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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-09 20:55:44 UTC

Update Date

2022-03-07 03:17:39 UTC

HMDB ID

HMDB0060117

Secondary Accession Numbers

HMDB60117

Metabolite Identification

Common Name

Tetracosahexaenoic acid, n-3

Description

Tetracosahexaenoic acid, n-3 belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Tetracosahexaenoic acid, n-3 is a weakly acidic compound (based on its pKa).

Structure

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


  Mrv0541 05091313552D          

 26 25  0  0  0  0            999 V2000
   -1.8118    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 17  2  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  2  0  0  0  0
 26 24  1  0  0  0  0
M  END

HMDB0060117
     RDKit          3D
Tetracosahexaenoic acid, n-3
 62 61  0  0  0  0  0  0  0  0999 V2000
   -7.0090   -3.2794   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9915   -2.6464    0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0398   -1.1941    0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1292   -0.3353    0.8589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9506   -0.6919    1.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6073   -0.4645    1.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1937    0.0756    0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0338    0.5609   -1.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1426    1.9422   -1.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6490    3.0224   -1.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7191    3.1605    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4738    3.7969   -0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3031    3.2682   -0.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0244    2.0003    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6214    1.1102   -0.5109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8221    0.5910   -0.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6754    0.8862    0.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8832    0.3539    0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4831   -0.5239   -0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7525    0.0648   -0.9040 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8022    0.3173    0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3238   -0.8103    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0364   -1.9094    0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3403   -2.6696   -0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6646   -2.5233   -2.0463 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3367   -3.5523   -0.5287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6027   -4.2217   -0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3651   -2.5652   -1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9821   -3.5786   -1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9620   -2.9252    1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1313   -3.0715    1.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9461   -0.8385   -0.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3489    0.7132    0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9768   -1.7657    1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9910   -0.1581    2.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8330   -0.8180    1.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732    0.0903   -0.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5255    0.0949   -1.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0127   -0.0043   -1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8422    2.0695   -2.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9207    3.9946   -1.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1278    3.9611    0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857    2.2585    0.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6387    4.7585   -0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5734    3.8046   -0.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767    1.4970    1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7582    2.3013    1.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0382    0.8868   -1.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0979   -0.0413   -1.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3902    1.5233    1.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4829    0.6245    1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8548   -0.8435   -1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400   -1.4837    0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0115   -0.4996   -1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4148    1.0816   -1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6922    0.7598   -0.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4968    1.1646    0.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0921   -0.3616    1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5624   -1.2342    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0159   -1.5171   -0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3590   -2.6447    0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5154   -3.5613   -1.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  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
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 16 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 23 61  1  0
 26 62  1  0
M  END


  Mrv0541 05091313552D          

 26 25  0  0  0  0            999 V2000
   -1.8118    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 17  2  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  2  0  0  0  0
 26 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060117

> <DATABASE_NAME>
hmdb

> <SMILES>
CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C=C\CCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h3-4,6-7,9-10,12-13,15-18H,2,5,8,11,14,19-23H2,1H3,(H,25,26)/b4-3-,7-6-,10-9-,13-12-,16-15-,18-17-

> <INCHI_KEY>
RFKXDFPDYHBCRC-JGDWKEERSA-N

> <FORMULA>
C24H36O2

> <MOLECULAR_WEIGHT>
356.5414

> <EXACT_MASS>
356.271530396

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
42.56941274820892

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7Z,9Z,12Z,15Z,18Z,21Z)-tetracosa-7,9,12,15,18,21-hexaenoic acid

> <ALOGPS_LOGP>
7.32

> <JCHEM_LOGP>
7.641602157666666

> <ALOGPS_LOGS>
-6.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.922495112037064

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
120.5912

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.74e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7Z,9Z,12Z,15Z,18Z,21Z)-tetracosa-7,9,12,15,18,21-hexaenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060117
     RDKit          3D
Tetracosahexaenoic acid, n-3
 62 61  0  0  0  0  0  0  0  0999 V2000
   -7.0090   -3.2794   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9915   -2.6464    0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0398   -1.1941    0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1292   -0.3353    0.8589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9506   -0.6919    1.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6073   -0.4645    1.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1937    0.0756    0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0338    0.5609   -1.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1426    1.9422   -1.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6490    3.0224   -1.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7191    3.1605    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4738    3.7969   -0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3031    3.2682   -0.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0244    2.0003    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6214    1.1102   -0.5109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8221    0.5910   -0.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6754    0.8862    0.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8832    0.3539    0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4831   -0.5239   -0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7525    0.0648   -0.9040 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8022    0.3173    0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3238   -0.8103    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0364   -1.9094    0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3403   -2.6696   -0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6646   -2.5233   -2.0463 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3367   -3.5523   -0.5287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6027   -4.2217   -0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3651   -2.5652   -1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9821   -3.5786   -1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9620   -2.9252    1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1313   -3.0715    1.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9461   -0.8385   -0.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3489    0.7132    0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9768   -1.7657    1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9910   -0.1581    2.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8330   -0.8180    1.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732    0.0903   -0.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5255    0.0949   -1.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0127   -0.0043   -1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8422    2.0695   -2.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9207    3.9946   -1.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1278    3.9611    0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857    2.2585    0.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6387    4.7585   -0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5734    3.8046   -0.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767    1.4970    1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7582    2.3013    1.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0382    0.8868   -1.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0979   -0.0413   -1.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3902    1.5233    1.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4829    0.6245    1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8548   -0.8435   -1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400   -1.4837    0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0115   -0.4996   -1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4148    1.0816   -1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6922    0.7598   -0.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4968    1.1646    0.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0921   -0.3616    1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5624   -1.2342    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0159   -1.5171   -0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3590   -2.6447    0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5154   -3.5613   -1.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  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
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 16 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 23 61  1  0
 26 62  1  0
M  END

HEADER    PROTEIN                                 09-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-MAY-13         0                                  
HETATM    1  C   UNK     0      -3.382  10.367   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.716   9.597   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.049  10.367   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.383   9.597   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.383   8.057   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.717   7.287   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.717   5.747   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.383   4.977   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.383   3.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.049   2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.716   3.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.382   2.667   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.048   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.048   4.977   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.715   5.747   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.619   4.977   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.619   3.437   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.953   2.667   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
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   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   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    HMDB0060117
HETATM    1  C1  UNL     1      -7.009  -3.279  -0.755  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.992  -2.646   0.651  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.040  -1.194   0.453  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.129  -0.335   0.859  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.951  -0.692   1.559  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.607  -0.465   1.123  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.194   0.076   0.019  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.034   0.561  -1.015  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.143   1.942  -1.416  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.649   3.022  -1.000  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.719   3.161   0.149  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.474   3.797  -0.355  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.303   3.268  -0.194  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.024   2.000   0.495  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.621   1.110  -0.511  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.822   0.591  -0.459  1.00  0.00           C  
HETATM   17  C17 UNL     1       2.675   0.886   0.666  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.883   0.354   0.695  1.00  0.00           C  
HETATM   19  C19 UNL     1       4.483  -0.524  -0.300  1.00  0.00           C  
HETATM   20  C20 UNL     1       5.752   0.065  -0.904  1.00  0.00           C  
HETATM   21  C21 UNL     1       6.802   0.317   0.106  1.00  0.00           C  
HETATM   22  C22 UNL     1       7.324  -0.810   0.896  1.00  0.00           C  
HETATM   23  C23 UNL     1       8.036  -1.909   0.198  1.00  0.00           C  
HETATM   24  C24 UNL     1       7.340  -2.670  -0.818  1.00  0.00           C  
HETATM   25  O1  UNL     1       7.665  -2.523  -2.046  1.00  0.00           O  
HETATM   26  O2  UNL     1       6.337  -3.552  -0.529  1.00  0.00           O  
HETATM   27  H1  UNL     1      -7.603  -4.222  -0.720  1.00  0.00           H  
HETATM   28  H2  UNL     1      -7.365  -2.565  -1.506  1.00  0.00           H  
HETATM   29  H3  UNL     1      -5.982  -3.579  -1.051  1.00  0.00           H  
HETATM   30  H4  UNL     1      -7.962  -2.925   1.145  1.00  0.00           H  
HETATM   31  H5  UNL     1      -6.131  -3.072   1.140  1.00  0.00           H  
HETATM   32  H6  UNL     1      -7.946  -0.839  -0.094  1.00  0.00           H  
HETATM   33  H7  UNL     1      -6.349   0.713   0.627  1.00  0.00           H  
HETATM   34  H8  UNL     1      -4.977  -1.766   1.959  1.00  0.00           H  
HETATM   35  H9  UNL     1      -4.991  -0.158   2.600  1.00  0.00           H  
HETATM   36  H10 UNL     1      -2.833  -0.818   1.876  1.00  0.00           H  
HETATM   37  H11 UNL     1      -2.073   0.090  -0.088  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.526   0.095  -1.995  1.00  0.00           H  
HETATM   39  H13 UNL     1      -5.013  -0.004  -1.154  1.00  0.00           H  
HETATM   40  H14 UNL     1      -4.842   2.069  -2.322  1.00  0.00           H  
HETATM   41  H15 UNL     1      -3.921   3.995  -1.532  1.00  0.00           H  
HETATM   42  H16 UNL     1      -3.128   3.961   0.865  1.00  0.00           H  
HETATM   43  H17 UNL     1      -2.486   2.258   0.674  1.00  0.00           H  
HETATM   44  H18 UNL     1      -1.639   4.759  -0.879  1.00  0.00           H  
HETATM   45  H19 UNL     1       0.573   3.805  -0.609  1.00  0.00           H  
HETATM   46  H20 UNL     1      -0.777   1.497   1.017  1.00  0.00           H  
HETATM   47  H21 UNL     1       0.758   2.301   1.314  1.00  0.00           H  
HETATM   48  H22 UNL     1      -0.038   0.887  -1.371  1.00  0.00           H  
HETATM   49  H23 UNL     1       2.098  -0.041  -1.288  1.00  0.00           H  
HETATM   50  H24 UNL     1       2.390   1.523   1.506  1.00  0.00           H  
HETATM   51  H25 UNL     1       4.483   0.625   1.590  1.00  0.00           H  
HETATM   52  H26 UNL     1       3.855  -0.843  -1.134  1.00  0.00           H  
HETATM   53  H27 UNL     1       4.740  -1.484   0.246  1.00  0.00           H  
HETATM   54  H28 UNL     1       6.011  -0.500  -1.785  1.00  0.00           H  
HETATM   55  H29 UNL     1       5.415   1.082  -1.281  1.00  0.00           H  
HETATM   56  H30 UNL     1       7.692   0.760  -0.449  1.00  0.00           H  
HETATM   57  H31 UNL     1       6.497   1.165   0.778  1.00  0.00           H  
HETATM   58  H32 UNL     1       8.092  -0.362   1.613  1.00  0.00           H  
HETATM   59  H33 UNL     1       6.562  -1.234   1.610  1.00  0.00           H  
HETATM   60  H34 UNL     1       9.016  -1.517  -0.190  1.00  0.00           H  
HETATM   61  H35 UNL     1       8.359  -2.645   0.991  1.00  0.00           H  
HETATM   62  H36 UNL     1       5.515  -3.561  -1.122  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4    4   32
CONECT    4    5   33
CONECT    5    6   34   35
CONECT    6    7    7   36
CONECT    7    8   37
CONECT    8    9   38   39
CONECT    9   10   10   40
CONECT   10   11   41
CONECT   11   12   42   43
CONECT   12   13   13   44
CONECT   13   14   45
CONECT   14   15   46   47
CONECT   15   16   16   48
CONECT   16   17   49
CONECT   17   18   18   50
CONECT   18   19   51
CONECT   19   20   52   53
CONECT   20   21   54   55
CONECT   21   22   56   57
CONECT   22   23   58   59
CONECT   23   24   60   61
CONECT   24   25   25   26
CONECT   26   62
END

HMDB0060117
     RDKit          3D
Tetracosahexaenoic acid, n-3
 62 61  0  0  0  0  0  0  0  0999 V2000
   -7.0090   -3.2794   -0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9915   -2.6464    0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0398   -1.1941    0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1292   -0.3353    0.8589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9506   -0.6919    1.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6073   -0.4645    1.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1937    0.0756    0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0338    0.5609   -1.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1426    1.9422   -1.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6490    3.0224   -1.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7191    3.1605    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4738    3.7969   -0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3031    3.2682   -0.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0244    2.0003    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6214    1.1102   -0.5109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8221    0.5910   -0.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6754    0.8862    0.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8832    0.3539    0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4831   -0.5239   -0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7525    0.0648   -0.9040 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8022    0.3173    0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3238   -0.8103    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0364   -1.9094    0.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3403   -2.6696   -0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6646   -2.5233   -2.0463 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3367   -3.5523   -0.5287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6027   -4.2217   -0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3651   -2.5652   -1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9821   -3.5786   -1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9620   -2.9252    1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1313   -3.0715    1.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9461   -0.8385   -0.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3489    0.7132    0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9768   -1.7657    1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9910   -0.1581    2.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8330   -0.8180    1.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732    0.0903   -0.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5255    0.0949   -1.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0127   -0.0043   -1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8422    2.0695   -2.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9207    3.9946   -1.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1278    3.9611    0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857    2.2585    0.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6387    4.7585   -0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5734    3.8046   -0.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767    1.4970    1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7582    2.3013    1.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0382    0.8868   -1.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0979   -0.0413   -1.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3902    1.5233    1.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4829    0.6245    1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8548   -0.8435   -1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400   -1.4837    0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0115   -0.4996   -1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4148    1.0816   -1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6922    0.7598   -0.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4968    1.1646    0.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0921   -0.3616    1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5624   -1.2342    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0159   -1.5171   -0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3590   -2.6447    0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5154   -3.5613   -1.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  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
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 16 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 23 61  1  0
 26 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Tetracosahexaenoate, N-3	Generator

Chemical Formula

C₂₄H₃₆O₂

Average Molecular Weight

356.5414

Monoisotopic Molecular Weight

356.271530396

IUPAC Name

(7Z,9Z,12Z,15Z,18Z,21Z)-tetracosa-7,9,12,15,18,21-hexaenoic acid

Traditional Name

(7Z,9Z,12Z,15Z,18Z,21Z)-tetracosa-7,9,12,15,18,21-hexaenoic acid

CAS Registry Number

Not Available

SMILES

CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C=C\CCCCCC(O)=O

InChI Identifier

InChI=1S/C24H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h3-4,6-7,9-10,12-13,15-18H,2,5,8,11,14,19-23H2,1H3,(H,25,26)/b4-3-,7-6-,10-9-,13-12-,16-15-,18-17-

InChI Key

RFKXDFPDYHBCRC-JGDWKEERSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Very long-chain fatty acids

Alternative Parents

Substituents

Very 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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060117)

Source

Exogenous

Exogenous (HMDB: HMDB0060117)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.7e-05 g/L	ALOGPS
logP	7.32	ALOGPS
logP	7.64	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	4.92	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	16	ChemAxon
Refractivity	120.59 m³·mol⁻¹	ChemAxon
Polarizability	42.57 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]+	200.116	31661259
DarkChem	[M-H]-	199.003	31661259
DeepCCS	[M+H]+	193.141	30932474
DeepCCS	[M-H]-	190.783	30932474
DeepCCS	[M-2H]-	223.863	30932474
DeepCCS	[M+Na]+	199.235	30932474
AllCCS	[M+H]+	197.0	32859911
AllCCS	[M+H-H2O]+	194.3	32859911
AllCCS	[M+NH4]+	199.5	32859911
AllCCS	[M+Na]+	200.2	32859911
AllCCS	[M-H]-	196.1	32859911
AllCCS	[M+Na-2H]-	198.6	32859911
AllCCS	[M+HCOO]-	201.5	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 √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	5.14 minutes	32390414
Predicted by Siyang on May 30, 2022	32.1104 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.48 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3708.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	767.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	316.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	619.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	895.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1486.8 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	712.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	94.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2940.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	988.2 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	2211.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	1129.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	678.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	498.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	724.0 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
Tetracosahexaenoic acid, n-3	CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C=C\CCCCCC(O)=O	4464.3	Standard polar	33892256
Tetracosahexaenoic acid, n-3	CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C=C\CCCCCC(O)=O	2537.9	Standard non polar	33892256
Tetracosahexaenoic acid, n-3	CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C=C\CCCCCC(O)=O	2759.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tetracosahexaenoic acid, n-3,1TMS,isomer #1	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C=C/CCCCCC(=O)O[Si](C)(C)C	2833.8	Semi standard non polar	33892256
Tetracosahexaenoic acid, n-3,1TBDMS,isomer #1	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C=C/CCCCCC(=O)O[Si](C)(C)C(C)(C)C	3066.5	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 - Tetracosahexaenoic acid, n-3 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4m-5492000000-ebe1df267318bc111e24	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetracosahexaenoic acid, n-3 GC-MS (1 TMS) - 70eV, Positive	splash10-0770-9553100000-7594bb0593650ddddb22	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetracosahexaenoic acid, n-3 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 - Tetracosahexaenoic acid, n-3 10V, Positive-QTOF	splash10-000i-0009000000-57548869729807983e4f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetracosahexaenoic acid, n-3 20V, Positive-QTOF	splash10-03ds-4559000000-6f89e7de08173b645060	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetracosahexaenoic acid, n-3 40V, Positive-QTOF	splash10-01p2-9873000000-e1a693839dff07c30ac6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetracosahexaenoic acid, n-3 10V, Negative-QTOF	splash10-0a4i-0009000000-579adb1239d169bdf4b6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetracosahexaenoic acid, n-3 20V, Negative-QTOF	splash10-0bti-0009000000-e8a6c1781546520cfcf8	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetracosahexaenoic acid, n-3 40V, Negative-QTOF	splash10-0a4l-9122000000-a3a85d2c2b2409e836f2	2017-10-06	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Acylcarnitine (7Z,9Z,12Z,15Z,18Z,21Z)-tetracosa-7,9,12,15,18,21-hexaenoylcarnitine		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131769829

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

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]
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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Tetracosahexaenoic acid, n-3 (HMDB0060117)

MOL for HMDB0060117 (Tetracosahexaenoic acid, n-3)

3D MOL for HMDB0060117 (Tetracosahexaenoic acid, n-3)

3D SDF for HMDB0060117 (Tetracosahexaenoic acid, n-3)

3D-SDF for HMDB0060117 (Tetracosahexaenoic acid, n-3)

PDB for HMDB0060117 (Tetracosahexaenoic acid, n-3)

3D PDB for HMDB0060117 (Tetracosahexaenoic acid, n-3)

SMILES for HMDB0060117 (Tetracosahexaenoic acid, n-3)

INCHI for HMDB0060117 (Tetracosahexaenoic acid, n-3)

Structure for HMDB0060117 (Tetracosahexaenoic acid, n-3)

3D Structure for HMDB0060117 (Tetracosahexaenoic acid, n-3)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra