MiMeDB: Showing metabocard for MG(20:3(8Z,11Z,14Z)/0:0/0:0) (MMDBc0000646)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:51:51 UTC

Update Date

2024-04-30 19:33:24 UTC

Metabolite ID

MMDBc0000646

Metabolite Identification

Common Name

MG(20:3(8Z,11Z,14Z)/0:0/0:0)

Description

MG(20:3(8Z,11Z,14Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.

Structure

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


  Mrv0541 02241201462D          

 28 27  0  0  1  0            999 V2000
   23.4645   -4.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7895   -5.3517    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.1142   -4.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1398   -5.3517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4391   -5.3517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3325   -5.9215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3072   -5.9512    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1485   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8630   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5775   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2921   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0066   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7211   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4357   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1502   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8648   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5793   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2938   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0083   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7229   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4373   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1520   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8664   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5810   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2955   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0100   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7245   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7245   -4.1140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  6  0  0  0
  2  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27  5  1  0  0  0  0
 27 28  2  0  0  0  0
M  END

HMDB0011577
     RDKit          3D
MG(20:3(8Z,11Z,14Z)/0:0/0:0)
 67 66  0  0  0  0  0  0  0  0999 V2000
   -6.9857   -1.8158    0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0115   -0.3328    0.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1946    0.3651   -1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1262    0.0710   -2.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7445    0.4785   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6953    0.2025   -2.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589   -0.5659   -2.5624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142   -1.4221   -1.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9870   -1.5671   -0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5530   -1.2278    0.9105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2287   -0.6467    1.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4535    0.6678    1.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9919    1.7985    1.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1520    1.9420    0.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1187    2.6492    0.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8703    1.8806    1.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3924    0.5377    1.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1126   -0.0501    2.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7059   -1.3877    2.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7473   -1.3365    1.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2774   -2.4342    0.7091 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1539   -0.1818    0.4916 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1069   -0.0644   -0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5009   -0.4658   -0.1664 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6808   -1.7863    0.2010 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3486   -0.2461   -1.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9025   -1.1083   -2.3999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8278   -2.2318   -0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2296   -2.2155    0.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9659   -2.2075    0.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8692    0.0095    0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1052    0.0296    0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1960    1.4507   -0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1670    0.1230   -1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3255    0.7163   -3.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1468   -0.9709   -2.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8172    1.6300   -1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5837    0.0862   -0.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8052    0.7595   -3.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0095   -0.5750   -3.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1113   -1.2333   -1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1080   -2.4808   -1.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0190   -2.0313   -0.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144   -1.3724    1.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019   -0.7175    0.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8298   -1.3160    2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0812    0.6368    2.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2747    2.6881    2.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1617    0.9919   -0.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7070    2.5842   -0.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8642    3.6652    1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7038    2.7724   -0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430    2.4938    1.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1874    1.6704    2.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0823    0.7554    0.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6588   -0.1644    0.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3402   -0.1337    3.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9033    0.6644    2.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9186   -2.1150    1.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1868   -1.7581    3.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8053   -0.5334   -1.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1609    1.0405   -0.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8809    0.2311    0.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1218   -1.8386    1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4196   -0.4572   -1.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2270    0.8292   -1.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6092   -1.3067   -3.0841 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  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  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
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  1
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
M  END


  Mrv0541 02241201462D          

 28 27  0  0  1  0            999 V2000
   23.4645   -4.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7895   -5.3517    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.1142   -4.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1398   -5.3517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4391   -5.3517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3325   -5.9215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3072   -5.9512    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1485   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8630   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5775   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2921   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0066   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7211   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4357   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1502   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8648   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5793   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2938   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0083   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7229   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4373   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1520   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8664   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5810   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2955   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0100   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7245   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7245   -4.1140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  6  0  0  0
  2  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27  5  1  0  0  0  0
 27 28  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000646

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(CO)COC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C23H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-21-22(25)20-24/h6-7,9-10,12-13,22,24-25H,2-5,8,11,14-21H2,1H3/b7-6-,10-9-,13-12-/t22-/m0/s1

> <INCHI_KEY>
LERKRWCYZNDWFH-YYRPCZOWSA-N

> <FORMULA>
C23H40O4

> <MOLECULAR_WEIGHT>
380.5613

> <EXACT_MASS>
380.292659768

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
46.534056191063186

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2,3-dihydroxypropyl (8Z,11Z,14Z)-icosa-8,11,14-trienoate

> <ALOGPS_LOGP>
5.89

> <JCHEM_LOGP>
5.774549569666667

> <ALOGPS_LOGS>
-5.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.561713304317518

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.619245765321082

> <JCHEM_PKA_STRONGEST_BASIC>
-2.968684336972288

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
115.86129999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.18e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2,3-dihydroxypropyl (8Z,11Z,14Z)-icosa-8,11,14-trienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011577
     RDKit          3D
MG(20:3(8Z,11Z,14Z)/0:0/0:0)
 67 66  0  0  0  0  0  0  0  0999 V2000
   -6.9857   -1.8158    0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0115   -0.3328    0.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1946    0.3651   -1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1262    0.0710   -2.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7445    0.4785   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6953    0.2025   -2.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589   -0.5659   -2.5624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142   -1.4221   -1.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9870   -1.5671   -0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5530   -1.2278    0.9105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2287   -0.6467    1.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4535    0.6678    1.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9919    1.7985    1.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1520    1.9420    0.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1187    2.6492    0.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8703    1.8806    1.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3924    0.5377    1.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1126   -0.0501    2.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7059   -1.3877    2.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7473   -1.3365    1.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2774   -2.4342    0.7091 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1539   -0.1818    0.4916 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1069   -0.0644   -0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5009   -0.4658   -0.1664 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6808   -1.7863    0.2010 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3486   -0.2461   -1.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9025   -1.1083   -2.3999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8278   -2.2318   -0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2296   -2.2155    0.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9659   -2.2075    0.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8692    0.0095    0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1052    0.0296    0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1960    1.4507   -0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1670    0.1230   -1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3255    0.7163   -3.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1468   -0.9709   -2.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8172    1.6300   -1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5837    0.0862   -0.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8052    0.7595   -3.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0095   -0.5750   -3.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1113   -1.2333   -1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1080   -2.4808   -1.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0190   -2.0313   -0.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144   -1.3724    1.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019   -0.7175    0.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8298   -1.3160    2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0812    0.6368    2.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2747    2.6881    2.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1617    0.9919   -0.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7070    2.5842   -0.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8642    3.6652    1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7038    2.7724   -0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430    2.4938    1.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1874    1.6704    2.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0823    0.7554    0.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6588   -0.1644    0.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3402   -0.1337    3.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9033    0.6644    2.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9186   -2.1150    1.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1868   -1.7581    3.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8053   -0.5334   -1.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1609    1.0405   -0.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8809    0.2311    0.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1218   -1.8386    1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4196   -0.4572   -1.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2270    0.8292   -1.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6092   -1.3067   -3.0841 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  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  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
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  1
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      43.800  -9.262   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      42.540  -9.990   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      41.280  -9.262   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      45.061  -9.990   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      40.020  -9.990   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      41.687 -11.054   0.000  0.00  0.00           O+0
HETATM    7  H   UNK     0      43.507 -11.109   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0      13.344  -9.220   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.678  -9.990   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.011  -9.220   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.345  -9.990   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.679  -9.220   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.013  -9.990   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.347  -9.990   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.680  -9.220   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.014  -9.990   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.348  -9.990   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.682  -9.220   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.016  -9.990   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      29.349  -9.990   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      30.683  -9.220   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      32.017  -9.990   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      33.351  -9.220   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      34.685  -9.990   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      36.018  -9.220   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      37.352  -9.990   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      38.686  -9.220   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      38.686  -7.679   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    3    6    7                                             
CONECT    3    2    5                                                       
CONECT    4    1                                                            
CONECT    5    3   27                                                       
CONECT    6    2                                                            
CONECT    7    2                                                            
CONECT    8    9                                                            
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26    5   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   54    0
END

COMPND    HMDB0011577
HETATM    1  C1  UNL     1      -6.986  -1.816   0.112  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.012  -0.333   0.172  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.195   0.365  -1.145  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.126   0.071  -2.144  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.745   0.478  -1.648  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.695   0.203  -2.617  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.659  -0.566  -2.562  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.214  -1.422  -1.483  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.987  -1.567  -0.269  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.553  -1.228   0.911  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.229  -0.647   1.236  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.454   0.668   1.851  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.992   1.798   1.408  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.152   1.942   0.207  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.119   2.649   0.623  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.870   1.881   1.639  1.00  0.00           C  
HETATM   17  C17 UNL     1       2.392   0.538   1.194  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.113  -0.050   2.394  1.00  0.00           C  
HETATM   19  C19 UNL     1       3.706  -1.388   2.173  1.00  0.00           C  
HETATM   20  C20 UNL     1       4.747  -1.337   1.088  1.00  0.00           C  
HETATM   21  O1  UNL     1       5.277  -2.434   0.709  1.00  0.00           O  
HETATM   22  O2  UNL     1       5.154  -0.182   0.492  1.00  0.00           O  
HETATM   23  C21 UNL     1       6.107  -0.064  -0.497  1.00  0.00           C  
HETATM   24  C22 UNL     1       7.501  -0.466  -0.166  1.00  0.00           C  
HETATM   25  O3  UNL     1       7.681  -1.786   0.201  1.00  0.00           O  
HETATM   26  C23 UNL     1       8.349  -0.246  -1.429  1.00  0.00           C  
HETATM   27  O4  UNL     1       7.903  -1.108  -2.400  1.00  0.00           O  
HETATM   28  H1  UNL     1      -6.828  -2.232  -0.903  1.00  0.00           H  
HETATM   29  H2  UNL     1      -6.230  -2.215   0.842  1.00  0.00           H  
HETATM   30  H3  UNL     1      -7.966  -2.207   0.465  1.00  0.00           H  
HETATM   31  H4  UNL     1      -7.869   0.010   0.822  1.00  0.00           H  
HETATM   32  H5  UNL     1      -6.105   0.030   0.695  1.00  0.00           H  
HETATM   33  H6  UNL     1      -7.196   1.451  -0.950  1.00  0.00           H  
HETATM   34  H7  UNL     1      -8.167   0.123  -1.601  1.00  0.00           H  
HETATM   35  H8  UNL     1      -6.325   0.716  -3.033  1.00  0.00           H  
HETATM   36  H9  UNL     1      -6.147  -0.971  -2.524  1.00  0.00           H  
HETATM   37  H10 UNL     1      -4.817   1.630  -1.616  1.00  0.00           H  
HETATM   38  H11 UNL     1      -4.584   0.086  -0.676  1.00  0.00           H  
HETATM   39  H12 UNL     1      -3.805   0.760  -3.599  1.00  0.00           H  
HETATM   40  H13 UNL     1      -2.009  -0.575  -3.478  1.00  0.00           H  
HETATM   41  H14 UNL     1      -1.111  -1.233  -1.257  1.00  0.00           H  
HETATM   42  H15 UNL     1      -2.108  -2.481  -1.961  1.00  0.00           H  
HETATM   43  H16 UNL     1      -4.019  -2.031  -0.288  1.00  0.00           H  
HETATM   44  H17 UNL     1      -3.214  -1.372   1.798  1.00  0.00           H  
HETATM   45  H18 UNL     1      -0.502  -0.718   0.453  1.00  0.00           H  
HETATM   46  H19 UNL     1      -0.830  -1.316   2.070  1.00  0.00           H  
HETATM   47  H20 UNL     1      -2.081   0.637   2.777  1.00  0.00           H  
HETATM   48  H21 UNL     1      -1.275   2.688   2.008  1.00  0.00           H  
HETATM   49  H22 UNL     1       0.162   0.992  -0.245  1.00  0.00           H  
HETATM   50  H23 UNL     1      -0.707   2.584  -0.532  1.00  0.00           H  
HETATM   51  H24 UNL     1       0.864   3.665   1.004  1.00  0.00           H  
HETATM   52  H25 UNL     1       1.704   2.772  -0.339  1.00  0.00           H  
HETATM   53  H26 UNL     1       2.743   2.494   1.999  1.00  0.00           H  
HETATM   54  H27 UNL     1       1.187   1.670   2.518  1.00  0.00           H  
HETATM   55  H28 UNL     1       3.082   0.755   0.344  1.00  0.00           H  
HETATM   56  H29 UNL     1       1.659  -0.164   0.832  1.00  0.00           H  
HETATM   57  H30 UNL     1       2.340  -0.134   3.194  1.00  0.00           H  
HETATM   58  H31 UNL     1       3.903   0.664   2.702  1.00  0.00           H  
HETATM   59  H32 UNL     1       2.919  -2.115   1.887  1.00  0.00           H  
HETATM   60  H33 UNL     1       4.187  -1.758   3.078  1.00  0.00           H  
HETATM   61  H34 UNL     1       5.805  -0.533  -1.467  1.00  0.00           H  
HETATM   62  H35 UNL     1       6.161   1.041  -0.763  1.00  0.00           H  
HETATM   63  H36 UNL     1       7.881   0.231   0.637  1.00  0.00           H  
HETATM   64  H37 UNL     1       8.122  -1.839   1.086  1.00  0.00           H  
HETATM   65  H38 UNL     1       9.420  -0.457  -1.226  1.00  0.00           H  
HETATM   66  H39 UNL     1       8.227   0.829  -1.718  1.00  0.00           H  
HETATM   67  H40 UNL     1       8.609  -1.307  -3.084  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6   37   38
CONECT    6    7    7   39
CONECT    7    8   40
CONECT    8    9   41   42
CONECT    9   10   10   43
CONECT   10   11   44
CONECT   11   12   45   46
CONECT   12   13   13   47
CONECT   13   14   48
CONECT   14   15   49   50
CONECT   15   16   51   52
CONECT   16   17   53   54
CONECT   17   18   55   56
CONECT   18   19   57   58
CONECT   19   20   59   60
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24   61   62
CONECT   24   25   26   63
CONECT   25   64
CONECT   26   27   65   66
CONECT   27   67
END

HMDB0011577
     RDKit          3D
MG(20:3(8Z,11Z,14Z)/0:0/0:0)
 67 66  0  0  0  0  0  0  0  0999 V2000
   -6.9857   -1.8158    0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0115   -0.3328    0.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1946    0.3651   -1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1262    0.0710   -2.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7445    0.4785   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6953    0.2025   -2.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589   -0.5659   -2.5624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142   -1.4221   -1.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9870   -1.5671   -0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5530   -1.2278    0.9105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2287   -0.6467    1.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4535    0.6678    1.8509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9919    1.7985    1.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1520    1.9420    0.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1187    2.6492    0.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8703    1.8806    1.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3924    0.5377    1.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1126   -0.0501    2.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7059   -1.3877    2.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7473   -1.3365    1.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2774   -2.4342    0.7091 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1539   -0.1818    0.4916 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1069   -0.0644   -0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5009   -0.4658   -0.1664 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6808   -1.7863    0.2010 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3486   -0.2461   -1.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9025   -1.1083   -2.3999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8278   -2.2318   -0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2296   -2.2155    0.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9659   -2.2075    0.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8692    0.0095    0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1052    0.0296    0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1960    1.4507   -0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1670    0.1230   -1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3255    0.7163   -3.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1468   -0.9709   -2.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8172    1.6300   -1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5837    0.0862   -0.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8052    0.7595   -3.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0095   -0.5750   -3.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1113   -1.2333   -1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1080   -2.4808   -1.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0190   -2.0313   -0.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144   -1.3724    1.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019   -0.7175    0.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8298   -1.3160    2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0812    0.6368    2.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2747    2.6881    2.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1617    0.9919   -0.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7070    2.5842   -0.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8642    3.6652    1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7038    2.7724   -0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430    2.4938    1.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1874    1.6704    2.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0823    0.7554    0.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6588   -0.1644    0.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3402   -0.1337    3.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9033    0.6644    2.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9186   -2.1150    1.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1868   -1.7581    3.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8053   -0.5334   -1.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1609    1.0405   -0.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8809    0.2311    0.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1218   -1.8386    1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4196   -0.4572   -1.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2270    0.8292   -1.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6092   -1.3067   -3.0841 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  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  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
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  1
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
M  END

Synonyms

Value	Source
Glycerolipid	HMDB
1-(8Z,11Z,14Z-Eicosatrienoyl)-sn-glycerol	HMDB
Glycerolipid(20:3(8Z,11Z,14Z)/0:0/0:0)	HMDB
MG(20:3/0:0/0:0)	HMDB
MAG(20:3/0:0/0:0)	HMDB
(2S)-2,3-Dihydroxypropyl (8Z,11Z,14Z)-icosa-8,11,14-trienoic acid	HMDB
1-Dihomo-gamma-linolenoyl-sn-glycerol	HMDB
1-Dihomo-linolenylglycerol	HMDB
MAG(20:3(8Z,11Z,14Z))	HMDB
MAG(20:3(8Z,11Z,14Z)/0:0/0:0)	HMDB
MAG(20:3)	HMDB
MAG(20:3n6)	HMDB
MAG(20:3n6/0:0/0:0)	HMDB
MAG(20:3W6)	HMDB
MAG(20:3W6/0:0/0:0)	HMDB
MG(20:3(8Z,11Z,14Z))	HMDB
MG(20:3)	HMDB
MG(20:3n6)	HMDB
MG(20:3n6/0:0/0:0)	HMDB
MG(20:3W6)	HMDB
MG(20:3W6/0:0/0:0)	HMDB
MG(20:3(8Z,11Z,14Z)/0:0/0:0)	HMDB

Molecular Formula

C₂₃H₄₀O₄

Average Mass

380.5613

Monoisotopic Mass

380.292659768

IUPAC Name

(2S)-2,3-dihydroxypropyl (8Z,11Z,14Z)-icosa-8,11,14-trienoate

Traditional Name

(2S)-2,3-dihydroxypropyl (8Z,11Z,14Z)-icosa-8,11,14-trienoate

CAS Registry Number

Not Available

SMILES

[H][C@](O)(CO)COC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC

InChI Identifier

InChI=1S/C23H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-21-22(25)20-24/h6-7,9-10,12-13,22,24-25H,2-5,8,11,14-21H2,1H3/b7-6-,10-9-,13-12-/t22-/m0/s1

InChI Key

LERKRWCYZNDWFH-YYRPCZOWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monoacylglycerols. These are glycerides consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Monoradylglycerols

Direct Parent

Monoacylglycerols

Alternative Parents

Substituents

Hydroxyeicosapolyenoic acid
Eicosanoid
1-acyl-sn-glycerol
Monoacylglycerol
Fatty acid ester
Fatty acyl
1,2-diol
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00082 g/L	ALOGPS
logP	5.89	ALOGPS
logP	5.77	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	13.62	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	115.86 m³·mol⁻¹	ChemAxon
Polarizability	46.53 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0r70-9580230000-f463b440999a316294e4	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0009000000-5928d92df206a37088dc	2017-10-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0009000000-5928d92df206a37088dc	2017-10-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0dk2-0029000000-405abe99885bfb525ee4	2017-10-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01qa-2039000000-44128e146e8c8fcf52d5	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03kj-6894000000-32d1f2d43f8a0ffed17d	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0560-9800000000-50209f6b338a50316be8	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0009000000-c3ac03debb0233db792f	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0009000000-c3ac03debb0233db792f	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000b-9005000000-d974203e9f851df1fd58	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0009000000-bc820d4b2390f686f671	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0009000000-bc820d4b2390f686f671	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-08h0-0039000000-dcdd3b4ba56133d0ebb9	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01t9-3049000000-8265ec5fb3d8fa51ad2c	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4u-9053000000-53808930a94edabfe47c	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9332000000-2fb298eb4ff8ee503e88	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

All Tissues
Feces
Placenta

Tissue Locations

All Tissues
Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191984	Monoglyceride lipase	Enzyme	Q99685	Homo sapiens
MMDBp0192180	Hormone-sensitive lipase	Unknown	Q05469	Homo sapiens
MMDBp0193807	2-acylglycerol O-acyltransferase 2	Enzyme	Q3SYC2	Homo sapiens
MMDBp0193981	2-acylglycerol O-acyltransferase 1	Enzyme	Q96PD6	Homo sapiens
MMDBp0194080	2-acylglycerol O-acyltransferase 3	Enzyme	Q86VF5	Homo sapiens
MMDBp0194109	Lysophosphatidic acid phosphatase type 6	Enzyme	Q9NPH0	Homo sapiens
MMDBp0195471	Acylglycerol kinase, mitochondrial	Unknown	Q53H12	Homo sapiens
MMDBp0196461	Ectonucleotide pyrophosphatase/phosphodiesterase family member 6	Enzyme	Q6UWR7	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Bacteroidetes	1	Human ; Human urine; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human All tissues	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	28587349

External Links

HMDB ID

HMDB0011577

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

53480986

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Ghosh S, Strum JC, Bell RM: Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45-50. doi: 10.1096/fasebj.11.1.9034165. [PubMed:9034165 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [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. doi: 10.1194/jlr.R600022-JLR200. 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. doi: 10.1194/jlr.R700005-JLR200. 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 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for MG(20:3(8Z,11Z,14Z)/0:0/0:0) (MMDBc0000646)

MOL for #<Metabolite:0x00007fdb3c5f16c0>

3D MOL for #<Metabolite:0x00007fdb3c5f16c0>

3D SDF for #<Metabolite:0x00007fdb3c5f16c0>

3D-SDF for #<Metabolite:0x00007fdb3c5f16c0>

PDB for #<Metabolite:0x00007fdb3c5f16c0>

3D PDB for #<Metabolite:0x00007fdb3c5f16c0>

SMILES for #<Metabolite:0x00007fdb3c5f16c0>

INCHI for #<Metabolite:0x00007fdb3c5f16c0>

Structure for #<Metabolite:0x00007fdb3c5f16c0>

3D Structure for #<Metabolite:0x00007fdb3c5f16c0>