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Showing metabocard for (E,E)-2,4-Octadienal (HMDB0031686)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:44:50 UTC
Update Date2023-02-21 17:21:11 UTC
HMDB IDHMDB0031686
Secondary Accession Numbers
  • HMDB31686
Metabolite Identification
Common Name(E,E)-2,4-Octadienal
Description(E,E)-2,4-Octadienal 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,e)-2,4-octadienal is considered to be a fatty aldehyde (E,E)-2,4-Octadienal is a cucumber, fatty, and green tasting compound (E,E)-2,4-Octadienal has been detected, but not quantified in, several different foods, such as cocoa and cocoa products, herbal tea, black tea, cereals and cereal products, and teas (Camellia sinensis). This could make (e,e)-2,4-octadienal a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (E,E)-2,4-Octadienal.
Structure
Data?1677000071
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0031686 ((E,E)-2,4-Octadienal)


  Mrv0541 05061306042D          

  9  8  0  0  0  0            999 V2000
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    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
    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  1  1  0  0  0  0
  3  2  1  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  7  1  0  0  0  0
  9  8  2  0  0  0  0
M  END
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3D MOL for HMDB0031686 ((E,E)-2,4-Octadienal)

HMDB0031686
     RDKit          3D
(E,E)-2,4-Octadienal
 21 20  0  0  0  0  0  0  0  0999 V2000
    3.4267   -0.5447   -1.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9091   -0.4100   -0.9028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6967    0.2145    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030    0.4278    0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7504    0.1206    0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1028    0.3755    0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1135    0.0471   -0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4712    0.2873    0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7065    0.8063    1.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7284   -1.4082   -0.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8705    0.3522   -0.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6938   -0.6460   -2.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5333    0.1590   -1.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5230   -1.4490   -0.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2509    1.1655    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1469   -0.4760    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0983    0.8780    1.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5453   -0.3305   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2642    0.8250    1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9264   -0.4129   -1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3003    0.0186   -0.4483 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  5 18  1  0
  6 19  1  0
  7 20  1  0
  8 21  1  0
M  END
Download

3D SDF for HMDB0031686 ((E,E)-2,4-Octadienal)


  Mrv0541 05061306042D          

  9  8  0  0  0  0            999 V2000
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    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
    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  1  1  0  0  0  0
  3  2  1  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  7  1  0  0  0  0
  9  8  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031686

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H12O/c1-2-3-4-5-6-7-8-9/h4-8H,2-3H2,1H3/b5-4+,7-6+

> <INCHI_KEY>
DVVATNQISMINCX-YTXTXJHMSA-N

> <FORMULA>
C8H12O

> <MOLECULAR_WEIGHT>
124.1803

> <EXACT_MASS>
124.088815006

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
15.050520826939916

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
2.1773190383333336

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.136414489236656

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
41.5601

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E)-octa-2,4-dienal

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0031686 ((E,E)-2,4-Octadienal)

HMDB0031686
     RDKit          3D
(E,E)-2,4-Octadienal
 21 20  0  0  0  0  0  0  0  0999 V2000
    3.4267   -0.5447   -1.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9091   -0.4100   -0.9028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6967    0.2145    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030    0.4278    0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7504    0.1206    0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1028    0.3755    0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1135    0.0471   -0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4712    0.2873    0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7065    0.8063    1.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7284   -1.4082   -0.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8705    0.3522   -0.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6938   -0.6460   -2.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5333    0.1590   -1.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5230   -1.4490   -0.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2509    1.1655    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1469   -0.4760    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0983    0.8780    1.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5453   -0.3305   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2642    0.8250    1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9264   -0.4129   -1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3003    0.0186   -0.4483 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  5 18  1  0
  6 19  1  0
  7 20  1  0
  8 21  1  0
M  END
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PDB for HMDB0031686 ((E,E)-2,4-Octadienal)

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       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.850   1.334   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       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for HMDB0031686 ((E,E)-2,4-Octadienal)

