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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:47:22 UTC

Update Date

2022-03-07 02:53:13 UTC

HMDB ID

HMDB0032032

Secondary Accession Numbers

HMDB32032

Metabolite Identification

Common Name

2,4,14-Eicosatrienoic acid isobutylamide

Description

2,4,14-Eicosatrienoic acid isobutylamide belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Based on a literature review a small amount of articles have been published on 2,4,14-Eicosatrienoic acid isobutylamide.

Structure

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


  Mrv0541 04041301002D          

 26 25  0  0  0  0            999 V2000
   -1.6944    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9800    3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4490    3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1635    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8779    3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5924    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3069    3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0213    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7358    3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4503    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1648    3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8792    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5937    3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6944    2.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9799    2.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2654    2.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4491    2.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1635    2.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3082    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0226    3.8893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3082    2.6518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7371    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4516    3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1661    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4516    4.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  1 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
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END

HMDB0032032
     RDKit          3D
2,4,14-Eicosatrienoic acid isobutylamide
 69 68  0  0  0  0  0  0  0  0999 V2000
   -9.3581   -1.0283    1.6024 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0783    0.2627    1.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5123    1.3807    0.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2249    1.9846    1.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0258    1.0793    1.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7963    0.5891   -0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6716    0.8419   -0.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5318    1.6010   -0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3018    0.6803   -0.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9445    0.1556   -1.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389   -0.7329   -1.7453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5423   -0.0058   -1.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6703   -0.9176   -1.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -1.4130   -2.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2019   -2.3170   -2.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3558   -1.5664   -1.9079 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9794   -1.8716   -0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1238   -1.0923   -0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7440   -1.3921    0.8117 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8823   -0.6759    1.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4261   -1.0309    2.4498 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4300    0.4592    0.7201 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5577    1.1910    1.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8042    0.3479    1.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1705   -0.1716    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8875    1.2427    1.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7002   -1.2801    0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8004   -1.1859    2.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1233   -1.8910    1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3458    0.5505    2.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1123    0.0276    1.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4673    1.0266   -0.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2799    2.2310    0.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0545    2.9373    0.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2448    2.3208    2.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1971    0.2141    1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1252    1.5725    1.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5883   -0.0050   -0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5778    0.4485   -2.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5832    2.0287    0.5150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2573    2.4164   -1.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484    1.2438    0.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5588   -0.1310    0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7154    0.9854   -2.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8231   -0.4019   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5810   -1.1044   -2.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9332   -1.6524   -1.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7327    0.2683   -0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2611    0.8611   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -0.3348   -0.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5351   -1.7547   -0.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1843   -2.0729   -2.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2616   -0.5884   -3.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4636   -2.6019   -3.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9020   -3.1680   -1.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7105   -0.7177   -2.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6252   -2.7244   -0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4426   -0.2622   -0.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3696   -2.2605    1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0126    0.7905   -0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8203    2.0447    0.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2920    1.6382    2.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6579   -0.4830    2.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6635    0.4092   -0.7770 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2724   -0.1853   -0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7958   -1.2101   -0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6897    1.4174    3.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8874    0.7535    1.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9138    2.2288    1.4400 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  2  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  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 17 57  1  0
 18 58  1  0
 19 59  1  0
 22 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 25 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 26 69  1  0
M  END


  Mrv0541 04041301002D          

 26 25  0  0  0  0            999 V2000
   -1.6944    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9800    3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2655    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4490    3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1635    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8779    3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5924    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3069    3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0213    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7358    3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4503    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1648    3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8792    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5937    3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6944    2.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9799    2.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2654    2.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4491    2.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1635    2.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3082    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0226    3.8893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3082    2.6518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7371    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4516    3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1661    3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4516    4.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  1 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
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032032

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C=C/CCCCCCCC\C=C\C=C\C(=O)NCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C24H43NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24(26)25-22-23(2)3/h8-9,18-21,23H,4-7,10-17,22H2,1-3H3,(H,25,26)/b9-8-,19-18+,21-20+

> <INCHI_KEY>
GQCWFFNZERNJJC-SEXMCKGYSA-N

> <FORMULA>
C24H43NO

> <MOLECULAR_WEIGHT>
361.6043

> <EXACT_MASS>
361.334465003

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
49.14692579773579

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,4E,14Z)-N-(2-methylpropyl)icosa-2,4,14-trienamide

> <ALOGPS_LOGP>
8.22

> <JCHEM_LOGP>
7.969874242

> <ALOGPS_LOGS>
-7.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.34987170890389

> <JCHEM_PKA_STRONGEST_BASIC>
2.245618544755534

> <JCHEM_POLAR_SURFACE_AREA>
29.1

> <JCHEM_REFRACTIVITY>
119.27719999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.60e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E,14Z)-N-(2-methylpropyl)icosa-2,4,14-trienamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032032
     RDKit          3D
2,4,14-Eicosatrienoic acid isobutylamide
 69 68  0  0  0  0  0  0  0  0999 V2000
   -9.3581   -1.0283    1.6024 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0783    0.2627    1.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5123    1.3807    0.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2249    1.9846    1.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0258    1.0793    1.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7963    0.5891   -0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6716    0.8419   -0.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5318    1.6010   -0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3018    0.6803   -0.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9445    0.1556   -1.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389   -0.7329   -1.7453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5423   -0.0058   -1.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6703   -0.9176   -1.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -1.4130   -2.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2019   -2.3170   -2.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3558   -1.5664   -1.9079 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9794   -1.8716   -0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1238   -1.0923   -0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7440   -1.3921    0.8117 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8823   -0.6759    1.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4261   -1.0309    2.4498 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4300    0.4592    0.7201 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5577    1.1910    1.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8042    0.3479    1.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1705   -0.1716    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8875    1.2427    1.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7002   -1.2801    0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8004   -1.1859    2.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1233   -1.8910    1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3458    0.5505    2.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1123    0.0276    1.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4673    1.0266   -0.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2799    2.2310    0.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0545    2.9373    0.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2448    2.3208    2.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1971    0.2141    1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1252    1.5725    1.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5883   -0.0050   -0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5778    0.4485   -2.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5832    2.0287    0.5150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2573    2.4164   -1.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484    1.2438    0.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5588   -0.1310    0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7154    0.9854   -2.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8231   -0.4019   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5810   -1.1044   -2.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9332   -1.6524   -1.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7327    0.2683   -0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2611    0.8611   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -0.3348   -0.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5351   -1.7547   -0.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1843   -2.0729   -2.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2616   -0.5884   -3.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4636   -2.6019   -3.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9020   -3.1680   -1.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7105   -0.7177   -2.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6252   -2.7244   -0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4426   -0.2622   -0.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3696   -2.2605    1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0126    0.7905   -0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8203    2.0447    0.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2920    1.6382    2.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6579   -0.4830    2.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6635    0.4092   -0.7770 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2724   -0.1853   -0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7958   -1.2101   -0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6897    1.4174    3.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8874    0.7535    1.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9138    2.2288    1.4400 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  2  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  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 17 57  1  0
 18 58  1  0
 19 59  1  0
 22 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 25 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 26 69  1  0
M  END

HEADER    PROTEIN                                 04-APR-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-APR-13         0                                  
HETATM    1  C   UNK     0      -3.163   6.490   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.829   7.260   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.496   6.490   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.838   7.260   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.172   6.490   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.505   7.260   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.839   6.490   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.173   7.260   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.506   6.490   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.840   7.260   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.174   6.490   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.508   7.260   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.841   6.490   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.175   7.260   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.163   4.950   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.829   4.180   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.495   4.950   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.838   4.180   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.172   4.950   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.509   6.490   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      16.842   7.260   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0      15.509   4.950   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      18.176   6.490   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      19.510   7.260   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      20.843   6.490   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      19.510   8.800   0.000  0.00  0.00           C+0
CONECT    1    2   15                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   20                                                       
CONECT   15    1   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   14   21   22                                                  
CONECT   21   20   23                                                       
CONECT   22   20                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   50    0
END

COMPND    HMDB0032032
HETATM    1  C1  UNL     1      -9.358  -1.028   1.602  1.00  0.00           C  
HETATM    2  C2  UNL     1     -10.078   0.263   1.514  1.00  0.00           C  
HETATM    3  C3  UNL     1      -9.512   1.381   0.746  1.00  0.00           C  
HETATM    4  C4  UNL     1      -8.225   1.985   1.128  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.026   1.079   1.034  1.00  0.00           C  
HETATM    6  C6  UNL     1      -6.796   0.589  -0.334  1.00  0.00           C  
HETATM    7  C7  UNL     1      -5.672   0.842  -0.975  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.532   1.601  -0.479  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.302   0.680  -0.457  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.945   0.156  -1.804  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.739  -0.733  -1.745  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.542  -0.006  -1.230  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.670  -0.918  -1.190  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.969  -1.413  -2.572  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.202  -2.317  -2.446  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.356  -1.566  -1.908  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.979  -1.872  -0.790  1.00  0.00           C  
HETATM   18  C18 UNL     1       5.124  -1.092  -0.296  1.00  0.00           C  
HETATM   19  C19 UNL     1       5.744  -1.392   0.812  1.00  0.00           C  
HETATM   20  C20 UNL     1       6.882  -0.676   1.371  1.00  0.00           C  
HETATM   21  O1  UNL     1       7.426  -1.031   2.450  1.00  0.00           O  
HETATM   22  N1  UNL     1       7.430   0.459   0.720  1.00  0.00           N  
HETATM   23  C21 UNL     1       8.558   1.191   1.247  1.00  0.00           C  
HETATM   24  C22 UNL     1       9.804   0.348   1.389  1.00  0.00           C  
HETATM   25  C23 UNL     1      10.171  -0.172   0.021  1.00  0.00           C  
HETATM   26  C24 UNL     1      10.887   1.243   1.952  1.00  0.00           C  
HETATM   27  H1  UNL     1      -8.700  -1.280   0.764  1.00  0.00           H  
HETATM   28  H2  UNL     1      -8.800  -1.186   2.567  1.00  0.00           H  
HETATM   29  H3  UNL     1     -10.123  -1.891   1.636  1.00  0.00           H  
HETATM   30  H4  UNL     1     -10.346   0.550   2.573  1.00  0.00           H  
HETATM   31  H5  UNL     1     -11.112   0.028   1.078  1.00  0.00           H  
HETATM   32  H6  UNL     1      -9.467   1.027  -0.347  1.00  0.00           H  
HETATM   33  H7  UNL     1     -10.280   2.231   0.720  1.00  0.00           H  
HETATM   34  H8  UNL     1      -8.054   2.937   0.557  1.00  0.00           H  
HETATM   35  H9  UNL     1      -8.245   2.321   2.213  1.00  0.00           H  
HETATM   36  H10 UNL     1      -7.197   0.214   1.711  1.00  0.00           H  
HETATM   37  H11 UNL     1      -6.125   1.572   1.482  1.00  0.00           H  
HETATM   38  H12 UNL     1      -7.588  -0.005  -0.850  1.00  0.00           H  
HETATM   39  H13 UNL     1      -5.578   0.448  -2.008  1.00  0.00           H  
HETATM   40  H14 UNL     1      -4.583   2.029   0.515  1.00  0.00           H  
HETATM   41  H15 UNL     1      -4.257   2.416  -1.226  1.00  0.00           H  
HETATM   42  H16 UNL     1      -2.448   1.244   0.024  1.00  0.00           H  
HETATM   43  H17 UNL     1      -3.559  -0.131   0.240  1.00  0.00           H  
HETATM   44  H18 UNL     1      -2.715   0.985  -2.516  1.00  0.00           H  
HETATM   45  H19 UNL     1      -3.823  -0.402  -2.211  1.00  0.00           H  
HETATM   46  H20 UNL     1      -1.581  -1.104  -2.789  1.00  0.00           H  
HETATM   47  H21 UNL     1      -1.933  -1.652  -1.146  1.00  0.00           H  
HETATM   48  H22 UNL     1      -0.733   0.268  -0.166  1.00  0.00           H  
HETATM   49  H23 UNL     1      -0.261   0.861  -1.858  1.00  0.00           H  
HETATM   50  H24 UNL     1       1.535  -0.335  -0.845  1.00  0.00           H  
HETATM   51  H25 UNL     1       0.535  -1.755  -0.484  1.00  0.00           H  
HETATM   52  H26 UNL     1       0.184  -2.073  -2.997  1.00  0.00           H  
HETATM   53  H27 UNL     1       1.262  -0.588  -3.231  1.00  0.00           H  
HETATM   54  H28 UNL     1       2.464  -2.602  -3.496  1.00  0.00           H  
HETATM   55  H29 UNL     1       1.902  -3.168  -1.837  1.00  0.00           H  
HETATM   56  H30 UNL     1       3.711  -0.718  -2.461  1.00  0.00           H  
HETATM   57  H31 UNL     1       3.625  -2.724  -0.231  1.00  0.00           H  
HETATM   58  H32 UNL     1       5.443  -0.262  -0.872  1.00  0.00           H  
HETATM   59  H33 UNL     1       5.370  -2.261   1.364  1.00  0.00           H  
HETATM   60  H34 UNL     1       7.013   0.791  -0.175  1.00  0.00           H  
HETATM   61  H35 UNL     1       8.820   2.045   0.611  1.00  0.00           H  
HETATM   62  H36 UNL     1       8.292   1.638   2.247  1.00  0.00           H  
HETATM   63  H37 UNL     1       9.658  -0.483   2.081  1.00  0.00           H  
HETATM   64  H38 UNL     1       9.663   0.409  -0.777  1.00  0.00           H  
HETATM   65  H39 UNL     1      11.272  -0.185  -0.113  1.00  0.00           H  
HETATM   66  H40 UNL     1       9.796  -1.210  -0.060  1.00  0.00           H  
HETATM   67  H41 UNL     1      10.690   1.417   3.029  1.00  0.00           H  
HETATM   68  H42 UNL     1      11.887   0.753   1.904  1.00  0.00           H  
HETATM   69  H43 UNL     1      10.914   2.229   1.440  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6   36   37
CONECT    6    7    7   38
CONECT    7    8   39
CONECT    8    9   40   41
CONECT    9   10   42   43
CONECT   10   11   44   45
CONECT   11   12   46   47
CONECT   12   13   48   49
CONECT   13   14   50   51
CONECT   14   15   52   53
CONECT   15   16   54   55
CONECT   16   17   17   56
CONECT   17   18   57
CONECT   18   19   19   58
CONECT   19   20   59
CONECT   20   21   21   22
CONECT   22   23   60
CONECT   23   24   61   62
CONECT   24   25   26   63
CONECT   25   64   65   66
CONECT   26   67   68   69
END

HMDB0032032
     RDKit          3D
2,4,14-Eicosatrienoic acid isobutylamide
 69 68  0  0  0  0  0  0  0  0999 V2000
   -9.3581   -1.0283    1.6024 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0783    0.2627    1.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5123    1.3807    0.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2249    1.9846    1.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0258    1.0793    1.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7963    0.5891   -0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6716    0.8419   -0.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5318    1.6010   -0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3018    0.6803   -0.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9445    0.1556   -1.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389   -0.7329   -1.7453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5423   -0.0058   -1.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6703   -0.9176   -1.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -1.4130   -2.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2019   -2.3170   -2.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3558   -1.5664   -1.9079 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9794   -1.8716   -0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1238   -1.0923   -0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7440   -1.3921    0.8117 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8823   -0.6759    1.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4261   -1.0309    2.4498 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4300    0.4592    0.7201 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5577    1.1910    1.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8042    0.3479    1.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1705   -0.1716    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8875    1.2427    1.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7002   -1.2801    0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8004   -1.1859    2.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1233   -1.8910    1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3458    0.5505    2.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1123    0.0276    1.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4673    1.0266   -0.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2799    2.2310    0.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0545    2.9373    0.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2448    2.3208    2.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1971    0.2141    1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1252    1.5725    1.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5883   -0.0050   -0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5778    0.4485   -2.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5832    2.0287    0.5150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2573    2.4164   -1.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484    1.2438    0.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5588   -0.1310    0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7154    0.9854   -2.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8231   -0.4019   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5810   -1.1044   -2.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9332   -1.6524   -1.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7327    0.2683   -0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2611    0.8611   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -0.3348   -0.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5351   -1.7547   -0.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1843   -2.0729   -2.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2616   -0.5884   -3.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4636   -2.6019   -3.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9020   -3.1680   -1.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7105   -0.7177   -2.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6252   -2.7244   -0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4426   -0.2622   -0.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3696   -2.2605    1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0126    0.7905   -0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8203    2.0447    0.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2920    1.6382    2.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6579   -0.4830    2.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6635    0.4092   -0.7770 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2724   -0.1853   -0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7958   -1.2101   -0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6897    1.4174    3.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8874    0.7535    1.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9138    2.2288    1.4400 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  2  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
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 15 16  1  0
 16 17  2  0
 17 18  1  0
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 24 25  1  0
 24 26  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
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  6 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
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 26 67  1  0
 26 68  1  0
 26 69  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,4,14-Eicosatrienoate isobutylamide	Generator
N-Isobutyl-2,4,14-eicosatrienamide	HMDB
(2E,4E,14Z)-N-(2-Methylpropyl)icosa-2,4,14-trienimidate	Generator

Chemical Formula

C₂₄H₄₃NO

Average Molecular Weight

361.6043

Monoisotopic Molecular Weight

361.334465003

IUPAC Name

(2E,4E,14Z)-N-(2-methylpropyl)icosa-2,4,14-trienamide

Traditional Name

(2E,4E,14Z)-N-(2-methylpropyl)icosa-2,4,14-trienamide

CAS Registry Number

151391-70-7

SMILES

CCCCC\C=C/CCCCCCCC\C=C\C=C\C(=O)NCC(C)C

InChI Identifier

InChI=1S/C24H43NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24(26)25-22-23(2)3/h8-9,18-21,23H,4-7,10-17,22H2,1-3H3,(H,25,26)/b9-8-,19-18+,21-20+

InChI Key

GQCWFFNZERNJJC-SEXMCKGYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty amides

Direct Parent

N-acyl amines

Alternative Parents

Substituents

N-acyl-amine
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0032032)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032032)

Source

Endogenous

Endogenous (HMDB: HMDB0032032)

Animal

Animal (HMDB: HMDB0032032)

Exogenous

Food

Food (HMDB: HMDB0032032)

Exogenous (HMDB: HMDB0032032)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0032032)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0032032)

Lipid metabolism pathway (HMDB: HMDB0032032)

Cellular process

Cell signaling (HMDB: HMDB0032032)

Biochemical process

Lipid transport (HMDB: HMDB0032032)

Role

Biological role

Energy source (HMDB: HMDB0032032)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032032)

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	2.6e-05 g/L	ALOGPS
logP	8.22	ALOGPS
logP	7.97	ChemAxon
logS	-7.1	ALOGPS
pKa (Strongest Acidic)	16.35	ChemAxon
pKa (Strongest Basic)	2.25	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.1 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	119.28 m³·mol⁻¹	ChemAxon
Polarizability	49.15 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
DeepCCS	[M+H]+	203.635	30932474
DeepCCS	[M-H]-	201.085	30932474
DeepCCS	[M-2H]-	234.398	30932474
DeepCCS	[M+Na]+	209.978	30932474
AllCCS	[M+H]+	202.6	32859911
AllCCS	[M+H-H2O]+	200.2	32859911
AllCCS	[M+NH4]+	204.8	32859911
AllCCS	[M+Na]+	205.5	32859911
AllCCS	[M-H]-	196.7	32859911
AllCCS	[M+Na-2H]-	199.4	32859911
AllCCS	[M+HCOO]-	202.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	9.23 minutes	32390414
Predicted by Siyang on May 30, 2022	31.0024 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.18 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	42.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3727.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	889.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	337.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	533.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	771.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1400.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1014.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	95.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2818.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	898.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2302.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	1011.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	653.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	576.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	774.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,4,14-Eicosatrienoic acid isobutylamide	CCCCC\C=C/CCCCCCCC\C=C\C=C\C(=O)NCC(C)C	3718.4	Standard polar	33892256
2,4,14-Eicosatrienoic acid isobutylamide	CCCCC\C=C/CCCCCCCC\C=C\C=C\C(=O)NCC(C)C	2620.8	Standard non polar	33892256
2,4,14-Eicosatrienoic acid isobutylamide	CCCCC\C=C/CCCCCCCC\C=C\C=C\C(=O)NCC(C)C	2988.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,4,14-Eicosatrienoic acid isobutylamide,1TMS,isomer #1	CCCCC/C=C\CCCCCCCC/C=C/C=C/C(=O)N(CC(C)C)[Si](C)(C)C	2892.3	Semi standard non polar	33892256
2,4,14-Eicosatrienoic acid isobutylamide,1TMS,isomer #1	CCCCC/C=C\CCCCCCCC/C=C/C=C/C(=O)N(CC(C)C)[Si](C)(C)C	2927.4	Standard non polar	33892256
2,4,14-Eicosatrienoic acid isobutylamide,1TBDMS,isomer #1	CCCCC/C=C\CCCCCCCC/C=C/C=C/C(=O)N(CC(C)C)[Si](C)(C)C(C)(C)C	3118.1	Semi standard non polar	33892256
2,4,14-Eicosatrienoic acid isobutylamide,1TBDMS,isomer #1	CCCCC/C=C\CCCCCCCC/C=C/C=C/C(=O)N(CC(C)C)[Si](C)(C)C(C)(C)C	3103.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4,14-Eicosatrienoic acid isobutylamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0cdr-5974000000-5ab4aa4dfc9d8c43e36a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4,14-Eicosatrienoic acid isobutylamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4,14-Eicosatrienoic acid isobutylamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,14-Eicosatrienoic acid isobutylamide 10V, Positive-QTOF	splash10-00di-9003000000-f0b051d073fd411f6fc8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,14-Eicosatrienoic acid isobutylamide 20V, Positive-QTOF	splash10-00di-9010000000-8536375624046cd54fd0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,14-Eicosatrienoic acid isobutylamide 40V, Positive-QTOF	splash10-0ab9-9000000000-970ee06935f36f7fdf89	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,14-Eicosatrienoic acid isobutylamide 10V, Negative-QTOF	splash10-03di-0019000000-afc917bb7a4f7ea35c85	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,14-Eicosatrienoic acid isobutylamide 20V, Negative-QTOF	splash10-03di-5189000000-bbf718796e416d3ee785	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,14-Eicosatrienoic acid isobutylamide 40V, Negative-QTOF	splash10-006x-9071000000-06eff2193ae0424bbe78	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,14-Eicosatrienoic acid isobutylamide 10V, Positive-QTOF	splash10-03di-3049000000-07d67ca8644a86a3b3f0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,14-Eicosatrienoic acid isobutylamide 20V, Positive-QTOF	splash10-05fr-9011000000-3b58a6d97a98ddfc5dc8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,14-Eicosatrienoic acid isobutylamide 40V, Positive-QTOF	splash10-0ab9-9000000000-db65b7eef20488a5ebd4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,14-Eicosatrienoic acid isobutylamide 10V, Negative-QTOF	splash10-03di-0019000000-0288513d53364f6bb24a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,14-Eicosatrienoic acid isobutylamide 20V, Negative-QTOF	splash10-03di-4349000000-21a6c9b839d20451a734	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4,14-Eicosatrienoic acid isobutylamide 40V, Negative-QTOF	splash10-000f-9161000000-e0da47644f40207bc1b5	2021-09-22	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

FDB008732

KNApSAcK ID

Not Available

Chemspider ID

8514104

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10338645

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
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Showing metabocard for 2,4,14-Eicosatrienoic acid isobutylamide (HMDB0032032)

MOL for HMDB0032032 (2,4,14-Eicosatrienoic acid isobutylamide)

3D MOL for HMDB0032032 (2,4,14-Eicosatrienoic acid isobutylamide)

3D SDF for HMDB0032032 (2,4,14-Eicosatrienoic acid isobutylamide)

3D-SDF for HMDB0032032 (2,4,14-Eicosatrienoic acid isobutylamide)

PDB for HMDB0032032 (2,4,14-Eicosatrienoic acid isobutylamide)

3D PDB for HMDB0032032 (2,4,14-Eicosatrienoic acid isobutylamide)

SMILES for HMDB0032032 (2,4,14-Eicosatrienoic acid isobutylamide)

INCHI for HMDB0032032 (2,4,14-Eicosatrienoic acid isobutylamide)

Structure for HMDB0032032 (2,4,14-Eicosatrienoic acid isobutylamide)

3D Structure for HMDB0032032 (2,4,14-Eicosatrienoic acid isobutylamide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra