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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:40:43 UTC

Update Date

2022-03-07 02:52:48 UTC

HMDB ID

HMDB0031057

Secondary Accession Numbers

HMDB0062548
HMDB31057
HMDB62548

Metabolite Identification

Common Name

2-Hydroxyhexadecanoic acid

Description

2-Hydroxyhexadecanoic acid (CAS: 764-67-0), also known as 2-hydroxypalmitic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. The chain of 2-hydroxyhexadecanoic acid bears a hydroxyl group. 2-Hydroxyhexadecanoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 2-Hydroxyhexadecanoic acid occurs in wool fat, which is used as a chewing gum softener.

Structure

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

HMDB0031057
     RDKit          3D
2-Hydroxyhexadecanoic acid
 51 50  0  0  0  0  0  0  0  0999 V2000
   -6.1556   -2.3204   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8314   -1.6011    0.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1382   -0.1287    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8758    0.7128    0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1625    0.3985    1.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9287    1.1679    1.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7103    0.9713    0.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781    1.1569   -0.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5101    1.0478   -1.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5920    2.0024   -1.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2677    2.1791    0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8950    1.0869    0.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0057    0.3132    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6803   -0.4904   -0.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8728   -1.2595   -1.4138 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4130   -1.9640   -2.5440 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3946   -2.2423   -0.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2666   -3.4930   -0.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0274   -1.9079    0.7510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9001   -1.7913    0.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0962   -3.3946    0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4731   -2.1771   -1.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2182   -1.8523   -0.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832   -1.9811    0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5792    0.1788   -0.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8714    0.1059    0.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3130    1.7704    0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3188    0.7702   -0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8427   -0.7040    1.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8105    0.5290    2.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1531    2.3026    1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6421    1.1519    2.9003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3055   -0.0756    1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0947    1.6214    1.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3443    0.2078   -0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3295    2.0558   -0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8560   -0.0324   -1.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1894    1.1492   -2.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0737    3.0593   -1.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3359    2.0248   -1.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7894    2.9070    0.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1971    2.8778   -0.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907    0.3310    1.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2727    1.4611    1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8522    1.0428    0.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4761   -0.3302    1.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2092    0.0768   -1.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9377   -1.3119   -0.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6504   -0.5192   -1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5157   -1.6534   -2.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6955   -1.1396    0.7246 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
 15 16  1  0
 15 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  0
 14 48  1  0
 15 49  1  6
 16 50  1  0
 19 51  1  0
M  END


  Mrv1652303062020402D          

 19 18  0  0  0  0            999 V2000
 9994.4728 9997.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1874 9997.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.9023 9997.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.6170 9997.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.3315 9997.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.0469 9997.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7603 9997.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4759 9997.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.1893 9997.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.9047 9997.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.6202 9997.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.3336 9997.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.0490 9997.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.7582 9997.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.0436 9997.1208    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9992.3287 9997.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.6141 9997.1208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.3287 9998.3576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.0436 9996.2955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  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 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 19  1  6  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031057

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
JGHSBPIZNUXPLA-HNNXBMFYSA-N

> <FORMULA>
C16H32O3

> <MOLECULAR_WEIGHT>
272.429

> <EXACT_MASS>
272.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
35.11770122262122

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-hydroxyhexadecanoic acid

> <ALOGPS_LOGP>
5.55

> <JCHEM_LOGP>
5.385516856999999

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.284148890034412

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.255557640559995

> <JCHEM_PKA_STRONGEST_BASIC>
-3.797528712514443

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
78.57579999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.86e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-hydroxyhexadecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031057
     RDKit          3D
2-Hydroxyhexadecanoic acid
 51 50  0  0  0  0  0  0  0  0999 V2000
   -6.1556   -2.3204   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8314   -1.6011    0.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1382   -0.1287    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8758    0.7128    0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1625    0.3985    1.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9287    1.1679    1.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7103    0.9713    0.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781    1.1569   -0.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5101    1.0478   -1.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5920    2.0024   -1.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2677    2.1791    0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8950    1.0869    0.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0057    0.3132    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6803   -0.4904   -0.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8728   -1.2595   -1.4138 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4130   -1.9640   -2.5440 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3946   -2.2423   -0.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2666   -3.4930   -0.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0274   -1.9079    0.7510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9001   -1.7913    0.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0962   -3.3946    0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4731   -2.1771   -1.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2182   -1.8523   -0.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832   -1.9811    0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5792    0.1788   -0.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8714    0.1059    0.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3130    1.7704    0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3188    0.7702   -0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8427   -0.7040    1.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8105    0.5290    2.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1531    2.3026    1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6421    1.1519    2.9003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3055   -0.0756    1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0947    1.6214    1.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3443    0.2078   -0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3295    2.0558   -0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8560   -0.0324   -1.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1894    1.1492   -2.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0737    3.0593   -1.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3359    2.0248   -1.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7894    2.9070    0.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1971    2.8778   -0.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907    0.3310    1.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2727    1.4611    1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8522    1.0428    0.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4761   -0.3302    1.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2092    0.0768   -1.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9377   -1.3119   -0.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6504   -0.5192   -1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5157   -1.6534   -2.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6955   -1.1396    0.7246 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
 15 16  1  0
 15 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  0
 14 48  1  0
 15 49  1  6
 16 50  1  0
 19 51  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    8656.3498661.292   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8657.6838662.061   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8659.0188661.292   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8660.3528662.061   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8661.6858661.292   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8663.0218662.061   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8664.3538661.292   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8665.6888662.061   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8667.0208661.292   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8668.3558662.061   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8669.6918661.292   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8671.0238662.061   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8672.3588661.292   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8655.0158662.061   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8653.6818661.292   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8652.3478662.061   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8651.0138661.292   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8652.3478663.601   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    8653.6818659.752   0.000  0.00  0.00           O+0
