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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:28:57 UTC

Update Date

2022-11-23 22:04:49 UTC

HMDB ID

HMDB0244316

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Docosahexaenoicacid(DHA)

Description

docosa-2,4,6,8,10,12-hexaenoic acid 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 very few articles have been published on docosa-2,4,6,8,10,12-hexaenoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Docosahexaenoicacid(dha) is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Docosahexaenoicacid(DHA) 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

HMDB0244316
     RDKit          3D
Docosahexaenoicacid(DHA)
 56 55  0  0  0  0  0  0  0  0999 V2000
   -6.3462   -1.8113    0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0205   -0.7210   -0.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4349    0.4654    0.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3216    1.2591    0.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3885    1.8498   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3105    2.6538    0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4908    1.7992    1.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8736    0.6331    0.8035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223    0.9439   -0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5065   -0.3558   -0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3035   -0.7925   -0.9941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8591   -0.0767   -0.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0905   -0.5965   -0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2654   -1.9011   -1.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4850   -2.4695   -1.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6492   -1.8702   -0.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7378   -1.3101   -0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0347   -1.9347   -0.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1494   -1.4078   -0.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2509   -0.0553    0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4793    0.3742    0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6991    1.6973    1.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7722    2.5042    1.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9929    2.0700    1.5705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9081   -2.0991    1.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3679   -2.7432   -0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3153   -1.6715    0.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3459   -0.4708   -1.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9342   -1.1336   -1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9724    1.1520   -0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0884    0.1149    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8049    0.6234    1.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8099    2.0716    1.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9519    1.1206   -0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9199    2.5888   -0.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8219    3.4541    1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6850    3.2090   -0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7110    2.4157    1.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1238    1.4147    2.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3120    0.0652    1.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6502   -0.0580    0.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136    1.5443    0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367    1.5858   -1.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393   -0.9862   -1.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2036   -1.8019   -1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7587    0.9021   -0.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9296    0.0261   -0.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4127   -2.4856   -1.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4658   -3.4998   -1.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3774   -3.0325   -1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6611   -0.2685   -0.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0627   -2.9705   -0.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1079   -1.9691   -0.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4349    0.6288    0.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3140   -0.3208    0.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7444    1.6463    1.0078 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  2  3
 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
 11 45  1  0
 12 46  1  0
 13 47  1  0
 14 48  1  0
 15 49  1  0
 16 50  1  0
 17 51  1  0
 18 52  1  0
 19 53  1  0
 20 54  1  0
 21 55  1  0
 24 56  1  0
M  END


  Mrv1652309102123292D          

 24 23  0  0  0  0            999 V2000
    2.2836    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8572    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5717    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2862    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0006    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7151    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4296    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1440    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8585    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5730    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2874    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2874    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0019    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  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
 10  9  1  4  0  0  0
 10 11  2  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 16 15  1  4  0  0  0
 16 17  2  0  0  0  0
 18 17  1  4  0  0  0
 18 19  2  0  0  0  0
 20 19  1  4  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244316

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h10-21H,2-9H2,1H3,(H,23,24)

> <INCHI_KEY>
DVSZKTAMJJTWFG-UHFFFAOYSA-N

> <FORMULA>
C22H32O2

> <MOLECULAR_WEIGHT>
328.496

> <EXACT_MASS>
328.24023027

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
43.219218363873445

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
docosa-2,4,6,8,10,12-hexaenoic acid

> <ALOGPS_LOGP>
7.49

> <JCHEM_LOGP>
7.112209974

> <ALOGPS_LOGS>
-6.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.884221256661804

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
111.3659

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.04e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
docosa-2,4,6,8,10,12-hexaenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244316
     RDKit          3D
Docosahexaenoicacid(DHA)
 56 55  0  0  0  0  0  0  0  0999 V2000
   -6.3462   -1.8113    0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0205   -0.7210   -0.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4349    0.4654    0.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3216    1.2591    0.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3885    1.8498   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3105    2.6538    0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4908    1.7992    1.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8736    0.6331    0.8035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223    0.9439   -0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5065   -0.3558   -0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3035   -0.7925   -0.9941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8591   -0.0767   -0.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0905   -0.5965   -0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2654   -1.9011   -1.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4850   -2.4695   -1.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6492   -1.8702   -0.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7378   -1.3101   -0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0347   -1.9347   -0.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1494   -1.4078   -0.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2509   -0.0553    0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4793    0.3742    0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6991    1.6973    1.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7722    2.5042    1.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9929    2.0700    1.5705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9081   -2.0991    1.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3679   -2.7432   -0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3153   -1.6715    0.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3459   -0.4708   -1.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9342   -1.1336   -1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9724    1.1520   -0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0884    0.1149    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8049    0.6234    1.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8099    2.0716    1.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9519    1.1206   -0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9199    2.5888   -0.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8219    3.4541    1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6850    3.2090   -0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7110    2.4157    1.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1238    1.4147    2.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3120    0.0652    1.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6502   -0.0580    0.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136    1.5443    0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367    1.5858   -1.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393   -0.9862   -1.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2036   -1.8019   -1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7587    0.9021   -0.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9296    0.0261   -0.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4127   -2.4856   -1.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4658   -3.4998   -1.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3774   -3.0325   -1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6611   -0.2685   -0.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0627   -2.9705   -0.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1079   -1.9691   -0.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4349    0.6288    0.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3140   -0.3208    0.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7444    1.6463    1.0078 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  2  3
 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
 11 45  1  0
 12 46  1  0
 13 47  1  0
 14 48  1  0
 15 49  1  0
 16 50  1  0
 17 51  1  0
 18 52  1  0
 19 53  1  0
 20 54  1  0
 21 55  1  0
 24 56  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.266   4.771   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.599   4.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.933   4.771   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.267   4.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.600   4.771   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.934   4.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.268   4.771   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.602   4.001   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.935   4.771   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.269   4.001   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      29.603   4.771   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      30.936   4.001   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      32.270   4.771   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      32.270   6.311   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      33.604   4.001   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    HMDB0251555
HETATM    1  C1  UNL     1      -9.877   0.332  -0.615  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.940   0.800   0.492  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.514   0.582   0.008  1.00  0.00           C  
HETATM    4  C4  UNL     1      -7.291  -0.888  -0.227  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.939  -1.062  -0.830  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.821  -0.565   0.023  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.548  -0.716  -0.846  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.387  -0.162  -0.056  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.190  -0.139  -0.956  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.680  -1.504  -1.346  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.533  -1.781  -1.132  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.847  -2.192  -0.942  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.334  -0.837  -0.404  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.721   0.286   0.038  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.839   0.876   0.443  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.116   0.544   0.580  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.343   0.267   0.720  1.00  0.00           C  
HETATM   18  C18 UNL     1       7.661  -0.095   0.860  1.00  0.00           C  
HETATM   19  C19 UNL     1       8.395   1.118   1.007  1.00  0.00           C  
HETATM   20  C20 UNL     1       9.848   0.883   1.186  1.00  0.00           C  
HETATM   21  C21 UNL     1      10.627   1.978   1.263  1.00  0.00           C  
HETATM   22  C22 UNL     1      12.041   1.962   1.438  1.00  0.00           C  
HETATM   23  O1  UNL     1      12.761   0.927   1.578  1.00  0.00           O  
HETATM   24  O2  UNL     1      12.802   3.150   1.482  1.00  0.00           O  
HETATM   25  H1  UNL     1      -9.291   0.202  -1.522  1.00  0.00           H  
HETATM   26  H2  UNL     1     -10.454  -0.577  -0.318  1.00  0.00           H  
HETATM   27  H3  UNL     1     -10.567   1.210  -0.809  1.00  0.00           H  
HETATM   28  H4  UNL     1      -9.186   0.223   1.380  1.00  0.00           H  
HETATM   29  H5  UNL     1      -9.048   1.898   0.669  1.00  0.00           H  
HETATM   30  H6  UNL     1      -7.379   1.120  -0.948  1.00  0.00           H  
HETATM   31  H7  UNL     1      -6.854   0.947   0.802  1.00  0.00           H  
HETATM   32  H8  UNL     1      -7.341  -1.414   0.775  1.00  0.00           H  
HETATM   33  H9  UNL     1      -8.094  -1.358  -0.810  1.00  0.00           H  
HETATM   34  H10 UNL     1      -5.887  -0.566  -1.846  1.00  0.00           H  
HETATM   35  H11 UNL     1      -5.793  -2.167  -1.063  1.00  0.00           H  
HETATM   36  H12 UNL     1      -5.016   0.494   0.262  1.00  0.00           H  
HETATM   37  H13 UNL     1      -4.673  -1.081   0.969  1.00  0.00           H  
HETATM   38  H14 UNL     1      -3.707  -0.107  -1.774  1.00  0.00           H  
HETATM   39  H15 UNL     1      -3.442  -1.769  -1.137  1.00  0.00           H  
HETATM   40  H16 UNL     1      -2.254  -0.868   0.795  1.00  0.00           H  
HETATM   41  H17 UNL     1      -2.543   0.822   0.358  1.00  0.00           H  
HETATM   42  H18 UNL     1      -1.524   0.322  -1.907  1.00  0.00           H  
HETATM   43  H19 UNL     1      -0.409   0.528  -0.550  1.00  0.00           H  
HETATM   44  H20 UNL     1      -1.439  -2.106  -1.788  1.00  0.00           H  
HETATM   45  H21 UNL     1       0.300  -3.045  -1.812  1.00  0.00           H  
HETATM   46  H22 UNL     1       2.761  -2.498  -0.817  1.00  0.00           H  
HETATM   47  H23 UNL     1       1.372  -0.363  -1.213  1.00  0.00           H  
HETATM   48  H24 UNL     1       1.829   1.145   0.198  1.00  0.00           H  
HETATM   49  H25 UNL     1       3.481   1.905   0.886  1.00  0.00           H  
HETATM   50  H26 UNL     1       5.528   1.912   0.755  1.00  0.00           H  
HETATM   51  H27 UNL     1       5.967  -1.057   0.332  1.00  0.00           H  
HETATM   52  H28 UNL     1       8.155  -0.994   0.851  1.00  0.00           H  
HETATM   53  H29 UNL     1       7.904   2.016   0.995  1.00  0.00           H  
HETATM   54  H30 UNL     1      10.297  -0.053   1.253  1.00  0.00           H  
HETATM   55  H31 UNL     1      10.096   2.886   1.051  1.00  0.00           H  
HETATM   56  H32 UNL     1      12.532   3.789   2.220  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   11   44
CONECT   11   12   45
CONECT   12   13   13   46
CONECT   13   14   47
CONECT   14   15   15   48
CONECT   15   16   49
CONECT   16   17   17   50
CONECT   17   18   51
CONECT   18   19   19   52
CONECT   19   20   53
CONECT   20   21   21   54
CONECT   21   22   55
CONECT   22   23   23   24
CONECT   24   56
END

HMDB0244316
     RDKit          3D
Docosahexaenoicacid(DHA)
 56 55  0  0  0  0  0  0  0  0999 V2000
   -6.3462   -1.8113    0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0205   -0.7210   -0.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4349    0.4654    0.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3216    1.2591    0.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3885    1.8498   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3105    2.6538    0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4908    1.7992    1.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8736    0.6331    0.8035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9223    0.9439   -0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5065   -0.3558   -0.9123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3035   -0.7925   -0.9941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8591   -0.0767   -0.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0905   -0.5965   -0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2654   -1.9011   -1.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4850   -2.4695   -1.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6492   -1.8702   -0.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7378   -1.3101   -0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0347   -1.9347   -0.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1494   -1.4078   -0.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2509   -0.0553    0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4793    0.3742    0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6991    1.6973    1.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7722    2.5042    1.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9929    2.0700    1.5705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9081   -2.0991    1.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3679   -2.7432   -0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3153   -1.6715    0.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3459   -0.4708   -1.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9342   -1.1336   -1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9724    1.1520   -0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0884    0.1149    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8049    0.6234    1.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8099    2.0716    1.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9519    1.1206   -0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9199    2.5888   -0.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8219    3.4541    1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6850    3.2090   -0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7110    2.4157    1.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1238    1.4147    2.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3120    0.0652    1.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6502   -0.0580    0.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136    1.5443    0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367    1.5858   -1.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393   -0.9862   -1.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2036   -1.8019   -1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7587    0.9021   -0.1318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9296    0.0261   -0.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4127   -2.4856   -1.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4658   -3.4998   -1.7424 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3774   -3.0325   -1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6611   -0.2685   -0.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0627   -2.9705   -0.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1079   -1.9691   -0.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4349    0.6288    0.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3140   -0.3208    0.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7444    1.6463    1.0078 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  2  3
 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
 11 45  1  0
 12 46  1  0
 13 47  1  0
 14 48  1  0
 15 49  1  0
 16 50  1  0
 17 51  1  0
 18 52  1  0
 19 53  1  0
 20 54  1  0
 21 55  1  0
 24 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Docosa-2,4,6,8,10,12-hexaenoate	Generator

Chemical Formula

C₂₂H₃₂O₂

Average Molecular Weight

328.496

Monoisotopic Molecular Weight

328.24023027

IUPAC Name

docosa-2,4,6,8,10,12-hexaenoic acid

Traditional Name

docosa-2,4,6,8,10,12-hexaenoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCC=CC=CC=CC=CC=CC=CC(O)=O

InChI Identifier

InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h10-21H,2-9H2,1H3,(H,23,24)

InChI Key

DVSZKTAMJJTWFG-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)

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	7.49	ALOGPS
logP	7.11	ChemAxon
logS	-6.6	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	14	ChemAxon
Refractivity	111.37 m³·mol⁻¹	ChemAxon
Polarizability	43.22 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]+	179.544	30932474
DeepCCS	[M-H]-	177.12	30932474
DeepCCS	[M-2H]-	210.196	30932474
DeepCCS	[M+Na]+	186.348	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Docosahexaenoicacid(DHA),1TMS,isomer #1	CCCCCCCCCC=CC=CC=CC=CC=CC=CC(=O)O[Si](C)(C)C	2839.2	Semi standard non polar	33892256
Docosahexaenoicacid(DHA),1TMS,isomer #1	CCCCCCCCCC=CC=CC=CC=CC=CC=CC(=O)O[Si](C)(C)C	2942.2	Standard non polar	33892256
Docosahexaenoicacid(DHA),1TMS,isomer #1	CCCCCCCCCC=CC=CC=CC=CC=CC=CC(=O)O[Si](C)(C)C	3033.8	Standard polar	33892256
Docosahexaenoicacid(DHA),1TBDMS,isomer #1	CCCCCCCCCC=CC=CC=CC=CC=CC=CC(=O)O[Si](C)(C)C(C)(C)C	3036.8	Semi standard non polar	33892256
Docosahexaenoicacid(DHA),1TBDMS,isomer #1	CCCCCCCCCC=CC=CC=CC=CC=CC=CC(=O)O[Si](C)(C)C(C)(C)C	3168.9	Standard non polar	33892256
Docosahexaenoicacid(DHA),1TBDMS,isomer #1	CCCCCCCCCC=CC=CC=CC=CC=CC=CC(=O)O[Si](C)(C)C(C)(C)C	3118.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Docosahexaenoicacid(DHA) GC-MS (Non-derivatized) - 70eV, Positive	splash10-06y7-9271000000-93cec5e5dc6f007314a3	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Docosahexaenoicacid(DHA) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Docosahexaenoicacid(DHA) 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 - Docosahexaenoicacid(DHA) 10V, Negative-QTOF	splash10-004i-0019000000-2adcaed54302d6374d67	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosahexaenoicacid(DHA) 20V, Negative-QTOF	splash10-056r-1229000000-4a86a4ba7d6ff0ab758f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosahexaenoicacid(DHA) 40V, Negative-QTOF	splash10-014l-4091000000-92213539f1047620f242	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosahexaenoicacid(DHA) 10V, Positive-QTOF	splash10-03fr-1139000000-2e199033ebb9f1dbcc2a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosahexaenoicacid(DHA) 20V, Positive-QTOF	splash10-092c-4295000000-444bcd07dcb725f6be10	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docosahexaenoicacid(DHA) 40V, Positive-QTOF	splash10-004l-5920000000-f2fef4dd1fc7c1ed2007	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26551494

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

175542

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 Docosahexaenoicacid(DHA) (HMDB0244316)

MOL for HMDB0244316 (Docosahexaenoicacid(DHA))

3D MOL for HMDB0244316 (Docosahexaenoicacid(DHA))

3D SDF for HMDB0244316 (Docosahexaenoicacid(DHA))

3D-SDF for HMDB0244316 (Docosahexaenoicacid(DHA))

PDB for HMDB0244316 (Docosahexaenoicacid(DHA))

3D PDB for HMDB0244316 (Docosahexaenoicacid(DHA))

SMILES for HMDB0244316 (Docosahexaenoicacid(DHA))

INCHI for HMDB0244316 (Docosahexaenoicacid(DHA))

Structure for HMDB0244316 (Docosahexaenoicacid(DHA))

3D Structure for HMDB0244316 (Docosahexaenoicacid(DHA))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra