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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:55:40 UTC

Update Date

2021-09-26 23:03:37 UTC

HMDB ID

HMDB0251562

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Docosa-2,4,6,8,10-pentaenoic acid

Description

Docosapentaenoic acid, also known as docosapentaenoate, 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. Based on a literature review a significant number of articles have been published on Docosapentaenoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Docosa-2,4,6,8,10-pentaenoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Docosa-2,4,6,8,10-pentaenoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0251562
     RDKit          3D
Docosa-2,4,6,8,10-pentaenoic acid
 58 57  0  0  0  0  0  0  0  0999 V2000
   -8.9586   -0.3388   -1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3507   -1.1814   -0.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2296   -0.3058   -0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5765   -1.0555    1.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5180   -0.4366    1.8093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1919   -0.0541    1.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1875    0.9107    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9395    1.5026   -0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8434    0.7446   -0.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1256   -0.2253   -0.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0164   -0.9046   -0.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9992    0.0544   -1.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2605    0.0158   -0.9917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8953   -0.9341   -0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1713   -0.9145    0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1312    0.0381   -0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4112   -0.0632    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3525    0.9005   -0.4198 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6197    0.8967   -0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2205   -0.0530    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4766   -0.1156    1.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4839    0.7982    0.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6848    0.6141    1.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3449    1.8647   -0.1787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0956    0.1565   -2.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5734    0.4886   -1.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4830   -0.9346   -2.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8299   -2.0335   -1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0808   -1.4745    0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7212    0.6056    0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6618    0.0254   -0.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4365   -1.2960    1.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3184   -2.1188    0.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2557   -1.1599    2.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9571    0.4238    2.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6095    0.3644    2.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7393   -1.0586    0.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8864    1.7453    0.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6083    0.3624   -0.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2313    2.3375   -1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4661    2.1621    0.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0314    1.4980   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0869    0.2867   -1.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5977    0.3806    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6758   -1.0533    0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4348   -1.6602   -0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5092   -1.3301   -1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6699    0.8260   -2.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9503    0.7843   -1.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3023   -1.7381    0.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5731   -1.6864    0.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8452    0.8210   -0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6906   -0.8728    0.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9840    1.6720   -1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2150    1.6950   -0.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5656   -0.8410    1.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7977   -0.9184    1.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6800    1.7826   -1.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  3
 15 16  1  0
 16 17  2  3
 17 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  2  3
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 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
 13 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 20 56  1  0
 21 57  1  0
 24 58  1  0
M  END

  Mrv1652305221920562D          

 24 23  0  0  0  0            999 V2000
    3.5211    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8092    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5237    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2381    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9526    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6671    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3815    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0960    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8105    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5249    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5249    4.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2394    2.8579    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  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  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
 13 14  1  4  0  0  0
 15 14  2  0  0  0  0
 15 16  1  4  0  0  0
 17 16  2  0  0  0  0
 17 18  1  4  0  0  0
 19 18  2  0  0  0  0
 19 20  1  4  0  0  0
 21 20  2  0  0  0  0
 21 22  1  4  0  0  0
 23 22  2  0  0  0  0
 24 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251562

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCC=CC=CC=CC=CC=CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h12-21H,2-11H2,1H3,(H,23,24)

> <INCHI_KEY>
YEKFYCQGYMVFKR-UHFFFAOYSA-N

> <FORMULA>
C22H34O2

> <MOLECULAR_WEIGHT>
330.5042

> <EXACT_MASS>
330.255880332

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
43.77390906921594

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
docosa-2,4,6,8,10-pentaenoic acid

> <ALOGPS_LOGP>
7.80

> <JCHEM_LOGP>
7.474131630666667

> <ALOGPS_LOGS>
-6.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.884221256661808

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
110.24929999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.16e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
docosa-2,4,6,8,10-pentaenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251562
     RDKit          3D
Docosa-2,4,6,8,10-pentaenoic acid
 58 57  0  0  0  0  0  0  0  0999 V2000
   -8.9586   -0.3388   -1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3507   -1.1814   -0.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2296   -0.3058   -0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5765   -1.0555    1.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5180   -0.4366    1.8093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1919   -0.0541    1.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1875    0.9107    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9395    1.5026   -0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8434    0.7446   -0.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1256   -0.2253   -0.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0164   -0.9046   -0.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9992    0.0544   -1.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2605    0.0158   -0.9917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8953   -0.9341   -0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1713   -0.9145    0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1312    0.0381   -0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4112   -0.0632    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3525    0.9005   -0.4198 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6197    0.8967   -0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2205   -0.0530    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4766   -0.1156    1.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4839    0.7982    0.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6848    0.6141    1.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3449    1.8647   -0.1787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0956    0.1565   -2.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5734    0.4886   -1.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4830   -0.9346   -2.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8299   -2.0335   -1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0808   -1.4745    0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7212    0.6056    0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6618    0.0254   -0.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4365   -1.2960    1.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3184   -2.1188    0.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2557   -1.1599    2.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9571    0.4238    2.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6095    0.3644    2.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7393   -1.0586    0.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8864    1.7453    0.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6083    0.3624   -0.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2313    2.3375   -1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4661    2.1621    0.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0314    1.4980   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0869    0.2867   -1.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5977    0.3806    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6758   -1.0533    0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4348   -1.6602   -0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5092   -1.3301   -1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6699    0.8260   -2.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9503    0.7843   -1.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3023   -1.7381    0.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5731   -1.6864    0.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8452    0.8210   -0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6906   -0.8728    0.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9840    1.6720   -1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2150    1.6950   -0.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5656   -0.8410    1.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7977   -0.9184    1.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6800    1.7826   -1.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  3
 15 16  1  0
 16 17  2  3
 17 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  2  3
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 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
 13 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 20 56  1  0
 21 57  1  0
 24 58  1  0
M  END

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0       6.573   5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.243   6.105   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.577   5.335   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.910   6.105   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      25.244   5.335   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.578   6.105   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.912   5.335   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      29.245   6.105   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.579   5.335   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      31.913   6.105   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      33.246   5.335   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      34.580   6.105   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      34.580   7.645   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      35.914   5.335   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   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

COMPND    HMDB0251562
HETATM    1  C1  UNL     1      -8.959  -0.339  -1.815  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.351  -1.181  -0.704  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.230  -0.306  -0.070  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.577  -1.056   1.033  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.518  -0.437   1.809  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.192  -0.054   1.262  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.187   0.911   0.172  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.940   1.503  -0.334  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.843   0.745  -0.917  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.126  -0.225  -0.040  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.016  -0.905  -0.838  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.999   0.054  -1.331  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.261   0.016  -0.992  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.895  -0.934  -0.108  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.171  -0.915   0.190  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.131   0.038  -0.304  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.411  -0.063   0.088  1.00  0.00           C  
HETATM   18  C18 UNL     1       7.353   0.900  -0.420  1.00  0.00           C  
HETATM   19  C19 UNL     1       8.620   0.897  -0.106  1.00  0.00           C  
HETATM   20  C20 UNL     1       9.220  -0.053   0.770  1.00  0.00           C  
HETATM   21  C21 UNL     1      10.477  -0.116   1.126  1.00  0.00           C  
HETATM   22  C22 UNL     1      11.484   0.798   0.673  1.00  0.00           C  
HETATM   23  O1  UNL     1      12.685   0.614   1.109  1.00  0.00           O  
HETATM   24  O2  UNL     1      11.345   1.865  -0.179  1.00  0.00           O  
HETATM   25  H1  UNL     1      -8.096   0.157  -2.325  1.00  0.00           H  
HETATM   26  H2  UNL     1      -9.573   0.489  -1.400  1.00  0.00           H  
HETATM   27  H3  UNL     1      -9.483  -0.935  -2.568  1.00  0.00           H  
HETATM   28  H4  UNL     1      -7.830  -2.034  -1.187  1.00  0.00           H  
HETATM   29  H5  UNL     1      -9.081  -1.474   0.059  1.00  0.00           H  
HETATM   30  H6  UNL     1      -7.721   0.606   0.371  1.00  0.00           H  
HETATM   31  H7  UNL     1      -6.662   0.025  -0.912  1.00  0.00           H  
HETATM   32  H8  UNL     1      -7.436  -1.296   1.763  1.00  0.00           H  
HETATM   33  H9  UNL     1      -6.318  -2.119   0.699  1.00  0.00           H  
HETATM   34  H10 UNL     1      -5.256  -1.160   2.679  1.00  0.00           H  
HETATM   35  H11 UNL     1      -5.957   0.424   2.426  1.00  0.00           H  
HETATM   36  H12 UNL     1      -3.610   0.364   2.137  1.00  0.00           H  
HETATM   37  H13 UNL     1      -3.739  -1.059   0.977  1.00  0.00           H  
HETATM   38  H14 UNL     1      -4.886   1.745   0.412  1.00  0.00           H  
HETATM   39  H15 UNL     1      -4.608   0.362  -0.759  1.00  0.00           H  
HETATM   40  H16 UNL     1      -3.231   2.338  -1.075  1.00  0.00           H  
HETATM   41  H17 UNL     1      -2.466   2.162   0.490  1.00  0.00           H  
HETATM   42  H18 UNL     1      -1.031   1.498  -1.223  1.00  0.00           H  
HETATM   43  H19 UNL     1      -2.087   0.287  -1.923  1.00  0.00           H  
HETATM   44  H20 UNL     1      -0.598   0.381   0.755  1.00  0.00           H  
HETATM   45  H21 UNL     1      -1.676  -1.053   0.372  1.00  0.00           H  
HETATM   46  H22 UNL     1       0.435  -1.660  -0.183  1.00  0.00           H  
HETATM   47  H23 UNL     1      -0.509  -1.330  -1.725  1.00  0.00           H  
HETATM   48  H24 UNL     1       0.670   0.826  -2.012  1.00  0.00           H  
HETATM   49  H25 UNL     1       2.950   0.784  -1.411  1.00  0.00           H  
HETATM   50  H26 UNL     1       2.302  -1.738   0.363  1.00  0.00           H  
HETATM   51  H27 UNL     1       4.573  -1.686   0.881  1.00  0.00           H  
HETATM   52  H28 UNL     1       4.845   0.821  -0.974  1.00  0.00           H  
HETATM   53  H29 UNL     1       6.691  -0.873   0.777  1.00  0.00           H  
HETATM   54  H30 UNL     1       6.984   1.672  -1.102  1.00  0.00           H  
HETATM   55  H31 UNL     1       9.215   1.695  -0.572  1.00  0.00           H  
HETATM   56  H32 UNL     1       8.566  -0.841   1.213  1.00  0.00           H  
HETATM   57  H33 UNL     1      10.798  -0.918   1.820  1.00  0.00           H  
HETATM   58  H34 UNL     1      11.680   1.783  -1.127  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7   36   37
CONECT    7    8   38   39
CONECT    8    9   40   41
CONECT    9   10   42   43
CONECT   10   11   44   45
CONECT   11   12   46   47
CONECT   12   13   13   48
CONECT   13   14   49
CONECT   14   15   15   50
CONECT   15   16   51
CONECT   16   17   17   52
CONECT   17   18   53
CONECT   18   19   19   54
CONECT   19   20   55
CONECT   20   21   21   56
CONECT   21   22   57
CONECT   22   23   23   24
CONECT   24   58
END

HMDB0251562
     RDKit          3D
Docosa-2,4,6,8,10-pentaenoic acid
 58 57  0  0  0  0  0  0  0  0999 V2000
   -8.9586   -0.3388   -1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3507   -1.1814   -0.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2296   -0.3058   -0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5765   -1.0555    1.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5180   -0.4366    1.8093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1919   -0.0541    1.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1875    0.9107    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9395    1.5026   -0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8434    0.7446   -0.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1256   -0.2253   -0.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0164   -0.9046   -0.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9992    0.0544   -1.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2605    0.0158   -0.9917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8953   -0.9341   -0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1713   -0.9145    0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1312    0.0381   -0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4112   -0.0632    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3525    0.9005   -0.4198 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6197    0.8967   -0.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2205   -0.0530    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4766   -0.1156    1.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4839    0.7982    0.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6848    0.6141    1.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3449    1.8647   -0.1787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0956    0.1565   -2.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5734    0.4886   -1.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4830   -0.9346   -2.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8299   -2.0335   -1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0808   -1.4745    0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7212    0.6056    0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6618    0.0254   -0.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4365   -1.2960    1.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3184   -2.1188    0.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2557   -1.1599    2.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9571    0.4238    2.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6095    0.3644    2.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7393   -1.0586    0.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8864    1.7453    0.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6083    0.3624   -0.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2313    2.3375   -1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4661    2.1621    0.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0314    1.4980   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0869    0.2867   -1.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5977    0.3806    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6758   -1.0533    0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4348   -1.6602   -0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5092   -1.3301   -1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6699    0.8260   -2.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9503    0.7843   -1.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3023   -1.7381    0.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5731   -1.6864    0.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8452    0.8210   -0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6906   -0.8728    0.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9840    1.6720   -1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2150    1.6950   -0.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5656   -0.8410    1.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7977   -0.9184    1.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6800    1.7826   -1.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  3
 15 16  1  0
 16 17  2  3
 17 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  2  3
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 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
 13 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 20 56  1  0
 21 57  1  0
 24 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Docosapentaenoate	Generator

Chemical Formula

C₂₂H₃₄O₂

Average Molecular Weight

330.5042

Monoisotopic Molecular Weight

330.255880332

IUPAC Name

docosa-2,4,6,8,10-pentaenoic acid

Traditional Name

docosa-2,4,6,8,10-pentaenoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCC=CC=CC=CC=CC=CC(O)=O

InChI Identifier

InChI=1S/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h12-21H,2-11H2,1H3,(H,23,24)

InChI Key

YEKFYCQGYMVFKR-UHFFFAOYSA-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

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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
logP	7.8	ALOGPS
logP	7.47	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Acidic)	4.88	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	110.25 m³·mol⁻¹	ChemAxon
Polarizability	43.77 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]+	181.571	30932474
DeepCCS	[M-H]-	179.042	30932474
DeepCCS	[M-2H]-	212.223	30932474
DeepCCS	[M+Na]+	188.454	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Docosa-2,4,6,8,10-pentaenoic acid	CCCCCCCCCCCC=CC=CC=CC=CC=CC(O)=O	4352.4	Standard polar	33892256
Docosa-2,4,6,8,10-pentaenoic acid	CCCCCCCCCCCC=CC=CC=CC=CC=CC(O)=O	2656.9	Standard non polar	33892256
Docosa-2,4,6,8,10-pentaenoic acid	CCCCCCCCCCCC=CC=CC=CC=CC=CC(O)=O	2922.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Docosa-2,4,6,8,10-pentaenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9561000000-b2405b934e29806d6461	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Docosa-2,4,6,8,10-pentaenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Docosa-2,4,6,8,10-pentaenoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Docosa-2,4,6,8,10-pentaenoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	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 - Docosa-2,4,6,8,10-pentaenoic acid 10V, Negative-QTOF	splash10-004i-0019000000-4c0636d79e51cdb528c4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosa-2,4,6,8,10-pentaenoic acid 20V, Negative-QTOF	splash10-01t9-1129000000-971358a7ad6a4619173a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosa-2,4,6,8,10-pentaenoic acid 40V, Negative-QTOF	splash10-0076-6192000000-8d342eb42294cf7c8369	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosa-2,4,6,8,10-pentaenoic acid 10V, Positive-QTOF	splash10-03e9-1139000000-250b1dca2be734f49321	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosa-2,4,6,8,10-pentaenoic acid 20V, Positive-QTOF	splash10-090r-5096000000-e07531346d5860b7207a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosa-2,4,6,8,10-pentaenoic acid 40V, Positive-QTOF	splash10-00c3-9820000000-111cec1fc1dc0e82b29f	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

FDB022774

KNApSAcK ID

Not Available

Chemspider ID

26516293

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Docosapentaenoic acid

METLIN ID

Not Available

PubChem Compound

3035421

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Docosa-2,4,6,8,10-pentaenoic acid (HMDB0251562)

MOL for HMDB0251562 (Docosa-2,4,6,8,10-pentaenoic acid)

3D MOL for HMDB0251562 (Docosa-2,4,6,8,10-pentaenoic acid)

3D SDF for HMDB0251562 (Docosa-2,4,6,8,10-pentaenoic acid)

3D-SDF for HMDB0251562 (Docosa-2,4,6,8,10-pentaenoic acid)

PDB for HMDB0251562 (Docosa-2,4,6,8,10-pentaenoic acid)

3D PDB for HMDB0251562 (Docosa-2,4,6,8,10-pentaenoic acid)

SMILES for HMDB0251562 (Docosa-2,4,6,8,10-pentaenoic acid)

INCHI for HMDB0251562 (Docosa-2,4,6,8,10-pentaenoic acid)

Structure for HMDB0251562 (Docosa-2,4,6,8,10-pentaenoic acid)

3D Structure for HMDB0251562 (Docosa-2,4,6,8,10-pentaenoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra