Showing metabocard for (2E)-oct-2-enedioic acid (MMDBc0050229)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-05-16 19:52:23 UTC
Update Date2024-10-17 05:21:24 UTC
Metabolite IDMMDBc0050229
Metabolite Identification
Common Name(2E)-oct-2-enedioic acid
Description2-Octenedioic acid is an unsaturated dicarboxylic acid found in the urine of persons with abnormal fatty acid metabolism, such as patients with Dicarboxylic aciduria (PMID 2094705 , 2614263 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f91f0287bc8>


  Mrv1652305261923552D          

 12 11  0  0  0  0            999 V2000
   10.4139  -10.9515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6993  -12.1891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834  -11.3640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6980  -10.1265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5559  -10.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2704  -11.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8414  -11.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9849  -10.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269  -10.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6993  -11.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124  -11.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6980  -10.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  2 10  2  0  0  0  0
  3 12  1  0  0  0  0
  4 12  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f91f0287bc8>

HMDB0000341
     RDKit          3D
2-Octenedioic acid
 24 23  0  0  0  0  0  0  0  0999 V2000
    3.8022   -0.1529    2.0606 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6905    0.7457    1.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5342    1.8416    1.1537 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6375    0.6212    0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8149   -0.4101    0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7677   -0.4797   -0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5839   -0.4965   -0.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6334   -0.5700   -1.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0126   -0.5883   -0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1274    0.6668    0.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4516    1.7215   -0.3822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8676    0.6143    1.5675 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4748    1.8011    0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5187    1.3830   -0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8921   -1.1907    0.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9040   -1.4287   -1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7847    0.4012   -1.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7414    0.4038    0.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6899   -1.4469    0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4966    0.3258   -1.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4210   -1.4898   -1.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0948   -1.4406    0.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7683   -0.6537   -1.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9328    1.4380    2.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  9 22  1  0
  9 23  1  0
 12 24  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f91f0287bc8>


  Mrv1652305261923552D          

 12 11  0  0  0  0            999 V2000
   10.4139  -10.9515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6993  -12.1891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834  -11.3640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6980  -10.1265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5559  -10.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2704  -11.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8414  -11.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9849  -10.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269  -10.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6993  -11.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124  -11.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6980  -10.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  2 10  2  0  0  0  0
  3 12  1  0  0  0  0
  4 12  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0050229

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H12O4/c9-7(10)5-3-1-2-4-6-8(11)12/h3,5H,1-2,4,6H2,(H,9,10)(H,11,12)/b5-3+

> <INCHI_KEY>
BNTPVRGYUHJFHN-HWKANZROSA-N

> <FORMULA>
C8H12O4

> <MOLECULAR_WEIGHT>
172.1785

> <EXACT_MASS>
172.073558872

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
17.606335881515626

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.14

> <JCHEM_LOGP>
1.3776151823333334

> <ALOGPS_LOGS>
-1.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.910202421504832

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.145957184965917

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
43.03430000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(E)-oct-2-enedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f91f0287bc8>

HMDB0000341
     RDKit          3D
2-Octenedioic acid
 24 23  0  0  0  0  0  0  0  0999 V2000
    3.8022   -0.1529    2.0606 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6905    0.7457    1.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5342    1.8416    1.1537 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6375    0.6212    0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8149   -0.4101    0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7677   -0.4797   -0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5839   -0.4965   -0.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6334   -0.5700   -1.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0126   -0.5883   -0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1274    0.6668    0.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4516    1.7215   -0.3822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8676    0.6143    1.5675 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4748    1.8011    0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5187    1.3830   -0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8921   -1.1907    0.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9040   -1.4287   -1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7847    0.4012   -1.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7414    0.4038    0.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6899   -1.4469    0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4966    0.3258   -1.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4210   -1.4898   -1.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0948   -1.4406    0.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7683   -0.6537   -1.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9328    1.4380    2.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  9 22  1  0
  9 23  1  0
 12 24  1  0
M  END
Download

PDB for #<Metabolite:0x00007f91f0287bc8>

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0      19.439 -20.443   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      18.105 -22.753   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       7.436 -21.213   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       8.770 -18.903   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      14.104 -20.443   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.438 -21.213   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.771 -21.213   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.772 -20.443   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.437 -20.443   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.105 -21.213   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.103 -21.213   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.770 -20.443   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   12                                                            
CONECT    4   12                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    1    2    8                                                  
CONECT   11    9   12                                                       
CONECT   12    3    4   11                                                  
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
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3D PDB for #<Metabolite:0x00007f91f0287bc8>

COMPND    HMDB0000341
HETATM    1  O1  UNL     1       3.802  -0.153   2.061  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.690   0.746   1.192  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.534   1.842   1.154  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.638   0.621   0.200  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.815  -0.410   0.207  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.768  -0.480  -0.826  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.584  -0.497  -0.104  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.633  -0.570  -1.207  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.013  -0.588  -0.562  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.127   0.667   0.210  1.00  0.00           C  
HETATM   11  O3  UNL     1      -3.452   1.722  -0.382  1.00  0.00           O  
HETATM   12  O4  UNL     1      -2.868   0.614   1.567  1.00  0.00           O  
HETATM   13  H1  UNL     1       5.475   1.801   0.750  1.00  0.00           H  
HETATM   14  H2  UNL     1       2.519   1.383  -0.562  1.00  0.00           H  
HETATM   15  H3  UNL     1       1.892  -1.191   0.940  1.00  0.00           H  
HETATM   16  H4  UNL     1       0.904  -1.429  -1.379  1.00  0.00           H  
HETATM   17  H5  UNL     1       0.785   0.401  -1.497  1.00  0.00           H  
HETATM   18  H6  UNL     1      -0.741   0.404   0.487  1.00  0.00           H  
HETATM   19  H7  UNL     1      -0.690  -1.447   0.470  1.00  0.00           H  
HETATM   20  H8  UNL     1      -1.497   0.326  -1.843  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.421  -1.490  -1.773  1.00  0.00           H  
HETATM   22  H10 UNL     1      -3.095  -1.441   0.122  1.00  0.00           H  
HETATM   23  H11 UNL     1      -3.768  -0.654  -1.370  1.00  0.00           H  
HETATM   24  H12 UNL     1      -2.933   1.438   2.145  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   13
CONECT    4    5    5   14
CONECT    5    6   15
CONECT    6    7   16   17
CONECT    7    8   18   19
CONECT    8    9   20   21
CONECT    9   10   22   23
CONECT   10   11   11   12
CONECT   12   24
END
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SMILES for #<Metabolite:0x00007f91f0287bc8>

OC(=O)CCCC\C=C\C(O)=O
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INCHI for #<Metabolite:0x00007f91f0287bc8>

InChI=1S/C8H12O4/c9-7(10)5-3-1-2-4-6-8(11)12/h3,5H,1-2,4,6H2,(H,9,10)(H,11,12)/b5-3+
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Synonyms
ValueSource
2-OctenedioateGenerator
1-Hexene-1,6-dicarboxylateHMDB
1-Hexene-1,6-dicarboxylic acidHMDB
(2E)-Oct-2-enedioateHMDB
Molecular FormulaC8H12O4
Average Mass172.1785
Monoisotopic Mass172.073558872
IUPAC Name(2E)-oct-2-enedioic acid
Traditional Name(E)-oct-2-enedioic acid
CAS Registry NumberNot Available
SMILES
OC(=O)CCCC\C=C\C(O)=O
InChI Identifier
InChI=1S/C8H12O4/c9-7(10)5-3-1-2-4-6-8(11)12/h3,5H,1-2,4,6H2,(H,9,10)(H,11,12)/b5-3+
InChI KeyBNTPVRGYUHJFHN-HWKANZROSA-N