NP-MRD: Showing NP-Card for Elaidic acid (NP0000869)

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Record Information

Version

1.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2021-10-07 20:38:40 UTC

NP-MRD ID

NP0000869

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Elaidic acid

Description

Elaidic acid is the major trans fat found in hydrogenated vegetable oils and occurs in small amounts in caprine and bovine milk (very roughly 0.1 % Of the fatty acids) [1] and some meats. It is the trans isomer of oleic acid. The name of the elaidinization reaction comes from elaidic acid. Elaidic acid increases CETP activity, which in turn raises VLDL and lowers HDL cholesterol. (Wiki).

Structure

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

HMDB0000573
     RDKit          3D
Elaidic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -7.3773    0.9259    1.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6569   -0.2275    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7927   -0.0439   -0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1095   -1.1660   -1.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6549   -1.2246   -1.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9824    0.0608   -1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5157   -0.0965   -1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7372    1.1722   -1.5565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3251    0.9211   -1.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3143    1.6619   -0.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7066    1.3561    0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686    0.1876   -0.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6944   -0.1138   -0.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -0.4271    1.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2663   -0.7392    1.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2136    0.3836    1.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6212    0.0737    1.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2175   -1.0747    0.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6404   -1.7628    0.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5332   -1.4364    1.2483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2013    1.8637    0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4771    0.6837    1.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0560    0.9909    2.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5925   -0.1928    1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0645   -1.2078    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3162    0.9167   -1.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8757   -0.0424   -1.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6220   -2.1371   -1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1869   -0.9985   -2.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1858   -2.0934   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5183   -1.4358   -0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3382    0.9184   -0.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0914    0.2978   -2.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0432   -0.9635   -1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4489   -0.2063   -0.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8035    1.3160   -2.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1620    2.0245   -1.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2196    0.1067   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1664    2.4990    0.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3131    2.2758   -0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7551    1.1521    1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.7149   -0.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2374    0.3312   -1.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9644   -1.0564   -0.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3698    0.6866   -0.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2356   -1.3300    1.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5114    0.3802    1.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5763   -1.7145    1.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2490   -0.8855    2.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8897    1.3048    1.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2207    0.6456    0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6997   -0.1381    2.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3096    0.9358    1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7743   -1.8055    2.1557 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  2  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
  2 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
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END


  Mrv1652303202016132D          

 20 19  0  0  0  0            999 V2000
 9997.2734 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9882 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.5584 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7030 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8435 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4187 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1287 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.1323 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.4139 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.8479 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.6988 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.5616 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9840 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.2773 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.2671 9998.0698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9840 9999.3071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.9929 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.7065 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.4222 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.1399 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  2  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  2  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000869

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC\C=C\CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9+

> <INCHI_KEY>
ZQPPMHVWECSIRJ-MDZDMXLPSA-N

> <FORMULA>
C18H34O2

> <MOLECULAR_WEIGHT>
282.4614

> <EXACT_MASS>
282.255880332

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.64091884376698

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9E)-octadec-9-enoic acid

> <ALOGPS_LOGP>
7.68

> <JCHEM_LOGP>
6.783798451000001

> <ALOGPS_LOGS>
-6.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167283903808

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
87.4022

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.21e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
elaidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000573
     RDKit          3D
Elaidic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -7.3773    0.9259    1.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6569   -0.2275    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7927   -0.0439   -0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1095   -1.1660   -1.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6549   -1.2246   -1.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9824    0.0608   -1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5157   -0.0965   -1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7372    1.1722   -1.5565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3251    0.9211   -1.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3143    1.6619   -0.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7066    1.3561    0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686    0.1876   -0.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6944   -0.1138   -0.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -0.4271    1.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2663   -0.7392    1.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2136    0.3836    1.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6212    0.0737    1.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2175   -1.0747    0.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6404   -1.7628    0.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5332   -1.4364    1.2483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2013    1.8637    0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4771    0.6837    1.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0560    0.9909    2.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5925   -0.1928    1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0645   -1.2078    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3162    0.9167   -1.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8757   -0.0424   -1.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6220   -2.1371   -1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1869   -0.9985   -2.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1858   -2.0934   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5183   -1.4358   -0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3382    0.9184   -0.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0914    0.2978   -2.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0432   -0.9635   -1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4489   -0.2063   -0.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8035    1.3160   -2.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1620    2.0245   -1.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2196    0.1067   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1664    2.4990    0.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3131    2.2758   -0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7551    1.1521    1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.7149   -0.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2374    0.3312   -1.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9644   -1.0564   -0.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3698    0.6866   -0.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2356   -1.3300    1.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5114    0.3802    1.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5763   -1.7145    1.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2490   -0.8855    2.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8897    1.3048    1.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2207    0.6456    0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6997   -0.1381    2.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3096    0.9358    1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7743   -1.8055    2.1557 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  2  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
  2 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
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0    8661.5778663.832   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8662.9118663.064   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8660.2428663.064   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8664.2468663.832   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8658.9088663.832   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8665.5828663.064   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8657.5748663.064   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8666.9148663.832   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8656.2398663.832   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8668.2498663.064   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8654.9048663.064   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8669.5828663.832   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8653.5708663.832   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8670.9188663.064   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0    8652.2328663.064   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8653.5708665.373   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    8672.2538663.832   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8673.5858663.064   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8674.9218663.832   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8676.2618663.064   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15   16                                                  
CONECT   14   12   17                                                       
CONECT   15   13                                                            
CONECT   16   13                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0000573
HETATM    1  C1  UNL     1      -7.377   0.926   1.404  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.657  -0.228   0.694  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.793  -0.044  -0.806  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.109  -1.166  -1.532  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.655  -1.225  -1.192  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.982   0.061  -1.569  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.516  -0.097  -1.207  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.737   1.172  -1.556  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.325   0.921  -1.168  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.314   1.662  -0.278  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.707   1.356   0.057  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.269   0.188  -0.683  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.694  -0.114  -0.333  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.849  -0.427   1.117  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.266  -0.739   1.505  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.214   0.384   1.238  1.00  0.00           C  
HETATM   17  C17 UNL     1       7.621   0.074   1.626  1.00  0.00           C  
HETATM   18  C18 UNL     1       8.217  -1.075   0.924  1.00  0.00           C  
HETATM   19  O1  UNL     1       7.640  -1.763   0.051  1.00  0.00           O  
HETATM   20  O2  UNL     1       9.533  -1.436   1.248  1.00  0.00           O  
HETATM   21  H1  UNL     1      -7.201   1.864   0.844  1.00  0.00           H  
HETATM   22  H2  UNL     1      -8.477   0.684   1.391  1.00  0.00           H  
HETATM   23  H3  UNL     1      -7.056   0.991   2.462  1.00  0.00           H  
HETATM   24  H4  UNL     1      -5.592  -0.193   1.002  1.00  0.00           H  
HETATM   25  H5  UNL     1      -7.064  -1.208   1.005  1.00  0.00           H  
HETATM   26  H6  UNL     1      -6.316   0.917  -1.089  1.00  0.00           H  
HETATM   27  H7  UNL     1      -7.876  -0.042  -1.098  1.00  0.00           H  
HETATM   28  H8  UNL     1      -6.622  -2.137  -1.344  1.00  0.00           H  
HETATM   29  H9  UNL     1      -6.187  -0.998  -2.640  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.186  -2.093  -1.725  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.518  -1.436  -0.122  1.00  0.00           H  
HETATM   32  H12 UNL     1      -4.338   0.918  -0.964  1.00  0.00           H  
HETATM   33  H13 UNL     1      -4.091   0.298  -2.644  1.00  0.00           H  
HETATM   34  H14 UNL     1      -2.043  -0.964  -1.671  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.449  -0.206  -0.105  1.00  0.00           H  
HETATM   36  H16 UNL     1      -1.804   1.316  -2.660  1.00  0.00           H  
HETATM   37  H17 UNL     1      -2.162   2.024  -1.023  1.00  0.00           H  
HETATM   38  H18 UNL     1       0.220   0.107  -1.618  1.00  0.00           H  
HETATM   39  H19 UNL     1      -0.166   2.499   0.218  1.00  0.00           H  
HETATM   40  H20 UNL     1       2.313   2.276  -0.194  1.00  0.00           H  
HETATM   41  H21 UNL     1       1.755   1.152   1.138  1.00  0.00           H  
HETATM   42  H22 UNL     1       1.650  -0.715  -0.417  1.00  0.00           H  
HETATM   43  H23 UNL     1       2.237   0.331  -1.795  1.00  0.00           H  
HETATM   44  H24 UNL     1       3.964  -1.056  -0.892  1.00  0.00           H  
HETATM   45  H25 UNL     1       4.370   0.687  -0.701  1.00  0.00           H  
HETATM   46  H26 UNL     1       3.236  -1.330   1.331  1.00  0.00           H  
HETATM   47  H27 UNL     1       3.511   0.380   1.796  1.00  0.00           H  
HETATM   48  H28 UNL     1       5.576  -1.715   1.104  1.00  0.00           H  
HETATM   49  H29 UNL     1       5.249  -0.885   2.627  1.00  0.00           H  
HETATM   50  H30 UNL     1       5.890   1.305   1.749  1.00  0.00           H  
HETATM   51  H31 UNL     1       6.221   0.646   0.139  1.00  0.00           H  
HETATM   52  H32 UNL     1       7.700  -0.138   2.730  1.00  0.00           H  
HETATM   53  H33 UNL     1       8.310   0.936   1.468  1.00  0.00           H  
HETATM   54  H34 UNL     1       9.774  -1.805   2.156  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   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   10   38
CONECT   10   11   39
CONECT   11   12   40   41
CONECT   12   13   42   43
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17   50   51
CONECT   17   18   52   53
CONECT   18   19   19   20
CONECT   20   54
END

HMDB0000573
     RDKit          3D
Elaidic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -7.3773    0.9259    1.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6569   -0.2275    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7927   -0.0439   -0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1095   -1.1660   -1.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6549   -1.2246   -1.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9824    0.0608   -1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5157   -0.0965   -1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7372    1.1722   -1.5565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3251    0.9211   -1.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3143    1.6619   -0.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7066    1.3561    0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686    0.1876   -0.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6944   -0.1138   -0.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -0.4271    1.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2663   -0.7392    1.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2136    0.3836    1.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6212    0.0737    1.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2175   -1.0747    0.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6404   -1.7628    0.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5332   -1.4364    1.2483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2013    1.8637    0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4771    0.6837    1.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0560    0.9909    2.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5925   -0.1928    1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0645   -1.2078    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3162    0.9167   -1.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8757   -0.0424   -1.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6220   -2.1371   -1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1869   -0.9985   -2.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1858   -2.0934   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5183   -1.4358   -0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3382    0.9184   -0.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0914    0.2978   -2.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0432   -0.9635   -1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4489   -0.2063   -0.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8035    1.3160   -2.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1620    2.0245   -1.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2196    0.1067   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1664    2.4990    0.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3131    2.2758   -0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7551    1.1521    1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.7149   -0.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2374    0.3312   -1.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9644   -1.0564   -0.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3698    0.6866   -0.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2356   -1.3300    1.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5114    0.3802    1.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5763   -1.7145    1.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2490   -0.8855    2.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8897    1.3048    1.7486 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2207    0.6456    0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6997   -0.1381    2.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3096    0.9358    1.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7743   -1.8055    2.1557 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  2  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
  2 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
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END

View in JSmol

Synonyms

Value	Source
(9E)-Octadecenoic acid	ChEBI
(e)-Oleic acid	ChEBI
9-OCTADECENOIC ACID	ChEBI
9-trans-Octadecenoic acid	ChEBI
Acide elaidique	ChEBI
D9-trans-Octadecenoic acid	ChEBI
Elaidinsaure	ChEBI
Elaidinsaeure	ChEBI
trans-9-Octadecenoic acid	ChEBI
trans-D9-Octadecenoic acid	ChEBI
trans-Delta(9)-Octadecenoic acid	ChEBI
trans-Elaidic acid	ChEBI
trans-Oleic acid	ChEBI
(9E)-Octadecenoate	Generator
(e)-Oleate	Generator
9-OCTADECENOate	Generator
9-trans-Octadecenoate	Generator
D9-trans-Octadecenoate	Generator
trans-9-Octadecenoate	Generator
trans-D9-Octadecenoate	Generator
trans-delta(9)-Octadecenoate	Generator
trans-Δ(9)-octadecenoate	Generator
trans-Δ(9)-octadecenoic acid	Generator
trans-Elaidate	Generator
trans-Oleate	Generator
Elaidate	Generator
FA(18:1(9E))	HMDB
9-Elaidate	HMDB
18:1 N-9	HMDB
C18:1 N-9	HMDB
Octadec-9-enoic acid	HMDB
Octadec-9-enoate	HMDB
9,10-Octadecenoate	HMDB
9,10-Octadecenoic acid	HMDB
Acid, 9-octadecenoic	HMDB
9 Octadecenoic acid	HMDB
(9E)-9-Octadecenoic acid	HMDB
(e)-9-Octadecenoic acid	HMDB
9-trans-Oleic acid	HMDB
Elaidinic acid	HMDB
delta9-trans-Octadecenoic acid	HMDB
trans-delta9-Octadecenoic acid	HMDB
trans-Δ9-octadecenoic acid	HMDB
Δ9-trans-octadecenoic acid	HMDB
Elaidic acid	KEGG

Chemical Formula

C₁₈H₃₄O₂

Average Mass

282.4614 Da

Monoisotopic Mass

282.25588 Da

IUPAC Name

(9E)-octadec-9-enoic acid

Traditional Name

elaidic acid

CAS Registry Number

112-79-8

SMILES

[H]\C(CCCCCCCC)=C(\[H])CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9+

InChI Key

ZQPPMHVWECSIRJ-MDZDMXLPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Agrimonia pilosa	LOTUS Database	35616633
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Arnica montana	LOTUS Database	35616633
Bidens pilosa	LOTUS Database	35616633
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Boswellia papyrifera	LOTUS Database	35616633
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Consolida regalis	LOTUS Database	35616633
Cynomorium songaricum	LOTUS Database	35616633
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Foeniculum vulgare	LOTUS Database	35616633
Gallus gallus	FooDB	FooDB
Gryllotalpa orientalis	LOTUS Database	35616633
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Lilium longiflorum	LOTUS Database	35616633
Macrococculus pomiferus	LOTUS Database	35616633
Mangifera indica	LOTUS Database	35616633
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Musa paradisiaca	LOTUS Database	35616633
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Panax ginseng	KNApSAcK Database	22123792
Peperomia bracteata	LOTUS Database	35616633
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Portulaca oleracea	LOTUS Database	35616633
Punica granatum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salmonella enterica	LOTUS Database	35616633
Solanum tuberosum	KNApSAcK Database	22123792
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Species Where Detected

Species Name	Source	Reference
Homo sapiens (Serum)	KNApSAcK Database	22123792

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
Unsaturated fatty acid
Straight chain 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

octadec-9-enoic acid (CHEBI:27997 )
Unsaturated fatty acids (C01712 )
Monounsaturated fatty acids (C01712 )
Unsaturated fatty acids (LMFA01030073 )

Physical Properties

State

Liquid

Experimental Properties

Property	Value	Reference
Melting Point	42 - 44 °C	Not Available
Boiling Point	360.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.012 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	6.78	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.00012 g/L	ALOGPS
logP	7.68	ALOGPS
logP	6.78	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	4.99	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	87.4 m³·mol⁻¹	ChemAxon
Polarizability	37.64 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

External Links

HMDB ID

HMDB0000573

DrugBank ID

DB04224

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

27997

Good Scents ID

rw1242511

References

General References

Andrei G, Snoeck R, Neyts J, Sandvold ML, Myhren F, De Clercq E: Antiviral activity of ganciclovir elaidic acid ester against herpesviruses. Antiviral Res. 2000 Mar;45(3):157-67. [PubMed:10771080 ]
Stachowska E, Dolegowska B, Chlubek D, Wesolowska T, Ciechanowski K, Gutowski P, Szumilowicz H, Turowski R: Dietary trans fatty acids and composition of human atheromatous plaques. Eur J Nutr. 2004 Oct;43(5):313-8. Epub 2004 Jan 27. [PubMed:15309454 ]
Alonso L, Fontecha J, Lozada L, Fraga MJ, Juarez M: Fatty acid composition of caprine milk: major, branched-chain, and trans fatty acids. J Dairy Sci. 1999 May;82(5):878-84. doi: 10.3168/jds.S0022-0302(99)75306-3. [PubMed:10342226 ]
Roe M, Pinchen H, Church S, Elahi S, Walker M, Farron-Wilson M, Buttriss J, Finglas P: Trans fatty acids in a range of UK processed foods. Food Chem. 2013 Oct 1;140(3):427-31. doi: 10.1016/j.foodchem.2012.08.067. Epub 2012 Sep 6. [PubMed:23601386 ]
Akmar ZD, Norhaizan ME, Azimah R, Azrina A, Chan YM: The trans fatty acids content of selected foods in Malaysia. Malays J Nutr. 2013 Apr;19(1):87-98. [PubMed:24800387 ]

Showing NP-Card for Elaidic acid (NP0000869)

MOL for NP0000869 (Elaidic acid)

3D MOL for NP0000869 (Elaidic acid)

3D SDF for NP0000869 (Elaidic acid)

3D-SDF for NP0000869 (Elaidic acid)

PDB for NP0000869 (Elaidic acid)

3D PDB for NP0000869 (Elaidic acid)

SMILES for NP0000869 (Elaidic acid)

INCHI for NP0000869 (Elaidic acid)

Structure for NP0000869 (Elaidic acid)

3D Structure for NP0000869 (Elaidic acid)