Showing metabocard for Dihydroxyacetone phosphate acyl ester (MMDBc0032956)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:28:49 UTC
Update Date2022-08-31 21:49:10 UTC
Metabolite IDMMDBc0032956
Metabolite Identification
Common NameDihydroxyacetone phosphate acyl ester
DescriptionDihydroxyacetone phosphate acyl ester (1-acylglycerone 3-phosphate) is found in the glycerophospholipid metabolism and ether lipid metabolism pathways. In the glycerophospholipid metabolism pathway, 1-acylglycerone 3-phosphate is created from glycerone phosphate, a reaction catalyzed by glyceronephosphate O-acyltransferase [EC:2.3.1.42].
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000560be1b98870>


  Mrv0541 02241201532D          

 12 11  0  0  0  0            999 V2000
   12.2575   -5.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8450   -4.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0201   -4.9732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2575   -4.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8450   -3.5442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2575   -2.8303    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.9720   -3.2428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5430   -2.4179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6699   -2.1158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0824   -5.6877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4949   -6.4023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3198   -6.4023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x0000560be1b98870>

HMDB0011750
     RDKit          3D
Dihydroxyacetone Phosphate Acyl Ester
 19 18  0  0  0  0  0  0  0  0999 V2000
    3.5142   -1.2328    0.9863 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4955   -0.5655    1.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4505   -0.4929    0.3585 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5363   -1.1759   -0.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2979   -0.9459   -1.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2458   -1.4799   -2.7803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8353   -0.1182   -1.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5326    0.3685    0.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7799    1.3247    0.6636 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.3447    2.1584   -0.4369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    0.2777    1.3345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1550    2.2501    1.9283 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4802   -0.0672    2.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6720   -2.2510   -0.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3829   -0.7849   -1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7441   -0.7439   -1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0349    0.7511   -1.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5328   -0.4768    1.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1829    3.2044    1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
  2 13  1  0
  4 14  1  0
  4 15  1  0
  7 16  1  0
  7 17  1  0
 11 18  1  0
 12 19  1  0
M  END
Download

3D SDF for #<Metabolite:0x0000560be1b98870>


  Mrv0541 02241201532D          

 12 11  0  0  0  0            999 V2000
   12.2575   -5.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8450   -4.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0201   -4.9732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2575   -4.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8450   -3.5442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2575   -2.8303    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.9720   -3.2428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5430   -2.4179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6699   -2.1158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0824   -5.6877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4949   -6.4023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3198   -6.4023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032956

> <DATABASE_NAME>
MIME

> <SMILES>
OP(O)(=O)OCC(=O)COC=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H7O7P/c5-3-10-1-4(6)2-11-12(7,8)9/h3H,1-2H2,(H2,7,8,9)

> <INCHI_KEY>
IWFZHMQFZRLGDQ-UHFFFAOYSA-N

> <FORMULA>
C4H7O7P

> <MOLECULAR_WEIGHT>
198.0679

> <EXACT_MASS>
197.99293909

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
14.720274636898598

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.16

> <JCHEM_LOGP>
-1.2593556126666665

> <ALOGPS_LOGS>
-1.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.218634733336706

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1885405984363047

> <JCHEM_PKA_STRONGEST_BASIC>
-6.824718193596055

> <JCHEM_POLAR_SURFACE_AREA>
110.13000000000002

> <JCHEM_REFRACTIVITY>
35.1331

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x0000560be1b98870>

HMDB0011750
     RDKit          3D
Dihydroxyacetone Phosphate Acyl Ester
 19 18  0  0  0  0  0  0  0  0999 V2000
    3.5142   -1.2328    0.9863 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4955   -0.5655    1.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4505   -0.4929    0.3585 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5363   -1.1759   -0.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2979   -0.9459   -1.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2458   -1.4799   -2.7803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8353   -0.1182   -1.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5326    0.3685    0.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7799    1.3247    0.6636 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.3447    2.1584   -0.4369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    0.2777    1.3345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1550    2.2501    1.9283 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4802   -0.0672    2.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6720   -2.2510   -0.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3829   -0.7849   -1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7441   -0.7439   -1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0349    0.7511   -1.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5328   -0.4768    1.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1829    3.2044    1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
  2 13  1  0
  4 14  1  0
  4 15  1  0
  7 16  1  0
  7 17  1  0
 11 18  1  0
 12 19  1  0
M  END
Download

PDB for #<Metabolite:0x0000560be1b98870>

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      22.881 -10.617   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      22.111  -9.283   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      20.571  -9.283   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      22.881  -7.950   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      22.111  -6.616   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0      22.881  -5.283   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0      24.214  -6.053   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      21.547  -4.513   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      23.650  -3.949   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      24.420 -10.617   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      25.190 -11.951   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      26.730 -11.951   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    1   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
Download

3D PDB for #<Metabolite:0x0000560be1b98870>

COMPND    HMDB0011750
HETATM    1  O1  UNL     1       3.514  -1.233   0.986  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.496  -0.565   1.267  1.00  0.00           C  
HETATM    3  O2  UNL     1       1.450  -0.493   0.358  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.536  -1.176  -0.890  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.298  -0.946  -1.685  1.00  0.00           C  
HETATM    6  O3  UNL     1       0.246  -1.480  -2.780  1.00  0.00           O  
HETATM    7  C4  UNL     1      -0.835  -0.118  -1.206  1.00  0.00           C  
HETATM    8  O4  UNL     1      -0.533   0.369   0.049  1.00  0.00           O  
HETATM    9  P1  UNL     1      -1.780   1.325   0.664  1.00  0.00           P  
HETATM   10  O5  UNL     1      -2.345   2.158  -0.437  1.00  0.00           O  
HETATM   11  O6  UNL     1      -2.933   0.278   1.334  1.00  0.00           O  
HETATM   12  O7  UNL     1      -1.155   2.250   1.928  1.00  0.00           O  
HETATM   13  H1  UNL     1       2.480  -0.067   2.225  1.00  0.00           H  
HETATM   14  H2  UNL     1       1.672  -2.251  -0.733  1.00  0.00           H  
HETATM   15  H3  UNL     1       2.383  -0.785  -1.494  1.00  0.00           H  
HETATM   16  H4  UNL     1      -1.744  -0.744  -1.188  1.00  0.00           H  
HETATM   17  H5  UNL     1      -1.035   0.751  -1.860  1.00  0.00           H  
HETATM   18  H6  UNL     1      -2.533  -0.477   1.791  1.00  0.00           H  
HETATM   19  H7  UNL     1      -1.183   3.204   1.671  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4
CONECT    4    5   14   15
CONECT    5    6    6    7
CONECT    7    8   16   17
CONECT    8    9
CONECT    9   10   10   11   12
CONECT   11   18
CONECT   12   19
END
Download

SMILES for #<Metabolite:0x0000560be1b98870>

OP(O)(=O)OCC(=O)COC=O
Download

INCHI for #<Metabolite:0x0000560be1b98870>

InChI=1S/C4H7O7P/c5-3-10-1-4(6)2-11-12(7,8)9/h3H,1-2H2,(H2,7,8,9)
Download
Synonyms
ValueSource
Dihydroxyacetone phosphoric acid acyl esterGenerator
1-Acyl-glycerone 3-phosphateHMDB
1-Acylglycerone 3-phosphateHMDB
1-Acylglycerone 3-phosphatesHMDB
Acylglycerone phosphateHMDB
[3-(Formyloxy)-2-oxopropoxy]phosphonateGenerator, HMDB
Molecular FormulaC4H7O7P
Average Mass198.0679
Monoisotopic Mass197.99293909
IUPAC Name[3-(formyloxy)-2-oxopropoxy]phosphonic acid
Traditional Name3-(formyloxy)-2-oxopropoxyphosphonic acid
CAS Registry NumberNot Available
SMILES
OP(O)(=O)OCC(=O)COC=O
InChI Identifier
InChI=1S/C4H7O7P/c5-3-10-1-4(6)2-11-12(7,8)9/h3H,1-2H2,(H2,7,8,9)
InChI KeyIWFZHMQFZRLGDQ-UHFFFAOYSA-N