Showing metabocard for trans-Dodec-2-enoic acid (MMDBc0047813)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 15:43:57 UTC
Update Date2024-04-30 20:30:39 UTC
Metabolite IDMMDBc0047813
Metabolite Identification
Common Nametrans-Dodec-2-enoic acid
DescriptionIn humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. trans-Dodec-2-enoic acid is an intermediate in fatty acid biosynthesis. Specifically, trans-Dodec-2-enoic acid is converted from (R)-3-Hydroxydodecanoic acid via two enzymes; fatty-acid Synthase and 3-Hydroxypalmitoyl- [acyl-carrier-protein] dehydratase (EC: 2.3.1.85 and EC: 4.2.1.61).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fdb59bdea48>


  Mrv0541 02241201182D          

 14 13  0  0  0  0            999 V2000
    9.2913   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0057   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7202   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4347   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1491   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8636   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5781   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2926   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0071   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7215   -6.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0071   -5.5172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5768   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8623   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1478   -6.7547    0.0000 C   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  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11  9  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007fdb59bdea48>

HMDB0010729
     RDKit          3D
trans-Dodec-2-enoic acid
 36 35  0  0  0  0  0  0  0  0999 V2000
   -3.7521   -1.6790   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9926   -0.2529   -1.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7267    0.5782   -1.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114    0.5810    0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8582    1.4166    0.3115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2048    1.4633    1.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1704    0.0722    2.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1131   -0.5805    1.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3633    0.2235    1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3406   -0.4145    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7543    0.2211   -1.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082   -0.3832   -1.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0976    0.2274   -2.9718 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2083   -1.6605   -1.7441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717   -2.1960   -1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785   -1.8114    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7225   -2.2114   -0.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4504   -0.2144   -2.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6897    0.1849   -0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0087    0.1290   -1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9418    1.6088   -1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8515    1.0025    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132   -0.4563    0.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1486    2.4373   -0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1392    1.0601   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9360    1.8282    2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6716    2.1372    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454   -0.5253    2.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6947    0.1264    3.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3163   -1.6015    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6294   -0.7215    0.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1274    1.2317    0.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8533    0.2665    2.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6993   -1.4096    0.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3786    1.2140   -1.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4167   -1.8916   -0.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  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
 11 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 14 36  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007fdb59bdea48>


  Mrv0541 02241201182D          

 14 13  0  0  0  0            999 V2000
    9.2913   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0057   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7202   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4347   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1491   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8636   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5781   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2926   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0071   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7215   -6.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0071   -5.5172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5768   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8623   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1478   -6.7547    0.0000 C   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  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11  9  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047813

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h10-11H,2-9H2,1H3,(H,13,14)/b11-10+

> <INCHI_KEY>
PAWGRNGPMLVJQH-ZHACJKMWSA-N

> <FORMULA>
C12H22O2

> <MOLECULAR_WEIGHT>
198.3019

> <EXACT_MASS>
198.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
25.211604314993327

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
5.02

> <JCHEM_LOGP>
4.4761316073333335

> <ALOGPS_LOGS>
-4.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.0255044264493

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
59.77289999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.87e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trans-2-dodecenoic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007fdb59bdea48>

HMDB0010729
     RDKit          3D
trans-Dodec-2-enoic acid
 36 35  0  0  0  0  0  0  0  0999 V2000
   -3.7521   -1.6790   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9926   -0.2529   -1.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7267    0.5782   -1.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114    0.5810    0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8582    1.4166    0.3115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2048    1.4633    1.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1704    0.0722    2.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1131   -0.5805    1.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3633    0.2235    1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3406   -0.4145    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7543    0.2211   -1.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082   -0.3832   -1.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0976    0.2274   -2.9718 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2083   -1.6605   -1.7441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717   -2.1960   -1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785   -1.8114    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7225   -2.2114   -0.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4504   -0.2144   -2.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6897    0.1849   -0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0087    0.1290   -1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9418    1.6088   -1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8515    1.0025    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132   -0.4563    0.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1486    2.4373   -0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1392    1.0601   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9360    1.8282    2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6716    2.1372    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454   -0.5253    2.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6947    0.1264    3.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3163   -1.6015    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6294   -0.7215    0.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1274    1.2317    0.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8533    0.2665    2.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6993   -1.4096    0.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3786    1.2140   -1.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4167   -1.8916   -0.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  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
 11 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 14 36  1  0
M  END
Download

PDB for #<Metabolite:0x00007fdb59bdea48>

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      17.344 -11.839   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.677 -12.609   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.011 -11.839   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.345 -12.609   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.678 -11.839   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.012 -12.609   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.346 -11.839   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.680 -12.609   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      28.013 -11.839   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      29.347 -12.609   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      28.013 -10.299   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      16.010 -12.609   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.676 -11.839   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.343 -12.609   0.000  0.00  0.00           C+0
CONECT    1    2   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                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    1   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END
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3D PDB for #<Metabolite:0x00007fdb59bdea48>

