4-Hydroxynonenal
PubChem CID: 5283344
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| Compound Synonyms | 4-Hydroxynonenal, 4-Hydroxy-2-nonenal, 75899-68-2, 4-HNE, 4-hydroxynon-2-enal, (E)-4-hydroxynon-2-enal, trans-4-Hydroxy-2-nonenal, 2-Nonenal, 4-hydroxy-, (2E)-, 4-Hydroxy-2,3-nonenal, 128946-65-6, 29343-52-0, (E)-4-hydroxy-2-nonenal, (2E)-4-Hydroxy-2-nonenal, 4-hydroxy-2E-nonenal, HNE, 2-NONENAL, 4-HYDROXY-, (+/-)4-HYDROXYNON-2-ENAL, (2E)-4-hydroxynon-2-enal, CHEMBL454280, K1CVM13F96, DTXSID4040395, CHEBI:58968, NCGC00161254-02, CCRIS 1781, CCRIS 9028, (E)-4-Hydroxynonenal, 4HNE, CHEBI:32585, trans-4-Hydroxy-2-nonenal Solution in Ethanol, 1000ug/mL, UNII-K1CVM13F96, CCRIS 6927, 4-Hydroxynonenal?, 4-hydroxy-2-trans-nonenal, HNE [MI], SCHEMBL3920, BML1-C09, GTPL6274, DTXCID2020395, HMS3648N14, EX-A5735, (.+/-.)-4-Hydroxy-2E-nonenal, Tox21_113063, AC8369, BDBM50242402, HSCI1_000340, LMFA06000051, 4-HYDROXY-2-NONENAL, TRANS-, AKOS006274954, MSK14866-1000Y, SMP2_000061, NCGC00161254-01, DA-48643, MS-22883, PD021010, 1ST14866-1000Y, CAS-75899-68-2, HY-113466, CS-0061995, NS00122691, C21642, M01859, Q229982, SR-01000946534, SR-01000946534-1, BRD-A15914070-001-01-5 |
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| Topological Polar Surface Area | 37.3 |
| Hydrogen Bond Donor Count | 1.0 |
| Inchi Key | JVJFIQYAHPMBBX-FNORWQNLSA-N |
| Rotatable Bond Count | 6.0 |
| State | Solid |
| Substituent Name | Fatty alcohol, Medium-chain aldehyde, Enal, Alpha,beta-unsaturated aldehyde, Secondary alcohol, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aldehyde, Alcohol, Aliphatic acyclic compound |
| Synonyms | (e)-4-Hydroxy-2-nonenal, 4-Hydroxy-2-Nonenal, 4-Hydroxy-2,3-nonenal, 4-Hydroxy-2,3-trans-nonenal, 4-Hydroxynon-2-enal, 4-Hydroxynonenal, HNE, trans-4-Hydroxy-2-nonenal |
| Heavy Atom Count | 11.0 |
| Compound Name | 4-Hydroxynonenal |
| Kingdom | Organic compounds |
| Description | 4-Hydroxynonenal (HNE), one of the major end products of lipid peroxidation, has been shown to be involved in signal transduction and available evidence suggests that it can affect cell cycle events in a concentration-dependent manner. glutathione S-transferases (GSTs) can modulate the intracellular concentrations of HNE by affecting its generation during lipid peroxidation by reducing hydroperoxides and also by converting it into a glutathione conjugate. Overexpression of the Alpha class GSTs in cells leads to lower steady-state levels of HNE, and these cells acquire resistance to apoptosis induced by lipid peroxidation-causing agents such as H(2)O(2), UVA, superoxide anion, and pro-oxidant xenobiotics, suggesting that signaling for apoptosis by these agents is transduced through HNE. Cells with the capacity to exclude HNE from the intracellular environment at a faster rate are relatively more resistant to apoptosis caused by H(2)O(2), UVA, superoxide anion, and pro-oxidant xenobiotics as well as by HNE, suggesting that HNE may be a common denominator in mechanisms of apoptosis caused by oxidative stress. Transfection of adherent cells with HNE-metabolizing GSTs leads to transformation of these cells due to depletion of HNE. (PMID 15288119), 4-Hydroxynonenal, or trans-4-hydroxy-2-nonenal or 4-HNE or HNE, (C9H16O2), is an ?,?-unsaturated hydroxyalkenal which is produced by lipid peroxidation in cells. 4-HNE is the primary alpha,beta-unsaturated hydroxyalkenal formed in this process. 4-Hydroxy-2E-nonenal is found in many foods, some of which are garlic, watermelon, hyacinth bean, and highbush blueberry. |
| Exact Mass | 156.115 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 156.115 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 119.0 |
| Hydrogen Bond Acceptor Count | 2.0 |
| Molecular Weight | 156.22 |
| Database Name | fooddb_chem_all;pubchem |
| Covalent Unit Count | 1.0 |
| Enzyme Uniprot Id | O15217 |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | (E)-4-hydroxynon-2-enal |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 1.0 |
| Class | Fatty Acyls |
| 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+ |
| Smiles | CCCCCC(/C=C/C=O)O |
| Xlogp | 1.7 |
| Superclass | Lipids and lipid-like molecules |
| Defined Bond Stereocenter Count | 1.0 |
| Subclass | Fatty alcohols |
| Molecular Formula | C9H16O2 |
- 1. Outgoing r'ship
FOUND_INto/from Vicia Faba (Plant) Rel Props:Source_db:fooddb_chem_all