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Showing NP-Card for (Z)-2-Hexenal (NP0338125)

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Record Information
Version2.0
Created at2024-09-11 13:56:44 UTC
Updated at2024-09-11 13:56:45 UTC
NP-MRD IDNP0338125
Secondary Accession NumbersNone
Natural Product Identification
Common Name(Z)-2-Hexenal
Description(Z)-2-Hexenal, also known as cis-2-hexenal or (Z)-hex-2-en-1-al, 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 (Z)-2-Hexenal is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, (Z)-2-Hexenal has been detected, but not quantified in, corns. This could make (Z)-2-hexenal a potential biomarker for the consumption of these foods. (Z)-2-Hexenal was first documented in 2015 (PMID: 25575415). A 2-hexenal in which the olefinic double bond has Z configuration (PMID: 25842336) (PMID: 27566362).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0338125 ((Z)-2-Hexenal)


  Mrv0541 02241219492D          

  7  6  0  0  0  0            999 V2000
   -2.7255    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1324    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7255    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
M  END
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3D MOL for NP0338125 ((Z)-2-Hexenal)

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3D SDF for NP0338125 ((Z)-2-Hexenal)

  Mrv0541 02241219492D          

  7  6  0  0  0  0            999 V2000
   -2.7255    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1324    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7255    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0338125

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O/c1-2-3-4-5-6-7/h4-6H,2-3H2,1H3/b5-4-

> <INCHI_KEY>
MBDOYVRWFFCFHM-PLNGDYQASA-N

> <FORMULA>
C6H10O

> <MOLECULAR_WEIGHT>
98.143

> <EXACT_MASS>
98.073164942

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
11.372071198647959

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-hex-2-enal

> <ALOGPS_LOGP>
1.80

> <JCHEM_LOGP>
1.650103365

> <ALOGPS_LOGS>
-1.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.201821978414376

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
31.241500000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.20e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-hex-2-enal

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0338125 ((Z)-2-Hexenal)
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PDB for NP0338125 ((Z)-2-Hexenal)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -5.088   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.754   7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.420   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.087   7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.247   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.088   5.390   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.754   4.620   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    1    7                                                       
CONECT    7    6                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END

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3D PDB for NP0338125 ((Z)-2-Hexenal)
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SMILES for NP0338125 ((Z)-2-Hexenal)
CCC\C=C/C=O
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INCHI for NP0338125 ((Z)-2-Hexenal)
InChI=1S/C6H10O/c1-2-3-4-5-6-7/h4-6H,2-3H2,1H3/b5-4-
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Synonyms
ValueSource
(Z)-Hex-2-en-1-alChEBI
(Z)-Hex-2-enalChEBI
cis-2-HexenalChEBI
(Z)-2-HexenalChEBI
Chemical FormulaC6H10O
Average Mass98.1430 Da
Monoisotopic Mass98.07316 Da
IUPAC Name(2Z)-hex-2-enal
Traditional Name(2Z)-hex-2-enal
CAS Registry NumberNot Available
SMILES
CCC\C=C/C=O
InChI Identifier
InChI=1S/C6H10O/c1-2-3-4-5-6-7/h4-6H,2-3H2,1H3/b5-4-
InChI KeyMBDOYVRWFFCFHM-PLNGDYQASA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
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 DescriptorsNot Available
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
logP1.8ALOGPS
logP1.65ChemAxon
logS-1.5ALOGPS
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity31.24 m³·mol⁻¹ChemAxon
Polarizability11.37 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0040264  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB019981  
KNApSAcK IDNot Available
Chemspider ID4934160  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6428782  
PDB IDNot Available
ChEBI ID18554  
Good Scents IDNot Available
References
General References
  1. Tamogami S, Noge K, Agrawal GK, Rakwal R: Methyl jasmonate elicits the production of methyl (E)-2-hexenoate from (Z)-2-hexenol via (Z)-2-hexenal in Achyranthes bidentata plant. FEBS Lett. 2015 Jan 30;589(3):390-5. doi: 10.1016/j.febslet.2014.12.025. Epub  2015 Jan 6. [PubMed:25575415  ] 
  2. Raffo A, Bucci R, D'Aloise A, Pastore G: Combined effects of reduced malaxation oxygen levels and storage time on extra-virgin olive oil volatiles investigated by a novel chemometric approach. Food Chem. 2015 Sep 1;182:257-67. doi: 10.1016/j.foodchem.2015.02.128. Epub 2015  Mar 4. [PubMed:25842336  ] 
  3. Magagna F, Valverde-Som L, Ruiz-Samblas C, Cuadros-Rodriguez L, Reichenbach SE, Bicchi C, Cordero C: Combined untargeted and targeted fingerprinting with comprehensive two-dimensional chromatography for volatiles and ripening indicators in olive oil. Anal Chim Acta. 2016 Sep 14;936:245-58. doi: 10.1016/j.aca.2016.07.005. Epub 2016  Jul 12. [PubMed:27566362  ]