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Showing NP-Card for (e)-4-oxohex-2-enal (NP0142424)

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Record Information
Version2.0
Created at2022-09-01 20:58:13 UTC
Updated at2022-09-01 20:58:13 UTC
NP-MRD IDNP0142424
Secondary Accession NumbersNone
Natural Product Identification
Common Name(e)-4-oxohex-2-enal
Description(E)-4-Oxo-2-hexen-1-al, also known as OHE or 4-oxo-(e)-2-hexenal, 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, (e)-4-oxo-2-hexen-1-al is considered to be a fatty aldehyde lipid molecule (E)-4-Oxo-2-hexen-1-al is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, (E)-4-Oxo-2-hexen-1-al has been detected, but not quantified in, herbs and spices. This could make (e)-4-oxo-2-hexen-1-al a potential biomarker for the consumption of these foods. (e)-4-oxohex-2-enal is found in Pternistria bispina and Sigara falleni. The enal that is (E)-hex-2-enal substituted with an oxo group at C-4.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0142424 ((e)-4-oxohex-2-enal)


  Mrv0541 05061306072D          

  8  7  0  0  0  0            999 V2000
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
M  END
Download

3D MOL for NP0142424 ((e)-4-oxohex-2-enal)

     RDKit          3D

 16 15  0  0  0  0  0  0  0  0999 V2000
   -2.2419   -0.1654    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6715    0.0936   -0.8712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2547   -0.4095   -0.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0748   -1.3932   -1.5244 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7191    0.2796   -0.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9619   -0.1794   -0.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9716    0.4542    0.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1477   -0.0014    0.7553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2164   -0.6594    0.4474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3218    0.7927    1.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5868   -0.8486    1.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2269   -0.5261   -1.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7407    1.1375   -1.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4440    1.1422    0.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2324   -1.0396   -0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091    1.3227    1.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  5 14  1  0
  6 15  1  0
  7 16  1  0
M  END
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3D SDF for NP0142424 ((e)-4-oxohex-2-enal)


  Mrv0541 05061306072D          

  8  7  0  0  0  0            999 V2000
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0142424

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H8O2/c1-2-6(8)4-3-5-7/h3-5H,2H2,1H3/b4-3+

> <INCHI_KEY>
GVKYFODEMNCLGS-ONEGZZNKSA-N

> <FORMULA>
C6H8O2

> <MOLECULAR_WEIGHT>
112.1265

> <EXACT_MASS>
112.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
11.631642945012667

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
1.09

> <JCHEM_LOGP>
0.8306307859999997

> <ALOGPS_LOGS>
-0.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.037224942761218

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
31.8596

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.65e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-4-oxohex-2-enal

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0142424 ((e)-4-oxohex-2-enal)

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PDB for NP0142424 ((e)-4-oxohex-2-enal)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    6                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    2    4    8                                                  
CONECT    7    5                                                            
CONECT    8    6                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END

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3D PDB for NP0142424 ((e)-4-oxohex-2-enal)
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SMILES for NP0142424 ((e)-4-oxohex-2-enal)
CCC(=O)\C=C\C=O
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INCHI for NP0142424 ((e)-4-oxohex-2-enal)
InChI=1S/C6H8O2/c1-2-6(8)4-3-5-7/h3-5H,2H2,1H3/b4-3+
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Synonyms
ValueSource
(e)-4-oxo-2-HexenalChEBI
OHEChEBI
4-oxo-(e)-2-HexenalHMDB
Ethenesulfenic acidHMDB
Chemical FormulaC6H8O2
Average Mass112.1265 Da
Monoisotopic Mass112.05243 Da
IUPAC Name(2E)-4-oxohex-2-enal
Traditional Name(2E)-4-oxohex-2-enal
CAS Registry NumberNot Available
SMILES
CCC(=O)\C=C\C=O
InChI Identifier
InChI=1S/C6H8O2/c1-2-6(8)4-3-5-7/h3-5H,2H2,1H3/b4-3+
InChI KeyGVKYFODEMNCLGS-ONEGZZNKSA-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
Pternistria bispinaLOTUS Database
Sigara falleniLOTUS 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
logP1.09ALOGPS
logP0.83ChemAxon
logS-0.63ALOGPS
pKa (Strongest Basic)-6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity31.86 m³·mol⁻¹ChemAxon
Polarizability11.63 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0031759  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008431  
KNApSAcK IDNot Available
Chemspider ID4895969  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6365145  
PDB IDNot Available
ChEBI ID76721  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]