CONECT    1    2   14                                                       
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   13                                                       
CONECT   13   12                                                            
CONECT   14    1   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   15                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0031057
HETATM    1  C1  UNL     1      -6.156  -2.320  -0.110  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.831  -1.601   0.076  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.138  -0.129   0.121  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.876   0.713   0.308  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.162   0.398   1.552  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.929   1.168   1.787  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.710   0.971   0.957  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.778   1.157  -0.506  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.510   1.048  -1.270  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.592   2.002  -1.050  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.268   2.179   0.225  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.895   1.087   0.965  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.006   0.313   0.355  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.680  -0.490  -0.839  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.873  -1.259  -1.414  1.00  0.00           C  
HETATM   16  O1  UNL     1       4.413  -1.964  -2.544  1.00  0.00           O  
HETATM   17  C16 UNL     1       5.395  -2.242  -0.440  1.00  0.00           C  
HETATM   18  O2  UNL     1       5.267  -3.493  -0.693  1.00  0.00           O  
HETATM   19  O3  UNL     1       6.027  -1.908   0.751  1.00  0.00           O  
HETATM   20  H1  UNL     1      -6.900  -1.791   0.521  1.00  0.00           H  
HETATM   21  H2  UNL     1      -6.096  -3.395   0.080  1.00  0.00           H  
HETATM   22  H3  UNL     1      -6.473  -2.177  -1.181  1.00  0.00           H  
HETATM   23  H4  UNL     1      -4.218  -1.852  -0.814  1.00  0.00           H  
HETATM   24  H5  UNL     1      -4.383  -1.981   0.998  1.00  0.00           H  
HETATM   25  H6  UNL     1      -5.579   0.179  -0.848  1.00  0.00           H  
HETATM   26  H7  UNL     1      -5.871   0.106   0.910  1.00  0.00           H  
HETATM   27  H8  UNL     1      -4.313   1.770   0.465  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.319   0.770  -0.588  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.843  -0.704   1.542  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.810   0.529   2.467  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.153   2.303   1.683  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.642   1.152   2.900  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.305  -0.076   1.205  1.00  0.00           H  
HETATM   34  H15 UNL     1       0.095   1.621   1.414  1.00  0.00           H  
HETATM   35  H16 UNL     1      -1.344   0.208  -0.879  1.00  0.00           H  
HETATM   36  H17 UNL     1      -1.329   2.056  -0.807  1.00  0.00           H  
HETATM   37  H18 UNL     1       0.856  -0.032  -1.251  1.00  0.00           H  
HETATM   38  H19 UNL     1       0.189   1.149  -2.366  1.00  0.00           H  
HETATM   39  H20 UNL     1       1.074   3.059  -1.222  1.00  0.00           H  
HETATM   40  H21 UNL     1       2.336   2.025  -1.904  1.00  0.00           H  
HETATM   41  H22 UNL     1       1.789   2.907   0.948  1.00  0.00           H  
HETATM   42  H23 UNL     1       3.197   2.878  -0.067  1.00  0.00           H  
HETATM   43  H24 UNL     1       2.091   0.331   1.265  1.00  0.00           H  
HETATM   44  H25 UNL     1       3.273   1.461   1.973  1.00  0.00           H  
HETATM   45  H26 UNL     1       4.852   1.043   0.114  1.00  0.00           H  
HETATM   46  H27 UNL     1       4.476  -0.330   1.165  1.00  0.00           H  
HETATM   47  H28 UNL     1       3.209   0.077  -1.640  1.00  0.00           H  
HETATM   48  H29 UNL     1       2.938  -1.312  -0.572  1.00  0.00           H  
HETATM   49  H30 UNL     1       5.650  -0.519  -1.668  1.00  0.00           H  
HETATM   50  H31 UNL     1       3.516  -1.653  -2.798  1.00  0.00           H  
HETATM   51  H32 UNL     1       6.695  -1.140   0.725  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   47   48
CONECT   15   16   17   49
CONECT   16   50
CONECT   17   18   18   19
CONECT   19   51
END

HMDB0031057
     RDKit          3D
2-Hydroxyhexadecanoic acid
 51 50  0  0  0  0  0  0  0  0999 V2000
   -6.1556   -2.3204   -0.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8314   -1.6011    0.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1382   -0.1287    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8758    0.7128    0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1625    0.3985    1.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9287    1.1679    1.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7103    0.9713    0.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781    1.1569   -0.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5101    1.0478   -1.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5920    2.0024   -1.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2677    2.1791    0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8950    1.0869    0.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0057    0.3132    0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6803   -0.4904   -0.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8728   -1.2595   -1.4138 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4130   -1.9640   -2.5440 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3946   -2.2423   -0.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2666   -3.4930   -0.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0274   -1.9079    0.7510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9001   -1.7913    0.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0962   -3.3946    0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4731   -2.1771   -1.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2182   -1.8523   -0.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832   -1.9811    0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5792    0.1788   -0.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8714    0.1059    0.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3130    1.7704    0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3188    0.7702   -0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8427   -0.7040    1.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8105    0.5290    2.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1531    2.3026    1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6421    1.1519    2.9003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3055   -0.0756    1.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0947    1.6214    1.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3443    0.2078   -0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3295    2.0558   -0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8560   -0.0324   -1.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1894    1.1492   -2.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0737    3.0593   -1.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3359    2.0248   -1.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7894    2.9070    0.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1971    2.8778   -0.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907    0.3310    1.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2727    1.4611    1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8522    1.0428    0.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4761   -0.3302    1.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2092    0.0768   -1.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9377   -1.3119   -0.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6504   -0.5192   -1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5157   -1.6534   -2.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6955   -1.1396    0.7246 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
 15 16  1  0
 15 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  0
 14 48  1  0
 15 49  1  6
 16 50  1  0
 19 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(S)-2-Hydroxypalmitic acid	ChEBI
(S)-2oh PA	ChEBI
2S-Hydroxyhexadecanoic acid	ChEBI
2S-Hydroxypalmitic acid	ChEBI
(S)-2-Hydroxypalmitate	Generator
2S-Hydroxyhexadecanoate	Generator
2S-Hydroxypalmitate	Generator
2-Hydroxyhexadecanoate	Generator
(2S)-2-Hydroxyhexadecanoate	HMDB
(2S)-2-Hydroxyhexadecanoic acid	HMDB
(S)-2-Hydroxyhexadecanoate	HMDB
(S)-2-Hydroxyhexadecanoic acid	HMDB
(S)-alpha-Hydroxypalmitate	HMDB
(S)-alpha-Hydroxypalmitic acid	HMDB
(S)-Α-hydroxypalmitate	HMDB
(S)-Α-hydroxypalmitic acid	HMDB
(±)-2-hydroxyhexadecanoate	HMDB
(±)-2-hydroxyhexadecanoic acid	HMDB
(±)-alpha-hydroxypalmitate	HMDB
(±)-alpha-hydroxypalmitic acid	HMDB
(±)-α-hydroxypalmitate	HMDB
(±)-α-hydroxypalmitic acid	HMDB
2-Hydroxypalmitate	HMDB
2-Hydroxypalmitic acid	HMDB
DL-2-Hydroxyhexadecanoate	HMDB
DL-2-Hydroxyhexadecanoic acid	HMDB
DL-2-Hydroxypalmitate	HMDB
DL-2-Hydroxypalmitic acid	HMDB
FA(16:0(2-OH))	HMDB
FA(16:0(2S-OH))	HMDB
L-2-Hydroxyhexadecanoate	HMDB
L-2-Hydroxyhexadecanoic acid	HMDB
L-2-Hydroxypalmitate	HMDB
L-2-Hydroxypalmitic acid	HMDB
alpha-Hydroxyhexadecanoate	HMDB
alpha-Hydroxyhexadecanoic acid	HMDB
alpha-Hydroxypalmitate	HMDB
alpha-Hydroxypalmitic acid	HMDB
Α-hydroxyhexadecanoate	HMDB
Α-hydroxyhexadecanoic acid	HMDB
Α-hydroxypalmitate	HMDB
Α-hydroxypalmitic acid	HMDB
2-Hydroxyhexadecanoic acid	HMDB

Chemical Formula

C₁₆H₃₂O₃

Average Molecular Weight

272.429

Monoisotopic Molecular Weight

272.23514489

IUPAC Name

(2S)-2-hydroxyhexadecanoic acid

Traditional Name

(2S)-2-hydroxyhexadecanoic acid

CAS Registry Number

16452-52-1

SMILES

CCCCCCCCCCCCCC[C@H](O)C(O)=O

InChI Identifier

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

InChI Key

JGHSBPIZNUXPLA-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
Alpha-hydroxy acid
Hydroxy acid
Monosaccharide
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-hydroxypalmitic acid (CHEBI:75977 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	93.3 - 93.6 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0039 g/L	ALOGPS
logP	5.55	ALOGPS
logP	5.39	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.26	ChemAxon
pKa (Strongest Basic)	-3.8	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	78.58 m³·mol⁻¹	ChemAxon
Polarizability	35.12 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	173.313	30932474
DeepCCS	[M-H]-	169.293	30932474
DeepCCS	[M-2H]-	206.263	30932474
DeepCCS	[M+Na]+	182.177	30932474
AllCCS	[M+H]+	176.1	32859911
AllCCS	[M+H-H2O]+	173.0	32859911
AllCCS	[M+NH4]+	178.9	32859911
AllCCS	[M+Na]+	179.7	32859911
AllCCS	[M-H]-	172.7	32859911
AllCCS	[M+Na-2H]-	173.7	32859911
AllCCS	[M+HCOO]-	174.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.99 minutes	32390414
Predicted by Siyang on May 30, 2022	20.2491 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.47 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	37.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2857.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	528.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	216.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	268.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	517.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	875.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	840.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	107.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1865.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	570.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1755.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	677.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	464.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	624.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	477.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	11.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxyhexadecanoic acid	CCCCCCCCCCCCCC[C@H](O)C(O)=O	3095.4	Standard polar	33892256
2-Hydroxyhexadecanoic acid	CCCCCCCCCCCCCC[C@H](O)C(O)=O	2068.0	Standard non polar	33892256
2-Hydroxyhexadecanoic acid	CCCCCCCCCCCCCC[C@H](O)C(O)=O	2143.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxyhexadecanoic acid,1TMS,isomer #1	CCCCCCCCCCCCCC[C@H](O[Si](C)(C)C)C(=O)O	2203.0	Semi standard non polar	33892256
2-Hydroxyhexadecanoic acid,1TMS,isomer #2	CCCCCCCCCCCCCC[C@H](O)C(=O)O[Si](C)(C)C	2127.1	Semi standard non polar	33892256
2-Hydroxyhexadecanoic acid,2TMS,isomer #1	CCCCCCCCCCCCCC[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2231.9	Semi standard non polar	33892256
2-Hydroxyhexadecanoic acid,1TBDMS,isomer #1	CCCCCCCCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O	2446.9	Semi standard non polar	33892256
2-Hydroxyhexadecanoic acid,1TBDMS,isomer #2	CCCCCCCCCCCCCC[C@H](O)C(=O)O[Si](C)(C)C(C)(C)C	2384.7	Semi standard non polar	33892256
2-Hydroxyhexadecanoic acid,2TBDMS,isomer #1	CCCCCCCCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2702.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2-Hydroxyhexadecanoic acid GC-EI-TOF (Non-derivatized)	splash10-0002-1920000000-b6822f7cbd56cfd6a839	2019-10-23	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxyhexadecanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyhexadecanoic acid 10V, Negative-QTOF	splash10-00di-0090000000-942530f4c3e31e371cc8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyhexadecanoic acid 20V, Negative-QTOF	splash10-00di-1090000000-4b971eab6fa9eb539e67	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyhexadecanoic acid 40V, Negative-QTOF	splash10-0006-9000000000-cc07b849735dd9fcd602	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyhexadecanoic acid 10V, Positive-QTOF	splash10-00di-2190000000-c3b81f8fb3d98ce78a8c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyhexadecanoic acid 20V, Positive-QTOF	splash10-0ab9-9320000000-9ce4aead56bd570dfc9e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyhexadecanoic acid 40V, Positive-QTOF	splash10-0a4l-9000000000-6f8369be55fb2dcccc6d	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Feces

Tissue Locations

Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00052641

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

12575964

PDB ID

Not Available

ChEBI ID

75977

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Jones JM, Morrell JC, Gould SJ: Identification and characterization of HAOX1, HAOX2, and HAOX3, three human peroxisomal 2-hydroxy acid oxidases. J Biol Chem. 2000 Apr 28;275(17):12590-7. [PubMed:10777549 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [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. 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. 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 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 2-Hydroxyhexadecanoic acid (HMDB0031057)

MOL for HMDB0031057 (2-Hydroxyhexadecanoic acid)

3D MOL for HMDB0031057 (2-Hydroxyhexadecanoic acid)

3D SDF for HMDB0031057 (2-Hydroxyhexadecanoic acid)

3D-SDF for HMDB0031057 (2-Hydroxyhexadecanoic acid)

PDB for HMDB0031057 (2-Hydroxyhexadecanoic acid)

3D PDB for HMDB0031057 (2-Hydroxyhexadecanoic acid)

SMILES for HMDB0031057 (2-Hydroxyhexadecanoic acid)

INCHI for HMDB0031057 (2-Hydroxyhexadecanoic acid)

Structure for HMDB0031057 (2-Hydroxyhexadecanoic acid)

3D Structure for HMDB0031057 (2-Hydroxyhexadecanoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra