NP-MRD: Showing NP-Card for 3-Hydroxydodecanoic acid (NP0000820)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2020-11-24 22:18:34 UTC

NP-MRD ID

NP0000820

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-Hydroxydodecanoic acid

Description

3-Hydroxydodecanoic acid is a medium-chain fatty acid associated with fatty acid metabolic disorders (PMID 11948802 ). Deficiency of medium-chain acyl-CoA dehydrogenase is characterized by intolerance to prolonged fasting, recurrent episodes of hypoglycemic coma with medium-chain dicarboxylic aciduria, impaired ketogenesis, and low plasma and tissue carnitine levels. (OMIM 201450 ).

Structure

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

HMDB0000387
     RDKit          3D
3-Hydroxydodecanoic acid
 39 38  0  0  0  0  0  0  0  0999 V2000
    5.3256   -0.0322    1.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297    0.9041    0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0862    0.3715   -0.9268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7640    0.0456   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7653   -0.4992   -1.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4509   -0.8258   -0.5973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1979    0.3640    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5002    0.0370    0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5321   -0.5142   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8273   -0.8378    0.4194 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6916   -1.3378   -0.5681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5123    0.3363    1.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8361    1.4022    0.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9402    2.1863   -0.3767 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1375    1.6039   -0.4191 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4371   -0.2327    1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1091    0.4215    2.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8522   -1.0158    1.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9689    1.2299   -0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5967    1.8373    0.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5256   -0.5592   -1.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9832    1.0911   -1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3688    0.9543    0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9527   -0.7709    0.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6039    0.2598   -2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1353   -1.4016   -1.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6937   -1.5669    0.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229   -1.3709   -1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4723    0.7364    0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498    1.1790   -0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9202    1.0055    1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3247   -0.5939    1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864   -1.4408   -0.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7413    0.2216   -1.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7303   -1.6238    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3204   -1.2556   -1.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9890    0.7341    1.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5027   -0.0417    1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7585    0.7989   -0.4971 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


  Mrv1652303062020102D          

 15 14  0  0  0  0            999 V2000
 9997.9637 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2489 9998.4815    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.5339 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8190 9998.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1042 9998.0698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8190 9999.3071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2489 9999.3071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6785 9998.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3942 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.5371 9998.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.2528 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.9666 9998.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.6817 9998.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.1078 9998.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.8234 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  8  9  1  0  0  0  0
 15 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000820

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCC[C@H](O)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-/m0/s1

> <INCHI_KEY>
MUCMKTPAZLSKTL-NSHDSACASA-N

> <FORMULA>
C12H24O3

> <MOLECULAR_WEIGHT>
216.321

> <EXACT_MASS>
216.172544633

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
26.3795500663006

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-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>
60.19509999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.45e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(S)-3-hydroxylauric acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000387
     RDKit          3D
3-Hydroxydodecanoic acid
 39 38  0  0  0  0  0  0  0  0999 V2000
    5.3256   -0.0322    1.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297    0.9041    0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0862    0.3715   -0.9268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7640    0.0456   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7653   -0.4992   -1.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4509   -0.8258   -0.5973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1979    0.3640    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5002    0.0370    0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5321   -0.5142   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8273   -0.8378    0.4194 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6916   -1.3378   -0.5681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5123    0.3363    1.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8361    1.4022    0.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9402    2.1863   -0.3767 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1375    1.6039   -0.4191 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4371   -0.2327    1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1091    0.4215    2.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8522   -1.0158    1.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9689    1.2299   -0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5967    1.8373    0.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5256   -0.5592   -1.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9832    1.0911   -1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3688    0.9543    0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9527   -0.7709    0.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6039    0.2598   -2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1353   -1.4016   -1.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6937   -1.5669    0.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229   -1.3709   -1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4723    0.7364    0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498    1.1790   -0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9202    1.0055    1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3247   -0.5939    1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864   -1.4408   -0.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7413    0.2216   -1.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7303   -1.6238    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3204   -1.2556   -1.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9890    0.7341    1.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5027   -0.0417    1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7585    0.7989   -0.4971 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                                 06-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAR-20         0                                  
HETATM    1  C   UNK     0    8662.8668663.064   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8661.5318663.832   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8660.1978663.064   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8658.8628663.832   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8657.5288663.064   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8658.8628665.373   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8661.5318665.373   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8664.2008663.832   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8665.5368663.064   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8669.5368663.832   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8670.8728663.064   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8672.2048663.835   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8673.5398663.068   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8666.8688663.832   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8668.2048663.064   0.000  0.00  0.00           C+0
CONECT    1    2    8                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    2                                                            
CONECT    8    1    9                                                       
CONECT    9    8   14                                                       
CONECT   10   15   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    9   15                                                       
CONECT   15   10   14                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0000387
HETATM    1  C1  UNL     1       5.326  -0.032   1.221  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.030   0.904   0.099  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.086   0.371  -0.927  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.764   0.046  -0.266  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.765  -0.499  -1.264  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.451  -0.826  -0.597  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.198   0.364   0.049  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.500   0.037   0.708  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.532  -0.514  -0.243  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.827  -0.838   0.419  1.00  0.00           C  
HETATM   11  O1  UNL     1      -4.692  -1.338  -0.568  1.00  0.00           O  
HETATM   12  C11 UNL     1      -4.512   0.336   1.048  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.836   1.402   0.068  1.00  0.00           C  
HETATM   14  O2  UNL     1      -3.940   2.186  -0.377  1.00  0.00           O  
HETATM   15  O3  UNL     1      -6.138   1.604  -0.419  1.00  0.00           O  
HETATM   16  H1  UNL     1       6.437  -0.233   1.239  1.00  0.00           H  
HETATM   17  H2  UNL     1       5.109   0.422   2.223  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.852  -1.016   1.156  1.00  0.00           H  
HETATM   19  H4  UNL     1       5.969   1.230  -0.406  1.00  0.00           H  
HETATM   20  H5  UNL     1       4.597   1.837   0.547  1.00  0.00           H  
HETATM   21  H6  UNL     1       4.526  -0.559  -1.365  1.00  0.00           H  
HETATM   22  H7  UNL     1       3.983   1.091  -1.756  1.00  0.00           H  
HETATM   23  H8  UNL     1       2.369   0.954   0.202  1.00  0.00           H  
HETATM   24  H9  UNL     1       2.953  -0.771   0.461  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.604   0.260  -2.073  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.135  -1.402  -1.767  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.694  -1.567   0.220  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.223  -1.371  -1.278  1.00  0.00           H  
HETATM   29  H14 UNL     1       0.472   0.736   0.877  1.00  0.00           H  
HETATM   30  H15 UNL     1      -0.250   1.179  -0.685  1.00  0.00           H  
HETATM   31  H16 UNL     1      -1.920   1.005   1.091  1.00  0.00           H  
HETATM   32  H17 UNL     1      -1.325  -0.594   1.576  1.00  0.00           H  
HETATM   33  H18 UNL     1      -2.186  -1.441  -0.758  1.00  0.00           H  
HETATM   34  H19 UNL     1      -2.741   0.222  -1.051  1.00  0.00           H  
HETATM   35  H20 UNL     1      -3.730  -1.624   1.198  1.00  0.00           H  
HETATM   36  H21 UNL     1      -4.320  -1.256  -1.472  1.00  0.00           H  
HETATM   37  H22 UNL     1      -3.989   0.734   1.940  1.00  0.00           H  
HETATM   38  H23 UNL     1      -5.503  -0.042   1.430  1.00  0.00           H  
HETATM   39  H24 UNL     1      -6.758   0.799  -0.497  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

HMDB0000387
     RDKit          3D
3-Hydroxydodecanoic acid
 39 38  0  0  0  0  0  0  0  0999 V2000
    5.3256   -0.0322    1.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297    0.9041    0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0862    0.3715   -0.9268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7640    0.0456   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7653   -0.4992   -1.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4509   -0.8258   -0.5973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1979    0.3640    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5002    0.0370    0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5321   -0.5142   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8273   -0.8378    0.4194 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6916   -1.3378   -0.5681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5123    0.3363    1.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8361    1.4022    0.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9402    2.1863   -0.3767 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1375    1.6039   -0.4191 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4371   -0.2327    1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1091    0.4215    2.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8522   -1.0158    1.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9689    1.2299   -0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5967    1.8373    0.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5256   -0.5592   -1.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9832    1.0911   -1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3688    0.9543    0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9527   -0.7709    0.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6039    0.2598   -2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1353   -1.4016   -1.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6937   -1.5669    0.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229   -1.3709   -1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4723    0.7364    0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498    1.1790   -0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9202    1.0055    1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3247   -0.5939    1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864   -1.4408   -0.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7413    0.2216   -1.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7303   -1.6238    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3204   -1.2556   -1.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9890    0.7341    1.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5027   -0.0417    1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7585    0.7989   -0.4971 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

View in JSmol

Synonyms

Value	Source
(S)-3-Hydroxydodecanoic acid	ChEBI
(S)-3-OH Dodecanoic acid	ChEBI
(S)-3-OH Lauric acid	ChEBI
(S)-beta-Hydroxydodecanoic acid	ChEBI
(S)-beta-Hydroxylauric acid	ChEBI
(S)-beta-OH Dodecanoic acid	ChEBI
(S)-beta-OH Lauric acid	ChEBI
(S)-3-Hydroxydodecanoate	Generator
(S)-3-OH Dodecanoate	Generator
(S)-3-OH Laate	Generator
(S)-3-OH Laic acid	Generator
(S)-b-Hydroxydodecanoate	Generator
(S)-b-Hydroxydodecanoic acid	Generator
(S)-beta-Hydroxydodecanoate	Generator
(S)-Β-hydroxydodecanoate	Generator
(S)-Β-hydroxydodecanoic acid	Generator
(S)-b-Hydroxylaate	Generator
(S)-b-Hydroxylaic acid	Generator
(S)-beta-Hydroxylaate	Generator
(S)-beta-Hydroxylaic acid	Generator
(S)-Β-hydroxylaate	Generator
(S)-Β-hydroxylaic acid	Generator
(S)-b-OH Dodecanoate	Generator
(S)-b-OH Dodecanoic acid	Generator
(S)-beta-OH Dodecanoate	Generator
(S)-Β-OH dodecanoate	Generator
(S)-Β-OH dodecanoic acid	Generator
(S)-b-OH Laate	Generator
(S)-b-OH Laic acid	Generator
(S)-beta-OH Laate	Generator
(S)-beta-OH Laic acid	Generator
(S)-Β-OH laate	Generator
(S)-Β-OH laic acid	Generator
3-Hydroxydodecanoate	Generator
(S)-3-Hydroxylaate	HMDB
(S)-3-Hydroxylaic acid	HMDB
(3S)-3-Hydroxydodecanoate	HMDB
(3S)-3-Hydroxydodecanoic acid	HMDB
(±)-3-hydroxydodecanoate	HMDB
(±)-3-hydroxydodecanoic acid	HMDB
3-Hydroxylaurate	HMDB
3-Hydroxylauric acid	HMDB
DL-beta-Hydroxydodecanoate	HMDB
DL-beta-Hydroxydodecanoic acid	HMDB
DL-Β-hydroxydodecanoate	HMDB
DL-Β-hydroxydodecanoic acid	HMDB
FA(12:0(3-OH))	HMDB
FA(12:0(3S-OH))	HMDB
L-3-Hydroxydodecanoate	HMDB
L-3-Hydroxydodecanoic acid	HMDB
beta-Hydroxydodecanoate	HMDB
beta-Hydroxydodecanoic acid	HMDB
beta-Hydroxylaurate	HMDB
beta-Hydroxylauric acid	HMDB
Β-hydroxydodecanoate	HMDB
Β-hydroxydodecanoic acid	HMDB
Β-hydroxylaurate	HMDB
Β-hydroxylauric acid	HMDB
3-Hydroxydodecanoic acid	HMDB

Chemical Formula

C₁₂H₂₄O₃

Average Mass

216.3172 Da

Monoisotopic Mass

216.17254 Da

IUPAC Name

(3S)-3-hydroxydodecanoic acid

Traditional Name

(S)-3-hydroxylauric acid

CAS Registry Number

1883-13-2

SMILES

CCCCCCCCCC(O)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)

InChI Key

MUCMKTPAZLSKTL-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, 5%_DMSO, 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
Foeniculum vulgare	LOTUS Database	35616633
Gallus gallus	FooDB	USDA
Hypericum perforatum	LOTUS Database	35616633
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Melanogrammus aeglefinus	FooDB	USDA
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Olea europaea	FooDB	USDA
Oryctolagus	FooDB	FooDB
Oryza sativa	FooDB	USDA
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Pollachius	FooDB	USDA
Prunus dulcis	FooDB	USDA
Sebastes viviparus	FooDB	USDA
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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

3-hydroxylauric acid (CHEBI:36210 )
Hydroxy fatty acids (LMFA01050252 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

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	26.38 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

HMDB0000387

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022005

KNApSAcK ID

Not Available

Chemspider ID

4472230

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5376

PubChem Compound

5312805

PDB ID

Not Available

ChEBI ID

36210

Good Scents ID

Not Available

References

General References

Bertin MJ, Roduit AF, Sun J, Alves GE, Via CW, Gonzalez MA, Zimba PV, Moeller PDR: Tricholides A and B and Unnarmicin D: New Hybrid PKS-NRPS Macrocycles Isolated from an Environmental Collection of Trichodesmium thiebautii. Mar Drugs. 2017 Jun 30;15(7). pii: md15070206. doi: 10.3390/md15070206. [PubMed:28665343 ]
Choi TR, Park YL, Song HS, Lee SM, Park SL, Lee HS, Kim HJ, Bhatia SK, Gurav R, Choi KY, Lee YK, Yang YH: Fructose-Based Production of Short-Chain-Length and Medium-Chain-Length Polyhydroxyalkanoate Copolymer by Arctic Pseudomonas sp. B14-6. Polymers (Basel). 2021 Apr 26;13(9). pii: polym13091398. doi: 10.3390/polym13091398. [PubMed:33925903 ]
Ruiz C, Kenny ST, Narancic T, Babu R, Connor KO: Conversion of waste cooking oil into medium chain polyhydroxyalkanoates in a high cell density fermentation. J Biotechnol. 2019 Dec 20;306:9-15. doi: 10.1016/j.jbiotec.2019.08.020. Epub 2019 Aug 30. [PubMed:31476332 ]
Pallach M, Di Lorenzo F, Duda KA, Le Pennec G, Molinaro A, Silipo A: The Lipid A Structure from the Marine Sponge Symbiont Endozoicomonas sp. HEX 311. Chembiochem. 2019 Jan 18;20(2):230-236. doi: 10.1002/cbic.201800441. Epub 2018 Nov 20. [PubMed:30179300 ]
Girvan HM, Poddar H, McLean KJ, Nelson DR, Hollywood KA, Levy CW, Leys D, Munro AW: Structural and catalytic properties of the peroxygenase P450 enzyme CYP152K6 from Bacillus methanolicus. J Inorg Biochem. 2018 Nov;188:18-28. doi: 10.1016/j.jinorgbio.2018.08.002. Epub 2018 Aug 3. [PubMed:30119014 ]
Denihan NM, Kirwan JA, Walsh BH, Dunn WB, Broadhurst DI, Boylan GB, Murray DM: Untargeted metabolomic analysis and pathway discovery in perinatal asphyxia and hypoxic-ischaemic encephalopathy. J Cereb Blood Flow Metab. 2019 Jan;39(1):147-162. doi: 10.1177/0271678X17726502. Epub 2017 Aug 25. [PubMed:28840775 ]

Showing NP-Card for 3-Hydroxydodecanoic acid (NP0000820)

MOL for NP0000820 (3-Hydroxydodecanoic acid)

3D MOL for NP0000820 (3-Hydroxydodecanoic acid)

3D SDF for NP0000820 (3-Hydroxydodecanoic acid)

3D-SDF for NP0000820 (3-Hydroxydodecanoic acid)

PDB for NP0000820 (3-Hydroxydodecanoic acid)

3D PDB for NP0000820 (3-Hydroxydodecanoic acid)

SMILES for NP0000820 (3-Hydroxydodecanoic acid)

INCHI for NP0000820 (3-Hydroxydodecanoic acid)

Structure for NP0000820 (3-Hydroxydodecanoic acid)

3D Structure for NP0000820 (3-Hydroxydodecanoic acid)