MiMeDB: Showing metabocard for 3-Hydroxyhexadecanoic acid (MMDBc0000677)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:52:31 UTC

Update Date

2024-04-30 19:33:29 UTC

Metabolite ID

MMDBc0000677

Metabolite Identification

Common Name

3-Hydroxyhexadecanoic acid

Description

(S)-3-hydroxypalmitic acid, also known as (S)-beta-hydroxypalmitate, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms (S)-3-hydroxypalmitic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

HMDB0061658
     RDKit          3D
3-Hydroxyhexadecanoic acid
 51 50  0  0  0  0  0  0  0  0999 V2000
   -6.2930    1.8273   -0.6464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6284    0.4253   -0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8305   -0.6111   -0.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3460   -0.4751   -0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8954   -0.5796    0.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3676   -0.4382    0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8982    0.8765    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3685    0.9231    0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2123   -0.2045   -0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -0.0892   -0.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1715   -0.1853    0.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5748   -0.1011    1.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6049   -1.0553    0.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8914   -1.1654   -0.4840 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9501   -2.1079   -0.7022 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2642    0.1562   -1.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4886    0.6862   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7426    1.9124   -0.6772 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3521   -0.0053    0.3718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7619    2.3421    0.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5962    1.8238   -1.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1868    2.4235   -0.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5726    0.3125    0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7000    0.2467   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1583   -1.6083   -0.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0451   -0.5217   -2.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8261   -1.2389   -1.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0067    0.5228   -1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1107   -1.5366    1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2885    0.2622    1.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9381   -0.6726    1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9732   -1.2234   -0.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3641    1.7570    0.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0777    0.9479   -0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2242    0.7227    1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    1.8962   -0.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0438   -1.2001   -0.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1024   -0.1792   -1.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1211   -0.8095   -1.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0021    0.9278   -0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6544    0.6807    1.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6801   -1.0936    1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9085    0.9846    1.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671    0.0142    2.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3934   -2.1015    1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5944   -0.8339    1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0510   -1.6097   -1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0327   -2.2948   -1.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4292    0.8804   -0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3885    0.0800   -2.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7414    0.3096    1.2418 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
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  6
 15 48  1  0
 16 49  1  0
 16 50  1  0
 19 51  1  0
M  END


  Mrv1652310241916522D          

 19 18  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
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
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
10004.3956 9998.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.1106 9998.0740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.8245 9998.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.5396 9998.0761    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
  9 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
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000677

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15(17)14-16(18)19/h15,17H,2-14H2,1H3,(H,18,19)/t15-/m0/s1

> <INCHI_KEY>
CBWALJHXHCJYTE-HNNXBMFYSA-N

> <FORMULA>
C16H32O3

> <MOLECULAR_WEIGHT>
272.429

> <EXACT_MASS>
272.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
34.88262450404514

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-3-hydroxyhexadecanoic acid

> <ALOGPS_LOGP>
5.75

> <JCHEM_LOGP>
5.025771710666666

> <ALOGPS_LOGS>
-4.69

> <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>
78.59909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.58e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061658
     RDKit          3D
3-Hydroxyhexadecanoic acid
 51 50  0  0  0  0  0  0  0  0999 V2000
   -6.2930    1.8273   -0.6464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6284    0.4253   -0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8305   -0.6111   -0.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3460   -0.4751   -0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8954   -0.5796    0.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3676   -0.4382    0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8982    0.8765    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3685    0.9231    0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2123   -0.2045   -0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -0.0892   -0.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1715   -0.1853    0.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5748   -0.1011    1.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6049   -1.0553    0.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8914   -1.1654   -0.4840 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9501   -2.1079   -0.7022 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2642    0.1562   -1.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4886    0.6862   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7426    1.9124   -0.6772 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3521   -0.0053    0.3718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7619    2.3421    0.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5962    1.8238   -1.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1868    2.4235   -0.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5726    0.3125    0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7000    0.2467   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1583   -1.6083   -0.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0451   -0.5217   -2.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8261   -1.2389   -1.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0067    0.5228   -1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1107   -1.5366    1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2885    0.2622    1.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9381   -0.6726    1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9732   -1.2234   -0.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3641    1.7570    0.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0777    0.9479   -0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2242    0.7227    1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    1.8962   -0.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0438   -1.2001   -0.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1024   -0.1792   -1.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1211   -0.8095   -1.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0021    0.9278   -0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6544    0.6807    1.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6801   -1.0936    1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9085    0.9846    1.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671    0.0142    2.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3934   -2.1015    1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5944   -0.8339    1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0510   -1.6097   -1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0327   -2.2948   -1.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4292    0.8804   -0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3885    0.0800   -2.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7414    0.3096    1.2418 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
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  6
 15 48  1  0
 16 49  1  0
 16 50  1  0
 19 51  1  0
M  END

HEADER    PROTEIN                                 24-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-OCT-19         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    8666.8688663.832   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8668.2048663.064   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8669.5368663.832   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8670.8728663.064   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8672.2048663.835   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8673.5398663.068   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8674.8728663.839   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8676.2068663.071   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8677.5398663.843   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8678.8748663.075   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   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0061658
HETATM    1  C1  UNL     1      -6.293   1.827  -0.646  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.628   0.425  -0.204  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.831  -0.611  -0.929  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.346  -0.475  -0.742  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.895  -0.580   0.666  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.368  -0.438   0.691  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.898   0.877   0.142  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.369   0.923   0.282  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.212  -0.205  -0.501  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.761  -0.089  -0.427  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.172  -0.185   0.976  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.575  -0.101   1.357  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.605  -1.055   0.965  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.891  -1.165  -0.484  1.00  0.00           C  
HETATM   15  O1  UNL     1       5.950  -2.108  -0.702  1.00  0.00           O  
HETATM   16  C15 UNL     1       5.264   0.156  -1.070  1.00  0.00           C  
HETATM   17  C16 UNL     1       6.489   0.686  -0.433  1.00  0.00           C  
HETATM   18  O2  UNL     1       6.743   1.912  -0.677  1.00  0.00           O  
HETATM   19  O3  UNL     1       7.352  -0.005   0.372  1.00  0.00           O  
HETATM   20  H1  UNL     1      -5.762   2.342   0.185  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.596   1.824  -1.512  1.00  0.00           H  
HETATM   22  H3  UNL     1      -7.187   2.423  -0.921  1.00  0.00           H  
HETATM   23  H4  UNL     1      -6.573   0.312   0.907  1.00  0.00           H  
HETATM   24  H5  UNL     1      -7.700   0.247  -0.457  1.00  0.00           H  
HETATM   25  H6  UNL     1      -6.158  -1.608  -0.597  1.00  0.00           H  
HETATM   26  H7  UNL     1      -6.045  -0.522  -2.010  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.826  -1.239  -1.351  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.007   0.523  -1.146  1.00  0.00           H  
HETATM   29  H10 UNL     1      -4.111  -1.537   1.152  1.00  0.00           H  
HETATM   30  H11 UNL     1      -4.289   0.262   1.297  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.938  -0.673   1.662  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.973  -1.223  -0.028  1.00  0.00           H  
HETATM   33  H14 UNL     1      -2.364   1.757   0.621  1.00  0.00           H  
HETATM   34  H15 UNL     1      -2.078   0.948  -0.972  1.00  0.00           H  
HETATM   35  H16 UNL     1      -0.224   0.723   1.380  1.00  0.00           H  
HETATM   36  H17 UNL     1       0.027   1.896  -0.019  1.00  0.00           H  
HETATM   37  H18 UNL     1      -0.044  -1.200  -0.029  1.00  0.00           H  
HETATM   38  H19 UNL     1      -0.102  -0.179  -1.565  1.00  0.00           H  
HETATM   39  H20 UNL     1       2.121  -0.809  -1.147  1.00  0.00           H  
HETATM   40  H21 UNL     1       2.002   0.928  -0.851  1.00  0.00           H  
HETATM   41  H22 UNL     1       1.654   0.681   1.547  1.00  0.00           H  
HETATM   42  H23 UNL     1       1.680  -1.094   1.487  1.00  0.00           H  
HETATM   43  H24 UNL     1       3.908   0.985   1.097  1.00  0.00           H  
HETATM   44  H25 UNL     1       3.567   0.014   2.518  1.00  0.00           H  
HETATM   45  H26 UNL     1       4.393  -2.102   1.404  1.00  0.00           H  
HETATM   46  H27 UNL     1       5.594  -0.834   1.494  1.00  0.00           H  
HETATM   47  H28 UNL     1       4.051  -1.610  -1.082  1.00  0.00           H  
HETATM   48  H29 UNL     1       6.033  -2.295  -1.660  1.00  0.00           H  
HETATM   49  H30 UNL     1       4.429   0.880  -0.865  1.00  0.00           H  
HETATM   50  H31 UNL     1       5.388   0.080  -2.186  1.00  0.00           H  
HETATM   51  H32 UNL     1       7.741   0.310   1.242  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   31   32
CONECT    7    8   33   34
CONECT    8    9   35   36
CONECT    9   10   37   38
CONECT   10   11   39   40
CONECT   11   12   41   42
CONECT   12   13   43   44
CONECT   13   14   45   46
CONECT   14   15   16   47
CONECT   15   48
CONECT   16   17   49   50
CONECT   17   18   18   19
CONECT   19   51
END

HMDB0061658
     RDKit          3D
3-Hydroxyhexadecanoic acid
 51 50  0  0  0  0  0  0  0  0999 V2000
   -6.2930    1.8273   -0.6464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6284    0.4253   -0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8305   -0.6111   -0.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3460   -0.4751   -0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8954   -0.5796    0.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3676   -0.4382    0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8982    0.8765    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3685    0.9231    0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2123   -0.2045   -0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -0.0892   -0.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1715   -0.1853    0.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5748   -0.1011    1.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6049   -1.0553    0.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8914   -1.1654   -0.4840 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9501   -2.1079   -0.7022 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2642    0.1562   -1.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4886    0.6862   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7426    1.9124   -0.6772 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3521   -0.0053    0.3718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7619    2.3421    0.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5962    1.8238   -1.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1868    2.4235   -0.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5726    0.3125    0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7000    0.2467   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1583   -1.6083   -0.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0451   -0.5217   -2.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8261   -1.2389   -1.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0067    0.5228   -1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1107   -1.5366    1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2885    0.2622    1.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9381   -0.6726    1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9732   -1.2234   -0.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3641    1.7570    0.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0777    0.9479   -0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2242    0.7227    1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    1.8962   -0.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0438   -1.2001   -0.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1024   -0.1792   -1.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1211   -0.8095   -1.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0021    0.9278   -0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6544    0.6807    1.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6801   -1.0936    1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9085    0.9846    1.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671    0.0142    2.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3934   -2.1015    1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5944   -0.8339    1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0510   -1.6097   -1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0327   -2.2948   -1.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4292    0.8804   -0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3885    0.0800   -2.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7414    0.3096    1.2418 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
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  6
 15 48  1  0
 16 49  1  0
 16 50  1  0
 19 51  1  0
M  END

Synonyms

Value	Source
(S)-beta-Hydroxypalmitic acid	ChEBI
(S)-b-Hydroxypalmitate	Generator
(S)-b-Hydroxypalmitic acid	Generator
(S)-beta-Hydroxypalmitate	Generator
(S)-Β-hydroxypalmitate	Generator
(S)-Β-hydroxypalmitic acid	Generator
(S)-3-Hydroxypalmitate	Generator
(3RS)-3-Hydroxyhexadecanoate	HMDB
(3RS)-3-Hydroxyhexadecanoic acid	HMDB
(3S)-3-Hydroxyhexadecanoate	HMDB
(3S)-3-Hydroxyhexadecanoic acid	HMDB
3-Hydroxyhexadecanoate	HMDB
3-Hydroxyhexadecanoic acid	HMDB
3-Hydroxypalmitate	HMDB
3-Hydroxypalmitic acid	HMDB
C16:0 3-OH	HMDB
DL-3-Hydroxyhexadecanoate	HMDB
DL-3-Hydroxyhexadecanoic acid	HMDB
DL-3-Hydroxypalmitate	HMDB
DL-3-Hydroxypalmitic acid	HMDB
FA(16:0(3-OH))	HMDB
FA(16:0(3S-OH))	HMDB
beta-Hydroxyhexadecanoate	HMDB
beta-Hydroxyhexadecanoic acid	HMDB
beta-Hydroxypalmitate	HMDB
beta-Hydroxypalmitic acid	HMDB
β-Hydroxyhexadecanoate	HMDB
β-Hydroxyhexadecanoic acid	HMDB
β-Hydroxypalmitate	HMDB
β-Hydroxypalmitic acid	HMDB

Molecular Formula

C₁₆H₃₂O₃

Average Mass

272.429

Monoisotopic Mass

272.23514489

IUPAC Name

(3S)-3-hydroxyhexadecanoic acid

Traditional Name

(S)-3-hydroxypalmitic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C16H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15(17)14-16(18)19/h15,17H,2-14H2,1H3,(H,18,19)/t15-/m0/s1

InChI Key

CBWALJHXHCJYTE-HNNXBMFYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

3-hydroxypalmitic acid (CHEBI:37250 )
Hydroxy fatty acids (LMFA01050365 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0056 g/L	ALOGPS
logP	5.75	ALOGPS
logP	5.03	ChemAxon
logS	-4.7	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	14	ChemAxon
Refractivity	78.6 m³·mol⁻¹	ChemAxon
Polarizability	34.88 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-001i-4940000000-fece8d1d85c8077f5cbe	2019-10-24	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF 10V, Negative	splash10-00di-0090000000-c4f61f86f8bc38c456a7	2019-10-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-05fr-7090000000-e8d2f54d26a4035d475f	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000000000-892da1ca30be239efc1b	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-627566fd3e62dca9f83f	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-3190000000-df5736262a67f3445a1a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0abi-9210000000-397dd878d270127fa3c2	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-02809ff94eb6d545758f	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Bacteroidetes	1	Human appendix biopsy; Human stool; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Firmicutes	3	Human stool; Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10989404

PDB ID

Not Available

ChEBI ID

37250

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
The AOCS Lipid Library [Link]

Showing metabocard for 3-Hydroxyhexadecanoic acid (MMDBc0000677)

MOL for #<Metabolite:0x0000556b6aeec6d8>

3D MOL for #<Metabolite:0x0000556b6aeec6d8>

3D SDF for #<Metabolite:0x0000556b6aeec6d8>

3D-SDF for #<Metabolite:0x0000556b6aeec6d8>

PDB for #<Metabolite:0x0000556b6aeec6d8>

3D PDB for #<Metabolite:0x0000556b6aeec6d8>

SMILES for #<Metabolite:0x0000556b6aeec6d8>

INCHI for #<Metabolite:0x0000556b6aeec6d8>

Structure for #<Metabolite:0x0000556b6aeec6d8>

3D Structure for #<Metabolite:0x0000556b6aeec6d8>