COMPND    HMDB0010729
HETATM    1  C1  UNL     1      -3.752  -1.679  -0.728  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.993  -0.253  -1.101  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.727   0.578  -1.066  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.111   0.581   0.321  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.858   1.417   0.311  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.205   1.463   1.658  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.170   0.072   2.103  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.113  -0.580   1.136  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.363   0.223   1.025  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.341  -0.414   0.067  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.754   0.221  -1.005  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.708  -0.383  -1.954  1.00  0.00           C  
HETATM   13  O1  UNL     1       5.098   0.227  -2.972  1.00  0.00           O  
HETATM   14  O2  UNL     1       5.208  -1.660  -1.744  1.00  0.00           O  
HETATM   15  H1  UNL     1      -3.072  -2.196  -1.435  1.00  0.00           H  
HETATM   16  H2  UNL     1      -3.378  -1.811   0.295  1.00  0.00           H  
HETATM   17  H3  UNL     1      -4.722  -2.211  -0.788  1.00  0.00           H  
HETATM   18  H4  UNL     1      -4.450  -0.214  -2.107  1.00  0.00           H  
HETATM   19  H5  UNL     1      -4.690   0.185  -0.347  1.00  0.00           H  
HETATM   20  H6  UNL     1      -2.009   0.129  -1.779  1.00  0.00           H  
HETATM   21  H7  UNL     1      -2.942   1.609  -1.404  1.00  0.00           H  
HETATM   22  H8  UNL     1      -2.852   1.002   1.028  1.00  0.00           H  
HETATM   23  H9  UNL     1      -1.813  -0.456   0.586  1.00  0.00           H  
HETATM   24  H10 UNL     1      -1.149   2.437  -0.022  1.00  0.00           H  
HETATM   25  H11 UNL     1      -0.139   1.060  -0.451  1.00  0.00           H  
HETATM   26  H12 UNL     1      -0.936   1.828   2.446  1.00  0.00           H  
HETATM   27  H13 UNL     1       0.672   2.137   1.646  1.00  0.00           H  
HETATM   28  H14 UNL     1      -0.745  -0.525   2.302  1.00  0.00           H  
HETATM   29  H15 UNL     1       0.695   0.126   3.100  1.00  0.00           H  
HETATM   30  H16 UNL     1       1.316  -1.601   1.549  1.00  0.00           H  
HETATM   31  H17 UNL     1       0.629  -0.721   0.138  1.00  0.00           H  
HETATM   32  H18 UNL     1       2.127   1.232   0.622  1.00  0.00           H  
HETATM   33  H19 UNL     1       2.853   0.266   2.016  1.00  0.00           H  
HETATM   34  H20 UNL     1       3.699  -1.410   0.275  1.00  0.00           H  
HETATM   35  H21 UNL     1       3.379   1.214  -1.187  1.00  0.00           H  
HETATM   36  H22 UNL     1       5.417  -1.892  -0.760  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   18   19
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8   28   29
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   11   34
CONECT   11   12   35
CONECT   12   13   13   14
CONECT   14   36
END
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SMILES for #<Metabolite:0x00007fdb59bdea48>

CCCCCCCCC\C=C\C(O)=O
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INCHI for #<Metabolite:0x00007fdb59bdea48>

InChI=1S/C12H22O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h10-11H,2-9H2,1H3,(H,13,14)/b11-10+
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Synonyms
ValueSource
trans-Dodec-2-enoateGenerator
(e)-2-Dodecenoic acidChEBI
12:1, N-10 transChEBI
2-Lauroleic acidChEBI
2t-DodecensaeureChEBI
C12:1, N-10 transChEBI
Dodecen-(2t)-saeureChEBI
trans-2-Lauroleic acidChEBI
(e)-2-DodecenoateGenerator
2-LauroleateGenerator
trans-2-LauroleateGenerator
2-Dodecenoic acidMeSH, HMDB
cis-2-Dodecenoic acidMeSH, HMDB
Molecular FormulaC12H22O2
Average Mass198.3019
Monoisotopic Mass198.161979948
IUPAC Name(2E)-dodec-2-enoic acid
Traditional Nametrans-2-dodecenoic acid
CAS Registry NumberNot Available
SMILES
CCCCCCCCC\C=C\C(O)=O
InChI Identifier
InChI=1S/C12H22O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h10-11H,2-9H2,1H3,(H,13,14)/b11-10+
InChI KeyPAWGRNGPMLVJQH-ZHACJKMWSA-N