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Showing NP-Card for trans-3-Octenedioic acid (NP0339248)

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Record Information
Version2.0
Created at2024-09-11 20:40:54 UTC
Updated at2024-09-11 20:40:54 UTC
NP-MRD IDNP0339248
Secondary Accession NumbersNone
Natural Product Identification
Common Nametrans-3-Octenedioic acid
DescriptionTrans-3-Octenedioic acid, also known as trans-3-octene -1,8-dioate, 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-3-Octenedioic acid is a weakly acidic compound (based on its pKa). Trans-3-Octenedioic 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 NP0339248 (trans-3-Octenedioic acid)


  Mrv0541 02251208202D          

 12 11  0  0  0  0            999 V2000
    4.7512  -11.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5762  -11.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9887  -12.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8137  -12.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2262  -12.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0512  -12.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4637  -13.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2887  -13.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7012  -14.2589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7012  -12.8299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3387  -10.6864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3387  -12.1154    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  2  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  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  2  0  0  0  0
 11  1  1  0  0  0  0
 12  1  2  0  0  0  0
M  END
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3D MOL for NP0339248 (trans-3-Octenedioic acid)

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3D SDF for NP0339248 (trans-3-Octenedioic acid)

  Mrv0541 02251208202D          

 12 11  0  0  0  0            999 V2000
    4.7512  -11.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5762  -11.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9887  -12.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8137  -12.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2262  -12.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0512  -12.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4637  -13.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2887  -13.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7012  -14.2589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7012  -12.8299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3387  -10.6864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3387  -12.1154    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  2  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  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  2  0  0  0  0
 11  1  1  0  0  0  0
 12  1  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0339248

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H12O4/c9-7(10)5-3-1-2-4-6-8(11)12/h1,3H,2,4-6H2,(H,9,10)(H,11,12)/b3-1+

> <INCHI_KEY>
QWWZNXBOJLOHGI-HNQUOIGGSA-N

> <FORMULA>
C8H12O4

> <MOLECULAR_WEIGHT>
172.1785

> <EXACT_MASS>
172.073558872

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
17.521250436241438

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-oct-3-enedioic acid

> <ALOGPS_LOGP>
1.01

> <JCHEM_LOGP>
1.0178700359999997

> <ALOGPS_LOGS>
-1.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.806499313192189

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.0514895342106465

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
43.0576

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-oct-3-enedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0339248 (trans-3-Octenedioic acid)
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PDB for NP0339248 (trans-3-Octenedioic 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       8.869 -21.282   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.409 -21.282   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.179 -22.615   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.719 -22.615   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.489 -23.949   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.029 -23.949   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.799 -25.283   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.339 -25.283   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      18.109 -26.617   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      18.109 -23.949   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       8.099 -19.948   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       8.099 -22.615   0.000  0.00  0.00           O+0
CONECT    1    2   11   12                                                  
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   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    1                                                            
CONECT   12    1                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

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3D PDB for NP0339248 (trans-3-Octenedioic acid)
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SMILES for NP0339248 (trans-3-Octenedioic acid)
OC(=O)CCC\C=C\CC(O)=O
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INCHI for NP0339248 (trans-3-Octenedioic acid)
InChI=1S/C8H12O4/c9-7(10)5-3-1-2-4-6-8(11)12/h1,3H,2,4-6H2,(H,9,10)(H,11,12)/b3-1+
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Synonyms
ValueSource
trans-3-OctenedioateGenerator
trans-3-Octene -1,8-dioateHMDB
trans-3-Octene -1,8-dioic acidHMDB
trans-3-Octene-1,8-dioiateHMDB
trans-3-OctenedioiateHMDB
(3E)-Oct-3-enedioateGenerator
Chemical FormulaC8H12O4
Average Mass172.1785 Da
Monoisotopic Mass172.07356 Da
IUPAC Name(3E)-oct-3-enedioic acid
Traditional Name(3E)-oct-3-enedioic acid
CAS Registry NumberNot Available
SMILES
OC(=O)CCC\C=C\CC(O)=O
InChI Identifier
InChI=1S/C8H12O4/c9-7(10)5-3-1-2-4-6-8(11)12/h1,3H,2,4-6H2,(H,9,10)(H,11,12)/b3-1+
InChI KeyQWWZNXBOJLOHGI-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 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
logP1.01ALOGPS
logP1.02ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)4.05ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity43.06 m³·mol⁻¹ChemAxon
Polarizability17.52 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0013312  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB029376  
KNApSAcK IDNot Available
Chemspider ID11431462  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound22495178  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available