Details of the Drug

General Information of Drug (ID: DMAMCSR)

Drug Name

acrolein

Synonyms

ACROLEIN; Acrylaldehyde; 2-Propenal; Propenal; 107-02-8; Acrylic aldehyde; Allyl aldehyde; prop-2-enal; Ethylene aldehyde; Acraldehyde; Aqualin; Magnacide H; 2-Propen-1-one; Aqualine; Slimicide; Crolean; Acquinite; Magnacide; Prop-2-en-1-al; Acrylaldehyd; Akroleina; Akrolein; Acroleine; Acroleina; Papite; Biocide; Aldeide acrilica; Aldehyde acrylique; Acraldehydeacroleina; polyacrolein; Propenaldehyde; trans-Acrolein; NSC 8819; Akrolein [Czech]; Propenal [Czech]; Rcra waste number P003; Magnacide H and B; Akroleina [Polish]; Acroleina [Italian]

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]

Drug Type

Small molecular drug

Structure

3D MOL is unavailable

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

56.06

Logarithm of the Partition Coefficient (xlogp)

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

Chemical Identifiers

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

Cross-matching ID

PubChem CID: 7847
ChEBI ID: CHEMBL721
CAS Number: 107-02-8
TTD ID: D0I0AA

Drug-Molecule Activity Atlas (DMA)^NEW

Click to Jump to the Detailed DMA Information of This Drug

Drug Pharmacogenomic Perturbation (DPP)^NEW

Click to Jump to the Detailed DPP Information of This Drug

Drug ADMET Endpoint Profile (DAE)^NEW

Click to Jump to the Detailed DAE Information of This Drug

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Transformation-sensitive protein p120 (TRPA1)	TTELV3W	TRPA1_HUMAN	Activator	[2]

Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Aldehyde dehydrogenase, mitochondrial (ALDH2)	OTKJ9I3N	ALDH2_HUMAN	Biotransformations	[3]
Aldo-keto reductase family 1 member A1 (AKR1A1)	OTZT9NOW	AK1A1_HUMAN	Biotransformations	[4]
Aldo-keto reductase family 1 member B1 (AKR1B1)	OTRX72TH	ALDR_HUMAN	Biotransformations	[4]
Aldo-keto reductase family 1 member B10 (AKR1B10)	OTOA4HTH	AK1BA_HUMAN	Drug Response	[5]
Alpha-synuclein (SNCA)	OTPWC1MR	SYUA_HUMAN	Biochemical Pathways	[6]
AMP deaminase 3 (AMPD3)	OT5SP1KJ	AMPD3_HUMAN	Gene/Protein Processing	[7]
Amyloid-beta precursor protein (APP)	OTKFD7R4	A4_HUMAN	Protein Interaction/Cellular Processes	[8]
Anaphase-promoting complex subunit 2 (ANAPC2)	OTAGLIAO	ANC2_HUMAN	Gene/Protein Processing	[9]
Apoptosis-associated speck-like protein containing a CARD (PYCARD)	OT67RON3	ASC_HUMAN	Gene/Protein Processing	[10]
Apoptosis-inducing factor 1, mitochondrial (AIFM1)	OTKPWB7Q	AIFM1_HUMAN	Protein Interaction/Cellular Processes	[11]

Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

References

1	URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2418).
2	TRPA1 mediates the inflammatory actions of environmental irritants and proalgesic agents. Cell. 2006 Mar 24;124(6):1269-82.
3	Differences in susceptibility to inactivation of human aldehyde dehydrogenases by lipid peroxidation byproducts. Chem Res Toxicol. 2012 Mar 19;25(3):722-9.
4	Major differences exist in the function and tissue-specific expression of human aflatoxin B1 aldehyde reductase and the principal human aldo-keto reductase AKR1 family members. Biochem J. 1999 Oct 15;343 Pt 2(Pt 2):487-504.
5	Reduced 293T cell susceptibility to acrolein due to aldose reductase-like-1 protein expression. Toxicol Sci. 2007 Jun;97(2):562-8. doi: 10.1093/toxsci/kfm033. Epub 2007 Feb 27.
6	In parkinsonian substantia nigra, alpha-synuclein is modified by acrolein, a lipid-peroxidation product, and accumulates in the dopamine neurons with inhibition of proteasome activity. J Neural Transm (Vienna). 2007;114(12):1559-67. doi: 10.1007/s00702-007-0789-2. Epub 2007 Aug 10.
7	Gene expressions changes in bronchial epithelial cells: markers for respiratory sensitizers and exploration of the NRF2 pathway. Toxicol In Vitro. 2014 Mar;28(2):209-17.
8	Abeta-polyacrolein aggregates: novel mechanism of plastic formation in senile plaques. Biochem Biophys Res Commun. 2005 Sep 23;335(2):501-4. doi: 10.1016/j.bbrc.2005.07.111.
9	Cytotoxicity of Thirdhand Smoke and Identification of Acrolein as a Volatile Thirdhand Smoke Chemical That Inhibits Cell Proliferation. Toxicol Sci. 2016 Mar;150(1):234-46. doi: 10.1093/toxsci/kfv327. Epub 2015 Dec 29.
10	Apigenin and apigenin-7, 4'-O-dioctanoate protect against acrolein-aggravated inflammation via inhibiting the activation of NLRP3 inflammasome and HMGB1/MYD88/NF-B signaling pathway in Human umbilical vein endothelial cells (HUVEC). Food Chem Toxicol. 2022 Oct;168:113400. doi: 10.1016/j.fct.2022.113400. Epub 2022 Aug 31.
11	Acrolein induces a cellular stress response and triggers mitochondrial apoptosis in A549 cells. Chem Biol Interact. 2009 Oct 7;181(2):154-67. doi: 10.1016/j.cbi.2009.07.001. Epub 2009 Jul 9.