NP-MRD: Showing NP-Card for 12-Hydroxydodecanoic acid (NP0000382)

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Record Information

Version

1.0

Created at

2006-05-22 14:17:34 UTC

Updated at

2021-08-19 23:58:04 UTC

NP-MRD ID

NP0000382

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-Hydroxydodecanoic acid

Description

12-Hydroxydodecanoic acid is the substrate of the human glutathione-dependent formaldehyde dehydrogenase (EC1.1.1.1). The enzyme that catalyzes the conversion of alcohols to aldehydes is a zinc-containing dimeric enzyme responsible for the oxidation of long-chain alcohols and omega-hydroxy fatty acids. (OMIM). The human glutathione-dependent formaldehyde dehydrogenase is unique among the structurally studied members of the alcohol dehydrogenase family in that it follows a random bi kinetic mechanism forming a binary complex, and a ternary complex with NAD+. (PMID 12196016 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0002059
     RDKit          3D
12-Hydroxydodecanoic acid
 39 38  0  0  0  0  0  0  0  0999 V2000
    5.5727    1.1603   -1.2575 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8599    0.3532   -0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1960    0.3865    0.0854 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9789   -0.6177    0.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5544   -0.6097   -0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737    0.7001    0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4687    0.6495   -0.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6690   -0.3971    0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7631   -0.3250   -0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5467   -1.3562    0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9462   -1.6168   -0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0004   -0.6025    0.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9283    0.6817   -0.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1871    1.5369   -0.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2715    1.7964    1.0522 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5984    1.2790    0.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9880   -0.4268    1.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3740   -1.6595    0.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5484   -0.9486   -1.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0270   -1.3950    0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3919    1.5017   -0.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9142    1.0168    1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391    0.4615   -1.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9419    1.6249   -0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0665   -1.4083    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6218   -0.1830    1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6778   -0.5705   -1.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0211    0.7146   -0.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9724   -2.3382    0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4792   -1.1895    1.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0539   -2.1416   -1.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2589   -2.4871    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1455   -0.4498    1.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9682   -1.1056   -0.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8779    0.5306   -1.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1180    1.3104   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0884    2.4813   -0.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0721    0.9906   -0.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7078    2.6526    1.2625 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
M  END

12H
  Mrv1652305261923522D          

 15 14  0  0  0  0            999 V2000
   -3.7259    0.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0113   -0.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2969    0.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5823   -0.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8678    0.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1533   -0.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5612    0.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2758   -0.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9903    0.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7048   -0.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4194    0.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1339   -0.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4404   -0.1851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8484    0.2274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1339   -1.0102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 13  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000382

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H24O3/c13-11-9-7-5-3-1-2-4-6-8-10-12(14)15/h13H,1-11H2,(H,14,15)

> <INCHI_KEY>
ZDHCZVWCTKTBRY-UHFFFAOYSA-N

> <FORMULA>
C12H24O3

> <MOLECULAR_WEIGHT>
216.3172

> <EXACT_MASS>
216.172544634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
26.84877088275522

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
12-hydroxydodecanoic acid

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
3.041629501

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.84394282199214

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019704603348

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9922594590354228

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
60.6083

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-hydroxydodecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002059
     RDKit          3D
12-Hydroxydodecanoic acid
 39 38  0  0  0  0  0  0  0  0999 V2000
    5.5727    1.1603   -1.2575 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8599    0.3532   -0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1960    0.3865    0.0854 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9789   -0.6177    0.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5544   -0.6097   -0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737    0.7001    0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4687    0.6495   -0.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6690   -0.3971    0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7631   -0.3250   -0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5467   -1.3562    0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9462   -1.6168   -0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0004   -0.6025    0.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9283    0.6817   -0.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1871    1.5369   -0.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2715    1.7964    1.0522 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5984    1.2790    0.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9880   -0.4268    1.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3740   -1.6595    0.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5484   -0.9486   -1.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0270   -1.3950    0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3919    1.5017   -0.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9142    1.0168    1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391    0.4615   -1.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9419    1.6249   -0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0665   -1.4083    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6218   -0.1830    1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6778   -0.5705   -1.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0211    0.7146   -0.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9724   -2.3382    0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4792   -1.1895    1.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0539   -2.1416   -1.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2589   -2.4871    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1455   -0.4498    1.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9682   -1.1056   -0.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8779    0.5306   -1.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1180    1.3104   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0884    2.4813   -0.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0721    0.9906   -0.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7078    2.6526    1.2625 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
M  END

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 12H                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0      -6.955   0.424   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.621  -0.346   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.288   0.424   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.954  -0.346   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.620   0.424   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.286  -0.346   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.048   0.424   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.381  -0.346   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.715   0.424   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.049  -0.346   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.383   0.424   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.717  -0.346   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -8.289  -0.346   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       9.050   0.424   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       7.717  -1.886   0.000  0.00  0.00           O+0
CONECT    1    2   13                                                       
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                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   14   15                                                  
CONECT   13    1                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0002059
HETATM    1  O1  UNL     1       5.573   1.160  -1.257  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.860   0.353  -0.357  1.00  0.00           C  
HETATM    3  O2  UNL     1       7.196   0.386   0.085  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.979  -0.618   0.291  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.554  -0.610  -0.195  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.874   0.700   0.021  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.469   0.649  -0.490  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.669  -0.397   0.210  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.763  -0.325  -0.409  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.547  -1.356   0.282  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.946  -1.617  -0.055  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.000  -0.603   0.126  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.928   0.682  -0.602  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.187   1.537  -0.294  1.00  0.00           C  
HETATM   15  O3  UNL     1      -5.271   1.796   1.052  1.00  0.00           O  
HETATM   16  H1  UNL     1       7.598   1.279   0.266  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.988  -0.427   1.383  1.00  0.00           H  
HETATM   18  H3  UNL     1       5.374  -1.659   0.116  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.548  -0.949  -1.236  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.027  -1.395   0.392  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.392   1.502  -0.578  1.00  0.00           H  
HETATM   22  H7  UNL     1       2.914   1.017   1.092  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.439   0.462  -1.597  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.942   1.625  -0.359  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.066  -1.408   0.048  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.622  -0.183   1.278  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.678  -0.570  -1.491  1.00  0.00           H  
HETATM   28  H13 UNL     1      -1.021   0.715  -0.320  1.00  0.00           H  
HETATM   29  H14 UNL     1      -0.972  -2.338   0.137  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.479  -1.190   1.397  1.00  0.00           H  
HETATM   31  H16 UNL     1      -3.054  -2.142  -1.066  1.00  0.00           H  
HETATM   32  H17 UNL     1      -3.259  -2.487   0.636  1.00  0.00           H  
HETATM   33  H18 UNL     1      -4.145  -0.450   1.235  1.00  0.00           H  
HETATM   34  H19 UNL     1      -4.968  -1.106  -0.226  1.00  0.00           H  
HETATM   35  H20 UNL     1      -3.878   0.531  -1.678  1.00  0.00           H  
HETATM   36  H21 UNL     1      -3.118   1.310  -0.167  1.00  0.00           H  
HETATM   37  H22 UNL     1      -5.088   2.481  -0.860  1.00  0.00           H  
HETATM   38  H23 UNL     1      -6.072   0.991  -0.667  1.00  0.00           H  
HETATM   39  H24 UNL     1      -5.708   2.653   1.263  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   16
CONECT    4    5   17   18
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8   23   24
CONECT    8    9   25   26
CONECT    9   10   27   28
CONECT   10   11   29   30
CONECT   11   12   31   32
CONECT   12   13   33   34
CONECT   13   14   35   36
CONECT   14   15   37   38
CONECT   15   39
END

HMDB0002059
     RDKit          3D
12-Hydroxydodecanoic acid
 39 38  0  0  0  0  0  0  0  0999 V2000
    5.5727    1.1603   -1.2575 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8599    0.3532   -0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1960    0.3865    0.0854 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9789   -0.6177    0.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5544   -0.6097   -0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737    0.7001    0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4687    0.6495   -0.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6690   -0.3971    0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7631   -0.3250   -0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5467   -1.3562    0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9462   -1.6168   -0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0004   -0.6025    0.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9283    0.6817   -0.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1871    1.5369   -0.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2715    1.7964    1.0522 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5984    1.2790    0.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9880   -0.4268    1.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3740   -1.6595    0.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5484   -0.9486   -1.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0270   -1.3950    0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3919    1.5017   -0.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9142    1.0168    1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391    0.4615   -1.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9419    1.6249   -0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0665   -1.4083    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6218   -0.1830    1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6778   -0.5705   -1.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0211    0.7146   -0.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9724   -2.3382    0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4792   -1.1895    1.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0539   -2.1416   -1.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2589   -2.4871    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1455   -0.4498    1.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9682   -1.1056   -0.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8779    0.5306   -1.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1180    1.3104   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0884    2.4813   -0.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0721    0.9906   -0.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7078    2.6526    1.2625 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
M  END

View in JSmol

Synonyms

Value	Source
12-Hydroxy lauric acid	ChEBI
2-Hydroxy-dodecanoic acid	ChEBI
Omega-hydroxy lauric acid	ChEBI
Omega-hydroxydodecanoic acid	ChEBI
Omega-OH dodecanoic acid	ChEBI
Omega-OH lauric acid	ChEBI
12-Hydroxy laate	Generator
12-Hydroxy laic acid	Generator
2-Hydroxy-dodecanoate	Generator
Omega-hydroxy laate	Generator
Omega-hydroxy laic acid	Generator
Omega-hydroxydodecanoate	Generator
Omega-OH dodecanoate	Generator
Omega-OH laate	Generator
Omega-OH laic acid	Generator
12-Hydroxydodecanoate	Generator
12-Hydroxylaurate	HMDB
12-Hydroxylauric acid	HMDB
Omega hydroxy dodecanoate	HMDB
Omega hydroxy dodecanoic acid	HMDB
Omega-hydroxylauric acid	HMDB
Sabinate	HMDB
12-Hydroxydodecanoic acid	ChEBI

Chemical Formula

C₁₂H₂₄O₃

Average Mass

216.3172 Da

Monoisotopic Mass

216.17254 Da

IUPAC Name

12-hydroxydodecanoic acid

Traditional Name

12-hydroxydodecanoic acid

CAS Registry Number

505-95-3

SMILES

OCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C12H24O3/c13-11-9-7-5-3-1-2-4-6-8-10-12(14)15/h13H,1-11H2,(H,14,15)

InChI Key

ZDHCZVWCTKTBRY-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Pinus radiata	KNApSAcK Database	22123792
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB
Trypanosoma brucei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Medium-chain hydroxy acids and derivatives

Direct Parent

Medium-chain hydroxy acids and derivatives

Alternative Parents

Substituents

Medium-chain hydroxy acid
Medium-chain fatty acid
Hydroxy fatty acid
Straight chain fatty acid
Fatty acyl
Fatty acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

medium-chain fatty acid (CHEBI:39567 )
omega-hydroxy fatty acid (CHEBI:39567 )
Hydroxy fatty acids (C08317 )
Hydroxy fatty acids (LMFA01050039 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	85.00 to 88.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	359.00 to 360.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	278 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.866 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
Water Solubility	0.21 g/L	ALOGPS
logP	3.5	ALOGPS
logP	3.04	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	60.61 m³·mol⁻¹	ChemAxon
Polarizability	26.85 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0002059

DrugBank ID

DB03704

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6465

PubChem Compound

79034

PDB ID

Not Available

ChEBI ID

39567

Good Scents ID

rw1157251

References

General References

Sanghani PC, Robinson H, Bosron WF, Hurley TD: Human glutathione-dependent formaldehyde dehydrogenase. Structures of apo, binary, and inhibitory ternary complexes. Biochemistry. 2002 Sep 3;41(35):10778-86. [PubMed:12196016 ]
Ichihara K, Yamakawa I, Kusunose E, Kusunose M: Fatty acid omega and (omega-1)-Hydroxylation in rabbit intestinal mucosa microsomes. J Biochem. 1979 Jul;86(1):139-46. [PubMed:113393 ]
Crespi CL, Chang TK, Waxman DJ: Determination of CYP4A11-catalyzed lauric acid 12-hydroxylation by high-performance liquid chromatography with radiometric detection. Methods Mol Biol. 2006;320:143-7. doi: 10.1385/1-59259-998-2:143. [PubMed:16719385 ]
Gotoh Y, Sumimoto H, Minakami S: Formation of 20-oxoleukotriene B4 by an alcohol dehydrogenase isolated from human neutrophils. Biochim Biophys Acta. 1990 Mar 12;1043(1):52-6. doi: 10.1016/0005-2760(90)90109-b. [PubMed:2155662 ]
Chaurasia CS, Alterman MA, Lu P, Hanzlik RP: Biochemical characterization of lauric acid omega-hydroxylation by a CYP4A1/NADPH-cytochrome P450 reductase fusion protein. Arch Biochem Biophys. 1995 Feb 20;317(1):161-9. doi: 10.1006/abbi.1995.1149. [PubMed:7872779 ]

Showing NP-Card for 12-Hydroxydodecanoic acid (NP0000382)

MOL for NP0000382 (12-Hydroxydodecanoic acid)

3D MOL for NP0000382 (12-Hydroxydodecanoic acid)

3D SDF for NP0000382 (12-Hydroxydodecanoic acid)

3D-SDF for NP0000382 (12-Hydroxydodecanoic acid)

PDB for NP0000382 (12-Hydroxydodecanoic acid)

3D PDB for NP0000382 (12-Hydroxydodecanoic acid)

SMILES for NP0000382 (12-Hydroxydodecanoic acid)

INCHI for NP0000382 (12-Hydroxydodecanoic acid)

Structure for NP0000382 (12-Hydroxydodecanoic acid)

3D Structure for NP0000382 (12-Hydroxydodecanoic acid)