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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (130) Show 130 proteins XML

enzymes (130) Show 130 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-10-29 14:21:43 UTC

Update Date

2021-09-14 15:20:31 UTC

HMDB ID

HMDB0011147

Secondary Accession Numbers

HMDB11147

Metabolite Identification

Common Name

DG(O-18:0/2:0/0:0)

Description

2-Acetyl-1-octadecyl-sn-glycerol, or DG(O-18:0/2:0/0:0), is an intermediate in ether lipid metabolism. 2-Acetyl-1-octadecyl-sn-glycerol is converted from 1-octadecyl-glycerone-3-phosphate. This is an ether lipid with a structure similar to platelet-activating factor which has an acetyl group instead of an acyl chain at the second position (SN-2). Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage.

Structure

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


  Mrv0541 02241201202D          

 28 27  0  0  1  0            999 V2000
   23.5989   -5.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9239   -5.7429    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.2487   -5.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2741   -5.7429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5736   -5.7429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3970   -6.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5116   -6.5522    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.9681   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6826   -6.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6826   -7.7600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1420   -5.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8565   -5.3297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5709   -5.7423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2855   -5.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9999   -5.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7144   -5.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4288   -5.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1434   -5.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8578   -5.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5723   -5.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2868   -5.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0012   -5.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7157   -5.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4302   -5.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1446   -5.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8591   -5.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4276   -5.3297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7131   -5.7421    0.0000 C   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  0  0  0  0
  2  7  1  1  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
  6  9  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  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  5  1  0  0  0  0
 27 11  1  0  0  0  0
 28 27  1  0  0  0  0
M  END

HMDB0011147
     RDKit          3D
DG(O-18:0/2:0/0:0)
 73 72  0  0  0  0  0  0  0  0999 V2000
   -7.2840    1.7235    1.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4965    0.5831    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8685    0.3553   -0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2400   -0.6811   -1.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2984   -2.0708   -1.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5514   -2.7980   -0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1773   -2.7371    1.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3260   -1.7710    1.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9380   -1.5213    1.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7732   -0.9432   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2605   -0.7412   -0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1824   -0.1568   -1.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2532    0.0364   -2.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9220    0.9998   -1.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641    1.1316   -1.6403 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0796    2.0983   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0633    1.6290    0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7121    0.2860    0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0213    0.2770    0.4368 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8478    1.1312    1.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2765    0.9892    0.6301 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2916    1.4401   -0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7988    2.7401   -0.8970 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7687   -0.3083    0.7940 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9335   -0.5468    1.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4458   -1.9432    1.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4743    0.4635    2.0565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9004    1.7979    2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0581    2.6349    0.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3763    1.4800    1.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4400    0.8604    0.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7523   -0.3709    1.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7709    1.3500   -1.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0166    0.2098   -0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7088   -0.5576   -2.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1720   -0.3571   -1.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4448   -2.3067   -1.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3035   -2.6916   -2.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1667   -3.9023   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5859   -3.2225   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1978   -2.6712    1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8993   -3.8215    1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1246   -2.2611    2.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7863   -0.8390    2.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3077   -2.4696    1.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4193   -0.8430    2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1292   -1.5914   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1842    0.0946   -0.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454   -1.7108   -0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9182    0.0044    0.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6481   -0.8151   -2.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7573    0.8040   -1.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7899   -0.9601   -2.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3557    0.3947   -3.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8622    0.6392   -0.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4712    2.0072   -1.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8857    0.1493   -1.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3970    1.4773   -2.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5280    3.0750   -0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    2.1961   -1.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0538    1.5794    1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873    2.4004    1.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5870    0.0122    1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1196   -0.4603    0.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5853    2.1910    1.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8694    0.8798    2.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9431    1.6833    1.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6195    0.8054   -1.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2980    1.3825   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2329    3.2743   -1.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3761   -2.1465    2.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4983   -2.0162    1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7724   -2.6429    1.2386 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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  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
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 16 59  1  0
 16 60  1  0
 17 61  1  0
 17 62  1  0
 18 63  1  0
 18 64  1  0
 20 65  1  0
 20 66  1  0
 21 67  1  1
 22 68  1  0
 22 69  1  0
 23 70  1  0
 26 71  1  0
 26 72  1  0
 26 73  1  0
M  END


  Mrv0541 02241201202D          

 28 27  0  0  1  0            999 V2000
   23.5989   -5.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9239   -5.7429    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.2487   -5.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2741   -5.7429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5736   -5.7429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3970   -6.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5116   -6.5522    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.9681   -6.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6826   -6.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6826   -7.7600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1420   -5.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8565   -5.3297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5709   -5.7423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2855   -5.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9999   -5.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7144   -5.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4288   -5.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1434   -5.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8578   -5.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5723   -5.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2868   -5.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0012   -5.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7157   -5.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4302   -5.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1446   -5.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8591   -5.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4276   -5.3297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7131   -5.7421    0.0000 C   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  0  0  0  0
  2  7  1  1  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
  6  9  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  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  5  1  0  0  0  0
 27 11  1  0  0  0  0
 28 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011147

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@](CO)(COCCCCCCCCCCCCCCCCCC)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H46O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-26-21-23(20-24)27-22(2)25/h23-24H,3-21H2,1-2H3/t23-/m0/s1

> <INCHI_KEY>
HUQABGDIJUXLRG-QHCPKHFHSA-N

> <FORMULA>
C23H46O4

> <MOLECULAR_WEIGHT>
386.6089

> <EXACT_MASS>
386.33960996

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
50.70278682571214

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-hydroxy-3-(octadecyloxy)propan-2-yl acetate

> <ALOGPS_LOGP>
7.98

> <JCHEM_LOGP>
6.793098216000001

> <ALOGPS_LOGS>
-6.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.578924731794302

> <JCHEM_PKA_STRONGEST_BASIC>
-2.982978322313171

> <JCHEM_POLAR_SURFACE_AREA>
55.76

> <JCHEM_REFRACTIVITY>
112.70639999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.83e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-1-hydroxy-3-(octadecyloxy)propan-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011147
     RDKit          3D
DG(O-18:0/2:0/0:0)
 73 72  0  0  0  0  0  0  0  0999 V2000
   -7.2840    1.7235    1.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4965    0.5831    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8685    0.3553   -0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2400   -0.6811   -1.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2984   -2.0708   -1.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5514   -2.7980   -0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1773   -2.7371    1.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3260   -1.7710    1.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9380   -1.5213    1.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7732   -0.9432   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2605   -0.7412   -0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1824   -0.1568   -1.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2532    0.0364   -2.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9220    0.9998   -1.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641    1.1316   -1.6403 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0796    2.0983   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0633    1.6290    0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7121    0.2860    0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0213    0.2770    0.4368 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8478    1.1312    1.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2765    0.9892    0.6301 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2916    1.4401   -0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7988    2.7401   -0.8970 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7687   -0.3083    0.7940 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9335   -0.5468    1.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4458   -1.9432    1.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4743    0.4635    2.0565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9004    1.7979    2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0581    2.6349    0.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3763    1.4800    1.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4400    0.8604    0.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7523   -0.3709    1.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7709    1.3500   -1.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0166    0.2098   -0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7088   -0.5576   -2.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1720   -0.3571   -1.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4448   -2.3067   -1.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3035   -2.6916   -2.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1667   -3.9023   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5859   -3.2225   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1978   -2.6712    1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8993   -3.8215    1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1246   -2.2611    2.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7863   -0.8390    2.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3077   -2.4696    1.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4193   -0.8430    2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1292   -1.5914   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1842    0.0946   -0.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454   -1.7108   -0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9182    0.0044    0.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6481   -0.8151   -2.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7573    0.8040   -1.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7899   -0.9601   -2.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3557    0.3947   -3.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8622    0.6392   -0.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4712    2.0072   -1.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8857    0.1493   -1.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3970    1.4773   -2.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5280    3.0750   -0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    2.1961   -1.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0538    1.5794    1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873    2.4004    1.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5870    0.0122    1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1196   -0.4603    0.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5853    2.1910    1.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8694    0.8798    2.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9431    1.6833    1.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6195    0.8054   -1.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2980    1.3825   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2329    3.2743   -1.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3761   -2.1465    2.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4983   -2.0162    1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7724   -2.6429    1.2386 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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  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
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 16 59  1  0
 16 60  1  0
 17 61  1  0
 17 62  1  0
 18 63  1  0
 18 64  1  0
 20 65  1  0
 20 66  1  0
 21 67  1  1
 22 68  1  0
 22 69  1  0
 23 70  1  0
 26 71  1  0
 26 72  1  0
 26 73  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      44.051  -9.992   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      42.791 -10.720   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      41.531  -9.992   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      45.312 -10.720   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      40.271 -10.720   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      41.808 -12.175   0.000  0.00  0.00           O+0
HETATM    7  H   UNK     0      43.888 -12.231   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0      39.140 -12.175   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      40.474 -12.945   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      40.474 -14.485   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      18.932 -10.719   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.265  -9.949   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.599 -10.719   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.933  -9.949   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.266 -10.719   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      25.600  -9.949   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      26.934 -10.719   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.268  -9.949   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      29.601 -10.719   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      30.935  -9.949   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      32.269 -10.720   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      33.602  -9.950   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      34.936 -10.720   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      36.270  -9.950   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      37.603 -10.720   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      38.937  -9.950   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.598  -9.949   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.264 -10.719   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    3    6    7                                             
CONECT    3    2    5                                                       
CONECT    4    1                                                            
CONECT    5    3   26                                                       
CONECT    6    2    9                                                       
CONECT    7    2                                                            
CONECT    8    9                                                            
CONECT    9    8   10    6                                                  
CONECT   10    9                                                            
CONECT   11   12   27                                                       
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    5                                                       
CONECT   27   11   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   54    0
END

COMPND    HMDB0011147
HETATM    1  C1  UNL     1      -7.284   1.724   1.178  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.497   0.583   0.527  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.869   0.355  -0.866  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.240  -0.681  -1.686  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.298  -2.071  -1.260  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.551  -2.798  -0.303  1.00  0.00           C  
HETATM    7  C7  UNL     1      -5.177  -2.737   1.077  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.326  -1.771   1.758  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.938  -1.521   1.318  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.773  -0.943  -0.028  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.261  -0.741  -0.338  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.182  -0.157  -1.719  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.253   0.036  -2.127  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.922   1.000  -1.168  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.364   1.132  -1.640  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.080   2.098  -0.751  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.063   1.629   0.676  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.712   0.286   0.828  1.00  0.00           C  
HETATM   19  O1  UNL     1       5.021   0.277   0.437  1.00  0.00           O  
HETATM   20  C19 UNL     1       5.848   1.131   1.129  1.00  0.00           C  
HETATM   21  C20 UNL     1       7.276   0.989   0.630  1.00  0.00           C  
HETATM   22  C21 UNL     1       7.292   1.440  -0.810  1.00  0.00           C  
HETATM   23  O2  UNL     1       6.799   2.740  -0.897  1.00  0.00           O  
HETATM   24  O3  UNL     1       7.769  -0.308   0.794  1.00  0.00           O  
HETATM   25  C22 UNL     1       8.934  -0.547   1.558  1.00  0.00           C  
HETATM   26  C23 UNL     1       9.446  -1.943   1.731  1.00  0.00           C  
HETATM   27  O4  UNL     1       9.474   0.464   2.057  1.00  0.00           O  
HETATM   28  H1  UNL     1      -6.900   1.798   2.214  1.00  0.00           H  
HETATM   29  H2  UNL     1      -7.058   2.635   0.609  1.00  0.00           H  
HETATM   30  H3  UNL     1      -8.376   1.480   1.143  1.00  0.00           H  
HETATM   31  H4  UNL     1      -5.440   0.860   0.607  1.00  0.00           H  
HETATM   32  H5  UNL     1      -6.752  -0.371   1.091  1.00  0.00           H  
HETATM   33  H6  UNL     1      -6.771   1.350  -1.447  1.00  0.00           H  
HETATM   34  H7  UNL     1      -8.017   0.210  -0.956  1.00  0.00           H  
HETATM   35  H8  UNL     1      -6.709  -0.558  -2.741  1.00  0.00           H  
HETATM   36  H9  UNL     1      -5.172  -0.357  -1.924  1.00  0.00           H  
HETATM   37  H10 UNL     1      -7.445  -2.307  -1.017  1.00  0.00           H  
HETATM   38  H11 UNL     1      -6.304  -2.692  -2.280  1.00  0.00           H  
HETATM   39  H12 UNL     1      -6.167  -3.902  -0.357  1.00  0.00           H  
HETATM   40  H13 UNL     1      -4.586  -3.223  -0.868  1.00  0.00           H  
HETATM   41  H14 UNL     1      -6.198  -2.671   1.675  1.00  0.00           H  
HETATM   42  H15 UNL     1      -4.899  -3.822   1.460  1.00  0.00           H  
HETATM   43  H16 UNL     1      -4.125  -2.261   2.851  1.00  0.00           H  
HETATM   44  H17 UNL     1      -4.786  -0.839   2.080  1.00  0.00           H  
HETATM   45  H18 UNL     1      -2.308  -2.470   1.399  1.00  0.00           H  
HETATM   46  H19 UNL     1      -2.419  -0.843   2.072  1.00  0.00           H  
HETATM   47  H20 UNL     1      -3.129  -1.591  -0.818  1.00  0.00           H  
HETATM   48  H21 UNL     1      -3.184   0.095  -0.091  1.00  0.00           H  
HETATM   49  H22 UNL     1      -0.745  -1.711  -0.248  1.00  0.00           H  
HETATM   50  H23 UNL     1      -0.918   0.004   0.402  1.00  0.00           H  
HETATM   51  H24 UNL     1      -1.648  -0.815  -2.484  1.00  0.00           H  
HETATM   52  H25 UNL     1      -1.757   0.804  -1.796  1.00  0.00           H  
HETATM   53  H26 UNL     1       0.790  -0.960  -2.118  1.00  0.00           H  
HETATM   54  H27 UNL     1       0.356   0.395  -3.177  1.00  0.00           H  
HETATM   55  H28 UNL     1       0.862   0.639  -0.139  1.00  0.00           H  
HETATM   56  H29 UNL     1       0.471   2.007  -1.215  1.00  0.00           H  
HETATM   57  H30 UNL     1       2.886   0.149  -1.639  1.00  0.00           H  
HETATM   58  H31 UNL     1       2.397   1.477  -2.694  1.00  0.00           H  
HETATM   59  H32 UNL     1       2.528   3.075  -0.865  1.00  0.00           H  
HETATM   60  H33 UNL     1       4.125   2.196  -1.119  1.00  0.00           H  
HETATM   61  H34 UNL     1       2.054   1.579   1.114  1.00  0.00           H  
HETATM   62  H35 UNL     1       3.587   2.400   1.329  1.00  0.00           H  
HETATM   63  H36 UNL     1       3.587   0.012   1.912  1.00  0.00           H  
HETATM   64  H37 UNL     1       3.120  -0.460   0.275  1.00  0.00           H  
HETATM   65  H38 UNL     1       5.585   2.191   1.063  1.00  0.00           H  
HETATM   66  H39 UNL     1       5.869   0.880   2.216  1.00  0.00           H  
HETATM   67  H40 UNL     1       7.943   1.683   1.183  1.00  0.00           H  
HETATM   68  H41 UNL     1       6.619   0.805  -1.447  1.00  0.00           H  
HETATM   69  H42 UNL     1       8.298   1.383  -1.257  1.00  0.00           H  
HETATM   70  H43 UNL     1       7.233   3.274  -1.593  1.00  0.00           H  
HETATM   71  H44 UNL     1       9.376  -2.147   2.835  1.00  0.00           H  
HETATM   72  H45 UNL     1      10.498  -2.016   1.418  1.00  0.00           H  
HETATM   73  H46 UNL     1       8.772  -2.643   1.239  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   39   40
CONECT    7    8   41   42
CONECT    8    9   43   44
CONECT    9   10   45   46
CONECT   10   11   47   48
CONECT   11   12   49   50
CONECT   12   13   51   52
CONECT   13   14   53   54
CONECT   14   15   55   56
CONECT   15   16   57   58
CONECT   16   17   59   60
CONECT   17   18   61   62
CONECT   18   19   63   64
CONECT   19   20
CONECT   20   21   65   66
CONECT   21   22   24   67
CONECT   22   23   68   69
CONECT   23   70
CONECT   24   25
CONECT   25   26   27   27
CONECT   26   71   72   73
END

HMDB0011147
     RDKit          3D
DG(O-18:0/2:0/0:0)
 73 72  0  0  0  0  0  0  0  0999 V2000
   -7.2840    1.7235    1.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4965    0.5831    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8685    0.3553   -0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2400   -0.6811   -1.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2984   -2.0708   -1.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5514   -2.7980   -0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1773   -2.7371    1.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3260   -1.7710    1.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9380   -1.5213    1.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7732   -0.9432   -0.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2605   -0.7412   -0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1824   -0.1568   -1.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2532    0.0364   -2.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9220    0.9998   -1.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3641    1.1316   -1.6403 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0796    2.0983   -0.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0633    1.6290    0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7121    0.2860    0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0213    0.2770    0.4368 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8478    1.1312    1.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2765    0.9892    0.6301 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2916    1.4401   -0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7988    2.7401   -0.8970 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7687   -0.3083    0.7940 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9335   -0.5468    1.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4458   -1.9432    1.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4743    0.4635    2.0565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9004    1.7979    2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0581    2.6349    0.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3763    1.4800    1.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4400    0.8604    0.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7523   -0.3709    1.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7709    1.3500   -1.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0166    0.2098   -0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7088   -0.5576   -2.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1720   -0.3571   -1.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4448   -2.3067   -1.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3035   -2.6916   -2.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1667   -3.9023   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5859   -3.2225   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1978   -2.6712    1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8993   -3.8215    1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1246   -2.2611    2.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7863   -0.8390    2.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3077   -2.4696    1.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4193   -0.8430    2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1292   -1.5914   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1842    0.0946   -0.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454   -1.7108   -0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9182    0.0044    0.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6481   -0.8151   -2.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7573    0.8040   -1.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7899   -0.9601   -2.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3557    0.3947   -3.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8622    0.6392   -0.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4712    2.0072   -1.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8857    0.1493   -1.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3970    1.4773   -2.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5280    3.0750   -0.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    2.1961   -1.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0538    1.5794    1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873    2.4004    1.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5870    0.0122    1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1196   -0.4603    0.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5853    2.1910    1.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8694    0.8798    2.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9431    1.6833    1.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6195    0.8054   -1.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2980    1.3825   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2329    3.2743   -1.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3761   -2.1465    2.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4983   -2.0162    1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7724   -2.6429    1.2386 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  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  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
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 16 59  1  0
 16 60  1  0
 17 61  1  0
 17 62  1  0
 18 63  1  0
 18 64  1  0
 20 65  1  0
 20 66  1  0
 21 67  1  1
 22 68  1  0
 22 69  1  0
 23 70  1  0
 26 71  1  0
 26 72  1  0
 26 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Acetyl-1-octadecyl-sn-glycerol	HMDB
DG(O-18:0/2:0/0:0)	HMDB
(2S)-1-Hydroxy-3-(octadecyloxy)propan-2-yl acetic acid	Generator

Chemical Formula

C₂₃H₄₆O₄

Average Molecular Weight

386.6089

Monoisotopic Molecular Weight

386.33960996

IUPAC Name

(2S)-1-hydroxy-3-(octadecyloxy)propan-2-yl acetate

Traditional Name

(2S)-1-hydroxy-3-(octadecyloxy)propan-2-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@](CO)(COCCCCCCCCCCCCCCCCCC)OC(C)=O

InChI Identifier

InChI=1S/C23H46O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-26-21-23(20-24)27-22(2)25/h23-24H,3-21H2,1-2H3/t23-/m0/s1

InChI Key

HUQABGDIJUXLRG-QHCPKHFHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-alkyl,2-acylglycerols. These are glycerides consisting of two fatty acyl chains covalently bonded to a glycerol molecule at the 1- and 2-positions through an ether and an ester linkage, respectively.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Diradylglycerols

Direct Parent

1-alkyl,2-acylglycerols

Alternative Parents

Substituents

1-alkyl,2-acylglycerol
Glycerol ether
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Ingestion

Physical Properties

State

Solid

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 Spectral Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.8e-05 g/L	ALOGPS
logP	10^(7.98) g/L	ALOGPS
logP	10^(6.79) g/L	ChemAxon
logS	10^(-6.6) g/L	ALOGPS
pKa (Strongest Acidic)	14.58	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	112.71 m³·mol⁻¹	ChemAxon
Polarizability	50.7 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 Spectral Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	201.218	31661259
DarkChem	[M-H]-	199.182	31661259

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
DG(O-18:0/2:0/0:0),1TMS,#1	CCCCCCCCCCCCCCCCCCOC[C@H](CO[Si](C)(C)C)OC(C)=O	2757.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
DG(O-18:0/2:0/0:0),1TBDMS,#1	CCCCCCCCCCCCCCCCCCOC[C@H](CO[Si](C)(C)C(C)(C)C)OC(C)=O	3025.2	Semi standard non polar	https://arxiv.org/abs/1905.12712

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - DG(O-18:0/2:0/0:0) GC-MS (1 TMS) - 70eV, Positive	splash10-0udl-8941000000-8cb2d7a88d725caf4f5d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DG(O-18:0/2:0/0:0) 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 - DG(O-18:0/2:0/0:0) 10V, Positive-QTOF	splash10-0670-9627000000-7c9853a7a9d5588a20f9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(O-18:0/2:0/0:0) 20V, Positive-QTOF	splash10-0690-9327000000-f5c7f9ffd36f8b2847cb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(O-18:0/2:0/0:0) 40V, Positive-QTOF	splash10-0a4m-9100000000-6da2d1afb6f7eded1236	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(O-18:0/2:0/0:0) 10V, Negative-QTOF	splash10-0a4i-9023000000-79d41c80f28d5627b418	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(O-18:0/2:0/0:0) 20V, Negative-QTOF	splash10-0a4i-9120000000-9b18161c5955799e631f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DG(O-18:0/2:0/0:0) 40V, Negative-QTOF	splash10-0a4i-9000000000-f5a58325622853386dc9	2021-09-24	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

FDB027922

KNApSAcK ID

Not Available

Chemspider ID

18558312

KEGG Compound ID

C03820

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13341683

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.

Only showing the first 10 proteins. There are 130 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Diacylglycerol kinase theta

General function:: Involved in diacylglycerol kinase activity
Specific function:: Phosphorylates diacylglycerol (DAG) to generate phosphatidic acid (PA). May regulate the activity of protein kinase C by controlling the balance between these two signaling lipids. Activated in the nucleus in response to alpha-thrombin and nerve growth factor. May be involved in cAMP- induced activation of NR5A1 and subsequent steroidogenic gene transcription by delivering PA as ligand for NR5A1. Acts synergistically with NR5A1 on CYP17 transcriptional activity
Gene Name:: DGKQ
Uniprot ID:: P52824
Molecular weight:: 101154.0

Enzyme Details

2. Pancreatic triacylglycerol lipase

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: PNLIP
Uniprot ID:: P16233
Molecular weight:: 51156.48

Enzyme Details

3. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-1

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:: PLCB1
Uniprot ID:: Q9NQ66
Molecular weight:: 138565.805

Enzyme Details

4. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-4

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes. This form has a role in retina signal transduction.
Gene Name:: PLCB4
Uniprot ID:: Q15147
Molecular weight:: 136105.065

Enzyme Details

5. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-2

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:: PLCB2
Uniprot ID:: Q00722
Molecular weight:: 134023.21

Enzyme Details

6. Diacylglycerol kinase gamma

General function:: Involved in diacylglycerol kinase activity
Specific function:: Reverses the normal flow of glycerolipid biosynthesis by phosphorylating diacylglycerol back to phosphatidic acid
Gene Name:: DGKG
Uniprot ID:: P49619
Molecular weight:: 89095.3

Enzyme Details

7. Hepatic triacylglycerol lipase

General function:: Involved in catalytic activity
Specific function:: Hepatic lipase has the capacity to catalyze hydrolysis of phospholipids, mono-, di-, and triglycerides, and acyl-CoA thioesters. It is an important enzyme in HDL metabolism. Hepatic lipase binds heparin.
Gene Name:: LIPC
Uniprot ID:: P11150
Molecular weight:: 55914.1

Enzyme Details

8. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-3

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:: PLCB3
Uniprot ID:: Q01970
Molecular weight:: 138797.725

Enzyme Details

9. Inactive pancreatic lipase-related protein 1

General function:: Involved in catalytic activity
Specific function:: May function as inhibitor of dietary triglyceride digestion. Lacks detectable lipase activity towards triglycerides, diglycerides, phosphatidylcholine, galactolipids or cholesterol esters (in vitro) (By similarity).
Gene Name:: PNLIPRP1
Uniprot ID:: P54315
Molecular weight:: Not Available

Enzyme Details

10. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-2

General function:: Involved in phosphoinositide phospholipase C activity
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes. It is a crucial enzyme in transmembrane signaling.
Gene Name:: PLCG2
Uniprot ID:: P16885
Molecular weight:: 147868.67

Only showing the first 10 proteins. There are 130 proteins in total.

Show all enzymes and transporters

Showing metabocard for DG(O-18:0/2:0/0:0) (HMDB0011147)

MOL for HMDB0011147 (DG(O-18:0/2:0/0:0))

3D MOL for HMDB0011147 (DG(O-18:0/2:0/0:0))

3D SDF for HMDB0011147 (DG(O-18:0/2:0/0:0))

3D-SDF for HMDB0011147 (DG(O-18:0/2:0/0:0))

PDB for HMDB0011147 (DG(O-18:0/2:0/0:0))

3D PDB for HMDB0011147 (DG(O-18:0/2:0/0:0))

SMILES for HMDB0011147 (DG(O-18:0/2:0/0:0))

INCHI for HMDB0011147 (DG(O-18:0/2:0/0:0))

Structure for HMDB0011147 (DG(O-18:0/2:0/0:0))

3D Structure for HMDB0011147 (DG(O-18:0/2:0/0:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes