Showing NP-Card for (Z)-2-Hexenoic acid (NP0047266)

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Record Information
Version2.0
Created at2022-03-17 20:37:20 UTC
Updated at2022-03-17 20:37:20 UTC
NP-MRD IDNP0047266
Secondary Accession NumbersNone
Natural Product Identification
Common Name(Z)-2-Hexenoic acid
DescriptionIsohydrosorbic acid, also known as isohydrosorbate, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. (Z)-2-Hexenoic acid is found in Deschampsia antarctica, Euphorbia tithymaloides and Vitis vinifera. Isohydrosorbic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0047266 ((Z)-2-Hexenoic acid)

  Mrv0541 02241201182D          

  8  7  0  0  0  0            999 V2000
    9.4665   -9.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1910   -8.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8951   -9.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6195   -8.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3236   -9.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0372   -8.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0577   -8.0598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7413   -9.3086    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  6  1  0  0  0  0
M  END
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3D MOL for NP0047266 ((Z)-2-Hexenoic acid)

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3D SDF for NP0047266 ((Z)-2-Hexenoic acid)
  Mrv0541 02241201182D          

  8  7  0  0  0  0            999 V2000
    9.4665   -9.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1910   -8.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8951   -9.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6195   -8.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3236   -9.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0372   -8.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0577   -8.0598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7413   -9.3086    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  6  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047266

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O2/c1-2-3-4-5-6(7)8/h4-5H,2-3H2,1H3,(H,7,8)/b5-4+

> <INCHI_KEY>
NIONDZDPPYHYKY-SNAWJCMRSA-N

> <FORMULA>
C6H10O2

> <MOLECULAR_WEIGHT>
114.1424

> <EXACT_MASS>
114.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
12.34882293187318

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-hex-2-enoic acid

> <ALOGPS_LOGP>
1.80

> <JCHEM_LOGP>
1.8087196173333329

> <ALOGPS_LOGS>
-1.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.125668959637368

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
32.1669

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-propyl acrylic acid

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0047266 ((Z)-2-Hexenoic acid)
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PDB for NP0047266 ((Z)-2-Hexenoic acid)
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      17.671 -17.177   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.023 -16.441   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.338 -17.244   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.690 -16.507   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.004 -17.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.336 -16.573   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      24.374 -15.045   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      25.650 -17.376   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    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END

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3D PDB for NP0047266 ((Z)-2-Hexenoic acid)
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SMILES for NP0047266 ((Z)-2-Hexenoic acid)
CCC\C=C\C(O)=O
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INCHI for NP0047266 ((Z)-2-Hexenoic acid)
InChI=1S/C6H10O2/c1-2-3-4-5-6(7)8/h4-5H,2-3H2,1H3,(H,7,8)/b5-4+
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Synonyms
ValueSource
IsohydrosorbateGenerator
trans-2-Hexenoic acidChEBI
trans-2-HexenoateGenerator
trans-Hex-2-enoateGenerator
Chemical FormulaC6H10O2
Average Mass114.1424 Da
Monoisotopic Mass114.06808 Da
IUPAC Name(2E)-hex-2-enoic acid
Traditional Nameβ-propyl acrylic acid
CAS Registry Number1577-28-2
SMILES
CCC\C=C\C(O)=O
InChI Identifier
InChI=1S/C6H10O2/c1-2-3-4-5-6(7)8/h4-5H,2-3H2,1H3,(H,7,8)/b5-4+
InChI KeyNIONDZDPPYHYKY-SNAWJCMRSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acids and conjugates  
Direct ParentMedium-chain fatty acids  
Alternative Parents
Substituents
  • Medium-chain fatty acid
    • 

  • Unsaturated fatty acid
    • 

  • Straight chain fatty acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • 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
logP1.8ALOGPS
logP1.81ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)5.13ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity32.17 m³·mol⁻¹ChemAxon
Polarizability12.35 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 IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5282707  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available