Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-03-20 21:10:45 UTC

Update Date

2021-09-14 15:42:33 UTC

HMDB ID

HMDB0059929

Secondary Accession Numbers

HMDB59929

Metabolite Identification

Common Name

3-(Acetyloxy)-2-hydroxypropyl octadecanoate

Description

3-(Acetyloxy)-2-hydroxypropyl octadecanoate belongs to the class of organic compounds known as 1,3-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 3. 3-(Acetyloxy)-2-hydroxypropyl octadecanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 03201314102D          

 28 27  0  0  0  0            999 V2000
   -9.1861   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4716   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7571   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0426   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3282   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6137   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8992   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1848   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4703   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7558   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0413   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3269   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6124   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1021   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8165   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2455   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9600   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9600   -3.9559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6744   -5.1934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3889   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1034   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8178   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5323   -5.1934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2468   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2468   -3.9559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9612   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1034   -6.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  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  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 22 28  1  0  0  0  0
M  END

HMDB0059929
     RDKit          3D
3-(Acetyloxy)-2-hydroxypropyl octadecanoate
 72 71  0  0  0  0  0  0  0  0999 V2000
  -10.0483   -0.1812    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8494    0.9355    1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4075    1.4086    1.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2270    1.8896   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8340    2.3764   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8044    1.3072    0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0267    0.1706   -0.8915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0212   -0.9527   -0.6895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6517   -0.4005   -0.9212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5749   -1.4799   -0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2568   -0.7814   -1.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0861   -1.7551   -0.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1637   -0.9492   -1.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4231   -1.7770   -1.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5778   -2.3574    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6566   -1.3093    1.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7937   -0.3422    1.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0766   -1.0355    1.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2484   -2.2628    1.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2502   -0.2841    1.1763 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5318   -0.9113    1.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5643    0.2003    1.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8012   -0.4127    1.0789 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3361    0.8623   -0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2144    1.8589   -0.6686 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5522    1.8026   -0.8841 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3725    2.9983   -1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1463    0.7275   -0.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1449   -0.7937    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3178    0.2529   -0.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8721   -0.8424    0.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0426    0.5869    2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5333    1.7970    1.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2737    2.2378    2.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7546    0.5509    1.5719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8996    2.7632   -0.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4861    1.1128   -0.7580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6585    2.8810   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6518    3.1856    0.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8181    1.8054   -0.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8470    1.0205    1.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0214    0.5187   -1.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0274   -0.2738   -0.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1910   -1.7454   -1.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1013   -1.3607    0.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5758   -0.0834   -1.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3590    0.3988   -0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7344   -2.3290   -1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6078   -1.7505    0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0999    0.0394   -0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2585   -0.4659   -2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0841   -2.0180    0.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003   -2.6307   -1.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0433   -0.5142   -2.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621   -0.0996   -0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4756   -2.5794   -1.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2716   -1.0801   -1.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6726   -3.0210    0.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4483   -3.0192    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497   -1.8233    2.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7293   -0.7053    1.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7189    0.4262    2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6694    0.2625    0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7093   -1.4269    2.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5538   -1.6313    0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4354    0.9448    1.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7507   -1.2560    0.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3000    1.3217   -0.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2636    0.0727   -1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7534    3.7096   -1.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7262    3.5490   -0.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2064    2.6670   -1.9276 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  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  0
 14 57  1  0
 15 58  1  0
 15 59  1  0
 16 60  1  0
 16 61  1  0
 17 62  1  0
 17 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 23 67  1  0
 24 68  1  0
 24 69  1  0
 27 70  1  0
 27 71  1  0
 27 72  1  0
M  END


  Mrv0541 03201314102D          

 28 27  0  0  0  0            999 V2000
   -9.1861   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4716   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7571   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0426   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3282   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6137   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8992   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1848   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4703   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7558   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0413   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3269   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6124   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1021   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8165   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2455   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9600   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9600   -3.9559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6744   -5.1934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3889   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1034   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8178   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5323   -5.1934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2468   -4.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2468   -3.9559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9612   -5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1034   -6.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  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  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 22 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059929

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H44O5/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)28-20-22(25)19-27-21(2)24/h22,25H,3-20H2,1-2H3

> <INCHI_KEY>
RGGBUUSHDAWGIN-UHFFFAOYSA-N

> <FORMULA>
C23H44O5

> <MOLECULAR_WEIGHT>
400.5925

> <EXACT_MASS>
400.318874518

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
50.89799118300694

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(acetyloxy)-2-hydroxypropyl octadecanoate

> <ALOGPS_LOGP>
7.30

> <JCHEM_LOGP>
6.412302619999998

> <ALOGPS_LOGS>
-6.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.631236257558882

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3974972609437444

> <JCHEM_POLAR_SURFACE_AREA>
72.83

> <JCHEM_REFRACTIVITY>
112.46099999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.22e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(acetyloxy)-2-hydroxypropyl octadecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059929
     RDKit          3D
3-(Acetyloxy)-2-hydroxypropyl octadecanoate
 72 71  0  0  0  0  0  0  0  0999 V2000
  -10.0483   -0.1812    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8494    0.9355    1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4075    1.4086    1.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2270    1.8896   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8340    2.3764   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8044    1.3072    0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0267    0.1706   -0.8915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0212   -0.9527   -0.6895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6517   -0.4005   -0.9212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5749   -1.4799   -0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2568   -0.7814   -1.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0861   -1.7551   -0.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1637   -0.9492   -1.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4231   -1.7770   -1.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5778   -2.3574    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6566   -1.3093    1.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7937   -0.3422    1.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0766   -1.0355    1.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2484   -2.2628    1.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2502   -0.2841    1.1763 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5318   -0.9113    1.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5643    0.2003    1.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8012   -0.4127    1.0789 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3361    0.8623   -0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2144    1.8589   -0.6686 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5522    1.8026   -0.8841 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3725    2.9983   -1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1463    0.7275   -0.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1449   -0.7937    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3178    0.2529   -0.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8721   -0.8424    0.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0426    0.5869    2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5333    1.7970    1.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2737    2.2378    2.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7546    0.5509    1.5719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8996    2.7632   -0.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4861    1.1128   -0.7580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6585    2.8810   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6518    3.1856    0.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8181    1.8054   -0.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8470    1.0205    1.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0214    0.5187   -1.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0274   -0.2738   -0.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1910   -1.7454   -1.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1013   -1.3607    0.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5758   -0.0834   -1.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3590    0.3988   -0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7344   -2.3290   -1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6078   -1.7505    0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0999    0.0394   -0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2585   -0.4659   -2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0841   -2.0180    0.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003   -2.6307   -1.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0433   -0.5142   -2.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621   -0.0996   -0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4756   -2.5794   -1.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2716   -1.0801   -1.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6726   -3.0210    0.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4483   -3.0192    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497   -1.8233    2.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7293   -0.7053    1.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7189    0.4262    2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6694    0.2625    0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7093   -1.4269    2.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5538   -1.6313    0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4354    0.9448    1.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7507   -1.2560    0.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3000    1.3217   -0.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2636    0.0727   -1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7534    3.7096   -1.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7262    3.5490   -0.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2064    2.6670   -1.9276 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  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  0
 14 57  1  0
 15 58  1  0
 15 59  1  0
 16 60  1  0
 16 61  1  0
 17 62  1  0
 17 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 23 67  1  0
 24 68  1  0
 24 69  1  0
 27 70  1  0
 27 71  1  0
 27 72  1  0
M  END

HEADER    PROTEIN                                 20-MAR-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-13         0                                  
HETATM    1  C   UNK     0     -17.147  -9.694   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -15.814  -8.924   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -14.480  -9.694   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -13.146  -8.924   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -11.813  -9.694   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -10.479  -8.924   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.145  -9.694   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.812  -8.924   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.478  -9.694   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.144  -8.924   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.810  -9.694   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.477  -8.924   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.143  -9.694   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.191  -8.924   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.524  -9.694   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.858  -8.924   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.192  -9.694   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.525  -8.924   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.525  -7.384   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.859  -9.694   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.193  -8.924   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.526  -9.694   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.860  -8.924   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      12.194  -9.694   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      13.527  -8.924   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.527  -7.384   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      14.861  -9.694   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.526 -11.234   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   22                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   54    0
END

COMPND    HMDB0059929
HETATM    1  C1  UNL     1     -10.048  -0.181   0.495  1.00  0.00           C  
HETATM    2  C2  UNL     1      -9.849   0.936   1.494  1.00  0.00           C  
HETATM    3  C3  UNL     1      -8.408   1.409   1.386  1.00  0.00           C  
HETATM    4  C4  UNL     1      -8.227   1.890  -0.037  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.834   2.376  -0.217  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.804   1.307   0.051  1.00  0.00           C  
HETATM    7  C7  UNL     1      -6.027   0.171  -0.892  1.00  0.00           C  
HETATM    8  C8  UNL     1      -5.021  -0.953  -0.689  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.652  -0.400  -0.921  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.575  -1.480  -0.739  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.257  -0.781  -1.003  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.086  -1.755  -0.853  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.164  -0.949  -1.139  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.423  -1.777  -1.033  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.578  -2.357   0.355  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.657  -1.309   1.409  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.794  -0.342   1.268  1.00  0.00           C  
HETATM   18  C18 UNL     1       5.077  -1.036   1.339  1.00  0.00           C  
HETATM   19  O1  UNL     1       5.248  -2.263   1.535  1.00  0.00           O  
HETATM   20  O2  UNL     1       6.250  -0.284   1.176  1.00  0.00           O  
HETATM   21  C19 UNL     1       7.532  -0.911   1.236  1.00  0.00           C  
HETATM   22  C20 UNL     1       8.564   0.200   1.020  1.00  0.00           C  
HETATM   23  O3  UNL     1       9.801  -0.413   1.079  1.00  0.00           O  
HETATM   24  C21 UNL     1       8.336   0.862  -0.312  1.00  0.00           C  
HETATM   25  O4  UNL     1       9.214   1.859  -0.669  1.00  0.00           O  
HETATM   26  C22 UNL     1      10.552   1.803  -0.884  1.00  0.00           C  
HETATM   27  C23 UNL     1      11.372   2.998  -1.266  1.00  0.00           C  
HETATM   28  O5  UNL     1      11.146   0.727  -0.766  1.00  0.00           O  
HETATM   29  H1  UNL     1      -9.145  -0.794   0.350  1.00  0.00           H  
HETATM   30  H2  UNL     1     -10.318   0.253  -0.501  1.00  0.00           H  
HETATM   31  H3  UNL     1     -10.872  -0.842   0.838  1.00  0.00           H  
HETATM   32  H4  UNL     1     -10.043   0.587   2.512  1.00  0.00           H  
HETATM   33  H5  UNL     1     -10.533   1.797   1.255  1.00  0.00           H  
HETATM   34  H6  UNL     1      -8.274   2.238   2.109  1.00  0.00           H  
HETATM   35  H7  UNL     1      -7.755   0.551   1.572  1.00  0.00           H  
HETATM   36  H8  UNL     1      -8.900   2.763  -0.250  1.00  0.00           H  
HETATM   37  H9  UNL     1      -8.486   1.113  -0.758  1.00  0.00           H  
HETATM   38  H10 UNL     1      -6.659   2.881  -1.190  1.00  0.00           H  
HETATM   39  H11 UNL     1      -6.652   3.186   0.551  1.00  0.00           H  
HETATM   40  H12 UNL     1      -4.818   1.805  -0.097  1.00  0.00           H  
HETATM   41  H13 UNL     1      -5.847   1.021   1.110  1.00  0.00           H  
HETATM   42  H14 UNL     1      -6.021   0.519  -1.943  1.00  0.00           H  
HETATM   43  H15 UNL     1      -7.027  -0.274  -0.652  1.00  0.00           H  
HETATM   44  H16 UNL     1      -5.191  -1.745  -1.444  1.00  0.00           H  
HETATM   45  H17 UNL     1      -5.101  -1.361   0.322  1.00  0.00           H  
HETATM   46  H18 UNL     1      -3.576  -0.083  -1.983  1.00  0.00           H  
HETATM   47  H19 UNL     1      -3.359   0.399  -0.207  1.00  0.00           H  
HETATM   48  H20 UNL     1      -2.734  -2.329  -1.403  1.00  0.00           H  
HETATM   49  H21 UNL     1      -2.608  -1.751   0.336  1.00  0.00           H  
HETATM   50  H22 UNL     1      -1.100   0.039  -0.304  1.00  0.00           H  
HETATM   51  H23 UNL     1      -1.258  -0.466  -2.066  1.00  0.00           H  
HETATM   52  H24 UNL     1      -0.084  -2.018   0.245  1.00  0.00           H  
HETATM   53  H25 UNL     1      -0.200  -2.631  -1.497  1.00  0.00           H  
HETATM   54  H26 UNL     1       1.043  -0.514  -2.148  1.00  0.00           H  
HETATM   55  H27 UNL     1       1.162  -0.100  -0.429  1.00  0.00           H  
HETATM   56  H28 UNL     1       2.476  -2.579  -1.765  1.00  0.00           H  
HETATM   57  H29 UNL     1       3.272  -1.080  -1.193  1.00  0.00           H  
HETATM   58  H30 UNL     1       1.673  -3.021   0.490  1.00  0.00           H  
HETATM   59  H31 UNL     1       3.448  -3.019   0.372  1.00  0.00           H  
HETATM   60  H32 UNL     1       2.750  -1.823   2.409  1.00  0.00           H  
HETATM   61  H33 UNL     1       1.729  -0.705   1.504  1.00  0.00           H  
HETATM   62  H34 UNL     1       3.719   0.426   2.093  1.00  0.00           H  
HETATM   63  H35 UNL     1       3.669   0.262   0.340  1.00  0.00           H  
HETATM   64  H36 UNL     1       7.709  -1.427   2.186  1.00  0.00           H  
HETATM   65  H37 UNL     1       7.554  -1.631   0.395  1.00  0.00           H  
HETATM   66  H38 UNL     1       8.435   0.945   1.858  1.00  0.00           H  
HETATM   67  H39 UNL     1       9.751  -1.256   0.575  1.00  0.00           H  
HETATM   68  H40 UNL     1       7.300   1.322  -0.338  1.00  0.00           H  
HETATM   69  H41 UNL     1       8.264   0.073  -1.123  1.00  0.00           H  
HETATM   70  H42 UNL     1      10.753   3.710  -1.859  1.00  0.00           H  
HETATM   71  H43 UNL     1      11.726   3.549  -0.377  1.00  0.00           H  
HETATM   72  H44 UNL     1      12.206   2.667  -1.928  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8   42   43
CONECT    8    9   44   45
CONECT    9   10   46   47
CONECT   10   11   48   49
CONECT   11   12   50   51
CONECT   12   13   52   53
CONECT   13   14   54   55
CONECT   14   15   56   57
CONECT   15   16   58   59
CONECT   16   17   60   61
CONECT   17   18   62   63
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   64   65
CONECT   22   23   24   66
CONECT   23   67
CONECT   24   25   68   69
CONECT   25   26
CONECT   26   27   28   28
CONECT   27   70   71   72
END

HMDB0059929
     RDKit          3D
3-(Acetyloxy)-2-hydroxypropyl octadecanoate
 72 71  0  0  0  0  0  0  0  0999 V2000
  -10.0483   -0.1812    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8494    0.9355    1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4075    1.4086    1.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2270    1.8896   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8340    2.3764   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8044    1.3072    0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0267    0.1706   -0.8915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0212   -0.9527   -0.6895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6517   -0.4005   -0.9212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5749   -1.4799   -0.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2568   -0.7814   -1.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0861   -1.7551   -0.8532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1637   -0.9492   -1.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4231   -1.7770   -1.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5778   -2.3574    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6566   -1.3093    1.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7937   -0.3422    1.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0766   -1.0355    1.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2484   -2.2628    1.5353 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2502   -0.2841    1.1763 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5318   -0.9113    1.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5643    0.2003    1.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8012   -0.4127    1.0789 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3361    0.8623   -0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2144    1.8589   -0.6686 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5522    1.8026   -0.8841 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3725    2.9983   -1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1463    0.7275   -0.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1449   -0.7937    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3178    0.2529   -0.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8721   -0.8424    0.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0426    0.5869    2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5333    1.7970    1.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2737    2.2378    2.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7546    0.5509    1.5719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8996    2.7632   -0.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4861    1.1128   -0.7580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6585    2.8810   -1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6518    3.1856    0.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8181    1.8054   -0.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8470    1.0205    1.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0214    0.5187   -1.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0274   -0.2738   -0.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1910   -1.7454   -1.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1013   -1.3607    0.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5758   -0.0834   -1.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3590    0.3988   -0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7344   -2.3290   -1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6078   -1.7505    0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0999    0.0394   -0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2585   -0.4659   -2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0841   -2.0180    0.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003   -2.6307   -1.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0433   -0.5142   -2.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621   -0.0996   -0.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4756   -2.5794   -1.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2716   -1.0801   -1.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6726   -3.0210    0.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4483   -3.0192    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497   -1.8233    2.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7293   -0.7053    1.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7189    0.4262    2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6694    0.2625    0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7093   -1.4269    2.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5538   -1.6313    0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4354    0.9448    1.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7507   -1.2560    0.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3000    1.3217   -0.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2636    0.0727   -1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7534    3.7096   -1.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7262    3.5490   -0.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2064    2.6670   -1.9276 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  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  0
 14 57  1  0
 15 58  1  0
 15 59  1  0
 16 60  1  0
 16 61  1  0
 17 62  1  0
 17 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 23 67  1  0
 24 68  1  0
 24 69  1  0
 27 70  1  0
 27 71  1  0
 27 72  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(Acetyloxy)-2-hydroxypropyl octadecanoic acid	Generator

Chemical Formula

C₂₃H₄₄O₅

Average Molecular Weight

400.5925

Monoisotopic Molecular Weight

400.318874518

IUPAC Name

3-(acetyloxy)-2-hydroxypropyl octadecanoate

Traditional Name

3-(acetyloxy)-2-hydroxypropyl octadecanoate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(C)=O

InChI Identifier

InChI=1S/C23H44O5/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)28-20-22(25)19-27-21(2)24/h22,25H,3-20H2,1-2H3

InChI Key

RGGBUUSHDAWGIN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,3-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 3.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Diradylglycerols

Direct Parent

1,3-diacylglycerols

Alternative Parents

Substituents

1,3-acyl-sn-glycerol
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0059929)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00022 g/L	ALOGPS
logP	7.3	ALOGPS
logP	6.41	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	13.63	ChemAxon
pKa (Strongest Basic)	-3.4	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	22	ChemAxon
Refractivity	112.46 m³·mol⁻¹	ChemAxon
Polarizability	50.9 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	204.046	31661259
DarkChem	[M-H]-	204.19	31661259
DeepCCS	[M+H]+	200.607	30932474
DeepCCS	[M-H]-	198.057	30932474
DeepCCS	[M-2H]-	231.26	30932474
DeepCCS	[M+Na]+	207.188	30932474
AllCCS	[M+H]+	211.2	32859911
AllCCS	[M+H-H2O]+	209.2	32859911
AllCCS	[M+NH4]+	213.1	32859911
AllCCS	[M+Na]+	213.7	32859911
AllCCS	[M-H]-	203.9	32859911
AllCCS	[M+Na-2H]-	206.1	32859911
AllCCS	[M+HCOO]-	208.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	11.42 minutes	32390414
Predicted by Siyang on May 30, 2022	23.5327 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.05 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3663.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	516.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	253.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	226.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	653.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1051.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1060.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	109.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2231.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	714.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2151.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	815.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	560.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	612.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	467.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(Acetyloxy)-2-hydroxypropyl octadecanoate	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(C)=O	3661.0	Standard polar	33892256
3-(Acetyloxy)-2-hydroxypropyl octadecanoate	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(C)=O	2764.5	Standard non polar	33892256
3-(Acetyloxy)-2-hydroxypropyl octadecanoate	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(C)=O	2867.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-(Acetyloxy)-2-hydroxypropyl octadecanoate,1TMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COC(C)=O)O[Si](C)(C)C	2843.2	Semi standard non polar	33892256
3-(Acetyloxy)-2-hydroxypropyl octadecanoate,1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCC(=O)OCC(COC(C)=O)O[Si](C)(C)C(C)(C)C	3129.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl octadecanoate GC-MS (1 TMS) - 70eV, Positive	splash10-000f-9240100000-cd930191474c56e2af4d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl octadecanoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl octadecanoate 10V, Positive-QTOF	splash10-0gbc-5789700000-eb585269dcfc32bbad2a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl octadecanoate 20V, Positive-QTOF	splash10-014i-5973000000-a2c20b3c52598c6c6284	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl octadecanoate 40V, Positive-QTOF	splash10-016r-9780000000-d28cc994fa686ee9e53d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl octadecanoate 10V, Negative-QTOF	splash10-0apj-7195000000-87d2e7fb694be37cd627	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl octadecanoate 20V, Negative-QTOF	splash10-0api-9281000000-75ba34c03f41c903479b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl octadecanoate 40V, Negative-QTOF	splash10-0a4i-9040000000-a401831e9e075538c77b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl octadecanoate 10V, Positive-QTOF	splash10-0f6x-1119500000-09a7e4487a05e4fc13dc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl octadecanoate 20V, Positive-QTOF	splash10-014l-9877000000-97f53619e9df505862a9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl octadecanoate 40V, Positive-QTOF	splash10-0a4i-9100000000-32aa6c01f04ed91eb69a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl octadecanoate 10V, Negative-QTOF	splash10-0a4i-9005000000-1d02a7ae40a2569aea29	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl octadecanoate 20V, Negative-QTOF	splash10-0a4i-9010000000-6a7827c5ecfade20dc6c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Acetyloxy)-2-hydroxypropyl octadecanoate 40V, Negative-QTOF	splash10-053r-9280000000-583089bd38e6e82adfa1	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

314293

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Ghosh S, Strum JC, Bell RM: Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45-50. [PubMed:9034165 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 3-(Acetyloxy)-2-hydroxypropyl octadecanoate (HMDB0059929)

MOL for HMDB0059929 (3-(Acetyloxy)-2-hydroxypropyl octadecanoate)

3D MOL for HMDB0059929 (3-(Acetyloxy)-2-hydroxypropyl octadecanoate)

3D SDF for HMDB0059929 (3-(Acetyloxy)-2-hydroxypropyl octadecanoate)

3D-SDF for HMDB0059929 (3-(Acetyloxy)-2-hydroxypropyl octadecanoate)

PDB for HMDB0059929 (3-(Acetyloxy)-2-hydroxypropyl octadecanoate)

3D PDB for HMDB0059929 (3-(Acetyloxy)-2-hydroxypropyl octadecanoate)

SMILES for HMDB0059929 (3-(Acetyloxy)-2-hydroxypropyl octadecanoate)

INCHI for HMDB0059929 (3-(Acetyloxy)-2-hydroxypropyl octadecanoate)

Structure for HMDB0059929 (3-(Acetyloxy)-2-hydroxypropyl octadecanoate)

3D Structure for HMDB0059929 (3-(Acetyloxy)-2-hydroxypropyl octadecanoate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra