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) 6
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 2
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
CHEBI:58968
CAS Number
75899-68-2
TTD ID
D08UPA
INTEDE ID
DR2062

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]
72 kDa type IV collagenase (MMP2) OT5NIWA2 MMP2_HUMAN Gene/Protein Processing [6]
Actin, cytoplasmic 1 (ACTB) OT1MCP2F ACTB_HUMAN Drug Response [7]
Adenomatous polyposis coli protein (APC) OTKV0TIK APC_HUMAN Gene/Protein Processing [4]
Adenosine 5'-monophosphoramidase HINT1 (HINT1) OTQIR8LF HINT1_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 [7]
Aflatoxin B1 aldehyde reductase member 2 (AKR7A2) OTGEDDM2 ARK72_HUMAN Gene/Protein Processing [8]
Molecular Interaction Atlas (MIA) 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: 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 4-Hydroxynonenal as a selective pro-fibrogenic stimulus for activated human hepatic stellate cells. J Hepatol. 2004 Jan;40(1):60-8. doi: 10.1016/s0168-8278(03)00480-x.
7 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.
8 Protective effect of inducible aldo-keto reductases on 4-hydroxynonenal- induced hepatotoxicity. Chem Biol Interact. 2019 May 1;304:124-130.