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Showing NP-Card for 2,4-hexadienal (NP0202730)

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Record Information
Version2.0
Created at2022-09-04 22:00:20 UTC
Updated at2022-09-04 22:00:20 UTC
NP-MRD IDNP0202730
Secondary Accession NumbersNone
Natural Product Identification
Common Name2,4-hexadienal
Description(E,E)-2,4-hexadienal, also known as (2E,4E)-hexa-2,4-dienal or 2,4-(e-e)-hexadienal, 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. 2,4-hexadienal is found in Medicago sativa. 2,4-hexadienal was first documented in 2003 (PMID: 14999299). Thus, (e,e)-2,4-hexadienal is considered to be a fatty aldehyde lipid molecule (E,E)-2,4-hexadienal is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 17203148).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0202730 (2,4-hexadienal)


  Mrv1572004201615482D          

 11 10  0  0  0  0            999 V2000
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    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
   -0.4125   -0.7145    0.0000 C   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
    2.4750    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  2  0  0  0  0
  4  3  1  0  0  0  0
  5  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
M  END
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3D MOL for NP0202730 (2,4-hexadienal)

     RDKit          3D

 15 14  0  0  0  0  0  0  0  0999 V2000
   -2.8466    0.0762   -0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4901    0.5486    0.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4672   -0.2145   -0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8890    0.1798    0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9169   -0.5670   -0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2664   -0.1273    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4886    0.9687    0.6752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5557    0.9350   -0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8593   -0.4771   -1.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2757   -0.5829    0.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559    1.5094    0.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6462   -1.1589   -0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750    1.1407    0.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7317   -1.5070   -0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1290   -0.7237   -0.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  2 11  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  3 12  1  0
  4 13  1  0
  5 14  1  0
  6 15  1  0
M  END
Download

3D SDF for NP0202730 (2,4-hexadienal)


  Mrv1572004201615482D          

 11 10  0  0  0  0            999 V2000
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    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
   -0.4125   -0.7145    0.0000 C   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
    2.4750    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  2  0  0  0  0
  4  3  1  0  0  0  0
  5  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0202730

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H8O/c1-2-3-4-5-6-7/h2-6H,1H3/b3-2+,5-4+

> <INCHI_KEY>
BATOPAZDIZEVQF-MQQKCMAXSA-N

> <FORMULA>
C6H8O

> <MOLECULAR_WEIGHT>
96.129

> <EXACT_MASS>
96.057514878

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
11.024966617660754

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,4E)-hexa-2,4-dienal

> <ALOGPS_LOGP>
1.53

> <JCHEM_LOGP>
1.288181708333333

> <ALOGPS_LOGS>
-1.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.127003926932601

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
32.3581

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.02e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sorbaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0202730 (2,4-hexadienal)

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PDB for NP0202730 (2,4-hexadienal)
HEADER    PROTEIN                                 20-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-16         0                                  
HETATM    1  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   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       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM    8  H   UNK     0       4.620   0.000   0.000  0.00  0.00           H+0
HETATM    9  H   UNK     0       1.540   2.667   0.000  0.00  0.00           H+0
HETATM   10  H   UNK     0       2.310  -1.334   0.000  0.00  0.00           H+0
HETATM   11  H   UNK     0      -0.770   1.334   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    2                                                            
CONECT    9    3                                                            
CONECT   10    4                                                            
CONECT   11    5                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

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3D PDB for NP0202730 (2,4-hexadienal)
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SMILES for NP0202730 (2,4-hexadienal)
[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C=O
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INCHI for NP0202730 (2,4-hexadienal)
InChI=1S/C6H8O/c1-2-3-4-5-6-7/h2-6H,1H3/b3-2+,5-4+
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View in JSmol
Synonyms
ValueSource
(2E,4E)-Hexa-2,4-dienalChEBI
(e,e)-2,4-Hexadien-1-alChEBI
2,4-(e-e)-HexadienalChEBI
SorbaldehydeChEBI
Sorbic aldehydeChEBI
trans,trans-2,4-Hexadien-1-alChEBI
trans,trans-2,4-HexadienalChEBI
trans,trans-Hexa-2,4-dienalChEBI
trans-2,4-HexadienalChEBI
(e,e)-2,4-HexadienalKEGG
2,4-Hexadienal, (e,Z)-isomerMeSH
2,4-HexadienalMeSH
2,4-Hexadienal, (e,e)-isomerMeSH
Chemical FormulaC6H8O
Average Mass96.1290 Da
Monoisotopic Mass96.05751 Da
IUPAC Name(2E,4E)-hexa-2,4-dienal
Traditional Namesorbaldehyde
CAS Registry NumberNot Available
SMILES
[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C=O
InChI Identifier
InChI=1S/C6H8O/c1-2-3-4-5-6-7/h2-6H,1H3/b3-2+,5-4+
InChI KeyBATOPAZDIZEVQF-MQQKCMAXSA-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
Medicago sativaLOTUS 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
    • 

  • Enal
    • 

  • Alpha,beta-unsaturated aldehyde
    • 

  • 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
logP1.53ALOGPS
logP1.29ChemAxon
logS-1.3ALOGPS
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity32.36 m³·mol⁻¹ChemAxon
Polarizability11.02 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00035881  
Chemspider IDNot Available
KEGG Compound IDC19249  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound637564  
PDB IDNot Available
ChEBI ID82334  
Good Scents IDNot Available
References
General References
  1. Authors unspecified: NTP toxicology and carcinogensis Studies of 2,4-hexadienal (89% trans,trans isomer, CAS No. 142-83-6; 11% cis,trans isomer) (Gavage Studies). Natl Toxicol Program Tech Rep Ser. 2003 Oct;(509):1-290. [PubMed:14999299  ] 
  2. O'Connor MP, Wenger JC, Mellouki A, Wirtz K, Munoz A: The atmospheric photolysis of E-2-hexenal, Z-3-hexenal and E,E-2,4-hexadienal. Phys Chem Chem Phys. 2006 Nov 28;8(44):5236-46. doi: 10.1039/b611344c. Epub 2006  Oct 10. [PubMed:17203148  ] 
  3. LOTUS database [Link]