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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2014-04-11 22:17:06 UTC

Update Date

2021-09-14 14:58:38 UTC

HMDB ID

HMDB0061657

Secondary Accession Numbers

HMDB61657

Metabolite Identification

Common Name

3-hydroxypentadecanoic acid

Description

3-hydroxypentadecanoic acid 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. 3-hydroxypentadecanoic 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

HMDB0061657
     RDKit          3D
3-hydroxypentadecanoic acid
 48 47  0  0  0  0  0  0  0  0999 V2000
    6.8927    1.5058    0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8196    0.0032    0.4493 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7060   -0.5798   -0.3657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3760   -0.0352    0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2717   -0.6499   -0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9457   -0.0527   -0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8227   -0.6296   -1.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5088   -0.0271   -0.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7932   -0.2815    0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0727    0.2629    1.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3725   -0.2597    0.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7014   -0.2876   -0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1372   -0.7542   -0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2676   -2.0352   -0.3143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1731    0.1777   -0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1193    1.5227   -0.8852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0705    2.2014   -0.8043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2250    2.0622   -1.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7281    1.8212    1.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9638    2.0051    0.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1680    1.7853   -0.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6987   -0.2905    1.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7798   -0.3899    0.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8387   -0.3149   -1.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7096   -1.6701   -0.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1917   -0.1678    1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3146    1.0715   -0.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3933   -0.4197   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2051   -1.7449   -0.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9863    1.0500   -0.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8596   -0.3426    0.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203   -1.7239   -0.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9920   -0.4471   -2.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2314   -0.3328   -1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3591    1.0975   -0.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0585    0.2254    1.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350   -1.3576    1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0676    0.2168    2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141    1.3984    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6304   -1.2475    1.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1546    0.4419    1.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1258   -1.1928   -1.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4376    0.5694   -1.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2144   -0.8715   -1.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7547   -2.6390   -0.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1681   -0.3196   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1130    0.1646    0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9953    1.4816   -1.8747 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
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 18 48  1  0
M  END


  Mrv0541 04111415172D          

 18 17  0  0  0  0            999 V2000
    6.7105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9961    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105    5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7131    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  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
 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
M  END
> <DATABASE_ID>
HMDB0061657

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCC(O)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-14(16)13-15(17)18/h14,16H,2-13H2,1H3,(H,17,18)

> <INCHI_KEY>
ATMSEJBABXCWDW-UHFFFAOYSA-N

> <FORMULA>
C15H30O3

> <MOLECULAR_WEIGHT>
258.3969

> <EXACT_MASS>
258.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
32.98008092566404

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxypentadecanoic acid

> <ALOGPS_LOGP>
5.13

> <JCHEM_LOGP>
4.581203045666666

> <ALOGPS_LOGS>
-4.29

> <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>
73.9981

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxypentadecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061657
     RDKit          3D
3-hydroxypentadecanoic acid
 48 47  0  0  0  0  0  0  0  0999 V2000
    6.8927    1.5058    0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8196    0.0032    0.4493 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7060   -0.5798   -0.3657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3760   -0.0352    0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2717   -0.6499   -0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9457   -0.0527   -0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8227   -0.6296   -1.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5088   -0.0271   -0.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7932   -0.2815    0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0727    0.2629    1.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3725   -0.2597    0.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7014   -0.2876   -0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1372   -0.7542   -0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2676   -2.0352   -0.3143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1731    0.1777   -0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1193    1.5227   -0.8852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0705    2.2014   -0.8043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2250    2.0622   -1.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7281    1.8212    1.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9638    2.0051    0.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1680    1.7853   -0.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6987   -0.2905    1.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7798   -0.3899    0.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8387   -0.3149   -1.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7096   -1.6701   -0.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1917   -0.1678    1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3146    1.0715   -0.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3933   -0.4197   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2051   -1.7449   -0.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9863    1.0500   -0.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8596   -0.3426    0.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203   -1.7239   -0.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9920   -0.4471   -2.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2314   -0.3328   -1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3591    1.0975   -0.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0585    0.2254    1.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350   -1.3576    1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0676    0.2168    2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141    1.3984    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6304   -1.2475    1.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1546    0.4419    1.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1258   -1.1928   -1.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4376    0.5694   -1.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2144   -0.8715   -1.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7547   -2.6390   -0.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1681   -0.3196   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1130    0.1646    0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9953    1.4816   -1.8747 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
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 18 48  1  0
M  END

HEADER    PROTEIN                                 11-APR-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-APR-14         0                                  
HETATM    1  C   UNK     0      12.526   8.772   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      11.193   8.002   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      12.526  10.312   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.194   8.772   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      15.194  10.312   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      16.527   8.002   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.861   8.772   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.195   8.002   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.528   8.772   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.862   8.002   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.196   8.772   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.529   8.002   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.863   8.772   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.197   8.002   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.531   8.772   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.864   8.002   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.198   8.772   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    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                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0061657
HETATM    1  C1  UNL     1       6.893   1.506   0.331  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.820   0.003   0.449  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.706  -0.580  -0.366  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.376  -0.035   0.073  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.272  -0.650  -0.759  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.946  -0.053  -0.268  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.823  -0.630  -1.055  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.509  -0.027  -0.602  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.793  -0.282   0.840  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.073   0.263   1.307  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.372  -0.260   0.854  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.701  -0.288  -0.588  1.00  0.00           C  
HETATM   13  C13 UNL     1      -5.137  -0.754  -0.838  1.00  0.00           C  
HETATM   14  O1  UNL     1      -5.268  -2.035  -0.314  1.00  0.00           O  
HETATM   15  C14 UNL     1      -6.173   0.178  -0.322  1.00  0.00           C  
HETATM   16  C15 UNL     1      -6.119   1.523  -0.885  1.00  0.00           C  
HETATM   17  O2  UNL     1      -5.070   2.201  -0.804  1.00  0.00           O  
HETATM   18  O3  UNL     1      -7.225   2.062  -1.514  1.00  0.00           O  
HETATM   19  H1  UNL     1       7.728   1.821   1.028  1.00  0.00           H  
HETATM   20  H2  UNL     1       5.964   2.005   0.693  1.00  0.00           H  
HETATM   21  H3  UNL     1       7.168   1.785  -0.703  1.00  0.00           H  
HETATM   22  H4  UNL     1       6.699  -0.290   1.509  1.00  0.00           H  
HETATM   23  H5  UNL     1       7.780  -0.390   0.042  1.00  0.00           H  
HETATM   24  H6  UNL     1       5.839  -0.315  -1.444  1.00  0.00           H  
HETATM   25  H7  UNL     1       5.710  -1.670  -0.216  1.00  0.00           H  
HETATM   26  H8  UNL     1       4.192  -0.168   1.157  1.00  0.00           H  
HETATM   27  H9  UNL     1       4.315   1.071  -0.118  1.00  0.00           H  
HETATM   28  H10 UNL     1       3.393  -0.420  -1.830  1.00  0.00           H  
HETATM   29  H11 UNL     1       3.205  -1.745  -0.632  1.00  0.00           H  
HETATM   30  H12 UNL     1       1.986   1.050  -0.374  1.00  0.00           H  
HETATM   31  H13 UNL     1       1.860  -0.343   0.804  1.00  0.00           H  
HETATM   32  H14 UNL     1       0.720  -1.724  -0.929  1.00  0.00           H  
HETATM   33  H15 UNL     1       0.992  -0.447  -2.121  1.00  0.00           H  
HETATM   34  H16 UNL     1      -1.231  -0.333  -1.343  1.00  0.00           H  
HETATM   35  H17 UNL     1      -0.359   1.098  -0.777  1.00  0.00           H  
HETATM   36  H18 UNL     1       0.058   0.225   1.411  1.00  0.00           H  
HETATM   37  H19 UNL     1      -0.635  -1.358   1.110  1.00  0.00           H  
HETATM   38  H20 UNL     1      -2.068   0.217   2.460  1.00  0.00           H  
HETATM   39  H21 UNL     1      -2.114   1.398   1.088  1.00  0.00           H  
HETATM   40  H22 UNL     1      -3.630  -1.248   1.353  1.00  0.00           H  
HETATM   41  H23 UNL     1      -4.155   0.442   1.320  1.00  0.00           H  
HETATM   42  H24 UNL     1      -3.126  -1.193  -1.010  1.00  0.00           H  
HETATM   43  H25 UNL     1      -3.438   0.569  -1.189  1.00  0.00           H  
HETATM   44  H26 UNL     1      -5.214  -0.871  -1.942  1.00  0.00           H  
HETATM   45  H27 UNL     1      -4.755  -2.639  -0.916  1.00  0.00           H  
HETATM   46  H28 UNL     1      -7.168  -0.320  -0.522  1.00  0.00           H  
HETATM   47  H29 UNL     1      -6.113   0.165   0.813  1.00  0.00           H  
HETATM   48  H30 UNL     1      -7.995   1.482  -1.875  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8   32   33
CONECT    8    9   34   35
CONECT    9   10   36   37
CONECT   10   11   38   39
CONECT   11   12   40   41
CONECT   12   13   42   43
CONECT   13   14   15   44
CONECT   14   45
CONECT   15   16   46   47
CONECT   16   17   17   18
CONECT   18   48
END

