Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-23 04:37:18 UTC

Update Date

2022-03-07 03:17:56 UTC

HMDB ID

HMDB0062594

Secondary Accession Numbers

HMDB62594

Metabolite Identification

Common Name

Methyl Arachidonate

Description

Methyl Arachidonate, also known as Arachidonate methyl ester or (5Z,8Z,11Z,14Z)-Icosatetraenoate methyl ester, is classified as a member of the Fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Methyl Arachidonate is considered to be practically insoluble (in water) and basic. Methyl Arachidonate can be synthesized from arachidonic acid. Methyl Arachidonate can be synthesized into 12(R)-HPETE methyl ester and 12(S)-HPETE methyl ester

Structure

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


  Mrv1652303231705372D          

 31 30  0  0  0  0            999 V2000
    7.4763    2.6664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    2.2539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    3.4914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    5.1414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    3.4914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.2539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.0789    0.0000 H   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
    1.0461    1.4289    0.0000 H   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
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   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
  2  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  4  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

HMDB0062594
     RDKit          3D
Methyl Arachidonate
 57 56  0  0  0  0  0  0  0  0999 V2000
   -8.2155   -1.2239    0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9349    0.1792   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0989    0.1377   -1.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8113   -0.5481   -1.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9961    0.1427    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7071    1.5093   -0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5107    2.0071   -0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2698    1.2346   -0.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4936    1.9247    0.6744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2872    2.3818    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5428    3.0840    1.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7892    2.3292    1.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1004    1.2233    1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3902    0.5217    1.2995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0525   -0.8261    1.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4410   -1.9206    1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2683   -2.0065   -0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5366   -2.7714    0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4677   -2.8987   -0.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9324   -1.6056   -1.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1687   -0.9324   -2.1022 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2130   -1.1753   -1.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7164    0.0502   -1.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7507   -1.8205   -0.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8484   -1.1298    1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2658   -1.7168    0.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9448    0.5742   -0.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5003    0.8486    0.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9639    1.1932   -1.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6787   -0.3333   -2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2313   -0.5334   -2.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9180   -1.6027   -0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6607    0.2143    0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1460   -0.4724    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6026    2.1545   -0.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4043    3.0829   -0.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6779    1.2263   -1.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5021    0.2042   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285    2.0407    1.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1573    2.2631   -0.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0090    3.1372    2.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7545    4.1157    1.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4838    2.7411    2.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4401    0.8032    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9054    1.0965    2.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0280    0.5487    0.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4275   -0.9012    2.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1030   -2.8667    1.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7527   -2.6309   -0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4964   -1.0448   -0.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0400   -2.2526    1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2110   -3.8137    0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0011   -3.5315   -1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3428   -3.5007   -0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3931    0.4670   -0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9100    0.7682   -1.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2919   -0.1455   -2.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
M  END


  Mrv1652303231705372D          

 31 30  0  0  0  0            999 V2000
    7.4763    2.6664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    2.2539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    3.4914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    5.1414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    3.4914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.2539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.0789    0.0000 H   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
    1.0461    1.4289    0.0000 H   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
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   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
  2  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  4  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062594

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]C(CCCCC)=C([H])CC([H])=C([H])CC([H])=C([H])C\C([H])=C(\[H])CCCC(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C21H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(22)23-2/h7-8,10-11,13-14,16-17H,3-6,9,12,15,18-20H2,1-2H3/b8-7-,11-10-,14-13?,17-16-

> <INCHI_KEY>
OFIDNKMQBYGNIW-HQLLQHLWSA-N

> <FORMULA>
C21H34O2

> <MOLECULAR_WEIGHT>
318.501

> <EXACT_MASS>
318.255880335

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.14101342290946

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (5Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

> <ALOGPS_LOGP>
6.85

> <JCHEM_LOGP>
6.733064867

> <ALOGPS_LOGS>
-6.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0240981850566175

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
104.72309999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.80e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (5Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062594
     RDKit          3D
Methyl Arachidonate
 57 56  0  0  0  0  0  0  0  0999 V2000
   -8.2155   -1.2239    0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9349    0.1792   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0989    0.1377   -1.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8113   -0.5481   -1.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9961    0.1427    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7071    1.5093   -0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5107    2.0071   -0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2698    1.2346   -0.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4936    1.9247    0.6744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2872    2.3818    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5428    3.0840    1.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7892    2.3292    1.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1004    1.2233    1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3902    0.5217    1.2995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0525   -0.8261    1.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4410   -1.9206    1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2683   -2.0065   -0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5366   -2.7714    0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4677   -2.8987   -0.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9324   -1.6056   -1.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1687   -0.9324   -2.1022 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2130   -1.1753   -1.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7164    0.0502   -1.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7507   -1.8205   -0.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8484   -1.1298    1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2658   -1.7168    0.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9448    0.5742   -0.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5003    0.8486    0.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9639    1.1932   -1.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6787   -0.3333   -2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2313   -0.5334   -2.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9180   -1.6027   -0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6607    0.2143    0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1460   -0.4724    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6026    2.1545   -0.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4043    3.0829   -0.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6779    1.2263   -1.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5021    0.2042   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285    2.0407    1.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1573    2.2631   -0.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0090    3.1372    2.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7545    4.1157    1.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4838    2.7411    2.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4401    0.8032    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9054    1.0965    2.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0280    0.5487    0.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4275   -0.9012    2.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1030   -2.8667    1.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7527   -2.6309   -0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4964   -1.0448   -0.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0400   -2.2526    1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2110   -3.8137    0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0011   -3.5315   -1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3428   -3.5007   -0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3931    0.4670   -0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9100    0.7682   -1.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2919   -0.1455   -2.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
M  END

HEADER    PROTEIN                                 23-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-17         0                                  
HETATM    1  H   UNK     0      13.956   4.977   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      12.622   5.747   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.622   7.287   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.288   8.057   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.288   9.597   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.955  10.367   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.955  11.907   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.288   4.977   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       9.955   4.207   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0       9.955   5.747   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.955   7.287   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0      11.288   6.517   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0       8.621   8.057   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0       8.621   9.597   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0       7.287   7.287   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.287   5.747   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0       8.621   6.517   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0       5.954   4.977   0.000  0.00  0.00           C+0
HETATM   19  H   UNK     0       4.620   4.207   0.000  0.00  0.00           H+0
HETATM   20  C   UNK     0       4.620   5.747   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0       1.953   5.747   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0       1.953   2.667   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.621   4.977   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       9.955   2.667   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    2    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   60    0
END

COMPND    HMDB0062594
HETATM    1  C1  UNL     1      -8.215  -1.224   0.474  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.935   0.179  -0.045  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.099   0.138  -1.291  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.811  -0.548  -1.045  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.996   0.143   0.014  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.707   1.509  -0.391  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.511   2.007  -0.573  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.270   1.235  -0.390  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.494   1.925   0.674  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.287   2.382   0.410  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.543   3.084   1.434  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.789   2.329   1.648  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.100   1.223   1.015  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.390   0.522   1.299  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.053  -0.826   1.770  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.441  -1.921   1.189  1.00  0.00           C  
HETATM   17  C17 UNL     1       4.268  -2.007  -0.010  1.00  0.00           C  
HETATM   18  C18 UNL     1       5.537  -2.771   0.332  1.00  0.00           C  
HETATM   19  C19 UNL     1       6.468  -2.899  -0.840  1.00  0.00           C  
HETATM   20  C20 UNL     1       6.932  -1.606  -1.369  1.00  0.00           C  
HETATM   21  O1  UNL     1       6.169  -0.932  -2.102  1.00  0.00           O  
HETATM   22  O2  UNL     1       8.213  -1.175  -1.032  1.00  0.00           O  
HETATM   23  C21 UNL     1       8.716   0.050  -1.503  1.00  0.00           C  
HETATM   24  H1  UNL     1      -8.751  -1.821  -0.262  1.00  0.00           H  
HETATM   25  H2  UNL     1      -8.848  -1.130   1.380  1.00  0.00           H  
HETATM   26  H3  UNL     1      -7.266  -1.717   0.823  1.00  0.00           H  
HETATM   27  H4  UNL     1      -8.945   0.574  -0.359  1.00  0.00           H  
HETATM   28  H5  UNL     1      -7.500   0.849   0.709  1.00  0.00           H  
HETATM   29  H6  UNL     1      -6.964   1.193  -1.641  1.00  0.00           H  
HETATM   30  H7  UNL     1      -7.679  -0.333  -2.142  1.00  0.00           H  
HETATM   31  H8  UNL     1      -5.231  -0.533  -2.005  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.918  -1.603  -0.715  1.00  0.00           H  
HETATM   33  H10 UNL     1      -5.661   0.214   0.947  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.146  -0.472   0.348  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.603   2.155  -0.543  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.404   3.083  -0.888  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.678   1.226  -1.357  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.502   0.204  -0.095  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.929   2.041   1.644  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.157   2.263  -0.579  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.009   3.137   2.405  1.00  0.00           H  
HETATM   42  H19 UNL     1       0.754   4.116   1.119  1.00  0.00           H  
HETATM   43  H20 UNL     1       2.484   2.741   2.391  1.00  0.00           H  
HETATM   44  H21 UNL     1       1.440   0.803   0.286  1.00  0.00           H  
HETATM   45  H22 UNL     1       3.905   1.096   2.110  1.00  0.00           H  
HETATM   46  H23 UNL     1       4.028   0.549   0.421  1.00  0.00           H  
HETATM   47  H24 UNL     1       2.428  -0.901   2.675  1.00  0.00           H  
HETATM   48  H25 UNL     1       3.103  -2.867   1.662  1.00  0.00           H  
HETATM   49  H26 UNL     1       3.753  -2.631  -0.793  1.00  0.00           H  
HETATM   50  H27 UNL     1       4.496  -1.045  -0.467  1.00  0.00           H  
HETATM   51  H28 UNL     1       6.040  -2.253   1.163  1.00  0.00           H  
HETATM   52  H29 UNL     1       5.211  -3.814   0.593  1.00  0.00           H  
HETATM   53  H30 UNL     1       6.001  -3.531  -1.623  1.00  0.00           H  
HETATM   54  H31 UNL     1       7.343  -3.501  -0.462  1.00  0.00           H  
HETATM   55  H32 UNL     1       9.393   0.467  -0.719  1.00  0.00           H  
HETATM   56  H33 UNL     1       7.910   0.768  -1.741  1.00  0.00           H  
HETATM   57  H34 UNL     1       9.292  -0.145  -2.437  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7    7   35
CONECT    7    8   36
CONECT    8    9   37   38
CONECT    9   10   10   39
CONECT   10   11   40
CONECT   11   12   41   42
CONECT   12   13   13   43
CONECT   13   14   44
CONECT   14   15   45   46
CONECT   15   16   16   47
CONECT   16   17   48
CONECT   17   18   49   50
CONECT   18   19   51   52
CONECT   19   20   53   54
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   55   56   57
END

HMDB0062594
     RDKit          3D
Methyl Arachidonate
 57 56  0  0  0  0  0  0  0  0999 V2000
   -8.2155   -1.2239    0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9349    0.1792   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0989    0.1377   -1.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8113   -0.5481   -1.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9961    0.1427    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7071    1.5093   -0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5107    2.0071   -0.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2698    1.2346   -0.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4936    1.9247    0.6744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2872    2.3818    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5428    3.0840    1.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7892    2.3292    1.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1004    1.2233    1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3902    0.5217    1.2995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0525   -0.8261    1.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4410   -1.9206    1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2683   -2.0065   -0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5366   -2.7714    0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4677   -2.8987   -0.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9324   -1.6056   -1.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1687   -0.9324   -2.1022 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2130   -1.1753   -1.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7164    0.0502   -1.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7507   -1.8205   -0.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8484   -1.1298    1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2658   -1.7168    0.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9448    0.5742   -0.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5003    0.8486    0.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9639    1.1932   -1.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6787   -0.3333   -2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2313   -0.5334   -2.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9180   -1.6027   -0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6607    0.2143    0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1460   -0.4724    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6026    2.1545   -0.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4043    3.0829   -0.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6779    1.2263   -1.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5021    0.2042   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285    2.0407    1.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1573    2.2631   -0.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0090    3.1372    2.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7545    4.1157    1.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4838    2.7411    2.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4401    0.8032    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9054    1.0965    2.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0280    0.5487    0.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4275   -0.9012    2.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1030   -2.8667    1.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7527   -2.6309   -0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4964   -1.0448   -0.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0400   -2.2526    1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2110   -3.8137    0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0011   -3.5315   -1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3428   -3.5007   -0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3931    0.4670   -0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9100    0.7682   -1.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2919   -0.1455   -2.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl (5Z)-icosa-5,8,11,14-tetraenoic acid	Generator
Methyl arachidonic acid	Generator
(5Z,8Z,11Z,14Z)-Icosatetraenoate methyl ester	HMDB
(5Z,8Z,11Z,14Z)-Icosatetraenoic acid methyl ester	HMDB
1-O-Methyl (5Z,8Z,11Z,14Z)-eicosatetraenoate	HMDB
1-O-Methyl (5Z,8Z,11Z,14Z)-eicosatetraenoic acid	HMDB
Arachidonate methyl ester	HMDB
Arachidonic acid methyl ester	HMDB
Methyl all-cis-5,8,11,14-eicosatetraenoate	HMDB
Methyl all-cis-5,8,11,14-eicosatetraenoic acid	HMDB

Chemical Formula

C₂₁H₃₄O₂

Average Molecular Weight

318.501

Monoisotopic Molecular Weight

318.255880335

IUPAC Name

methyl (5Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

Traditional Name

methyl (5Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

CAS Registry Number

2566-89-4

SMILES

[H]C(CCCCC)=C([H])CC([H])=C([H])CC([H])=C([H])C\C([H])=C(\[H])CCCC(=O)OC

InChI Identifier

InChI=1S/C21H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(22)23-2/h7-8,10-11,13-14,16-17H,3-6,9,12,15,18-20H2,1-2H3/b8-7-,11-10-,14-13?,17-16-

InChI Key

OFIDNKMQBYGNIW-HQLLQHLWSA-N

Chemical Taxonomy

Classification

Not classified

Ontology

Not Available

Exogenous (HMDB: HMDB0062594)

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	3.8e-05 g/l	ALOGPS
LogP	6.85	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	6.85	ALOGPS
logP	6.73	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	104.72 m³·mol⁻¹	ChemAxon
Polarizability	40.14 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]+	191.139	31661259
DarkChem	[M-H]-	187.996	31661259
DeepCCS	[M+H]+	200.621	30932474
DeepCCS	[M-H]-	198.225	30932474
DeepCCS	[M-2H]-	231.109	30932474
DeepCCS	[M+Na]+	206.593	30932474
AllCCS	[M+H]+	188.5	32859911
AllCCS	[M+H-H2O]+	185.7	32859911
AllCCS	[M+NH4]+	191.2	32859911
AllCCS	[M+Na]+	192.0	32859911
AllCCS	[M-H]-	186.1	32859911
AllCCS	[M+Na-2H]-	188.0	32859911
AllCCS	[M+HCOO]-	190.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.31 minutes	32390414
Predicted by Siyang on May 30, 2022	29.9708 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.16 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3579.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	814.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	331.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	613.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	781.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1386.2 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	850.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	96.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2767.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	928.5 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	2211.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	995.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	634.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	629.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	777.5 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	8.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methyl Arachidonate	[H]C(CCCCC)=C([H])CC([H])=C([H])CC([H])=C([H])C\C([H])=C(\[H])CCCC(=O)OC	3080.7	Standard polar	33892256
Methyl Arachidonate	[H]C(CCCCC)=C([H])CC([H])=C([H])CC([H])=C([H])C\C([H])=C(\[H])CCCC(=O)OC	2190.9	Standard non polar	33892256
Methyl Arachidonate	[H]C(CCCCC)=C([H])CC([H])=C([H])CC([H])=C([H])C\C([H])=C(\[H])CCCC(=O)OC	2435.9	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 - Methyl Arachidonate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0040-3390000000-c7a734dd282b7115ef04	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl Arachidonate 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 - Methyl Arachidonate 10V, Positive-QTOF	splash10-014r-0196000000-586920c04346014ffa56	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl Arachidonate 20V, Positive-QTOF	splash10-0l0b-3792000000-a9248ce1124a68905e1f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl Arachidonate 40V, Positive-QTOF	splash10-052g-6980000000-b80a431d167d1c9b67e5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl Arachidonate 10V, Negative-QTOF	splash10-014i-0049000000-57a19f17165ba006cb18	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl Arachidonate 20V, Negative-QTOF	splash10-014r-2096000000-ba1d24e406f5e25574ff	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl Arachidonate 40V, Negative-QTOF	splash10-052f-9160000000-7620a9e7646d5dad03d9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl Arachidonate 10V, Positive-QTOF	splash10-014i-2869000000-9eff983d430dd6122d78	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl Arachidonate 20V, Positive-QTOF	splash10-001i-6932000000-074b150de5f98f693cda	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl Arachidonate 40V, Positive-QTOF	splash10-00lu-9500000000-07da7f92150d79c22d77	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl Arachidonate 10V, Negative-QTOF	splash10-00kr-0097000000-15e703c3959e9936a43c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl Arachidonate 20V, Negative-QTOF	splash10-014r-3079000000-83d47d9e187d343fa379	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl Arachidonate 40V, Negative-QTOF	splash10-0abc-9421000000-0b9640af877e7fe28d29	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
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 Methyl Arachidonate (HMDB0062594)

MOL for HMDB0062594 (Methyl Arachidonate)

3D MOL for HMDB0062594 (Methyl Arachidonate)

3D SDF for HMDB0062594 (Methyl Arachidonate)

3D-SDF for HMDB0062594 (Methyl Arachidonate)

PDB for HMDB0062594 (Methyl Arachidonate)

3D PDB for HMDB0062594 (Methyl Arachidonate)

SMILES for HMDB0062594 (Methyl Arachidonate)

INCHI for HMDB0062594 (Methyl Arachidonate)

Structure for HMDB0062594 (Methyl Arachidonate)

3D Structure for HMDB0062594 (Methyl Arachidonate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra