MiMeDB: Showing metabocard for 4,4'-diaponeurosporenoic acid (MMDBc0055542)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:58:29 UTC

Update Date

2025-10-07 16:09:11 UTC

Metabolite ID

MMDBc0055542

Metabolite Identification

Common Name

4,4'-diaponeurosporenoic acid

Description

4,4'-diaponeurosporenoic acid is a carotenoid derivative belonging to the chemical class of terpenoids. Its chemical structure features a complex arrangement of carbon atoms, characteristic of carotenoids, which are known for their role in light absorption and photoprotection in various organisms. This compound is synthesized through a series of enzymatic reactions involving the conversion of precursors such as 4,4'-diapophytoene and 4,4'-diaponeurosporene, facilitated by enzymes like CrtP2 and AldH, which catalyze the oxidation processes necessary for its formation (PMID:22535955 , PMID:33322786 ). In microbial systems, particularly in Staphylococcus xylosus, naringenin has been shown to significantly influence the carotenoid profile, leading to an increased relative proportion of 4,4'-diaponeurosporenoic acid (PMID:36746312 ). Additionally, it is involved in the biosynthetic pathway leading to staphyloxanthin, a major pigment, indicating its role in the metabolic processes that contribute to the coloration and potential protective functions of certain bacteria (PMID:7275937 ). Overall, 4,4'-diaponeurosporenoic acid exemplifies the intricate biochemical pathways that generate diverse carotenoid compounds.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221582D          

 45 44  0  0  0  0            999 V2000
   13.6125    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6125    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2000    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7250    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.4250    2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    4.2868    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    4.2868    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500    5.7158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875    6.4302    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  2  0  0  0  0
 19 12  2  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  0  0  0  0
 22 13  2  0  0  0  0
 23 13  1  0  0  0  0
 24  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24 14  2  0  0  0  0
 25  3  1  0  0  0  0
 25 15  2  0  0  0  0
 25 18  1  0  0  0  0
 26  4  1  0  0  0  0
 26 16  2  0  0  0  0
 26 19  1  0  0  0  0
 27  5  1  0  0  0  0
 27 17  1  0  0  0  0
 27 20  2  0  0  0  0
 28  6  1  0  0  0  0
 28 21  2  0  0  0  0
 28 22  1  0  0  0  0
 29  7  1  0  0  0  0
 29 23  2  0  0  0  0
 30 29  1  0  0  0  0
 31 30  2  0  0  0  0
 32 30  1  0  0  0  0
 33  8  1  0  0  0  0
 34  9  1  0  0  0  0
 35 11  1  0  0  0  0
 36 12  1  0  0  0  0
 37 13  1  0  0  0  0
 38 15  1  0  0  0  0
 39 16  1  0  0  0  0
 40 18  1  0  0  0  0
 41 19  1  0  0  0  0
 42 20  1  0  0  0  0
 43 21  1  0  0  0  0
 44 22  1  0  0  0  0
 45 23  1  0  0  0  0
M  CHG  1  32  -1
M  END


  Mrv1652306172221582D          

 45 44  0  0  0  0            999 V2000
   13.6125    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6125    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2000    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7250    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.4250    2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    4.2868    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    4.2868    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500    5.7158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875    6.4302    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  2  0  0  0  0
 19 12  2  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  0  0  0  0
 22 13  2  0  0  0  0
 23 13  1  0  0  0  0
 24  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24 14  2  0  0  0  0
 25  3  1  0  0  0  0
 25 15  2  0  0  0  0
 25 18  1  0  0  0  0
 26  4  1  0  0  0  0
 26 16  2  0  0  0  0
 26 19  1  0  0  0  0
 27  5  1  0  0  0  0
 27 17  1  0  0  0  0
 27 20  2  0  0  0  0
 28  6  1  0  0  0  0
 28 21  2  0  0  0  0
 28 22  1  0  0  0  0
 29  7  1  0  0  0  0
 29 23  2  0  0  0  0
 30 29  1  0  0  0  0
 31 30  2  0  0  0  0
 32 30  1  0  0  0  0
 33  8  1  0  0  0  0
 34  9  1  0  0  0  0
 35 11  1  0  0  0  0
 36 12  1  0  0  0  0
 37 13  1  0  0  0  0
 38 15  1  0  0  0  0
 39 16  1  0  0  0  0
 40 18  1  0  0  0  0
 41 19  1  0  0  0  0
 42 20  1  0  0  0  0
 43 21  1  0  0  0  0
 44 22  1  0  0  0  0
 45 23  1  0  0  0  0
M  CHG  1  32  -1
M  END
> <DATABASE_ID>
MMDBc0055542

> <DATABASE_NAME>
MIME

> <SMILES>
[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)C([O-])=O)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C30H40O2/c1-24(2)14-10-17-27(5)20-11-18-25(3)15-8-9-16-26(4)19-12-21-28(6)22-13-23-29(7)30(31)32/h8-9,11-16,18-23H,10,17H2,1-7H3,(H,31,32)/p-1/b9-8+,18-11+,19-12+,22-13+,25-15+,26-16+,27-20+,28-21+,29-23+

> <INCHI_KEY>
NXJSQJIGCCIMAE-ORIYTCASSA-M

> <FORMULA>
C30H39O2

> <MOLECULAR_WEIGHT>
431.641

> <EXACT_MASS>
431.295554076

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
55.20200620203458

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,4E,6E,8E,10E,12E,14E,16E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,4,6,8,10,12,14,16,18,22-decaenoate

> <JCHEM_LOGP>
8.166017525

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.946209474020258

> <JCHEM_POLAR_SURFACE_AREA>
40.129999999999995

> <JCHEM_REFRACTIVITY>
161.63850000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E,6E,8E,10E,12E,14E,16E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,4,6,8,10,12,14,16,18,22-decaenoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      25.410  14.670   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.410  12.003   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.170   6.668   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.470   6.668   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.790   9.336   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.850   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.090   6.668   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.330  12.003   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.710   9.336   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.100  13.337   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.780   5.335   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.790  12.003   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.470   4.001   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.480  10.669   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      24.640  13.337   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.400   8.002   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      20.020  10.669   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O-1
HETATM   33  H   UNK     0      13.860   5.335   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0      10.780   8.002   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      18.480   8.002   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.160   5.335   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.540   2.667   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0      13.090   9.336   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0      11.550   4.001   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0      15.400  10.669   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       9.240   2.667   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0      17.710  12.003   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       6.930   1.334   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.620   0.000   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.310  -1.334   0.000  0.00  0.00           H+0
CONECT    1   24                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7   29                                                            
CONECT    8    9   15   33                                                  
CONECT    9    8   16   34                                                  
CONECT   10   14   17                                                       
CONECT   11   18   20   35                                                  
CONECT   12   19   21   36                                                  
CONECT   13   22   23   37                                                  
CONECT   14   10   24                                                       
CONECT   15    8   25   38                                                  
CONECT   16    9   26   39                                                  
CONECT   17   10   27                                                       
CONECT   18   11   25   40                                                  
CONECT   19   12   26   41                                                  
CONECT   20   11   27   42                                                  
CONECT   21   12   28   43                                                  
CONECT   22   13   28   44                                                  
CONECT   23   13   29   45                                                  
CONECT   24    1    2   14                                                  
CONECT   25    3   15   18                                                  
CONECT   26    4   16   19                                                  
CONECT   27    5   17   20                                                  
CONECT   28    6   21   22                                                  
CONECT   29    7   23   30                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33    8                                                            
CONECT   34    9                                                            
CONECT   35   11                                                            
CONECT   36   12                                                            
CONECT   37   13                                                            
CONECT   38   15                                                            
CONECT   39   16                                                            
CONECT   40   18                                                            
CONECT   41   19                                                            
CONECT   42   20                                                            
CONECT   43   21                                                            
CONECT   44   22                                                            
CONECT   45   23                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   88    0
END

Synonyms

Value	Source
4,4'-Diaponeurosporenoic acid	Generator

Molecular Formula

C₃₀H₃₉O₂

Average Mass

431.641

Monoisotopic Mass

431.295554076

IUPAC Name

(2E,4E,6E,8E,10E,12E,14E,16E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,4,6,8,10,12,14,16,18,22-decaenoate

Traditional Name

(2E,4E,6E,8E,10E,12E,14E,16E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,4,6,8,10,12,14,16,18,22-decaenoate

CAS Registry Number

Not Available

SMILES

[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)C([O-])=O)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)CCC=C(C)C

InChI Identifier

InChI=1S/C30H40O2/c1-24(2)14-10-17-27(5)20-11-18-25(3)15-8-9-16-26(4)19-12-21-28(6)22-13-23-29(7)30(31)32/h8-9,11-16,18-23H,10,17H2,1-7H3,(H,31,32)/p-1/b9-8+,18-11+,19-12+,22-13+,25-15+,26-16+,27-20+,28-21+,29-23+

InChI Key

NXJSQJIGCCIMAE-ORIYTCASSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Very long-chain fatty acid
Branched fatty acid
Methyl-branched fatty acid
Unsaturated fatty acid
Fatty acyl
Fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

monocarboxylic acid anion (CHEBI:79064 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	8.17	ChemAxon
pKa (Strongest Acidic)	4.95	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.13 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	161.64 m³·mol⁻¹	ChemAxon
Polarizability	55.2 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	1075.6
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-24	45.0
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	1274.4
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	971.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	1414.0
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	1156.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	5141.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-24	113.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	747.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	1479.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	1016.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	792.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	454.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	9.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	531.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	436.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	876.5
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1896.9
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	3381.1

Retention Indices

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Firmicutes	1	Human

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

34448534

KEGG Compound ID

Not Available

BioCyc ID

CPD-9913

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25246295

PDB ID

Not Available

ChEBI ID

79064

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 4,4'-diaponeurosporenoic acid (MMDBc0055542)

MOL for #<Metabolite:0x00007f9af0b84470>

3D MOL for #<Metabolite:0x00007f9af0b84470>

3D SDF for #<Metabolite:0x00007f9af0b84470>

3D-SDF for #<Metabolite:0x00007f9af0b84470>

PDB for #<Metabolite:0x00007f9af0b84470>

3D PDB for #<Metabolite:0x00007f9af0b84470>

SMILES for #<Metabolite:0x00007f9af0b84470>

INCHI for #<Metabolite:0x00007f9af0b84470>

Structure for #<Metabolite:0x00007f9af0b84470>

3D Structure for #<Metabolite:0x00007f9af0b84470>