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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-02-04 11:42:13 UTC

Update Date

2022-03-07 02:51:13 UTC

HMDB ID

HMDB0011685

Secondary Accession Numbers

HMDB11685

Metabolite Identification

Common Name

DHAP(8:0)

Description

DHAP(8:0) is the octanoyl derivative of Dihydroxyacetone phosphate. It is also known as an alkyl-DHAP. This compound is formed by octanoic acid reacting with DHAP. Alkyl-DHAPs are intermediates in the synthesis of ether phospholipids. The initial steps of ether phospholipid biosynthesis take place in peroxisomes. Alkyl-dihydroxyacetonephosphate synthase is the peroxisomal enzyme that actually introduces the ether linkage. Levels of Alkyl-DHAP have been found to be strongly reduced in human fibroblasts derived from Zellweger syndrome and rhizomelic chondrodysplasia punctata patients. Four other enzymes are known to be involved in the metabolism of acyl-DHAP and alkyl-DHAP. These include: acyl-DHAP/alkyl-DHAP oxidoreductase, DHAP acyltransferase, alkyl-DHAP phosphohydrolase, and a dinitrofluorobenzene-insensitive acyl-DHAP acylhydrolase. Dihydroxyacetone phosphate (DHAP) is a biochemical compound primarily involved in the glycolysis metabolic pathway. DHAP is also the product of the dehydrogenation of L-glycerol-3-phosphate which is part of the entry of glycerol (sourced from triglycerides) into the glycolytic pathway. Conversely, reduction of glycolysis-derived DHAP to L-glycerol-3-phosphate provides adipose cells with the activated glycerol backbone they require to synthesize new triglycerides. Both reactions are catalyzed by the enzyme glycerol 3-phosphate dehydrogenase with NAD+/NADH as cofactor. DHAP may be referred to as glycerone phosphate in older texts.

Structure

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

HMDB0011685
     RDKit          3D
DHAP(8:0)
 40 39  0  0  0  0  0  0  0  0999 V2000
   -5.1779   -0.1706    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3501    0.9374    0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1994    1.2160   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8058    0.1185   -1.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2451   -1.1088   -0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9412   -0.9095    0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9232   -0.3954   -0.9174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4035   -0.1802   -0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6650   -0.3877    0.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4204    0.2917   -1.1001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7269    0.5442   -0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -0.6574   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8104   -1.7279   -0.0618 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7636   -0.5520    0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2465    0.7469    0.2991 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7984    0.9310    0.8667 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.2262    2.3652    0.6770 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9608    0.5639    2.5010 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8652   -0.0544   -0.0086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7035    0.1011    2.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7405   -1.1017    1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1558   -0.3800    1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2801    0.6707   -0.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6917    1.8920    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3107    1.4381    0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4246    2.1624   -0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0490    0.4710   -2.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7076   -0.2357   -1.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9266   -1.7813   -1.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9257   -1.7563   -0.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0174   -0.2441    0.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390   -1.9289    0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8068   -1.1378   -1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2002    0.5818   -1.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3223    0.8539   -1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7763    1.4038    0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4429   -1.3089   -0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6995   -0.8192    1.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2953   -0.1224    2.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4251   -0.3294   -0.8661 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  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
 11 35  1  0
 11 36  1  0
 14 37  1  0
 14 38  1  0
 18 39  1  0
 19 40  1  0
M  END


  Mrv0541 02241201502D          

 19 18  0  0  0  0            999 V2000
   10.4025   -4.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8150   -4.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8150   -3.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5774   -4.2636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6400   -3.5492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4025   -5.6926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0525   -2.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6400   -2.1202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8776   -2.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2901   -3.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3526   -4.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1151   -3.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5276   -4.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8150   -6.4071    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.1005   -6.8196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5295   -5.9946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2275   -7.1215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7650   -4.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5900   -4.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  1  2  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 13 12  1  0  0  0  0
  5  7  1  0  0  0  0
 15 14  2  0  0  0  0
 16 14  1  0  0  0  0
 17 14  1  0  0  0  0
  6 14  1  0  0  0  0
 18 11  1  0  0  0  0
 19 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011685

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC(=O)OCC(=O)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H21O7P/c1-2-3-4-5-6-7-11(13)17-8-10(12)9-18-19(14,15)16/h2-9H2,1H3,(H2,14,15,16)

> <INCHI_KEY>
PQQGELFARUCGEM-UHFFFAOYSA-N

> <FORMULA>
C11H21O7P

> <MOLECULAR_WEIGHT>
296.254

> <EXACT_MASS>
296.102489538

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
29.04223895260464

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[3-(octanoyloxy)-2-oxopropoxy]phosphonic acid

> <ALOGPS_LOGP>
1.05

> <JCHEM_LOGP>
1.7127222673333327

> <ALOGPS_LOGS>
-2.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.21861561241517

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1885214774916149

> <JCHEM_PKA_STRONGEST_BASIC>
-7.034611009881277

> <JCHEM_POLAR_SURFACE_AREA>
110.13000000000001

> <JCHEM_REFRACTIVITY>
67.2555

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.61e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(octanoyloxy)-2-oxopropoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011685
     RDKit          3D
DHAP(8:0)
 40 39  0  0  0  0  0  0  0  0999 V2000
   -5.1779   -0.1706    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3501    0.9374    0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1994    1.2160   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8058    0.1185   -1.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2451   -1.1088   -0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9412   -0.9095    0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9232   -0.3954   -0.9174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4035   -0.1802   -0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6650   -0.3877    0.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4204    0.2917   -1.1001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7269    0.5442   -0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -0.6574   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8104   -1.7279   -0.0618 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7636   -0.5520    0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2465    0.7469    0.2991 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7984    0.9310    0.8667 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.2262    2.3652    0.6770 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9608    0.5639    2.5010 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8652   -0.0544   -0.0086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7035    0.1011    2.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7405   -1.1017    1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1558   -0.3800    1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2801    0.6707   -0.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6917    1.8920    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3107    1.4381    0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4246    2.1624   -0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0490    0.4710   -2.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7076   -0.2357   -1.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9266   -1.7813   -1.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9257   -1.7563   -0.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0174   -0.2441    0.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390   -1.9289    0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8068   -1.1378   -1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2002    0.5818   -1.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3223    0.8539   -1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7763    1.4038    0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4429   -1.3089   -0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6995   -0.8192    1.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2953   -0.1224    2.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4251   -0.3294   -0.8661 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  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
 11 35  1  0
 11 36  1  0
 14 37  1  0
 14 38  1  0
 18 39  1  0
 19 40  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      19.418  -7.959   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.188  -9.293   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.188  -6.625   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      17.878  -7.959   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      21.728  -6.625   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      19.418 -10.626   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      22.498  -5.291   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      21.728  -3.958   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      24.038  -5.291   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.808  -6.625   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      28.658  -7.959   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.348  -6.625   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.118  -7.959   0.000  0.00  0.00           C+0
HETATM   14  P   UNK     0      20.188 -11.960   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      18.854 -12.730   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      21.522 -11.190   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      20.958 -13.293   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      29.428  -9.293   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.968  -9.293   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    6                                                       
CONECT    3    1    5                                                       
CONECT    4    1                                                            
CONECT    5    3    7                                                       
CONECT    6    2   14                                                       
CONECT    7    8    9    5                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   12                                                       
CONECT   11   13   18                                                       
CONECT   12   10   13                                                       
CONECT   13   11   12                                                       
CONECT   14   15   16   17    6                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   11   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0011685
HETATM    1  C1  UNL     1      -5.178  -0.171   1.462  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.350   0.937   0.495  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.199   1.216  -0.397  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.806   0.119  -1.286  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.245  -1.109  -0.679  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.941  -0.909   0.080  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.923  -0.395  -0.917  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.404  -0.180  -0.281  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.665  -0.388   0.908  1.00  0.00           O  
HETATM   10  O2  UNL     1       1.420   0.292  -1.100  1.00  0.00           O  
HETATM   11  C9  UNL     1       2.727   0.544  -0.646  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.374  -0.657  -0.099  1.00  0.00           C  
HETATM   13  O3  UNL     1       2.810  -1.728  -0.062  1.00  0.00           O  
HETATM   14  C11 UNL     1       4.764  -0.552   0.424  1.00  0.00           C  
HETATM   15  O4  UNL     1       5.247   0.747   0.299  1.00  0.00           O  
HETATM   16  P1  UNL     1       6.798   0.931   0.867  1.00  0.00           P  
HETATM   17  O5  UNL     1       7.226   2.365   0.677  1.00  0.00           O  
HETATM   18  O6  UNL     1       6.961   0.564   2.501  1.00  0.00           O  
HETATM   19  O7  UNL     1       7.865  -0.054  -0.009  1.00  0.00           O  
HETATM   20  H1  UNL     1      -5.704   0.101   2.453  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.740  -1.102   1.139  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.156  -0.380   1.789  1.00  0.00           H  
HETATM   23  H4  UNL     1      -6.280   0.671  -0.125  1.00  0.00           H  
HETATM   24  H5  UNL     1      -5.692   1.892   1.017  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.311   1.438   0.283  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.425   2.162  -0.966  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.049   0.471  -2.059  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.708  -0.236  -1.912  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.927  -1.781  -1.562  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.926  -1.756  -0.125  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.017  -0.244   0.943  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.639  -1.929   0.417  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.807  -1.138  -1.719  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.200   0.582  -1.359  1.00  0.00           H  
HETATM   35  H16 UNL     1       3.322   0.854  -1.551  1.00  0.00           H  
HETATM   36  H17 UNL     1       2.776   1.404   0.060  1.00  0.00           H  
HETATM   37  H18 UNL     1       5.443  -1.309  -0.018  1.00  0.00           H  
HETATM   38  H19 UNL     1       4.699  -0.819   1.518  1.00  0.00           H  
HETATM   39  H20 UNL     1       6.295  -0.122   2.721  1.00  0.00           H  
HETATM   40  H21 UNL     1       7.425  -0.329  -0.866  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   31   32
CONECT    7    8   33   34
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   35   36
CONECT   12   13   13   14
CONECT   14   15   37   38
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   39
CONECT   19   40
END

HMDB0011685
     RDKit          3D
DHAP(8:0)
 40 39  0  0  0  0  0  0  0  0999 V2000
   -5.1779   -0.1706    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3501    0.9374    0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1994    1.2160   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8058    0.1185   -1.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2451   -1.1088   -0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9412   -0.9095    0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9232   -0.3954   -0.9174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4035   -0.1802   -0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6650   -0.3877    0.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4204    0.2917   -1.1001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7269    0.5442   -0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -0.6574   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8104   -1.7279   -0.0618 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7636   -0.5520    0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2465    0.7469    0.2991 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7984    0.9310    0.8667 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.2262    2.3652    0.6770 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9608    0.5639    2.5010 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8652   -0.0544   -0.0086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7035    0.1011    2.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7405   -1.1017    1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1558   -0.3800    1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2801    0.6707   -0.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6917    1.8920    1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3107    1.4381    0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4246    2.1624   -0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0490    0.4710   -2.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7076   -0.2357   -1.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9266   -1.7813   -1.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9257   -1.7563   -0.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0174   -0.2441    0.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390   -1.9289    0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8068   -1.1378   -1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2002    0.5818   -1.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3223    0.8539   -1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7763    1.4038    0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4429   -1.3089   -0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6995   -0.8192    1.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2953   -0.1224    2.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4251   -0.3294   -0.8661 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  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
 11 35  1  0
 11 36  1  0
 14 37  1  0
 14 38  1  0
 18 39  1  0
 19 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Capryloylglycerone 3-phosphate	HMDB
1-Octanoylglycerone 3-phosphate	HMDB
Alkyldihydroxyacetonephosphate	HMDB
Octanoyl dhap	HMDB
Octanoyl dihydroxyacetone phosphate	HMDB
Octanoyl-glycerone 3-phosphate	HMDB
Octanoyldihydroxyacetonephosphate	HMDB
[3-(Octanoyloxy)-2-oxopropoxy]phosphonate	Generator, HMDB

Chemical Formula

C₁₁H₂₁O₇P

Average Molecular Weight

296.254

Monoisotopic Molecular Weight

296.102489538

IUPAC Name

[3-(octanoyloxy)-2-oxopropoxy]phosphonic acid

Traditional Name

3-(octanoyloxy)-2-oxopropoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCC(=O)OCC(=O)COP(O)(O)=O

InChI Identifier

InChI=1S/C11H21O7P/c1-2-3-4-5-6-7-11(13)17-8-10(12)9-18-19(14,15)16/h2-9H2,1H3,(H2,14,15,16)

InChI Key

PQQGELFARUCGEM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-acylglycerone-phosphates. These are glycerone-3-phosphates carrying an acyl substituent at the 1-position.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

O-acylglycerone-phosphates

Alternative Parents

Substituents

O-acylglycerone-phosphate
Monosaccharide phosphate
Fatty acid ester
Alpha-acyloxy ketone
Monoalkyl phosphate
Monosaccharide
Organic phosphoric acid derivative
Phosphoric acid ester
Fatty acyl
Alkyl phosphate
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Source

Endogenous

Endogenous (HMDB: HMDB0011685)

Exogenous

Food

Food (HMDB: HMDB0011685)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0011685)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0011685)

Role

Biological role

Energy source (HMDB: HMDB0011685)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0011685)

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 Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.61 g/L	ALOGPS
logP	1.05	ALOGPS
logP	1.71	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	1.19	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	110.13 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	67.26 m³·mol⁻¹	ChemAxon
Polarizability	29.04 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	173.093	31661259
DarkChem	[M-H]-	167.199	31661259
DeepCCS	[M+H]+	160.455	30932474
DeepCCS	[M-H]-	157.003	30932474
DeepCCS	[M-2H]-	192.741	30932474
DeepCCS	[M+Na]+	169.033	30932474
AllCCS	[M+H]+	167.9	32859911
AllCCS	[M+H-H2O]+	164.9	32859911
AllCCS	[M+NH4]+	170.6	32859911
AllCCS	[M+Na]+	171.4	32859911
AllCCS	[M-H]-	166.9	32859911
AllCCS	[M+Na-2H]-	167.6	32859911
AllCCS	[M+HCOO]-	168.5	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.	6.81 minutes	32390414
Predicted by Siyang on May 30, 2022	10.3527 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.0 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1521.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	212.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	133.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	162.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	153.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	403.2 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	468.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	324.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	819.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	370.3 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	894.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	263.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	278.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	362.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	137.1 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	191.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
DHAP(8:0)	CCCCCCCC(=O)OCC(=O)COP(O)(O)=O	3316.1	Standard polar	33892256
DHAP(8:0)	CCCCCCCC(=O)OCC(=O)COP(O)(O)=O	1907.5	Standard non polar	33892256
DHAP(8:0)	CCCCCCCC(=O)OCC(=O)COP(O)(O)=O	2246.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
DHAP(8:0),1TMS,isomer #1	CCCCCCCC(=O)OCC(=O)COP(=O)(O)O[Si](C)(C)C	2238.3	Semi standard non polar	33892256
DHAP(8:0),1TMS,isomer #1	CCCCCCCC(=O)OCC(=O)COP(=O)(O)O[Si](C)(C)C	2118.9	Standard non polar	33892256
DHAP(8:0),1TMS,isomer #1	CCCCCCCC(=O)OCC(=O)COP(=O)(O)O[Si](C)(C)C	3104.9	Standard polar	33892256
DHAP(8:0),1TMS,isomer #2	CCCCCCCC(=O)OCC(=COP(=O)(O)O)O[Si](C)(C)C	2266.4	Semi standard non polar	33892256
DHAP(8:0),1TMS,isomer #2	CCCCCCCC(=O)OCC(=COP(=O)(O)O)O[Si](C)(C)C	2180.1	Standard non polar	33892256
DHAP(8:0),1TMS,isomer #2	CCCCCCCC(=O)OCC(=COP(=O)(O)O)O[Si](C)(C)C	3494.7	Standard polar	33892256
DHAP(8:0),1TMS,isomer #3	CCCCCCCC(=O)OC=C(COP(=O)(O)O)O[Si](C)(C)C	2285.4	Semi standard non polar	33892256
DHAP(8:0),1TMS,isomer #3	CCCCCCCC(=O)OC=C(COP(=O)(O)O)O[Si](C)(C)C	2178.9	Standard non polar	33892256
DHAP(8:0),1TMS,isomer #3	CCCCCCCC(=O)OC=C(COP(=O)(O)O)O[Si](C)(C)C	3643.8	Standard polar	33892256
DHAP(8:0),2TMS,isomer #1	CCCCCCCC(=O)OCC(=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2314.6	Semi standard non polar	33892256
DHAP(8:0),2TMS,isomer #1	CCCCCCCC(=O)OCC(=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2189.5	Standard non polar	33892256
DHAP(8:0),2TMS,isomer #1	CCCCCCCC(=O)OCC(=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2606.1	Standard polar	33892256
DHAP(8:0),2TMS,isomer #2	CCCCCCCC(=O)OCC(=COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2326.8	Semi standard non polar	33892256
DHAP(8:0),2TMS,isomer #2	CCCCCCCC(=O)OCC(=COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2224.8	Standard non polar	33892256
DHAP(8:0),2TMS,isomer #2	CCCCCCCC(=O)OCC(=COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2910.2	Standard polar	33892256
DHAP(8:0),2TMS,isomer #3	CCCCCCCC(=O)OC=C(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2339.7	Semi standard non polar	33892256
DHAP(8:0),2TMS,isomer #3	CCCCCCCC(=O)OC=C(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2217.8	Standard non polar	33892256
DHAP(8:0),2TMS,isomer #3	CCCCCCCC(=O)OC=C(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C	2959.1	Standard polar	33892256
DHAP(8:0),3TMS,isomer #1	CCCCCCCC(=O)OCC(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2367.3	Semi standard non polar	33892256
DHAP(8:0),3TMS,isomer #1	CCCCCCCC(=O)OCC(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2290.5	Standard non polar	33892256
DHAP(8:0),3TMS,isomer #1	CCCCCCCC(=O)OCC(=COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2509.8	Standard polar	33892256
DHAP(8:0),3TMS,isomer #2	CCCCCCCC(=O)OC=C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2385.9	Semi standard non polar	33892256
DHAP(8:0),3TMS,isomer #2	CCCCCCCC(=O)OC=C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2271.8	Standard non polar	33892256
DHAP(8:0),3TMS,isomer #2	CCCCCCCC(=O)OC=C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2557.6	Standard polar	33892256
DHAP(8:0),1TBDMS,isomer #1	CCCCCCCC(=O)OCC(=O)COP(=O)(O)O[Si](C)(C)C(C)(C)C	2477.0	Semi standard non polar	33892256
DHAP(8:0),1TBDMS,isomer #1	CCCCCCCC(=O)OCC(=O)COP(=O)(O)O[Si](C)(C)C(C)(C)C	2324.9	Standard non polar	33892256
DHAP(8:0),1TBDMS,isomer #1	CCCCCCCC(=O)OCC(=O)COP(=O)(O)O[Si](C)(C)C(C)(C)C	3190.4	Standard polar	33892256
DHAP(8:0),1TBDMS,isomer #2	CCCCCCCC(=O)OCC(=COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	2525.3	Semi standard non polar	33892256
DHAP(8:0),1TBDMS,isomer #2	CCCCCCCC(=O)OCC(=COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	2334.3	Standard non polar	33892256
DHAP(8:0),1TBDMS,isomer #2	CCCCCCCC(=O)OCC(=COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	3500.2	Standard polar	33892256
DHAP(8:0),1TBDMS,isomer #3	CCCCCCCC(=O)OC=C(COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	2523.8	Semi standard non polar	33892256
DHAP(8:0),1TBDMS,isomer #3	CCCCCCCC(=O)OC=C(COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	2354.3	Standard non polar	33892256
DHAP(8:0),1TBDMS,isomer #3	CCCCCCCC(=O)OC=C(COP(=O)(O)O)O[Si](C)(C)C(C)(C)C	3629.1	Standard polar	33892256
DHAP(8:0),2TBDMS,isomer #1	CCCCCCCC(=O)OCC(=O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2766.7	Semi standard non polar	33892256
DHAP(8:0),2TBDMS,isomer #1	CCCCCCCC(=O)OCC(=O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2530.5	Standard non polar	33892256
DHAP(8:0),2TBDMS,isomer #1	CCCCCCCC(=O)OCC(=O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2827.7	Standard polar	33892256
DHAP(8:0),2TBDMS,isomer #2	CCCCCCCC(=O)OCC(=COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2777.7	Semi standard non polar	33892256
DHAP(8:0),2TBDMS,isomer #2	CCCCCCCC(=O)OCC(=COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2553.7	Standard non polar	33892256
DHAP(8:0),2TBDMS,isomer #2	CCCCCCCC(=O)OCC(=COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3089.4	Standard polar	33892256
DHAP(8:0),2TBDMS,isomer #3	CCCCCCCC(=O)OC=C(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2791.1	Semi standard non polar	33892256
DHAP(8:0),2TBDMS,isomer #3	CCCCCCCC(=O)OC=C(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2556.9	Standard non polar	33892256
DHAP(8:0),2TBDMS,isomer #3	CCCCCCCC(=O)OC=C(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3098.2	Standard polar	33892256
DHAP(8:0),3TBDMS,isomer #1	CCCCCCCC(=O)OCC(=COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3004.1	Semi standard non polar	33892256
DHAP(8:0),3TBDMS,isomer #1	CCCCCCCC(=O)OCC(=COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2707.1	Standard non polar	33892256
DHAP(8:0),3TBDMS,isomer #1	CCCCCCCC(=O)OCC(=COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2800.6	Standard polar	33892256
DHAP(8:0),3TBDMS,isomer #2	CCCCCCCC(=O)OC=C(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3022.7	Semi standard non polar	33892256
DHAP(8:0),3TBDMS,isomer #2	CCCCCCCC(=O)OC=C(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2695.3	Standard non polar	33892256
DHAP(8:0),3TBDMS,isomer #2	CCCCCCCC(=O)OC=C(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2820.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - DHAP(8:0) GC-MS (Non-derivatized) - 70eV, Positive	splash10-000j-8900000000-938c4a45f306ee6a0b13	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - DHAP(8:0) 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 - DHAP(8:0) 10V, Positive-QTOF	splash10-0002-4950000000-d790e8d3f12567bd72a9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DHAP(8:0) 20V, Positive-QTOF	splash10-0fc1-5910000000-700b313840cb08c20ef5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DHAP(8:0) 40V, Positive-QTOF	splash10-052e-9100000000-1ecfd37baa73a2806e4d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DHAP(8:0) 10V, Negative-QTOF	splash10-004m-3930000000-73090c075c711c3517ce	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DHAP(8:0) 20V, Negative-QTOF	splash10-004i-9400000000-63eebeadc98d905f3bb5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DHAP(8:0) 40V, Negative-QTOF	splash10-004i-9000000000-d15f0a645758e7d9f287	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DHAP(8:0) 10V, Negative-QTOF	splash10-0002-1190000000-51e1c79820945e36db4d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DHAP(8:0) 20V, Negative-QTOF	splash10-002f-5900000000-bb046a9b4c6e42e67ecd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DHAP(8:0) 40V, Negative-QTOF	splash10-004i-1900000000-d2b568173010e7866d12	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DHAP(8:0) 10V, Positive-QTOF	splash10-002b-0590000000-7b37c61be3ec420fc992	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DHAP(8:0) 20V, Positive-QTOF	splash10-00b9-4900000000-bf8b810ddb0c7cb9ef7e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DHAP(8:0) 40V, Positive-QTOF	splash10-0002-9100000000-ff89ef345f1824d86e28	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB028372

KNApSAcK ID

Not Available

Chemspider ID

30776598

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481029

PDB ID

Not Available

ChEBI ID

172525

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for DHAP(8:0) (HMDB0011685)

MOL for HMDB0011685 (DHAP(8:0))

3D MOL for HMDB0011685 (DHAP(8:0))

3D SDF for HMDB0011685 (DHAP(8:0))

3D-SDF for HMDB0011685 (DHAP(8:0))

PDB for HMDB0011685 (DHAP(8:0))

3D PDB for HMDB0011685 (DHAP(8:0))

SMILES for HMDB0011685 (DHAP(8:0))

INCHI for HMDB0011685 (DHAP(8:0))

Structure for HMDB0011685 (DHAP(8:0))

3D Structure for HMDB0011685 (DHAP(8:0))

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra