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Showing NP-Card for trans-2-Hexenedioic acid (NP0339247)

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Record Information
Version2.0
Created at2024-09-11 20:40:38 UTC
Updated at2024-09-11 20:40:38 UTC
NP-MRD IDNP0339247
Secondary Accession NumbersNone
Natural Product Identification
Common Nametrans-2-Hexenedioic acid
DescriptionTrans-2-Hexenedioic acid, also known as trans-2,3-dehydroadipate or (e)-hex-2-enedioic acid, 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. Trans-2-Hexenedioic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Trans-2-Hexenedioic acid, with regard to humans, has been linked to the inborn metabolic disorder medium chain acyl-coa dehydrogenase deficiency.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0339247 (trans-2-Hexenedioic acid)


  Mrv0541 02251208202D          

 10  9  0  0  0  0            999 V2000
    5.6856   -9.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5106   -9.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9231  -10.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7481  -10.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1606  -10.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9856  -10.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2731   -8.6686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2731  -10.0976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3981  -11.5266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3981  -10.0976    0.0000 O   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  1  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  8  1  2  0  0  0  0
  9  6  1  0  0  0  0
 10  6  2  0  0  0  0
M  END
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3D MOL for NP0339247 (trans-2-Hexenedioic acid)

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3D SDF for NP0339247 (trans-2-Hexenedioic acid)

  Mrv0541 02251208202D          

 10  9  0  0  0  0            999 V2000
    5.6856   -9.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5106   -9.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9231  -10.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7481  -10.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1606  -10.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9856  -10.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2731   -8.6686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2731  -10.0976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3981  -11.5266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3981  -10.0976    0.0000 O   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  1  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  8  1  2  0  0  0  0
  9  6  1  0  0  0  0
 10  6  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0339247

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CC\C=C\C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H8O4/c7-5(8)3-1-2-4-6(9)10/h1,3H,2,4H2,(H,7,8)(H,9,10)/b3-1+

> <INCHI_KEY>
HSBSUGYTMJWPAX-HNQUOIGGSA-N

> <FORMULA>
C6H8O4

> <MOLECULAR_WEIGHT>
144.1253

> <EXACT_MASS>
144.042258744

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
13.600472093603482

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.32

> <JCHEM_LOGP>
0.4884778523333334

> <ALOGPS_LOGS>
-1.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.687668865642289

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.894061525529973

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
33.832300000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.54e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trans-β-hydromuconic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0339247 (trans-2-Hexenedioic acid)
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PDB for NP0339247 (trans-2-Hexenedioic acid)
HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0      10.613 -17.515   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.153 -17.515   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.923 -18.849   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.463 -18.849   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.233 -20.183   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.773 -20.183   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.843 -16.181   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       9.843 -18.849   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      17.543 -21.516   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      17.543 -18.849   0.000  0.00  0.00           O+0
CONECT    1    2    7    8                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    9   10                                                  
CONECT    7    1                                                            
CONECT    8    1                                                            
CONECT    9    6                                                            
CONECT   10    6                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for NP0339247 (trans-2-Hexenedioic acid)
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SMILES for NP0339247 (trans-2-Hexenedioic acid)
OC(=O)CC\C=C\C(O)=O
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INCHI for NP0339247 (trans-2-Hexenedioic acid)
InChI=1S/C6H8O4/c7-5(8)3-1-2-4-6(9)10/h1,3H,2,4H2,(H,7,8)(H,9,10)/b3-1+
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View in JSmol
Synonyms
ValueSource
(e)-Hex-2-enedioic acidChEBI
trans-2,3-Dehydroadipic acidChEBI
trans-2,3-Didehydroadipic acidChEBI
(e)-Hex-2-enedioateGenerator
trans-2,3-DehydroadipateGenerator
trans-2,3-DidehydroadipateGenerator
trans-2-HexenedioateGenerator
(2E)-Hex-2-enedioateHMDB
(2E)-Hex-2-enedioic acidHMDB
Chemical FormulaC6H8O4
Average Mass144.1253 Da
Monoisotopic Mass144.04226 Da
IUPAC Name(2E)-hex-2-enedioic acid
Traditional Nametrans-β-hydromuconic acid
CAS Registry NumberNot Available
SMILES
OC(=O)CC\C=C\C(O)=O
InChI Identifier
InChI=1S/C6H8O4/c7-5(8)3-1-2-4-6(9)10/h1,3H,2,4H2,(H,7,8)(H,9,10)/b3-1+
InChI KeyHSBSUGYTMJWPAX-HNQUOIGGSA-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 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
    • 

  • Dicarboxylic 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
logP0.32ALOGPS
logP0.49ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)3.89ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity33.83 m³·mol⁻¹ChemAxon
Polarizability13.6 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0013311  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB029375  
KNApSAcK IDNot Available
Chemspider ID9052499  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10877230  
PDB IDNot Available
ChEBI ID49296  
Good Scents IDNot Available
References
General ReferencesNot Available