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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:46:10 UTC

Update Date

2022-03-07 02:53:09 UTC

HMDB ID

HMDB0031885

Secondary Accession Numbers

HMDB31885

Metabolite Identification

Common Name

6-Hydroxypentadecanedioic acid

Description

6-Hydroxypentadecanedioic 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. Based on a literature review a small amount of articles have been published on 6-Hydroxypentadecanedioic acid.

Structure

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

HMDB0031885
     RDKit          3D
6-Hydroxypentadecanedioic acid
 48 47  0  0  0  0  0  0  0  0999 V2000
    7.1186    1.8502    1.2329 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0899    2.3231    0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8571    3.6818    0.6465 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0900    1.4041    0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4705   -0.0292    0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4719   -0.9548   -0.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0888   -0.8764    0.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2405   -1.8724   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7995   -1.9353    0.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1303   -0.6298   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3052   -0.5410    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2535   -1.4518   -0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8360   -2.8265   -0.1193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680   -1.4665    0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5880   -0.3445   -0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976    0.8835    0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5521    1.8481    0.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5823    2.2222   -1.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2248    1.5764   -1.8887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8879    3.3387   -1.5047 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6578    4.1182   -0.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728    1.5863    0.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0301    1.6538   -0.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4198   -0.1677   -0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7262   -0.2848    1.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7736   -2.0177   -0.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3405   -0.7271   -1.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7110    0.1506    0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1620   -1.1360    1.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1857   -1.5663   -1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7104   -2.8722   -0.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560   -2.7709   -0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8626   -2.2215    1.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1279   -0.3921   -1.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183    0.1607    0.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6058    0.5165    0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.5990    1.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1578   -1.3084   -1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7310   -2.8942    0.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1316   -2.3958   -0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7573   -1.8270    1.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7232    0.0057   -1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6383   -0.7233    0.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4536    1.3974    0.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4973    0.6198    1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4959    1.2719    0.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4587    2.7213    1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9667    3.5017   -1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 20 48  1  0
M  END


  Mrv0541 05061306122D          

 20 19  0  0  0  0            999 V2000
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    6.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  5  1  0  0  0  0
 10  7  1  0  0  0  0
 11  6  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  2  0  0  0  0
 18 14  1  0  0  0  0
 19 15  2  0  0  0  0
 20 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031885

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CCCCCCCCC(O)=O)CCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H28O5/c16-13(10-7-8-12-15(19)20)9-5-3-1-2-4-6-11-14(17)18/h13,16H,1-12H2,(H,17,18)(H,19,20)

> <INCHI_KEY>
PNEJUHLZEPRMHF-UHFFFAOYSA-N

> <FORMULA>
C15H28O5

> <MOLECULAR_WEIGHT>
288.3798

> <EXACT_MASS>
288.193674006

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
34.00147183371256

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-hydroxypentadecanedioic acid

> <ALOGPS_LOGP>
2.14

> <JCHEM_LOGP>
3.105053820666667

> <ALOGPS_LOGS>
-3.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.14785326354225

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.511879224981066

> <JCHEM_PKA_STRONGEST_BASIC>
-1.274826700133017

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
75.8175

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.91e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxypentadecanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031885
     RDKit          3D
6-Hydroxypentadecanedioic acid
 48 47  0  0  0  0  0  0  0  0999 V2000
    7.1186    1.8502    1.2329 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0899    2.3231    0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8571    3.6818    0.6465 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0900    1.4041    0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4705   -0.0292    0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4719   -0.9548   -0.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0888   -0.8764    0.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2405   -1.8724   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7995   -1.9353    0.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1303   -0.6298   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3052   -0.5410    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2535   -1.4518   -0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8360   -2.8265   -0.1193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680   -1.4665    0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5880   -0.3445   -0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976    0.8835    0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5521    1.8481    0.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5823    2.2222   -1.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2248    1.5764   -1.8887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8879    3.3387   -1.5047 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6578    4.1182   -0.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728    1.5863    0.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0301    1.6538   -0.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4198   -0.1677   -0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7262   -0.2848    1.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7736   -2.0177   -0.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3405   -0.7271   -1.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7110    0.1506    0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1620   -1.1360    1.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1857   -1.5663   -1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7104   -2.8722   -0.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560   -2.7709   -0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8626   -2.2215    1.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1279   -0.3921   -1.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183    0.1607    0.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6058    0.5165    0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.5990    1.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1578   -1.3084   -1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7310   -2.8942    0.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1316   -2.3958   -0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7573   -1.8270    1.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7232    0.0057   -1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6383   -0.7233    0.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4536    1.3974    0.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4973    0.6198    1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4959    1.2719    0.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4587    2.7213    1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9667    3.5017   -1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 20 48  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      22.838  10.106   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.505   9.336   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.172   9.336   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.171  10.106   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      25.506  10.106   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.837   9.336   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      30.841  10.106   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      32.174   9.336   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      26.839   9.336   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.507   9.336   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.504  10.106   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      33.508  10.106   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.173  10.106   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      34.842   9.336   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      28.173  11.646   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      14.836  10.106   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      16.170   7.796   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      36.175  10.106   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      34.842   7.796   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    9                                                       
CONECT    6    4   11                                                       
CONECT    7    8   10                                                       
CONECT    8    7   12                                                       
CONECT    9    5   13                                                       
CONECT   10    7   13                                                       
CONECT   11    6   14                                                       
CONECT   12    8   15                                                       
CONECT   13    9   10   16                                                  
CONECT   14   11   17   18                                                  
CONECT   15   12   19   20                                                  
CONECT   16   13                                                            
CONECT   17   14                                                            
CONECT   18   14                                                            
CONECT   19   15                                                            
CONECT   20   15                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0031885
HETATM    1  O1  UNL     1       7.119   1.850   1.233  1.00  0.00           O  
HETATM    2  C1  UNL     1       6.090   2.323   0.702  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.857   3.682   0.646  1.00  0.00           O  
HETATM    4  C2  UNL     1       5.090   1.404   0.114  1.00  0.00           C  
HETATM    5  C3  UNL     1       5.470  -0.029   0.245  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.472  -0.955  -0.352  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.089  -0.876   0.257  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.240  -1.872  -0.458  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.799  -1.935   0.040  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.130  -0.630  -0.131  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.305  -0.541   0.341  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.254  -1.452  -0.311  1.00  0.00           C  
HETATM   13  O3  UNL     1      -1.836  -2.827  -0.119  1.00  0.00           O  
HETATM   14  C11 UNL     1      -3.668  -1.466   0.038  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.588  -0.345  -0.085  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.398   0.884   0.729  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.552   1.848   0.407  1.00  0.00           C  
HETATM   18  C15 UNL     1      -5.582   2.222  -1.017  1.00  0.00           C  
HETATM   19  O4  UNL     1      -6.225   1.576  -1.889  1.00  0.00           O  
HETATM   20  O5  UNL     1      -4.888   3.339  -1.505  1.00  0.00           O  
HETATM   21  H1  UNL     1       5.658   4.118  -0.255  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.073   1.586   0.516  1.00  0.00           H  
HETATM   23  H3  UNL     1       5.030   1.654  -0.974  1.00  0.00           H  
HETATM   24  H4  UNL     1       6.420  -0.168  -0.352  1.00  0.00           H  
HETATM   25  H5  UNL     1       5.726  -0.285   1.294  1.00  0.00           H  
HETATM   26  H6  UNL     1       4.774  -2.018  -0.307  1.00  0.00           H  
HETATM   27  H7  UNL     1       4.341  -0.727  -1.438  1.00  0.00           H  
HETATM   28  H8  UNL     1       2.711   0.151   0.220  1.00  0.00           H  
HETATM   29  H9  UNL     1       3.162  -1.136   1.353  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.186  -1.566  -1.527  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.710  -2.872  -0.341  1.00  0.00           H  
HETATM   32  H12 UNL     1       0.356  -2.771  -0.584  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.863  -2.222   1.110  1.00  0.00           H  
HETATM   34  H14 UNL     1       0.128  -0.392  -1.236  1.00  0.00           H  
HETATM   35  H15 UNL     1       0.718   0.161   0.337  1.00  0.00           H  
HETATM   36  H16 UNL     1      -1.606   0.516   0.066  1.00  0.00           H  
HETATM   37  H17 UNL     1      -1.299  -0.599   1.445  1.00  0.00           H  
HETATM   38  H18 UNL     1      -2.158  -1.308  -1.425  1.00  0.00           H  
HETATM   39  H19 UNL     1      -1.731  -2.894   0.849  1.00  0.00           H  
HETATM   40  H20 UNL     1      -4.132  -2.396  -0.478  1.00  0.00           H  
HETATM   41  H21 UNL     1      -3.757  -1.827   1.138  1.00  0.00           H  
HETATM   42  H22 UNL     1      -4.723   0.006  -1.154  1.00  0.00           H  
HETATM   43  H23 UNL     1      -5.638  -0.723   0.186  1.00  0.00           H  
HETATM   44  H24 UNL     1      -3.454   1.397   0.632  1.00  0.00           H  
HETATM   45  H25 UNL     1      -4.497   0.620   1.825  1.00  0.00           H  
HETATM   46  H26 UNL     1      -6.496   1.272   0.607  1.00  0.00           H  
HETATM   47  H27 UNL     1      -5.459   2.721   1.072  1.00  0.00           H  
HETATM   48  H28 UNL     1      -3.967   3.502  -1.135  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   21
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8   28   29
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   34   35
CONECT   11   12   36   37
CONECT   12   13   14   38
CONECT   13   39
CONECT   14   15   40   41
CONECT   15   16   42   43
CONECT   16   17   44   45
CONECT   17   18   46   47
CONECT   18   19   19   20
CONECT   20   48
END

HMDB0031885
     RDKit          3D
6-Hydroxypentadecanedioic acid
 48 47  0  0  0  0  0  0  0  0999 V2000
    7.1186    1.8502    1.2329 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0899    2.3231    0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8571    3.6818    0.6465 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0900    1.4041    0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4705   -0.0292    0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4719   -0.9548   -0.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0888   -0.8764    0.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2405   -1.8724   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7995   -1.9353    0.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1303   -0.6298   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3052   -0.5410    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2535   -1.4518   -0.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8360   -2.8265   -0.1193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680   -1.4665    0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5880   -0.3445   -0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976    0.8835    0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5521    1.8481    0.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5823    2.2222   -1.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2248    1.5764   -1.8887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8879    3.3387   -1.5047 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6578    4.1182   -0.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728    1.5863    0.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0301    1.6538   -0.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4198   -0.1677   -0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7262   -0.2848    1.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7736   -2.0177   -0.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3405   -0.7271   -1.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7110    0.1506    0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1620   -1.1360    1.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1857   -1.5663   -1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7104   -2.8722   -0.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560   -2.7709   -0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8626   -2.2215    1.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1279   -0.3921   -1.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183    0.1607    0.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6058    0.5165    0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.5990    1.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1578   -1.3084   -1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7310   -2.8942    0.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1316   -2.3958   -0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7573   -1.8270    1.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7232    0.0057   -1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6383   -0.7233    0.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4536    1.3974    0.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4973    0.6198    1.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4959    1.2719    0.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4587    2.7213    1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9667    3.5017   -1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 20 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Hydroxypentadecanedioate	Generator

Chemical Formula

C₁₅H₂₈O₅

Average Molecular Weight

288.3798

Monoisotopic Molecular Weight

288.193674006

IUPAC Name

6-hydroxypentadecanedioic acid

Traditional Name

6-hydroxypentadecanedioic acid

CAS Registry Number

38076-52-7

SMILES

OC(CCCCCCCCC(O)=O)CCCCC(O)=O

InChI Identifier

InChI=1S/C15H28O5/c16-13(10-7-8-12-15(19)20)9-5-3-1-2-4-6-11-14(17)18/h13,16H,1-12H2,(H,17,18)(H,19,20)

InChI Key

PNEJUHLZEPRMHF-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
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Secondary alcohol
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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0031885)
Adiposome (HMDB: HMDB0031885)

Biofluid or Excreta

Urine (HMDB: HMDB0031885)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031885)

Source

Endogenous

Endogenous (HMDB: HMDB0031885)

Plant

Plant (HMDB: HMDB0031885)

Animal

Animal (HMDB: HMDB0031885)

Exogenous

Food

Food (HMDB: HMDB0031885)

Nut

Nuts (FooDB: FOOD00869)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0031885)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0031885)

Cellular process

Cell signaling (HMDB: HMDB0031885)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0031885)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0031885)

Nutrient

Nutrient (HMDB: HMDB0031885)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031885)

Emulsifier (HMDB: HMDB0031885)

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	0.19 g/L	ALOGPS
logP	2.14	ALOGPS
logP	3.11	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.51	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	75.82 m³·mol⁻¹	ChemAxon
Polarizability	34 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]+	173.073	31661259
DarkChem	[M-H]-	167.846	31661259
DeepCCS	[M+H]+	169.08	30932474
DeepCCS	[M-H]-	165.37	30932474
DeepCCS	[M-2H]-	202.671	30932474
DeepCCS	[M+Na]+	178.336	30932474
AllCCS	[M+H]+	172.2	32859911
AllCCS	[M+H-H2O]+	169.2	32859911
AllCCS	[M+NH4]+	174.9	32859911
AllCCS	[M+Na]+	175.7	32859911
AllCCS	[M-H]-	172.7	32859911
AllCCS	[M+Na-2H]-	173.6	32859911
AllCCS	[M+HCOO]-	174.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxypentadecanedioic acid	OC(CCCCCCCCC(O)=O)CCCCC(O)=O	3712.0	Standard polar	33892256
6-Hydroxypentadecanedioic acid	OC(CCCCCCCCC(O)=O)CCCCC(O)=O	2138.0	Standard non polar	33892256
6-Hydroxypentadecanedioic acid	OC(CCCCCCCCC(O)=O)CCCCC(O)=O	2436.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxypentadecanedioic acid,1TMS,isomer #1	C[Si](C)(C)OC(CCCCCCCCC(=O)O)CCCCC(=O)O	2497.4	Semi standard non polar	33892256
6-Hydroxypentadecanedioic acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)CCCCCCCCC(O)CCCCC(=O)O	2498.9	Semi standard non polar	33892256
6-Hydroxypentadecanedioic acid,1TMS,isomer #3	C[Si](C)(C)OC(=O)CCCCC(O)CCCCCCCCC(=O)O	2495.2	Semi standard non polar	33892256
6-Hydroxypentadecanedioic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCCCC(CCCCC(=O)O)O[Si](C)(C)C	2515.0	Semi standard non polar	33892256
6-Hydroxypentadecanedioic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)CCCCC(CCCCCCCCC(=O)O)O[Si](C)(C)C	2512.9	Semi standard non polar	33892256
6-Hydroxypentadecanedioic acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)CCCCCCCCC(O)CCCCC(=O)O[Si](C)(C)C	2537.4	Semi standard non polar	33892256
6-Hydroxypentadecanedioic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCCCC(CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2571.6	Semi standard non polar	33892256
6-Hydroxypentadecanedioic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CCCCCCCCC(=O)O)CCCCC(=O)O	2762.5	Semi standard non polar	33892256
6-Hydroxypentadecanedioic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCCC(O)CCCCC(=O)O	2739.7	Semi standard non polar	33892256
6-Hydroxypentadecanedioic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CCCCC(O)CCCCCCCCC(=O)O	2735.1	Semi standard non polar	33892256
6-Hydroxypentadecanedioic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCCC(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3050.6	Semi standard non polar	33892256
6-Hydroxypentadecanedioic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCCCC(CCCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3045.9	Semi standard non polar	33892256
6-Hydroxypentadecanedioic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCCC(O)CCCCC(=O)O[Si](C)(C)C(C)(C)C	3023.6	Semi standard non polar	33892256
6-Hydroxypentadecanedioic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCCC(CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3273.9	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 - 6-Hydroxypentadecanedioic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0076-3890000000-cb7bee24f0d2dd26a8e5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxypentadecanedioic acid GC-MS (3 TMS) - 70eV, Positive	splash10-004r-7239500000-b0d50f31d56d17d799ee	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxypentadecanedioic 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 - 6-Hydroxypentadecanedioic acid 10V, Positive-QTOF	splash10-0fk9-0090000000-a8c1234a5118266fadee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypentadecanedioic acid 20V, Positive-QTOF	splash10-0fi0-0390000000-8b600072aa1df5a471d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypentadecanedioic acid 40V, Positive-QTOF	splash10-0535-5920000000-25a747667c4a118bd1c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypentadecanedioic acid 10V, Negative-QTOF	splash10-000i-0090000000-3d7da04b16f1576c25d5	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypentadecanedioic acid 20V, Negative-QTOF	splash10-00n3-0190000000-ff31e733d20e209b7ff2	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypentadecanedioic acid 40V, Negative-QTOF	splash10-0a4i-9430000000-5f1cee3b6b376b2e1127	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypentadecanedioic acid 10V, Positive-QTOF	splash10-00di-0290000000-45412e38d2e4dce0d4f7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypentadecanedioic acid 20V, Positive-QTOF	splash10-0umi-2690000000-f6f896c2a1ae63b282e6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypentadecanedioic acid 40V, Positive-QTOF	splash10-0671-9400000000-0238b7e3558fc3ad278d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypentadecanedioic acid 10V, Negative-QTOF	splash10-014i-0090000000-53ef7553a1ff2bf668d8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypentadecanedioic acid 20V, Negative-QTOF	splash10-0gb9-1190000000-0d6dc2e9743c7ef6fa54	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxypentadecanedioic acid 40V, Negative-QTOF	splash10-0ap3-7980000000-e765b7ece026970cfabf	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

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

FDB008570

KNApSAcK ID

Not Available

Chemspider ID

35013393

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751198

PDB ID

Not Available

ChEBI ID

168491

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 ]
(). 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 6-Hydroxypentadecanedioic acid (HMDB0031885)

MOL for HMDB0031885 (6-Hydroxypentadecanedioic acid)

3D MOL for HMDB0031885 (6-Hydroxypentadecanedioic acid)

3D SDF for HMDB0031885 (6-Hydroxypentadecanedioic acid)

3D-SDF for HMDB0031885 (6-Hydroxypentadecanedioic acid)

PDB for HMDB0031885 (6-Hydroxypentadecanedioic acid)

3D PDB for HMDB0031885 (6-Hydroxypentadecanedioic acid)

SMILES for HMDB0031885 (6-Hydroxypentadecanedioic acid)

INCHI for HMDB0031885 (6-Hydroxypentadecanedioic acid)

Structure for HMDB0031885 (6-Hydroxypentadecanedioic acid)

3D Structure for HMDB0031885 (6-Hydroxypentadecanedioic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra