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Showing NP-Card for (2e)-2-nonenal (NP0254446)

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Record Information
Version2.0
Created at2022-09-07 18:36:40 UTC
Updated at2022-09-07 18:36:40 UTC
NP-MRD IDNP0254446
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2e)-2-nonenal
Description(E)-2-Nonenal, also known as (2E)-nonenal or 2-trans-nonenal, 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)-2-nonenal is considered to be a fatty aldehyde lipid molecule (E)-2-Nonenal is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (E)-2-Nonenal may be a unique S. (2e)-2-nonenal is found in Anomala albopilosa, Anthemis aciphylla, Avena sativa, Daucus carota, Medicago sativa, Rhodiola rosea and Vaccinium vitis-idaea. (2e)-2-nonenal was first documented in 1999 (PMID: 10563950). Cerevisiae (yeast) metabolite (PMID: 30779560) (PMID: 30803235).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0254446 ((2e)-2-nonenal)


  Mrv1652307301920042D          

 10  9  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
    4.6184    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
    6.0474    1.8414    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
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2292    1.4116    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  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
M  END
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3D MOL for NP0254446 ((2e)-2-nonenal)

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3D SDF for NP0254446 ((2e)-2-nonenal)

  Mrv1652307301920042D          

 10  9  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
    4.6184    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
    6.0474    1.8414    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
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2292    1.4116    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  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0254446

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H16O/c1-2-3-4-5-6-7-8-9-10/h7-9H,2-6H2,1H3/b8-7+

> <INCHI_KEY>
BSAIUMLZVGUGKX-BQYQJAHWSA-N

> <FORMULA>
C9H16O

> <MOLECULAR_WEIGHT>
140.2227

> <EXACT_MASS>
140.120115134

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.94463497737603

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-non-2-enal

> <JCHEM_LOGP>
2.9838093600000004

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.20379293601586

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
45.04449999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-nonenal

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0254446 ((2e)-2-nonenal)
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PDB for NP0254446 ((2e)-2-nonenal)
HEADER    PROTEIN                                 30-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUL-19         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       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.955   2.667   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      12.622   2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.956   3.437   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      15.361   2.635   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   10                                                       
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for NP0254446 ((2e)-2-nonenal)
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SMILES for NP0254446 ((2e)-2-nonenal)
CCCCCC\C=C\C=O
Download
INCHI for NP0254446 ((2e)-2-nonenal)
InChI=1S/C9H16O/c1-2-3-4-5-6-7-8-9-10/h7-9H,2-6H2,1H3/b8-7+
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View in JSmol
Synonyms
ValueSource
(2E)-2-NonenalChEBI
(2E)-NonenalChEBI
(e)-2-Nonen-1-alChEBI
2-trans-NonenalChEBI
trans-2-Nonen-1-alChEBI
trans-2-NonenalChEBI
trans-Non-2-enalChEBI
(e)-2-NonenalChEMBL, ChEBI
2(e)-NonenalMeSH
2-NonenalMeSH
2-Nonenal, (cis)-isomerMeSH
2-Nonenal, (trans)-isomerMeSH
cis-2-NonenalMeSH
Chemical FormulaC9H16O
Average Mass140.2227 Da
Monoisotopic Mass140.12012 Da
IUPAC Name(2E)-non-2-enal
Traditional Name2-nonenal
CAS Registry NumberNot Available
SMILES
CCCCCC\C=C\C=O
InChI Identifier
InChI=1S/C9H16O/c1-2-3-4-5-6-7-8-9-10/h7-9H,2-6H2,1H3/b8-7+
InChI KeyBSAIUMLZVGUGKX-BQYQJAHWSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anomala albopilosaLOTUS Database
Anthemis aciphyllaLOTUS Database
Avena sativaLOTUS Database
Daucus carotaLOTUS Database
Medicago sativaLOTUS Database
Rhodiola roseaLOTUS Database
Vaccinium vitis-idaeaLOTUS 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
logP2.98ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity45.04 m³·mol⁻¹ChemAxon
Polarizability17.94 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 IDFDB003312  
KNApSAcK IDC00029331  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDT-2-NONENAL-CMPD  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5283335  
PDB IDNot Available
ChEBI ID142592  
Good Scents IDNot Available
References
General References
  1. Ong PK, Acree TE: Similarities in the aroma chemistry of Gewurztraminer variety wines and lychee (Litchi chinesis sonn.) fruit. J Agric Food Chem. 1999 Feb;47(2):665-70. doi: 10.1021/jf980452j. [PubMed:10563950  ] 
  2. Boeswetter AR, Scherf KA, Schieberle P, Koehler P: Identification of the Key Aroma Compounds in Gluten-Free Rice Bread. J Agric Food Chem. 2019 Mar 13;67(10):2963-2972. doi: 10.1021/acs.jafc.9b00074.  Epub 2019 Mar 1. [PubMed:30779560  ] 
  3. Sahin B, Schieberle P: Characterization of the Key Aroma Compounds in Yeast Dumplings by Means of the Sensomics Concept. J Agric Food Chem. 2019 Mar 13;67(10):2973-2979. doi: 10.1021/acs.jafc.9b00556.  Epub 2019 Mar 5. [PubMed:30803235  ] 
  4. LOTUS database [Link]