HMDB0061657
     RDKit          3D
3-hydroxypentadecanoic acid
 48 47  0  0  0  0  0  0  0  0999 V2000
    6.8927    1.5058    0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8196    0.0032    0.4493 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7060   -0.5798   -0.3657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3760   -0.0352    0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2717   -0.6499   -0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9457   -0.0527   -0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8227   -0.6296   -1.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5088   -0.0271   -0.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7932   -0.2815    0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0727    0.2629    1.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3725   -0.2597    0.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7014   -0.2876   -0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1372   -0.7542   -0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2676   -2.0352   -0.3143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1731    0.1777   -0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1193    1.5227   -0.8852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0705    2.2014   -0.8043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2250    2.0622   -1.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7281    1.8212    1.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9638    2.0051    0.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1680    1.7853   -0.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6987   -0.2905    1.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7798   -0.3899    0.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8387   -0.3149   -1.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7096   -1.6701   -0.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1917   -0.1678    1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3146    1.0715   -0.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3933   -0.4197   -1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2051   -1.7449   -0.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9863    1.0500   -0.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8596   -0.3426    0.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203   -1.7239   -0.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9920   -0.4471   -2.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2314   -0.3328   -1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3591    1.0975   -0.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0585    0.2254    1.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350   -1.3576    1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0676    0.2168    2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141    1.3984    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6304   -1.2475    1.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1546    0.4419    1.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1258   -1.1928   -1.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4376    0.5694   -1.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2144   -0.8715   -1.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7547   -2.6390   -0.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1681   -0.3196   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1130    0.1646    0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9953    1.4816   -1.8747 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
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 18 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Hydroxypentadecanoate	Generator
3-Hydroxy-pentadecanoate	Generator

Chemical Formula

C₁₅H₃₀O₃

Average Molecular Weight

258.3969

Monoisotopic Molecular Weight

258.219494826

IUPAC Name

3-hydroxypentadecanoic acid

Traditional Name

3-hydroxypentadecanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCC(O)CC(O)=O

InChI Identifier

InChI=1S/C15H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-14(16)13-15(17)18/h14,16H,2-13H2,1H3,(H,17,18)

InChI Key

ATMSEJBABXCWDW-UHFFFAOYSA-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
Beta-hydroxy acid
Branched fatty acid
Methyl-branched fatty acid
Hydroxy fatty acid
Hydroxy acid
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Hydroxy fatty acids (LMFA01050183 )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	5.13	ALOGPS
logP	4.58	ChemAxon
logS	-4.3	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	13	ChemAxon
Refractivity	74 m³·mol⁻¹	ChemAxon
Polarizability	32.98 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	166.35	31661259
DarkChem	[M-H]-	164.849	31661259
DeepCCS	[M+H]+	166.154	30932474
DeepCCS	[M-H]-	162.133	30932474
DeepCCS	[M-2H]-	199.334	30932474
DeepCCS	[M+Na]+	175.194	30932474
AllCCS	[M+H]+	170.9	32859911
AllCCS	[M+H-H2O]+	167.7	32859911
AllCCS	[M+NH4]+	173.9	32859911
AllCCS	[M+Na]+	174.7	32859911
AllCCS	[M-H]-	169.2	32859911
AllCCS	[M+Na-2H]-	170.2	32859911
AllCCS	[M+HCOO]-	171.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-hydroxypentadecanoic acid	CCCCCCCCCCCCC(O)CC(O)=O	3263.8	Standard polar	33892256
3-hydroxypentadecanoic acid	CCCCCCCCCCCCC(O)CC(O)=O	1919.1	Standard non polar	33892256
3-hydroxypentadecanoic acid	CCCCCCCCCCCCC(O)CC(O)=O	2051.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-hydroxypentadecanoic acid,1TMS,isomer #1	CCCCCCCCCCCCC(CC(=O)O)O[Si](C)(C)C	2092.4	Semi standard non polar	33892256
3-hydroxypentadecanoic acid,1TMS,isomer #2	CCCCCCCCCCCCC(O)CC(=O)O[Si](C)(C)C	2089.1	Semi standard non polar	33892256
3-hydroxypentadecanoic acid,2TMS,isomer #1	CCCCCCCCCCCCC(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2129.0	Semi standard non polar	33892256
3-hydroxypentadecanoic acid,1TBDMS,isomer #1	CCCCCCCCCCCCC(CC(=O)O)O[Si](C)(C)C(C)(C)C	2329.5	Semi standard non polar	33892256
3-hydroxypentadecanoic acid,1TBDMS,isomer #2	CCCCCCCCCCCCC(O)CC(=O)O[Si](C)(C)C(C)(C)C	2335.0	Semi standard non polar	33892256
3-hydroxypentadecanoic acid,2TBDMS,isomer #1	CCCCCCCCCCCCC(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2587.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-hydroxypentadecanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9420000000-7cb83381afd7477ceb3f	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-hydroxypentadecanoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-00dr-9233000000-fae458e97af8bcc0aa89	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-hydroxypentadecanoic 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 - 3-hydroxypentadecanoic acid 10V, Positive-QTOF	splash10-0006-0190000000-7a2afe92f91abccfd6f4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxypentadecanoic acid 20V, Positive-QTOF	splash10-006y-5980000000-9f678f922af27ad56720	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxypentadecanoic acid 40V, Positive-QTOF	splash10-052f-9600000000-7582c195956a0927f1f9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxypentadecanoic acid 10V, Negative-QTOF	splash10-0a4i-0090000000-645f9c2c220ffc740539	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxypentadecanoic acid 20V, Negative-QTOF	splash10-0btj-3390000000-abc9b4fae3e43d04483b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxypentadecanoic acid 40V, Negative-QTOF	splash10-0a4m-9520000000-742c1c4476e166b11d1c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxypentadecanoic acid 10V, Positive-QTOF	splash10-0a4i-4390000000-14b7bcd2fe2a3f4fe793	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxypentadecanoic acid 20V, Positive-QTOF	splash10-0a4j-9200000000-f2ce46ce8ad4c34db587	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxypentadecanoic acid 40V, Positive-QTOF	splash10-0a4l-9000000000-c8463e5c329428499b10	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxypentadecanoic acid 10V, Negative-QTOF	splash10-0a4i-7090000000-7a1e1069b1654d7cd0cd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxypentadecanoic acid 20V, Negative-QTOF	splash10-0a4i-9000000000-928fa01e87973b2ef24d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxypentadecanoic acid 40V, Negative-QTOF	splash10-0006-9000000000-b4af13c76abafd9bd581	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

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

182089

PDB ID

Not Available

ChEBI ID

Not Available

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

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 ]
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The AOCS Lipid Library [Link]

Showing metabocard for 3-hydroxypentadecanoic acid (HMDB0061657)

MOL for HMDB0061657 (3-hydroxypentadecanoic acid)

3D MOL for HMDB0061657 (3-hydroxypentadecanoic acid)

3D SDF for HMDB0061657 (3-hydroxypentadecanoic acid)

3D-SDF for HMDB0061657 (3-hydroxypentadecanoic acid)

PDB for HMDB0061657 (3-hydroxypentadecanoic acid)

3D PDB for HMDB0061657 (3-hydroxypentadecanoic acid)

SMILES for HMDB0061657 (3-hydroxypentadecanoic acid)

INCHI for HMDB0061657 (3-hydroxypentadecanoic acid)

Structure for HMDB0061657 (3-hydroxypentadecanoic acid)

3D Structure for HMDB0061657 (3-hydroxypentadecanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra