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Showing NP-Card for 4-oxo-2-nonenal (NP0296817)

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Record Information
Version2.0
Created at2022-09-10 06:38:35 UTC
Updated at2022-09-10 06:38:35 UTC
NP-MRD IDNP0296817
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-oxo-2-nonenal
Description4-Oxo-2-nonenal, also known as ONE or 4-oxonon-2-enal, belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. Thus, 4-oxo-2-nonenal is considered to be a fatty aldehyde lipid molecule. 4-oxo-2-nonenal is found in Homo sapiens. 4-oxo-2-nonenal was first documented in 2006 (PMID: 16603628). 4-Oxo-2-nonenal is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 23543734).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0296817 (4-oxo-2-nonenal)


  Mrv0541 05091314152D          

 11 10  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 11  9  2  0  0  0  0
M  END
Download

3D MOL for NP0296817 (4-oxo-2-nonenal)

     RDKit          3D

 25 24  0  0  0  0  0  0  0  0999 V2000
   -3.5384    0.2728    0.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5269    0.4965   -0.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6700   -0.7454   -0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6116   -0.7488   -1.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3933    0.3415   -1.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146    0.3100    0.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4816    0.3957    1.0816 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5745    0.1786    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1870    0.1563    1.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6328    0.0267    1.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3719   -0.0713    0.3432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0932   -0.6429    0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9449   -0.0295    1.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1444    1.1540    1.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9579    1.4031    0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1205    0.6234   -1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3801   -1.5908   -0.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3483   -0.9415    0.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0930   -0.7568   -2.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1139   -1.7634   -1.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1822    1.3117   -1.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1413    0.2669   -2.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1246    0.1022   -0.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5867    0.2390    2.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1170    0.0117    2.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
M  END
Download

3D SDF for NP0296817 (4-oxo-2-nonenal)


  Mrv0541 05091314152D          

 11 10  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 11  9  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0296817

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(=O)\C=C\C=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H14O2/c1-2-3-4-6-9(11)7-5-8-10/h5,7-8H,2-4,6H2,1H3/b7-5+

> <INCHI_KEY>
SEPPVOUBHWNCAW-FNORWQNLSA-N

> <FORMULA>
C9H14O2

> <MOLECULAR_WEIGHT>
154.2063

> <EXACT_MASS>
154.099379692

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
17.801870511467918

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-4-oxonon-2-enal

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
2.164336781

> <ALOGPS_LOGS>
-2.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.0402298983700895

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
45.662600000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-oxo-2-nonenal

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0296817 (4-oxo-2-nonenal)

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PDB for NP0296817 (4-oxo-2-nonenal)
HEADER    PROTEIN                                 09-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-MAY-13         0                                  
HETATM    1  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.622   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.956   3.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      13.956   4.977   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    6                                                       
CONECT    5    7    8                                                       
CONECT    6    4    9                                                       
CONECT    7    5    9                                                       
CONECT    8    5   10                                                       
CONECT    9    6    7   11                                                  
CONECT   10    8                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

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3D PDB for NP0296817 (4-oxo-2-nonenal)
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SMILES for NP0296817 (4-oxo-2-nonenal)
CCCCCC(=O)\C=C\C=O
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INCHI for NP0296817 (4-oxo-2-nonenal)
InChI=1S/C9H14O2/c1-2-3-4-6-9(11)7-5-8-10/h5,7-8H,2-4,6H2,1H3/b7-5+
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View in JSmol
Synonyms
ValueSource
ONEChEBI
4-Oxonon-2-enalHMDB
4-oxo-2-NonenalChEBI
Chemical FormulaC9H14O2
Average Mass154.2063 Da
Monoisotopic Mass154.09938 Da
IUPAC Name(2E)-4-oxonon-2-enal
Traditional Name4-oxo-2-nonenal
CAS Registry NumberNot Available
SMILES
CCCCCC(=O)\C=C\C=O
InChI Identifier
InChI=1S/C9H14O2/c1-2-3-4-6-9(11)7-5-8-10/h5,7-8H,2-4,6H2,1H3/b7-5+
InChI KeySEPPVOUBHWNCAW-FNORWQNLSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Homo sapiensLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentMedium-chain aldehydes  
Alternative Parents
Substituents
  • Medium-chain aldehyde
    • 

  • Alpha,beta-unsaturated ketone
    • 

  • Enone
    • 

  • Enal
    • 

  • Alpha,beta-unsaturated aldehyde
    • 

  • Acryloyl-group
    • 

  • Ketone
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.57ALOGPS
logP2.16ChemAxon
logS-2.3ALOGPS
pKa (Strongest Basic)-6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity45.66 m³·mol⁻¹ChemAxon
Polarizability17.8 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0060285  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link4-Oxo-2-nonenal  
METLIN IDNot Available
PubChem Compound6445537  
PDB IDNot Available
ChEBI ID58972  
Good Scents IDNot Available
References
General References
  1. Chikazawa M, Otaki N, Shibata T, Miyashita H, Kawai Y, Maruyama S, Toyokuni S, Kitaura Y, Matsuda T, Uchida K: Multispecificity of immunoglobulin M antibodies raised against advanced glycation end products: involvement of electronegative potential of antigens. J Biol Chem. 2013 May 10;288(19):13204-14. doi: 10.1074/jbc.M113.452177. Epub 2013 Mar 29. [PubMed:23543734  ] 
  2. Akagawa M, Ito S, Toyoda K, Ishii Y, Tatsuda E, Shibata T, Yamaguchi S, Kawai Y, Ishino K, Kishi Y, Adachi T, Tsubata T, Takasaki Y, Hattori N, Matsuda T, Uchida K: Bispecific abs against modified protein and DNA with oxidized lipids. Proc Natl Acad Sci U S A. 2006 Apr 18;103(16):6160-5. doi: 10.1073/pnas.0600865103. Epub 2006 Apr 7. [PubMed:16603628  ] 
  3. LOTUS database [Link]