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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2024-08-16 18:24:37 UTC

Update Date

2024-08-17 06:31:24 UTC

HMDB ID

HMDB0341550

Secondary Accession Numbers

None

Metabolite Identification

Common Name

DG(18:2/20:4)

Description

(2S)-1-hydroxy-3-[(9E,12E)-octadeca-9,12-dienoyloxy]propan-2-yl (5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoate belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2 (2S)-1-hydroxy-3-[(9E,12E)-octadeca-9,12-dienoyloxy]propan-2-yl (5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1572004261607312D          

 59 58  0  0  1  0            999 V2000
   10.8096   -0.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7442   -1.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1559    0.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6353   -0.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2648    1.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8726   -0.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6111    1.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7636    0.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7200    2.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0010    0.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0663    3.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8920    1.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1753    3.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1293    1.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5215    4.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0204    2.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7588    4.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2577    2.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1051    4.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3424    4.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6039    2.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2335    3.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8412    2.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4708    3.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3618    2.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4248    2.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5991    1.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7711    1.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9454    2.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0084    2.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1827    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8994    3.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5290    2.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1367    3.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7663    2.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1949    3.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0666    2.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3039    3.0241    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4830    2.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125    2.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    4.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5920    2.0805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2215    3.6531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7203    3.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3498    2.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3036    2.7096    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5457    1.8918    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9380    4.1564    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4756    1.1998    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6499    3.2128    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1487    3.6531    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2141    5.3516    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7129    1.5144    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8872    2.8983    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8170    3.5902    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4902    1.1369    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0543    3.2757    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9576    3.5273    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  2  0  0  0  0
 14 12  2  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  2  0  0  0  0
 20 19  1  0  0  0  0
 21 18  2  0  0  0  0
 22 20  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  2  0  0  0  0
 25 23  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  1  0  0  0  0
 28 26  1  0  0  0  0
 29 27  1  0  0  0  0
 30 28  2  0  0  0  0
 31 29  1  0  0  0  0
 32 30  1  0  0  0  0
 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 35 33  1  0  0  0  0
 36 34  1  0  0  0  0
 39 37  1  0  0  0  0
 39 38  1  0  0  0  0
 40 35  1  0  0  0  0
 41 36  1  0  0  0  0
 42 37  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  2  0  0  0  0
 45 38  1  0  0  0  0
 45 40  1  0  0  0  0
 39 46  1  1  0  0  0
 46 41  1  0  0  0  0
 47 11  1  0  0  0  0
 48 12  1  0  0  0  0
 49 13  1  0  0  0  0
 50 14  1  0  0  0  0
 51 17  1  0  0  0  0
 52 18  1  0  0  0  0
 53 19  1  0  0  0  0
 54 21  1  0  0  0  0
 55 22  1  0  0  0  0
 56 24  1  0  0  0  0
 57 28  1  0  0  0  0
 58 30  1  0  0  0  0
 39 59  1  1  0  0  0
M  END


  Mrv1572004261607312D          

 59 58  0  0  1  0            999 V2000
   10.8096   -0.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7442   -1.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1559    0.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6353   -0.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2648    1.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8726   -0.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6111    1.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7636    0.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7200    2.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0010    0.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0663    3.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8920    1.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1753    3.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1293    1.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5215    4.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0204    2.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7588    4.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2577    2.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1051    4.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3424    4.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6039    2.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2335    3.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8412    2.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4708    3.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3618    2.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4248    2.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5991    1.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7711    1.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9454    2.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0084    2.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1827    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8994    3.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5290    2.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1367    3.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7663    2.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1949    3.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0666    2.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3039    3.0241    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4830    2.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125    2.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    4.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5920    2.0805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2215    3.6531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7203    3.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3498    2.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3036    2.7096    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5457    1.8918    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9380    4.1564    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4756    1.1998    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6499    3.2128    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1487    3.6531    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2141    5.3516    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7129    1.5144    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8872    2.8983    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8170    3.5902    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4902    1.1369    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0543    3.2757    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9576    3.5273    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  2  0  0  0  0
 14 12  2  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  2  0  0  0  0
 20 19  1  0  0  0  0
 21 18  2  0  0  0  0
 22 20  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  2  0  0  0  0
 25 23  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  1  0  0  0  0
 28 26  1  0  0  0  0
 29 27  1  0  0  0  0
 30 28  2  0  0  0  0
 31 29  1  0  0  0  0
 32 30  1  0  0  0  0
 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 35 33  1  0  0  0  0
 36 34  1  0  0  0  0
 39 37  1  0  0  0  0
 39 38  1  0  0  0  0
 40 35  1  0  0  0  0
 41 36  1  0  0  0  0
 42 37  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  2  0  0  0  0
 45 38  1  0  0  0  0
 45 40  1  0  0  0  0
 39 46  1  1  0  0  0
 46 41  1  0  0  0  0
 47 11  1  0  0  0  0
 48 12  1  0  0  0  0
 49 13  1  0  0  0  0
 50 14  1  0  0  0  0
 51 17  1  0  0  0  0
 52 18  1  0  0  0  0
 53 19  1  0  0  0  0
 54 21  1  0  0  0  0
 55 22  1  0  0  0  0
 56 24  1  0  0  0  0
 57 28  1  0  0  0  0
 58 30  1  0  0  0  0
 39 59  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0341550

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(CCCCC)=C(\[H])C\C([H])=C(/[H])CCCCCCCC(=O)OC[C@]([H])(CO)OC(=O)CCC\C([H])=C(/[H])C\C([H])=C(/[H])C\C([H])=C(/[H])C\C([H])=C(/[H])CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C41H68O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11-14,17-19,21-22,24,28,30,39,42H,3-10,15-16,20,23,25-27,29,31-38H2,1-2H3/b13-11+,14-12+,19-17+,21-18+,24-22+,30-28+/t39-/m0/s1

> <INCHI_KEY>
KRECEGQUDDMNAQ-KLHSAISSSA-N

> <FORMULA>
C41H68O5

> <MOLECULAR_WEIGHT>
640.99

> <EXACT_MASS>
640.50667529

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
114

> <JCHEM_AVERAGE_POLARIZABILITY>
79.33208212137056

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-hydroxy-3-[(9E,12E)-octadeca-9,12-dienoyloxy]propan-2-yl (5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoate

> <ALOGPS_LOGP>
9.23

> <JCHEM_LOGP>
12.498975832

> <ALOGPS_LOGS>
-7.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.577784009030257

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9834772744501663

> <JCHEM_POLAR_SURFACE_AREA>
72.83

> <JCHEM_REFRACTIVITY>
202.00450000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
34

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.47e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-1-hydroxy-3-[(9E,12E)-octadeca-9,12-dienoyloxy]propan-2-yl (5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-16         0                                  
HETATM    1  C   UNK     0      20.178  -0.226   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -21.923  -3.162   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.958   0.713   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -21.719  -1.635   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      19.161   2.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -20.296  -1.048   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.941   3.179   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -20.092   0.478   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.144   4.706   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -18.668   1.065   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.924   5.645   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -18.465   2.592   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.127   7.171   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -17.041   3.179   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.907   8.111   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -16.838   4.706   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.483   7.524   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -15.414   5.293   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.263   8.463   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.839   7.876   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -14.194   4.353   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.636   6.350   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -12.770   4.940   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.212   5.762   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -11.550   4.001   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.009   4.236   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -10.126   4.588   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.585   3.649   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -8.906   3.649   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.365   4.588   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -7.482   4.236   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.941   4.001   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -7.279   5.762   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.721   4.940   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.855   6.350   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.297   4.353   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.364   7.171   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -1.991   5.058   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.567   5.645   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -4.635   5.410   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.077   5.293   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       1.060   7.759   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -4.838   3.884   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       2.280   6.819   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -3.211   5.997   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       0.653   4.706   0.000  0.00  0.00           O+0
HETATM   47  H   UNK     0      15.500   5.058   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0     -19.685   3.531   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      18.551   7.759   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0     -15.821   2.240   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      14.280   5.997   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0     -15.211   6.819   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      13.466   9.990   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0     -14.397   2.827   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      12.856   5.410   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       8.992   6.702   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0       8.382   2.122   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0       7.568   6.115   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.788   6.584   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13   47                                                  
CONECT   12   10   14   48                                                  
CONECT   13   11   15   49                                                  
CONECT   14   12   16   50                                                  
CONECT   15   13   17                                                       
CONECT   16   14   18                                                       
CONECT   17   15   19   51                                                  
CONECT   18   16   21   52                                                  
CONECT   19   17   20   53                                                  
CONECT   20   19   22                                                       
CONECT   21   18   23   54                                                  
CONECT   22   20   24   55                                                  
CONECT   23   21   25                                                       
CONECT   24   22   26   56                                                  
CONECT   25   23   27                                                       
CONECT   26   24   28                                                       
CONECT   27   25   29                                                       
CONECT   28   26   30   57                                                  
CONECT   29   27   31                                                       
CONECT   30   28   32   58                                                  
CONECT   31   29   33                                                       
CONECT   32   30   34                                                       
CONECT   33   31   35                                                       
CONECT   34   32   36                                                       
CONECT   35   33   40                                                       
CONECT   36   34   41                                                       
CONECT   37   39   42                                                       
CONECT   38   39   45                                                       
CONECT   39   37   38   46   59                                             
CONECT   40   35   43   45                                                  
CONECT   41   36   44   46                                                  
CONECT   42   37                                                            
CONECT   43   40                                                            
CONECT   44   41                                                            
CONECT   45   38   40                                                       
CONECT   46   39   41                                                       
CONECT   47   11                                                            
CONECT   48   12                                                            
CONECT   49   13                                                            
CONECT   50   14                                                            
CONECT   51   17                                                            
CONECT   52   18                                                            
CONECT   53   19                                                            
CONECT   54   21                                                            
CONECT   55   22                                                            
CONECT   56   24                                                            
CONECT   57   28                                                            
CONECT   58   30                                                            
CONECT   59   39                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  116    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S)-1-Hydroxy-3-[(9E,12E)-octadeca-9,12-dienoyloxy]propan-2-yl (5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoic acid	Generator

Chemical Formula

C₄₁H₆₈O₅

Average Molecular Weight

640.99

Monoisotopic Molecular Weight

640.50667529

IUPAC Name

(2S)-1-hydroxy-3-[(9E,12E)-octadeca-9,12-dienoyloxy]propan-2-yl (5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoate

Traditional Name

(2S)-1-hydroxy-3-[(9E,12E)-octadeca-9,12-dienoyloxy]propan-2-yl (5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoate

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCC)=C(\[H])C\C([H])=C(/[H])CCCCCCCC(=O)OC[C@]([H])(CO)OC(=O)CCC\C([H])=C(/[H])C\C([H])=C(/[H])C\C([H])=C(/[H])C\C([H])=C(/[H])CCCCC

InChI Identifier

InChI=1S/C41H68O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11-14,17-19,21-22,24,28,30,39,42H,3-10,15-16,20,23,25-27,29,31-38H2,1-2H3/b13-11+,14-12+,19-17+,21-18+,24-22+,30-28+/t39-/m0/s1

InChI Key

KRECEGQUDDMNAQ-KLHSAISSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Diradylglycerols

Direct Parent

1,2-diacylglycerols

Alternative Parents

Substituents

1,2-acyl-sn-glycerol
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

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	9.23	ALOGPS
logP	12.5	ChemAxon
logS	-7.6	ALOGPS
pKa (Strongest Acidic)	14.58	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	34	ChemAxon
Refractivity	202 m³·mol⁻¹	ChemAxon
Polarizability	79.33 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 Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(18:2/20:4) 10V, Positive-QTOF	splash10-06rl-1098005000-584b5938061287105a3a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(18:2/20:4) 20V, Positive-QTOF	splash10-01p9-1094121000-c4daf1d713525792f9bc	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(18:2/20:4) 40V, Positive-QTOF	splash10-000i-1091130000-5a535a764678e95074b6	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(18:2/20:4) 10V, Negative-QTOF	splash10-0gy9-0095003000-59c7382e48ceafe3a892	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(18:2/20:4) 20V, Negative-QTOF	splash10-01t9-1093000000-2e8d9123511a7c20a45f	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(18:2/20:4) 40V, Negative-QTOF	splash10-0h09-3092000000-9f8b764037b8f80ae590	2019-02-23	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

134744841

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

Not Available

Showing metabocard for DG(18:2/20:4) (HMDB0341550)

MOL for HMDB0341550 (DG(18:2/20:4))

3D MOL for HMDB0341550 (DG(18:2/20:4))

3D SDF for HMDB0341550 (DG(18:2/20:4))

3D-SDF for HMDB0341550 (DG(18:2/20:4))

PDB for HMDB0341550 (DG(18:2/20:4))

3D PDB for HMDB0341550 (DG(18:2/20:4))

SMILES for HMDB0341550 (DG(18:2/20:4))

INCHI for HMDB0341550 (DG(18:2/20:4))

Structure for HMDB0341550 (DG(18:2/20:4))

3D Structure for HMDB0341550 (DG(18:2/20:4))

Predicted Kovats Retention Indices

MS/MS Spectra