 microg/mL in Methanol, Second Source; Acrolein, contains hydroquinone as stabilizer, 90%; Acrolein, stabilized with 3 wt% water, 1000ppm hydroquinone, stored over Copper

    Click to Show/Hide
Status
Investigative
Drug Type
Small molecular drug
Structure
Formula
C3H4O
IUPAC Name
prop-2-enal
Canonical SMILES
C=CC=O
InChI
InChI=1S/C3H4O/c1-2-3-4/h2-3H,1H2
InChIKey
HGINCPLSRVDWNT-UHFFFAOYSA-N
PubChem CID
7847
TTD Drug ID
D0I0AA
Full List of Ferroptosis Target Related to This Drug
Unspecific Target
In total 2 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Responsed Disease Diabetes mellitus ICD-11: 5A10
Responsed Regulator Peroxisome proliferator-activated receptor gamma (PPARG) Suppressor
Pathway Response Fatty acid metabolism hsa01212
Ferroptosis hsa04216
Glutathione metabolism hsa00480
Cell Process Cell ferroptosis
Cell proliferation
In Vitro Model MIN6 cells Insulinoma Mus musculus CVCL_0431
Response regulation Acrolein is a typical food and environmental pollutant and a risk factor for diabetes. Resveratrol, an antioxidant natural product, may relieve ER stress and upregulate PPAR expression, thereby inhibiting acrolein-induced ferroptosis.
Experiment 2 Reporting the Ferroptosis-centered Drug Act on This Target [3]
Responsed Disease Health ICD-11: N.A.
Pathway Response Fatty acid metabolism hsa01212
Cell Process Cell ferroptosis
In Vitro Model Arabidopsis thalianasuspension cells (Arabidopsis thalianasuspension cells)
Response regulation Acrolein, a lipid peroxide-derived reactive carbonyl species, is involved in plant ferroptosis-like cell death. The acrolein induced cell death could be mitigated by the known ferroptosis inhibitors such as Ferrostatin-1, Deferoxamine, a-Tocopherol, and glutathione.
Prostaglandin G/H synthase 2 (PTGS2)
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [2]
Target for Ferroptosis Marker
Responsed Disease Aortic aneurysm ICD-11: BD50
Pathway Response Fatty acid metabolism hsa01212
Ferroptosis hsa04216
Cell Process Cell ferroptosis
In Vitro Model rVSMCs (Rat vascular smooth muscle cells)
A7r5 cells Normal Rattus norvegicus CVCL_0137
EAhy926 cells Normal Homo sapiens CVCL_3901
C3H/10T1/2 cells Normal Mus musculus CVCL_0190
In Vivo Model
C57BL/6J wild-type mice (8-10 wk old, male) were purchased from Japan SLC (Tokyo, Japan). Mice were housed (4/cage, RAIR HD-ventilated micro-isolator animal housing systems; Laboratory Products, Seaford, DE) in an environment maintained at 23 ± 2 with ad libitum access to food and water under a 12-h:12-h light-dark cycle, with lights on from 0800 to 2000. A total of 13 mice were used. The aorta was harvested immediately after mice were euthanized by inhalation of carbon dioxide, washed in 0.1% antibiotics/PBS, and cut into 3-4-mm rings. The aortic rings were cultured in 10% FCS/DMEM for 3 h and then treated with CSE (0.8 mg/mL) for the indicated periods.

    Click to Show/Hide
Response regulation VSMC ferroptosis was induced by acrolein and methyl vinyl ketone, major constituents of CSE. CSE also induced the upregulation of Ptgs2 mRNA, lipid peroxidation, and intracellular GSH depletion, which are key features of ferroptosis. These findings suggest that ferroptosis is a potential therapeutic target for preventing aortic aneurysm and dissection.
References
Ref 1 Resveratrol protected acrolein-induced ferroptosis and insulin secretion dysfunction via ER-stress- related PERK pathway in MIN6 cells. Toxicology. 2022 Jan 15;465:153048. doi: 10.1016/j.tox.2021.153048. Epub 2021 Nov 20.
Ref 2 Cigarette smoke extract induces ferroptosis in vascular smooth muscle cells. Am J Physiol Heart Circ Physiol. 2020 Mar 1;318(3):H508-H518. doi: 10.1152/ajpheart.00559.2019. Epub 2020 Jan 24.
Ref 3 The potential role of acrolein in plant ferroptosis-like cell death. PLoS One. 2019 Dec 30;14(12):e0227278. doi: 10.1371/journal.pone.0227278. eCollection 2019.