MiMeDB: Showing metabocard for (R)-3-Hydroxydodecanoic acid (MMDBc0047812)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:43:54 UTC

Update Date

2022-09-01 01:59:28 UTC

Metabolite ID

MMDBc0047812

Metabolite Identification

Common Name

(R)-3-Hydroxydodecanoic acid

Description

(R)-3-Hydroxydodecanoic acid, also known as (3R)-3-hydroxylauric acid or (R)-beta-OH lauric acid, 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 (R)-3-Hydroxydodecanoic acid exists in all eukaryotes, ranging from yeast to plants to humans. In humans, (R)-3-hydroxydodecanoic acid is involved in the fatty acid biosynthesis pathway (R)-3-Hydroxydodecanoic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make (R)-3-hydroxydodecanoic acid a potential biomarker for the consumption of these foods (R)-3-Hydroxydodecanoic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on (R)-3-Hydroxydodecanoic acid.

Structure

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

HMDB0010728
     RDKit          3D
(R)-3-Hydroxydodecanoic acid
 39 38  0  0  0  0  0  0  0  0999 V2000
   -4.6157    1.5108   -0.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4541    1.5645    0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7450    0.4544    1.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3262    0.2012    0.8502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0566   -0.1160   -0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5540   -0.4189   -0.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0874   -1.5892    0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727   -1.8339   -0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287   -0.6692    0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6915   -0.8983   -0.2193 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9236   -1.1716   -1.5732 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5499    0.2850    0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5180    0.7000    1.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8606    0.1140    2.3994 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2663    1.8088    1.8918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4912    0.5156   -1.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9598    2.2586   -1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6819    1.7962   -1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9525    2.5223    0.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4863    1.6712    0.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3237   -0.4980    0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8613    0.5673    2.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6977    1.0812    1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0052   -0.6459    1.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6467   -0.9374   -0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2104    0.7885   -1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0424    0.5156   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4572   -0.5808   -1.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2095   -1.4075    1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6587   -2.5057   -0.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6503   -2.7710    0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4396   -2.0187   -1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0380   -0.3879    1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335    0.1977   -0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0187   -1.7505    0.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9402   -2.1463   -1.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2280    1.1364   -0.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5929    0.0047   -0.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2710    2.6526    1.3288 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  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  1
 11 36  1  0
 12 37  1  0
 12 38  1  0
 15 39  1  0
M  END


  Mrv0541 02241201182D          

 16 15  0  0  1  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  2  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
   12.9209   -5.6151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1649   -5.5653    0.0000 H   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  1  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
  7 15  1  1  0  0  0
  7 16  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047812

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(CCCCCCCCC)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H24O3/c1-2-3-4-5-6-7-8-9-11(13)10-12(14)15/h11,13H,2-10H2,1H3,(H,14,15)/t11-/m1/s1

> <INCHI_KEY>
MUCMKTPAZLSKTL-LLVKDONJSA-N

> <FORMULA>
C12H24O3

> <MOLECULAR_WEIGHT>
216.3172

> <EXACT_MASS>
216.172544634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
26.587142030134192

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R)-3-hydroxydodecanoic acid

> <ALOGPS_LOGP>
3.63

> <JCHEM_LOGP>
3.2474970506666665

> <ALOGPS_LOGS>
-2.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.288498288670866

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.671850167040888

> <JCHEM_PKA_STRONGEST_BASIC>
-2.798587426318786

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
60.1951

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.45e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(R)-3-hydroxydodecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010728
     RDKit          3D
(R)-3-Hydroxydodecanoic acid
 39 38  0  0  0  0  0  0  0  0999 V2000
   -4.6157    1.5108   -0.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4541    1.5645    0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7450    0.4544    1.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3262    0.2012    0.8502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0566   -0.1160   -0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5540   -0.4189   -0.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0874   -1.5892    0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727   -1.8339   -0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287   -0.6692    0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6915   -0.8983   -0.2193 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9236   -1.1716   -1.5732 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5499    0.2850    0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5180    0.7000    1.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8606    0.1140    2.3994 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2663    1.8088    1.8918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4912    0.5156   -1.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9598    2.2586   -1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6819    1.7962   -1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9525    2.5223    0.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4863    1.6712    0.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3237   -0.4980    0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8613    0.5673    2.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6977    1.0812    1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0052   -0.6459    1.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6467   -0.9374   -0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2104    0.7885   -1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0424    0.5156   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4572   -0.5808   -1.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2095   -1.4075    1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6587   -2.5057   -0.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6503   -2.7710    0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4396   -2.0187   -1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0380   -0.3879    1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335    0.1977   -0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0187   -1.7505    0.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9402   -2.1463   -1.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2280    1.1364   -0.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5929    0.0047   -0.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2710    2.6526    1.3288 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  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  1
 11 36  1  0
 12 37  1  0
 12 38  1  0
 15 39  1  0
M  END

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
HETATM   15  O   UNK     0      24.119 -10.482   0.000  0.00  0.00           O+0
HETATM   16  H   UNK     0      26.441 -10.389   0.000  0.00  0.00           H+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   15   16                                             
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                                                            
CONECT   15    7                                                            
CONECT   16    7                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0010728
HETATM    1  C1  UNL     1      -4.616   1.511  -0.999  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.454   1.565   0.474  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.745   0.454   1.147  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.326   0.201   0.850  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.057  -0.116  -0.573  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.554  -0.419  -0.801  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.087  -1.589   0.005  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.373  -1.834  -0.288  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.229  -0.669   0.056  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.691  -0.898  -0.219  1.00  0.00           C  
HETATM   11  O1  UNL     1       3.924  -1.172  -1.573  1.00  0.00           O  
HETATM   12  C11 UNL     1       4.550   0.285   0.122  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.518   0.700   1.527  1.00  0.00           C  
HETATM   14  O2  UNL     1       3.861   0.114   2.399  1.00  0.00           O  
HETATM   15  O3  UNL     1       5.266   1.809   1.892  1.00  0.00           O  
HETATM   16  H1  UNL     1      -4.491   0.516  -1.420  1.00  0.00           H  
HETATM   17  H2  UNL     1      -3.960   2.259  -1.498  1.00  0.00           H  
HETATM   18  H3  UNL     1      -5.682   1.796  -1.291  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.952   2.522   0.798  1.00  0.00           H  
HETATM   20  H5  UNL     1      -5.486   1.671   0.921  1.00  0.00           H  
HETATM   21  H6  UNL     1      -4.324  -0.498   0.943  1.00  0.00           H  
HETATM   22  H7  UNL     1      -3.861   0.567   2.275  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.698   1.081   1.156  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.005  -0.646   1.537  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.647  -0.937  -0.971  1.00  0.00           H  
HETATM   26  H11 UNL     1      -2.210   0.788  -1.221  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.042   0.516  -0.509  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.457  -0.581  -1.891  1.00  0.00           H  
HETATM   29  H14 UNL     1      -0.210  -1.407   1.100  1.00  0.00           H  
HETATM   30  H15 UNL     1      -0.659  -2.506  -0.236  1.00  0.00           H  
HETATM   31  H16 UNL     1       1.650  -2.771   0.223  1.00  0.00           H  
HETATM   32  H17 UNL     1       1.440  -2.019  -1.390  1.00  0.00           H  
HETATM   33  H18 UNL     1       2.038  -0.388   1.099  1.00  0.00           H  
HETATM   34  H19 UNL     1       1.934   0.198  -0.604  1.00  0.00           H  
HETATM   35  H20 UNL     1       4.019  -1.751   0.431  1.00  0.00           H  
HETATM   36  H21 UNL     1       3.940  -2.146  -1.751  1.00  0.00           H  
HETATM   37  H22 UNL     1       4.228   1.136  -0.533  1.00  0.00           H  
HETATM   38  H23 UNL     1       5.593   0.005  -0.176  1.00  0.00           H  
HETATM   39  H24 UNL     1       5.271   2.653   1.329  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8   29   30
CONECT    8    9   31   32
CONECT    9   10   33   34
CONECT   10   11   12   35
CONECT   11   36
CONECT   12   13   37   38
CONECT   13   14   14   15
CONECT   15   39
END

HMDB0010728
     RDKit          3D
(R)-3-Hydroxydodecanoic acid
 39 38  0  0  0  0  0  0  0  0999 V2000
   -4.6157    1.5108   -0.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4541    1.5645    0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7450    0.4544    1.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3262    0.2012    0.8502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0566   -0.1160   -0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5540   -0.4189   -0.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0874   -1.5892    0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727   -1.8339   -0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287   -0.6692    0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6915   -0.8983   -0.2193 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9236   -1.1716   -1.5732 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5499    0.2850    0.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5180    0.7000    1.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8606    0.1140    2.3994 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2663    1.8088    1.8918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4912    0.5156   -1.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9598    2.2586   -1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6819    1.7962   -1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9525    2.5223    0.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4863    1.6712    0.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3237   -0.4980    0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8613    0.5673    2.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6977    1.0812    1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0052   -0.6459    1.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6467   -0.9374   -0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2104    0.7885   -1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0424    0.5156   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4572   -0.5808   -1.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2095   -1.4075    1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6587   -2.5057   -0.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6503   -2.7710    0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4396   -2.0187   -1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0380   -0.3879    1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335    0.1977   -0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0187   -1.7505    0.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9402   -2.1463   -1.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2280    1.1364   -0.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5929    0.0047   -0.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2710    2.6526    1.3288 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  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  1
 11 36  1  0
 12 37  1  0
 12 38  1  0
 15 39  1  0
M  END

Synonyms

Value	Source
(3R)-3-Hydroxydodecanoic acid	ChEBI
(3R)-3-Hydroxylauric acid	ChEBI
(R)-3-OH Dodecanoic acid	ChEBI
(R)-3-OH Lauric acid	ChEBI
(R)-beta-Hydroxydodecanoic acid	ChEBI
(R)-beta-Hydroxylauric acid	ChEBI
(R)-beta-OH Dodecanoic acid	ChEBI
(R)-beta-OH Lauric acid	ChEBI
D-(-)-3-Hydroxydodecanoic acid	ChEBI
D-3-Hydroxydodecanoic acid	ChEBI
(3R)-3-Hydroxydodecanoate	Generator
(3R)-3-Hydroxylaate	Generator
(3R)-3-Hydroxylaic acid	Generator
(R)-3-OH Dodecanoate	Generator
(R)-3-OH Laate	Generator
(R)-3-OH Laic acid	Generator
(R)-b-Hydroxydodecanoate	Generator
(R)-b-Hydroxydodecanoic acid	Generator
(R)-beta-Hydroxydodecanoate	Generator
(R)-Β-hydroxydodecanoate	Generator
(R)-Β-hydroxydodecanoic acid	Generator
(R)-b-Hydroxylaate	Generator
(R)-b-Hydroxylaic acid	Generator
(R)-beta-Hydroxylaate	Generator
(R)-beta-Hydroxylaic acid	Generator
(R)-Β-hydroxylaate	Generator
(R)-Β-hydroxylaic acid	Generator
(R)-b-OH Dodecanoate	Generator
(R)-b-OH Dodecanoic acid	Generator
(R)-beta-OH Dodecanoate	Generator
(R)-Β-OH dodecanoate	Generator
(R)-Β-OH dodecanoic acid	Generator
(R)-b-OH Laate	Generator
(R)-b-OH Laic acid	Generator
(R)-beta-OH Laate	Generator
(R)-beta-OH Laic acid	Generator
(R)-Β-OH laate	Generator
(R)-Β-OH laic acid	Generator
D-(-)-3-Hydroxydodecanoate	Generator
D-3-Hydroxydodecanoate	Generator
(R)-3-Hydroxydodecanoate	Generator

Molecular Formula

C₁₂H₂₄O₃

Average Mass

216.3172

Monoisotopic Mass

216.172544634

IUPAC Name

(3R)-3-hydroxydodecanoic acid

Traditional Name

(R)-3-hydroxydodecanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(CCCCCCCCC)CC(O)=O

InChI Identifier

InChI=1S/C12H24O3/c1-2-3-4-5-6-7-8-9-11(13)10-12(14)15/h11,13H,2-10H2,1H3,(H,14,15)/t11-/m1/s1

InChI Key

MUCMKTPAZLSKTL-LLVKDONJSA-N

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

(3R)-3-hydroxy fatty acid (CHEBI:43197 )
3-hydroxylauric acid (CHEBI:43197 )
Hydroxy fatty acids (LMFA01050251 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.34 g/L	ALOGPS
logP	3.63	ALOGPS
logP	3.25	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	4.67	ChemAxon
pKa (Strongest Basic)	-2.8	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	10	ChemAxon
Refractivity	60.2 m³·mol⁻¹	ChemAxon
Polarizability	26.59 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9500000000-ce0e4abc46c623ad5053	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00bc-9042000000-0d213d881baf293e004c	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00kb-0930000000-57fa523571a510c84940	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f7k-3900000000-db0ac4f7e5c200e8ffe9	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9200000000-af4ea991e8885d84f4d2	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-1790000000-438c129b69517f0cd6f1	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0q29-3920000000-f4f68c93f91c4519ee51	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9600000000-05e66928d4652560bee3	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-1190000000-5af11549237f298c2ea2	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9210000000-0ad9609790293200ce6e	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9200000000-abdab144438d186cdcc0	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014j-8950000000-eef6079ee3aba96447b9	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9200000000-2cc48879a8d7f0de8899	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-b899673a8a3334e8f36a	2021-09-22	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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
MMDBp0191709	Fatty acid synthase	Enzyme	P49327	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0019695	3-Oxododecanoic acid	(R)-3-Hydroxydodecanoic acid	Not Available		PathBank	31602464
MMDBr0019696	(R)-3-Hydroxydodecanoic acid	trans-Dodec-2-enoic acid	Not Available		PathBank	31602464
MMDBr0039059	(R)-3-Hydroxydodecanoic acid	(3R)-3-hydroxydodecanoyl-CoA	Medium/long-chain-fatty-acid--CoA/3-oxocholest-4-en-26-oate--CoA ligase (FACL) (EC 6.2.1.2) (EC 6.2.1.3) (EC 6.2.1.42) (Acyl-CoA synthetase) (FACL19) (Steroid-CoA ligase) (Steroid-coenzyme A ligase)	Hydrolysis; Ligation	RHEA	34755880

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
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	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

HMDB0010728

DrugBank ID

DB07930

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027875

KNApSAcK ID

Not Available

Chemspider ID

4472229

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5312804

PDB ID

HXD

ChEBI ID

43197

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for (R)-3-Hydroxydodecanoic acid (MMDBc0047812)

MOL for #<Metabolite:0x00007fa4a45cd1b8>

3D MOL for #<Metabolite:0x00007fa4a45cd1b8>

3D SDF for #<Metabolite:0x00007fa4a45cd1b8>

3D-SDF for #<Metabolite:0x00007fa4a45cd1b8>

PDB for #<Metabolite:0x00007fa4a45cd1b8>

3D PDB for #<Metabolite:0x00007fa4a45cd1b8>

SMILES for #<Metabolite:0x00007fa4a45cd1b8>

INCHI for #<Metabolite:0x00007fa4a45cd1b8>

Structure for #<Metabolite:0x00007fa4a45cd1b8>

3D Structure for #<Metabolite:0x00007fa4a45cd1b8>