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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:40:46 UTC

Update Date

2022-03-07 02:52:48 UTC

HMDB ID

HMDB0031066

Secondary Accession Numbers

HMDB31066

Metabolite Identification

Common Name

16-Methylheptadecanoic acid

Description

16-Methylheptadecanoic acid, also known as isostearate or 16-methylmargaric 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 significant number of articles have been published on 16-Methylheptadecanoic acid.

Structure

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

HMDB0031066
     RDKit          3D
16-Methylheptadecanoic acid
 56 55  0  0  0  0  0  0  0  0999 V2000
   -6.8068   -0.1998   -0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9073    0.7666    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0093    0.5572    1.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4336    0.6122   -0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2276    0.8113   -1.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8628    0.7934   -1.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9539   -0.3550   -1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4556   -0.8183   -0.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5311   -2.0322   -0.7408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6450   -1.6804   -1.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4573   -0.5278   -1.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0230   -0.7627    0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8014    0.4846    0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4331    0.4293    2.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3976   -0.7029    2.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4938   -0.5840    1.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3157    0.6809    1.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3474    0.6213    0.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3754   -0.0578    0.4199 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1756    1.3084   -0.9390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2726    0.3070   -1.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3691   -1.1703   -0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6698   -0.3928    0.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2575    1.7958    0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2245    1.0959    2.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0441    0.8929    2.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9595   -0.5505    2.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8594    1.3113    0.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1406   -0.4383    0.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7035    1.7817   -1.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7954   -0.0179   -2.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3162    1.7714   -1.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9769    0.9705   -3.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0131   -0.1367   -2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4073   -1.2066   -2.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1533   -1.1116    0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8462    0.0179   -0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2587   -2.4450    0.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1332   -2.7906   -1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3567   -2.5708   -1.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3348   -1.4606   -2.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8965    0.4156   -1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3466   -0.4358   -1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6189   -1.6713    0.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2088   -0.8460    1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1533    1.3828    0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6269    0.6696   -0.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6771    0.4378    2.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9936    1.3826    2.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -1.6956    2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8829   -0.6939    3.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1941   -1.4529    1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1425   -0.6863    0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6931    1.5825    1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7668    0.7005    2.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2973    0.9209   -1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
 13 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
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 20 56  1  0
M  END


  Mrv1652305052022512D          

 20 19  0  0  0  0            999 V2000
    7.2336    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    6.2388    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
    9.3770    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
   10.8059    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
   12.2349    5.4138    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
   13.6638    5.4138    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
   15.0927    5.4138    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
   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
   17.9506    5.4138    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
   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  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
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031066

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CCCCCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H36O2/c1-17(2)15-13-11-9-7-5-3-4-6-8-10-12-14-16-18(19)20/h17H,3-16H2,1-2H3,(H,19,20)

> <INCHI_KEY>
XDOFQFKRPWOURC-UHFFFAOYSA-N

> <FORMULA>
C18H36O2

> <MOLECULAR_WEIGHT>
284.4772

> <EXACT_MASS>
284.271530396

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
38.370914422355014

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
16-methylheptadecanoic acid

> <ALOGPS_LOGP>
7.87

> <JCHEM_LOGP>
6.988170539000001

> <ALOGPS_LOGS>
-6.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019655228562

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
86.23319999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.01e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+)-isostearic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031066
     RDKit          3D
16-Methylheptadecanoic acid
 56 55  0  0  0  0  0  0  0  0999 V2000
   -6.8068   -0.1998   -0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9073    0.7666    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0093    0.5572    1.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4336    0.6122   -0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2276    0.8113   -1.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8628    0.7934   -1.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9539   -0.3550   -1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4556   -0.8183   -0.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5311   -2.0322   -0.7408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6450   -1.6804   -1.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4573   -0.5278   -1.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0230   -0.7627    0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8014    0.4846    0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4331    0.4293    2.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3976   -0.7029    2.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4938   -0.5840    1.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3157    0.6809    1.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3474    0.6213    0.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3754   -0.0578    0.4199 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1756    1.3084   -0.9390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2726    0.3070   -1.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3691   -1.1703   -0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6698   -0.3928    0.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2575    1.7958    0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2245    1.0959    2.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0441    0.8929    2.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9595   -0.5505    2.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8594    1.3113    0.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1406   -0.4383    0.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7035    1.7817   -1.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7954   -0.0179   -2.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3162    1.7714   -1.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9769    0.9705   -3.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0131   -0.1367   -2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4073   -1.2066   -2.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1533   -1.1116    0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8462    0.0179   -0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2587   -2.4450    0.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1332   -2.7906   -1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3567   -2.5708   -1.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3348   -1.4606   -2.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8965    0.4156   -1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3466   -0.4358   -1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6189   -1.6713    0.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2088   -0.8460    1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1533    1.3828    0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6269    0.6696   -0.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6771    0.4378    2.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9936    1.3826    2.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -1.6956    2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8829   -0.6939    3.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1941   -1.4529    1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1425   -0.6863    0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6931    1.5825    1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7668    0.7005    2.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2973    0.9209   -1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
 13 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
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 20 56  1  0
M  END

HEADER    PROTEIN                                 05-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-MAY-20         0                                  
HETATM    1  C   UNK     0      13.503   9.336   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.836  10.106   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.836  11.646   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.504  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      20.171  10.106   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.505   9.336   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.838  10.106   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.172   9.336   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      25.506  10.106   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.839   9.336   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      29.507   9.336   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.841  10.106   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      32.174   9.336   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      33.508  10.106   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.842   9.336   0.000  0.00  0.00           C+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                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    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   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0031066
HETATM    1  C1  UNL     1      -6.807  -0.200  -0.297  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.907   0.767   0.388  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.009   0.557   1.883  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.434   0.612  -0.014  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.228   0.811  -1.453  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.863   0.793  -1.986  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.954  -0.355  -1.883  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.456  -0.818  -0.583  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.531  -2.032  -0.741  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.645  -1.680  -1.583  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.457  -0.528  -1.059  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.023  -0.763   0.320  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.801   0.485   0.681  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.433   0.429   2.036  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.398  -0.703   2.163  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.494  -0.584   1.163  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.316   0.681   1.284  1.00  0.00           C  
HETATM   18  C18 UNL     1       7.347   0.621   0.233  1.00  0.00           C  
HETATM   19  O1  UNL     1       8.375  -0.058   0.420  1.00  0.00           O  
HETATM   20  O2  UNL     1       7.176   1.308  -0.939  1.00  0.00           O  
HETATM   21  H1  UNL     1      -7.273   0.307  -1.179  1.00  0.00           H  
HETATM   22  H2  UNL     1      -6.369  -1.170  -0.522  1.00  0.00           H  
HETATM   23  H3  UNL     1      -7.670  -0.393   0.403  1.00  0.00           H  
HETATM   24  H4  UNL     1      -6.258   1.796   0.175  1.00  0.00           H  
HETATM   25  H5  UNL     1      -5.224   1.096   2.446  1.00  0.00           H  
HETATM   26  H6  UNL     1      -7.044   0.893   2.177  1.00  0.00           H  
HETATM   27  H7  UNL     1      -5.959  -0.551   2.057  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.859   1.311   0.592  1.00  0.00           H  
HETATM   29  H9  UNL     1      -4.141  -0.438   0.246  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.704   1.782  -1.809  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.795  -0.018  -2.006  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.316   1.771  -1.695  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.977   0.970  -3.128  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.013  -0.137  -2.512  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.407  -1.207  -2.468  1.00  0.00           H  
HETATM   36  H16 UNL     1      -2.153  -1.112   0.194  1.00  0.00           H  
HETATM   37  H17 UNL     1      -0.846   0.018  -0.103  1.00  0.00           H  
HETATM   38  H18 UNL     1      -0.259  -2.445   0.248  1.00  0.00           H  
HETATM   39  H19 UNL     1      -1.133  -2.791  -1.320  1.00  0.00           H  
HETATM   40  H20 UNL     1       1.357  -2.571  -1.663  1.00  0.00           H  
HETATM   41  H21 UNL     1       0.335  -1.461  -2.613  1.00  0.00           H  
HETATM   42  H22 UNL     1       0.897   0.416  -1.074  1.00  0.00           H  
HETATM   43  H23 UNL     1       2.347  -0.436  -1.737  1.00  0.00           H  
HETATM   44  H24 UNL     1       2.619  -1.671   0.386  1.00  0.00           H  
HETATM   45  H25 UNL     1       1.209  -0.846   1.092  1.00  0.00           H  
HETATM   46  H26 UNL     1       2.153   1.383   0.633  1.00  0.00           H  
HETATM   47  H27 UNL     1       3.627   0.670  -0.057  1.00  0.00           H  
HETATM   48  H28 UNL     1       2.677   0.438   2.860  1.00  0.00           H  
HETATM   49  H29 UNL     1       3.994   1.383   2.171  1.00  0.00           H  
HETATM   50  H30 UNL     1       3.934  -1.696   2.034  1.00  0.00           H  
HETATM   51  H31 UNL     1       4.883  -0.694   3.180  1.00  0.00           H  
HETATM   52  H32 UNL     1       6.194  -1.453   1.312  1.00  0.00           H  
HETATM   53  H33 UNL     1       5.143  -0.686   0.113  1.00  0.00           H  
HETATM   54  H34 UNL     1       5.693   1.582   1.096  1.00  0.00           H  
HETATM   55  H35 UNL     1       6.767   0.701   2.303  1.00  0.00           H  
HETATM   56  H36 UNL     1       7.297   0.921  -1.866  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4   24
CONECT    3   25   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   34   35
CONECT    8    9   36   37
CONECT    9   10   38   39
CONECT   10   11   40   41
CONECT   11   12   42   43
CONECT   12   13   44   45
CONECT   13   14   46   47
CONECT   14   15   48   49
CONECT   15   16   50   51
CONECT   16   17   52   53
CONECT   17   18   54   55
CONECT   18   19   19   20
CONECT   20   56
END

HMDB0031066
     RDKit          3D
16-Methylheptadecanoic acid
 56 55  0  0  0  0  0  0  0  0999 V2000
   -6.8068   -0.1998   -0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9073    0.7666    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0093    0.5572    1.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4336    0.6122   -0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2276    0.8113   -1.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8628    0.7934   -1.9865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9539   -0.3550   -1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4556   -0.8183   -0.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5311   -2.0322   -0.7408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6450   -1.6804   -1.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4573   -0.5278   -1.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0230   -0.7627    0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8014    0.4846    0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4331    0.4293    2.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3976   -0.7029    2.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4938   -0.5840    1.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3157    0.6809    1.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3474    0.6213    0.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3754   -0.0578    0.4199 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1756    1.3084   -0.9390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2726    0.3070   -1.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3691   -1.1703   -0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6698   -0.3928    0.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2575    1.7958    0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2245    1.0959    2.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0441    0.8929    2.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9595   -0.5505    2.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8594    1.3113    0.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1406   -0.4383    0.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7035    1.7817   -1.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7954   -0.0179   -2.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3162    1.7714   -1.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9769    0.9705   -3.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0131   -0.1367   -2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4073   -1.2066   -2.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1533   -1.1116    0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8462    0.0179   -0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2587   -2.4450    0.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1332   -2.7906   -1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3567   -2.5708   -1.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3348   -1.4606   -2.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8965    0.4156   -1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3466   -0.4358   -1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6189   -1.6713    0.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2088   -0.8460    1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1533    1.3828    0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6269    0.6696   -0.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6771    0.4378    2.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9936    1.3826    2.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -1.6956    2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8829   -0.6939    3.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1941   -1.4529    1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1425   -0.6863    0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6931    1.5825    1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7668    0.7005    2.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2973    0.9209   -1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
 13 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
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 20 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Isostearic acid	ChEBI
16-Methylmargaric acid	ChEBI
Isooctadecanoic acid	ChEBI
Isostearic acid	Kegg
(+)-Isostearate	Generator
16-Methylmargarate	Generator
Isooctadecanoate	Generator
Isostearate	Generator
16-Methylheptadecanoate	Generator
2-Methyl-heptadecanoic acid	MeSH
16-Methyl margaric acid	HMDB
16-Methyl-heptadecanoic acid	HMDB
Lambda-isostearic acid	HMDB

Chemical Formula

C₁₈H₃₆O₂

Average Molecular Weight

284.4772

Monoisotopic Molecular Weight

284.271530396

IUPAC Name

16-methylheptadecanoic acid

Traditional Name

(+)-isostearic acid

CAS Registry Number

2724-58-5

SMILES

CC(C)CCCCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H36O2/c1-17(2)15-13-11-9-7-5-3-4-6-8-10-12-14-16-18(19)20/h17H,3-16H2,1-2H3,(H,19,20)

InChI Key

XDOFQFKRPWOURC-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
Methyl-branched fatty acid
Branched fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:84896 )
branched-chain saturated fatty acid (CHEBI:84896 )
methyl-branched fatty acid (CHEBI:84896 )
Branched fatty acids (LMFA01020014 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	69.5 °C	Not Available
Boiling Point	400.00 to 401.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.0071 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	7.674 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.0e-05 g/L	ALOGPS
logP	7.87	ALOGPS
logP	6.99	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	86.23 m³·mol⁻¹	ChemAxon
Polarizability	38.37 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	169.619	31661259
DarkChem	[M-H]-	173.914	31661259
DeepCCS	[M+H]+	172.176	30932474
DeepCCS	[M-H]-	168.156	30932474
DeepCCS	[M-2H]-	205.845	30932474
DeepCCS	[M+Na]+	181.508	30932474
AllCCS	[M+H]+	182.5	32859911
AllCCS	[M+H-H2O]+	179.5	32859911
AllCCS	[M+NH4]+	185.2	32859911
AllCCS	[M+Na]+	185.9	32859911
AllCCS	[M-H]-	180.2	32859911
AllCCS	[M+Na-2H]-	181.8	32859911
AllCCS	[M+HCOO]-	183.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
16-Methylheptadecanoic acid	CC(C)CCCCCCCCCCCCCCC(O)=O	3074.2	Standard polar	33892256
16-Methylheptadecanoic acid	CC(C)CCCCCCCCCCCCCCC(O)=O	2052.0	Standard non polar	33892256
16-Methylheptadecanoic acid	CC(C)CCCCCCCCCCCCCCC(O)=O	2143.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
16-Methylheptadecanoic acid,1TMS,isomer #1	CC(C)CCCCCCCCCCCCCCC(=O)O[Si](C)(C)C	2211.7	Semi standard non polar	33892256
16-Methylheptadecanoic acid,1TBDMS,isomer #1	CC(C)CCCCCCCCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2467.7	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 - 16-Methylheptadecanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9430000000-fc4141bc8493d63c3b68	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 16-Methylheptadecanoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0076-9340000000-96dbc198362a097b8703	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 16-Methylheptadecanoic 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 - 16-Methylheptadecanoic acid 10V, Positive-QTOF	splash10-014r-0090000000-001c84f83cd1246d5447	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 20V, Positive-QTOF	splash10-00kr-4690000000-d4343e88df93b6d5031e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 40V, Positive-QTOF	splash10-0aor-9610000000-96972b2e1c551efd0128	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 10V, Negative-QTOF	splash10-001i-0090000000-f1c837c06ae5f624a6b3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 20V, Negative-QTOF	splash10-00m0-1090000000-74f17c5754167ba89896	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 40V, Negative-QTOF	splash10-0a4l-9230000000-d055c59bb92faf3cc691	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 10V, Positive-QTOF	splash10-00kr-4190000000-e785265c7712ab724646	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 20V, Positive-QTOF	splash10-05ui-9420000000-fa805ce14d10c4157670	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 40V, Positive-QTOF	splash10-0a4i-9000000000-651dbb1f5829baf4267a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 10V, Negative-QTOF	splash10-001i-0090000000-5a11898861e9df99659f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 20V, Negative-QTOF	splash10-00lr-0090000000-ef9a068e3c1f0fa93a9f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 40V, Negative-QTOF	splash10-0006-9310000000-4ca831ae0b75edeab870	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB003068

KNApSAcK ID

Not Available

Chemspider ID

20545

KEGG Compound ID

C20356

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21859

PDB ID

Not Available

ChEBI ID

84896

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1300801

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 16-Methylheptadecanoic acid (HMDB0031066)

MOL for HMDB0031066 (16-Methylheptadecanoic acid)

3D MOL for HMDB0031066 (16-Methylheptadecanoic acid)

3D SDF for HMDB0031066 (16-Methylheptadecanoic acid)

3D-SDF for HMDB0031066 (16-Methylheptadecanoic acid)

PDB for HMDB0031066 (16-Methylheptadecanoic acid)

3D PDB for HMDB0031066 (16-Methylheptadecanoic acid)

SMILES for HMDB0031066 (16-Methylheptadecanoic acid)

INCHI for HMDB0031066 (16-Methylheptadecanoic acid)

Structure for HMDB0031066 (16-Methylheptadecanoic acid)

3D Structure for HMDB0031066 (16-Methylheptadecanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra