MiMeDB: Showing metabocard for MG(15:0/0:0/0:0) (MMDBc0000791)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 21:51:53 UTC

Update Date

2024-04-30 19:33:42 UTC

Metabolite ID

MMDBc0000791

Metabolite Identification

Common Name

MG(15:0/0:0/0:0)

Description

MG(15:0/0:0/0:0) 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

HMDB0011563
     RDKit          3D
MG(15:0/0:0/0:0)
 58 57  0  0  0  0  0  0  0  0999 V2000
   -7.7092    1.0554   -0.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6907   -0.2363   -1.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3609   -0.7127   -2.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3892   -1.0508   -1.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.0466   -0.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9352   -0.5867    0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4951    0.4676    1.8014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8846    1.6722    1.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6603    1.3242    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6398    0.7128    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6327    0.3334    0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -0.2630    1.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8337   -0.6818    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087    0.4302    0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8543   -0.1456   -0.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0572   -1.3726   -0.1984 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7953    0.5777   -1.0116 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9861    0.1703   -1.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0143   -0.4113   -0.6794 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6263   -1.5560   -0.0032 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2371   -0.7657   -1.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2731   -1.2130   -0.7408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7963    1.6429   -1.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6023    1.6747   -1.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9892    0.8745    0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1290   -1.0764   -1.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3456   -0.0989   -2.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8934    0.0014   -2.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5631   -1.6547   -2.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4284   -1.3850   -1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7197   -1.9241   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7949    0.3512    0.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5595    0.9289   -0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4760   -1.4206    1.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1230   -0.9250    0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8075    0.0465    2.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3735    0.8529    2.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6171    2.2890    0.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4889    2.3108    1.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    2.2310   -0.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9270    0.5915   -0.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732   -0.2264    1.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3357    1.4176    2.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1419    1.2717    0.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4509   -0.3918   -0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0649   -1.1676    1.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7398    0.4873    2.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667   -1.4587    0.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4424   -1.1879    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0130    0.9548   -0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8584    1.2192    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4049    1.0692   -2.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8444   -0.5713   -2.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3983    0.3008    0.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9440   -2.3547   -0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9361   -1.4896   -2.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5639    0.2047   -1.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9722   -1.1828    0.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  1
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
M  END


  Mrv0541 02241201452D          

 23 22  0  0  1  0            999 V2000
   22.4221   -6.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7467   -7.3255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.0713   -6.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0974   -7.3255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3960   -7.3255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2897   -7.8956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2647   -7.9253    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6857   -6.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4007   -7.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1156   -6.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8301   -7.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5450   -6.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2596   -7.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9745   -6.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6891   -7.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3926   -6.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1071   -7.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8221   -6.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5367   -7.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2516   -6.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9662   -7.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6811   -6.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6811   -6.0946    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  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22  5  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000791

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(CO)COC(=O)CCCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C18H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18(21)22-16-17(20)15-19/h17,19-20H,2-16H2,1H3/t17-/m0/s1

> <INCHI_KEY>
QSKPZDMBULYMDQ-KRWDZBQOSA-N

> <FORMULA>
C18H36O4

> <MOLECULAR_WEIGHT>
316.476

> <EXACT_MASS>
316.26135964

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
40.332705133726364

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2,3-dihydroxypropyl pentadecanoate

> <ALOGPS_LOGP>
5.26

> <JCHEM_LOGP>
4.637471214666666

> <ALOGPS_LOGS>
-4.40

> <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>
89.50649999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2,3-dihydroxypropyl pentadecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011563
     RDKit          3D
MG(15:0/0:0/0:0)
 58 57  0  0  0  0  0  0  0  0999 V2000
   -7.7092    1.0554   -0.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6907   -0.2363   -1.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3609   -0.7127   -2.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3892   -1.0508   -1.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.0466   -0.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9352   -0.5867    0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4951    0.4676    1.8014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8846    1.6722    1.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6603    1.3242    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6398    0.7128    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6327    0.3334    0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -0.2630    1.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8337   -0.6818    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087    0.4302    0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8543   -0.1456   -0.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0572   -1.3726   -0.1984 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7953    0.5777   -1.0116 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9861    0.1703   -1.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0143   -0.4113   -0.6794 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6263   -1.5560   -0.0032 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2371   -0.7657   -1.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2731   -1.2130   -0.7408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7963    1.6429   -1.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6023    1.6747   -1.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9892    0.8745    0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1290   -1.0764   -1.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3456   -0.0989   -2.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8934    0.0014   -2.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5631   -1.6547   -2.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4284   -1.3850   -1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7197   -1.9241   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7949    0.3512    0.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5595    0.9289   -0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4760   -1.4206    1.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1230   -0.9250    0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8075    0.0465    2.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3735    0.8529    2.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6171    2.2890    0.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4889    2.3108    1.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    2.2310   -0.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9270    0.5915   -0.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732   -0.2264    1.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3357    1.4176    2.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1419    1.2717    0.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4509   -0.3918   -0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0649   -1.1676    1.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7398    0.4873    2.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667   -1.4587    0.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4424   -1.1879    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0130    0.9548   -0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8584    1.2192    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4049    1.0692   -2.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8444   -0.5713   -2.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3983    0.3008    0.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9440   -2.3547   -0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9361   -1.4896   -2.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5639    0.2047   -1.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9722   -1.1828    0.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  1
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  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      41.855 -12.946   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      40.594 -13.674   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      39.333 -12.946   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      43.115 -13.674   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      38.073 -13.674   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      39.741 -14.738   0.000  0.00  0.00           O+0
HETATM    7  H   UNK     0      41.561 -14.794   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0      18.080 -12.905   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.415 -13.674   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.749 -12.905   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.083 -13.674   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.417 -12.905   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.751 -13.674   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.086 -12.905   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.420 -13.674   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.733 -12.905   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.067 -13.674   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.401 -12.905   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      32.735 -13.674   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      34.070 -12.905   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      35.404 -13.674   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      36.738 -12.905   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      36.738 -11.377   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   22                                                       
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    5                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0011563
HETATM    1  C1  UNL     1      -7.709   1.055  -0.874  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.691  -0.236  -1.635  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.361  -0.713  -2.089  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.389  -1.051  -1.039  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.001   0.047  -0.114  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.935  -0.587   0.829  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.495   0.468   1.801  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.885   1.672   1.141  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.660   1.324   0.321  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.640   0.713   1.229  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.633   0.333   0.479  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.554  -0.263   1.517  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.834  -0.682   0.887  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.609   0.430   0.228  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.854  -0.146  -0.341  1.00  0.00           C  
HETATM   16  O1  UNL     1       5.057  -1.373  -0.198  1.00  0.00           O  
HETATM   17  O2  UNL     1       5.795   0.578  -1.012  1.00  0.00           O  
HETATM   18  C16 UNL     1       6.986   0.170  -1.581  1.00  0.00           C  
HETATM   19  C17 UNL     1       8.014  -0.411  -0.679  1.00  0.00           C  
HETATM   20  O3  UNL     1       7.626  -1.556  -0.003  1.00  0.00           O  
HETATM   21  C18 UNL     1       9.237  -0.766  -1.536  1.00  0.00           C  
HETATM   22  O4  UNL     1      10.273  -1.213  -0.741  1.00  0.00           O  
HETATM   23  H1  UNL     1      -6.796   1.643  -1.020  1.00  0.00           H  
HETATM   24  H2  UNL     1      -8.602   1.675  -1.252  1.00  0.00           H  
HETATM   25  H3  UNL     1      -7.989   0.874   0.188  1.00  0.00           H  
HETATM   26  H4  UNL     1      -8.129  -1.076  -1.011  1.00  0.00           H  
HETATM   27  H5  UNL     1      -8.346  -0.099  -2.550  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.893   0.001  -2.835  1.00  0.00           H  
HETATM   29  H7  UNL     1      -6.563  -1.655  -2.694  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.428  -1.385  -1.561  1.00  0.00           H  
HETATM   31  H9  UNL     1      -5.720  -1.924  -0.401  1.00  0.00           H  
HETATM   32  H10 UNL     1      -5.795   0.351   0.606  1.00  0.00           H  
HETATM   33  H11 UNL     1      -4.560   0.929  -0.587  1.00  0.00           H  
HETATM   34  H12 UNL     1      -4.476  -1.421   1.315  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.123  -0.925   0.174  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.807   0.047   2.543  1.00  0.00           H  
HETATM   37  H15 UNL     1      -4.373   0.853   2.385  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.617   2.289   0.585  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.489   2.311   1.986  1.00  0.00           H  
HETATM   40  H18 UNL     1      -1.205   2.231  -0.121  1.00  0.00           H  
HETATM   41  H19 UNL     1      -1.927   0.591  -0.473  1.00  0.00           H  
HETATM   42  H20 UNL     1      -0.973  -0.226   1.717  1.00  0.00           H  
HETATM   43  H21 UNL     1      -0.336   1.418   2.027  1.00  0.00           H  
HETATM   44  H22 UNL     1       1.142   1.272   0.107  1.00  0.00           H  
HETATM   45  H23 UNL     1       0.451  -0.392  -0.321  1.00  0.00           H  
HETATM   46  H24 UNL     1       1.065  -1.168   1.945  1.00  0.00           H  
HETATM   47  H25 UNL     1       1.740   0.487   2.322  1.00  0.00           H  
HETATM   48  H26 UNL     1       2.667  -1.459   0.112  1.00  0.00           H  
HETATM   49  H27 UNL     1       3.442  -1.188   1.681  1.00  0.00           H  
HETATM   50  H28 UNL     1       3.013   0.955  -0.540  1.00  0.00           H  
HETATM   51  H29 UNL     1       3.858   1.219   0.990  1.00  0.00           H  
HETATM   52  H30 UNL     1       7.405   1.069  -2.125  1.00  0.00           H  
HETATM   53  H31 UNL     1       6.844  -0.571  -2.420  1.00  0.00           H  
HETATM   54  H32 UNL     1       8.398   0.301   0.080  1.00  0.00           H  
HETATM   55  H33 UNL     1       7.944  -2.355  -0.521  1.00  0.00           H  
HETATM   56  H34 UNL     1       8.936  -1.490  -2.314  1.00  0.00           H  
HETATM   57  H35 UNL     1       9.564   0.205  -1.997  1.00  0.00           H  
HETATM   58  H36 UNL     1       9.972  -1.183   0.201  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7   34   35
CONECT    7    8   36   37
CONECT    8    9   38   39
CONECT    9   10   40   41
CONECT   10   11   42   43
CONECT   11   12   44   45
CONECT   12   13   46   47
CONECT   13   14   48   49
CONECT   14   15   50   51
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   19   52   53
CONECT   19   20   21   54
CONECT   20   55
CONECT   21   22   56   57
CONECT   22   58
END

HMDB0011563
     RDKit          3D
MG(15:0/0:0/0:0)
 58 57  0  0  0  0  0  0  0  0999 V2000
   -7.7092    1.0554   -0.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6907   -0.2363   -1.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3609   -0.7127   -2.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3892   -1.0508   -1.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.0466   -0.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9352   -0.5867    0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4951    0.4676    1.8014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8846    1.6722    1.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6603    1.3242    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6398    0.7128    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6327    0.3334    0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -0.2630    1.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8337   -0.6818    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087    0.4302    0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8543   -0.1456   -0.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0572   -1.3726   -0.1984 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7953    0.5777   -1.0116 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9861    0.1703   -1.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0143   -0.4113   -0.6794 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6263   -1.5560   -0.0032 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2371   -0.7657   -1.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2731   -1.2130   -0.7408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7963    1.6429   -1.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6023    1.6747   -1.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9892    0.8745    0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1290   -1.0764   -1.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3456   -0.0989   -2.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8934    0.0014   -2.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5631   -1.6547   -2.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4284   -1.3850   -1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7197   -1.9241   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7949    0.3512    0.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5595    0.9289   -0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4760   -1.4206    1.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1230   -0.9250    0.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8075    0.0465    2.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3735    0.8529    2.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6171    2.2890    0.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4889    2.3108    1.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    2.2310   -0.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9270    0.5915   -0.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732   -0.2264    1.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3357    1.4176    2.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1419    1.2717    0.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4509   -0.3918   -0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0649   -1.1676    1.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7398    0.4873    2.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667   -1.4587    0.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4424   -1.1879    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0130    0.9548   -0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8584    1.2192    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4049    1.0692   -2.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8444   -0.5713   -2.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3983    0.3008    0.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9440   -2.3547   -0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9361   -1.4896   -2.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5639    0.2047   -1.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9722   -1.1828    0.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  1
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
M  END

Synonyms

Value	Source
23-Dihydroxypropylpentadecanoate	HMDB
23-Dihydroxypropylpentadecanoic acid	HMDB

Molecular Formula

C₁₈H₃₆O₄

Average Mass

316.476

Monoisotopic Mass

316.26135964

IUPAC Name

(2S)-2,3-dihydroxypropyl pentadecanoate

Traditional Name

(2S)-2,3-dihydroxypropyl pentadecanoate

CAS Registry Number

Not Available

SMILES

[H][C@](O)(CO)COC(=O)CCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C18H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18(21)22-16-17(20)15-19/h17,19-20H,2-16H2,1H3/t17-/m0/s1

InChI Key

QSKPZDMBULYMDQ-KRWDZBQOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-monoacylglycerols. These are monoacylglycerols containing a glycerol acylated at the 1-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Monoradylglycerols

Direct Parent

1-monoacylglycerols

Alternative Parents

Substituents

1-acyl-sn-glycerol
Fatty acid ester
Fatty acyl
1,2-diol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Primary alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
Organic oxide
Organooxygen compound
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	0.012 g/L	ALOGPS
logP	5.26	ALOGPS
logP	4.64	ChemAxon
logS	-4.4	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	17	ChemAxon
Refractivity	89.51 m³·mol⁻¹	ChemAxon
Polarizability	40.33 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

All Tissues
Feces

Tissue Locations

All Tissues

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
MMDBr0038253	MG(15:0/0:0/0:0)	Glycerol	Carboxylesterase Culp1	Hydrolysis	RHEA	34755880
MMDBr0039037	MG(15:0/0:0/0:0)	Glycerol	Monoacylglycerol lipase	Lipid (ester bond) hydrolysis	RHEA	34755880

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/Eubacteria	Bacteroidetes	1	Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

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 Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	28587349
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0011563

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028276

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

46879024

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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for MG(15:0/0:0/0:0) (MMDBc0000791)

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Structure for #<Metabolite:0x00007f91fbe28f30>

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