Details of the Drug

General Information of Drug (ID: DM2LJFZ)

Drug Name

4-hydroxy-2-nonenal

Synonyms

4-Hydroxynonenal; 4-Hydroxy-2-nonenal; 4-hydroxynon-2-enal; trans-4-Hydroxy-2-nonenal; 4-Hydroxy-2,3-nonenal; 4-HNE; 75899-68-2; 4-hydroxy-2E-nonenal; (E)-4-hydroxynon-2-enal; CCRIS 9028; CCRIS 1781; 29343-52-0; 128946-65-6; 2-NONENAL, 4-HYDROXY-; HNE; (E)-4-hydroxy-2-nonenal; (2E)-4-hydroxynon-2-enal; (2E)-4-Hydroxy-2-nonenal; CHEMBL454280; CHEBI:58968; C9H16O2; (+/-)4-HYDROXYNON-2-ENAL; NCGC00161254-02; 4-hydroxynonen-2-al; CHEBI:32585; CCRIS 6927; 4 hydroxynonenal; (E)-4-Hydroxynonenal; AC1Q2VOQ; 4HNE; SCHEMBL3920; AC1Q6PP5; AC1NR22M

Indication

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

Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

156.22

Logarithm of the Partition Coefficient (xlogp)

1.7

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

Chemical Identifiers

Formula: C9H16O2
IUPAC Name: (E)-4-hydroxynon-2-enal
Canonical SMILES: CCCCCC(/C=C/C=O)O
InChI: InChI=1S/C9H16O2/c1-2-3-4-6-9(11)7-5-8-10/h5,7-9,11H,2-4,6H2,1H3/b7-5+
InChIKey: JVJFIQYAHPMBBX-FNORWQNLSA-N

Cross-matching ID

PubChem CID: 5283344
ChEBI ID: CHEMBL58968
CAS Number: 75899-68-2
TTD ID: D08UPA
INTEDE ID: DR2062

Drug-Molecule Activity Atlas (DMA)^NEW

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Drug Pharmacogenomic Perturbation (DPP)^NEW

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Drug ADMET Endpoint Profile (DAE)^NEW

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Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Inhibitor of nuclear factor kappa-B kinase (IKK)	TTRPDBG	NOUNIPROTAC	Inhibitor	[2]

Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
NADPH:quinone reductase (CRYZ)_{Main DME}	DE8RYV5	QOR_HUMAN	Substrate	[3]

Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
14-3-3 protein eta	OTP8NJFJ	1433F_HUMAN	Gene/Protein Processing	[4]
5-hydroxymethyl-dUMP N-hydrolase (DNPH1)	OTEZVTI1	DNPH1_HUMAN	Gene/Protein Processing	[4]
60 kDa heat shock protein, mitochondrial (HSPD1)	OTTO1Y11	CH60_HUMAN	Protein Interaction/Cellular Processes	[5]
Actin, cytoplasmic 1 (ACTB)	OT1MCP2F	ACTB_HUMAN	Drug Response	[6]
Adenomatous polyposis coli protein (APC)	OTKV0TIK	APC_HUMAN	Gene/Protein Processing	[4]
Adenosine receptor A1 (ADORA1)	OTI7X39E	AA1R_HUMAN	Gene/Protein Processing	[4]
Adenylyl cyclase-associated protein 1 (CAP1)	OTYM8A2N	CAP1_HUMAN	Drug Response	[6]
Aflatoxin B1 aldehyde reductase member 2 (AKR7A2)	OTGEDDM2	ARK72_HUMAN	Gene/Protein Processing	[7]
Aldehyde dehydrogenase family 3 member B1 (ALDH3B1)	OT5NEUQE	AL3B1_HUMAN	Drug Response	[8]
Aldehyde dehydrogenase, dimeric NADP-preferring (ALDH3A1)	OTAYZZE6	AL3A1_HUMAN	Drug Response	[9]

Molecular Interaction Atlas (MIA)

MIA Detail

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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: 6274).
2	IkappaB kinase, a molecular target for inhibition by 4-hydroxy-2-nonenal. J Biol Chem. 2001 May 25;276(21):18223-8.
3	Kinetic and structural evidence of the alkenal/one reductase specificity of human crystallin. Cell Mol Life Sci. 2011 Mar;68(6):1065-77.
4	Microarray analysis of H2O2-, HNE-, or tBH-treated ARPE-19 cells. Free Radic Biol Med. 2002 Nov 15;33(10):1419-32.
5	Identification of protein targets of 4-hydroxynonenal using click chemistry for ex vivo biotinylation of azido and alkynyl derivatives. Chem Res Toxicol. 2008 Feb;21(2):432-44. doi: 10.1021/tx700347w. Epub 2008 Jan 31.
6	Site-specific protein adducts of 4-hydroxy-2(E)-nonenal in human THP-1 monocytic cells: protein carbonylation is diminished by ascorbic acid. Chem Res Toxicol. 2010 Jan;23(1):37-47. doi: 10.1021/tx9002462.
7	Protective effect of inducible aldo-keto reductases on 4-hydroxynonenal- induced hepatotoxicity. Chem Biol Interact. 2019 May 1;304:124-130.
8	Molecular characterization, expression analysis, and role of ALDH3B1 in the cellular protection against oxidative stress. Free Radic Biol Med. 2010 Nov 15;49(9):1432-43. doi: 10.1016/j.freeradbiomed.2010.08.004. Epub 2010 Aug 10.
9	Selective protection by stably transfected human ALDH3A1 (but not human ALDH1A1) against toxicity of aliphatic aldehydes in V79 cells. Chem Biol Interact. 2001 Jan 30;130-132(1-3):261-73. doi: 10.1016/s0009-2797(00)00270-2.