COMPND    HMDB0031686
HETATM    1  C1  UNL     1       3.427  -0.545  -1.096  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.909  -0.410  -0.903  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.697   0.214   0.436  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.303   0.428   0.806  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.750   0.121   0.072  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.103   0.375   0.535  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.113   0.047  -0.243  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.471   0.287   0.188  1.00  0.00           C  
HETATM    9  O1  UNL     1      -4.706   0.806   1.297  1.00  0.00           O  
HETATM   10  H1  UNL     1       3.728  -1.408  -0.467  1.00  0.00           H  
HETATM   11  H2  UNL     1       3.870   0.352  -0.618  1.00  0.00           H  
HETATM   12  H3  UNL     1       3.694  -0.646  -2.150  1.00  0.00           H  
HETATM   13  H4  UNL     1       1.533   0.159  -1.748  1.00  0.00           H  
HETATM   14  H5  UNL     1       1.523  -1.449  -0.934  1.00  0.00           H  
HETATM   15  H6  UNL     1       2.251   1.166   0.538  1.00  0.00           H  
HETATM   16  H7  UNL     1       2.147  -0.476   1.198  1.00  0.00           H  
HETATM   17  H8  UNL     1       0.098   0.878   1.769  1.00  0.00           H  
HETATM   18  H9  UNL     1      -0.545  -0.331  -0.892  1.00  0.00           H  
HETATM   19  H10 UNL     1      -2.264   0.825   1.498  1.00  0.00           H  
HETATM   20  H11 UNL     1      -2.926  -0.413  -1.227  1.00  0.00           H  
HETATM   21  H12 UNL     1      -5.300   0.019  -0.448  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3   13   14
CONECT    3    4   15   16
CONECT    4    5    5   17
CONECT    5    6   18
CONECT    6    7    7   19
CONECT    7    8   20
CONECT    8    9    9   21
END
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SMILES for HMDB0031686 ((E,E)-2,4-Octadienal)

CCC\C=C\C=C\C=O
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INCHI for HMDB0031686 ((E,E)-2,4-Octadienal)

InChI=1S/C8H12O/c1-2-3-4-5-6-7-8-9/h4-8H,2-3H2,1H3/b5-4+,7-6+
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(2E,4E)-2,4-OctadienalHMDB
(2E,4E)-Octa-2,4-dienalHMDB
(e)-2,(e)-4-OctadienalHMDB
(e,e)-2,4-Octadien-1-alHMDB
(e,e)-Octa-2,4-dienalHMDB
FEMA 3721HMDB
trans,trans-2,4-OctadienalHMDB
trans,trans-Octa-2,4-dienalHMDB
2E,4E-OctadienalMeSH, HMDB
2,4-OctadienalMeSH, HMDB
Chemical FormulaC8H12O
Average Molecular Weight124.1803
Monoisotopic Molecular Weight124.088815006
IUPAC Name(2E,4E)-octa-2,4-dienal
Traditional Name(2E,4E)-octa-2,4-dienal
CAS Registry Number30361-28-5
SMILES
CCC\C=C\C=C\C=O
InChI Identifier
InChI=1S/C8H12O/c1-2-3-4-5-6-7-8-9/h4-8H,2-3H2,1H3/b5-4+,7-6+
InChI KeyDVVATNQISMINCX-YTXTXJHMSA-N
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
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point67.00 °C. @ 0.40 mm HgThe Good Scents Company Information System
Water Solubility951.7 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.400 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.3 g/LALOGPS
logP2.68ALOGPS
logP2.18ChemAxon
logS-2.6ALOGPS
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity41.56 m³·mol⁻¹ChemAxon
Polarizability15.05 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+132.15131661259
DarkChem[M-H]-127.83731661259
DeepCCS[M+H]+130.6330932474
DeepCCS[M-H]-128.24130932474
DeepCCS[M-2H]-164.70930932474
DeepCCS[M+Na]+139.32830932474
AllCCS[M+H]+129.532859911
AllCCS[M+H-H2O]+125.232859911
AllCCS[M+NH4]+133.532859911
AllCCS[M+Na]+134.732859911
AllCCS[M-H]-132.032859911
AllCCS[M+Na-2H]-134.632859911
AllCCS[M+HCOO]-137.532859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. 5.57 minutes32390414
Predicted by Siyang on May 30, 202217.2 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20225.06 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2066.8 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid579.8 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid243.5 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid452.4 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid342.7 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid706.3 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid586.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)156.4 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1442.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid497.8 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1372.4 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid551.6 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid442.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate557.3 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA573.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water55.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(E,E)-2,4-OctadienalCCC\C=C\C=C\C=O1539.9Standard polar33892256
(E,E)-2,4-OctadienalCCC\C=C\C=C\C=O1064.0Standard non polar33892256
(E,E)-2,4-OctadienalCCC\C=C\C=C\C=O1096.5Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008349
KNApSAcK IDNot Available
Chemspider ID4446450
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5283329
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1453591
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .