Showing metabocard for Glycerone phosphate (MMDBc0047845)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 15:45:38 UTC
Update Date2022-09-01 01:59:58 UTC
Metabolite IDMMDBc0047845
Metabolite Identification
Common NameGlycerone phosphate
DescriptionGlycerone phosphate belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. DHAP is a precursor to 2-oxopropanal. Dihydroxyacetone phosphate (DHAP, also glycerone phosphate in older texts) is the anion with the formula HOCH2C(O)CH2OPO32-. Glycerone phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Glycerone phosphate exists in both E. coli (prokaryote) and yeast (eukaryote). In humans, glycerone phosphate is involved in plasmalogen synthesis. It is also used in the synthesis of sedoheptulose 1,7-bisphosphate and fructose 1,6-bisphosphate, both of which are used to reform ribulose 5-phosphate, the 'key' carbohydrate of the Calvin cycle. Click on genes, proteins and metabolites below to link to respective articles. It is rapidly and reversibly isomerised to glyceraldehyde 3-phosphate. Enzyme 5.3.1.1 at KEGG Pathway Database.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fecdfad30f8>


  Mrv0541 10101211182D          

 12  9  0  0  0  0            999 V2000
    1.3200   -1.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0825   -0.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9075   -0.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1450   -1.0003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3200    0.4287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9800    0.4287    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.1550    1.2537    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.1550   -0.3963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3300    0.4287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1550    0.4287    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.3843    0.0000    0.0000 Li  0  3  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.6503    0.0000 Li  0  3  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  2  0  0  0  0
  9  2  1  0  0  0  0
 10  6  1  0  0  0  0
 10  7  1  0  0  0  0
 10  8  2  0  0  0  0
 10  9  1  0  0  0  0
M  CHG  4   6  -1   7  -1  11   1  12   1
M  END
Download

3D MOL for #<Metabolite:0x00007fecdfad30f8>

Download
3D SDF for #<Metabolite:0x00007fecdfad30f8>

  Mrv0541 10101211182D          

 12  9  0  0  0  0            999 V2000
    1.3200   -1.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0825   -0.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9075   -0.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1450   -1.0003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3200    0.4287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9800    0.4287    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.1550    1.2537    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.1550   -0.3963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3300    0.4287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1550    0.4287    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.3843    0.0000    0.0000 Li  0  3  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.6503    0.0000 Li  0  3  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  2  0  0  0  0
  9  2  1  0  0  0  0
 10  6  1  0  0  0  0
 10  7  1  0  0  0  0
 10  8  2  0  0  0  0
 10  9  1  0  0  0  0
M  CHG  4   6  -1   7  -1  11   1  12   1
M  END
> <DATABASE_ID>
MMDBc0047845

> <DATABASE_NAME>
MIME

> <SMILES>
[Li+].[Li+].OCC(=O)COP([O-])([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H7O6P.2Li/c4-1-3(5)2-9-10(6,7)8;;/h4H,1-2H2,(H2,6,7,8);;/q;2*+1/p-2

> <INCHI_KEY>
QWIKESRFRWLYIA-UHFFFAOYSA-L

> <FORMULA>
C3H5Li2O6P

> <MOLECULAR_WEIGHT>
181.924

> <EXACT_MASS>
182.014382502

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
12.099196491386294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
dilithium(1+) ion 1-hydroxy-3-(phosphonatooxy)propan-2-one

> <ALOGPS_LOGP>
-0.87

> <JCHEM_LOGP>
-1.6517823150000002

> <ALOGPS_LOGS>
-0.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.220373471836065

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1902795898513006

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3227461112640855

> <JCHEM_POLAR_SURFACE_AREA>
109.72000000000001

> <JCHEM_REFRACTIVITY>
28.228700000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.61e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dilithium(1+) ion dihydroxyacetone phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for #<Metabolite:0x00007fecdfad30f8>
Download
PDB for #<Metabolite:0x00007fecdfad30f8>
HEADER    PROTEIN                                 10-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-OCT-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
HETATM    7  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   10  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   11 Li   UNK     0       0.000   0.000   0.000  0.00  0.00          Li+1
HETATM   12 Li   UNK     0       0.000   0.000   0.000  0.00  0.00          Li+1
CONECT    1    3    4                                                       
CONECT    2    3    9                                                       
CONECT    3    1    2    5                                                  
CONECT    4    1                                                            
CONECT    5    3                                                            
CONECT    6   10                                                            
CONECT    7   10                                                            
CONECT    8   10                                                            
CONECT    9    2   10                                                       
CONECT   10    6    7    8    9                                             
MASTER        0    0    0    0    0    0    0    0   12    0   18    0
END

Download
3D PDB for #<Metabolite:0x00007fecdfad30f8>
Download
SMILES for #<Metabolite:0x00007fecdfad30f8>
[Li+].[Li+].OCC(=O)COP([O-])([O-])=O
Download
INCHI for #<Metabolite:0x00007fecdfad30f8>
InChI=1S/C3H7O6P.2Li/c4-1-3(5)2-9-10(6,7)8;;/h4H,1-2H2,(H2,6,7,8);;/q;2*+1/p-2
Download
Synonyms
ValueSource
Glycerone phosphoric acidGenerator
Molecular FormulaC3H5Li2O6P
Average Mass181.924
Monoisotopic Mass182.014382502
IUPAC Namedilithium(1+) ion 1-hydroxy-3-(phosphonatooxy)propan-2-one
Traditional Namedilithium(1+) ion dihydroxyacetone phosphate
CAS Registry NumberNot Available
SMILES
[Li+].[Li+].OCC(=O)COP([O-])([O-])=O
InChI Identifier
InChI=1S/C3H7O6P.2Li/c4-1-3(5)2-9-10(6,7)8;;/h4H,1-2H2,(H2,6,7,8);;/q;2*+1/p-2
InChI KeyQWIKESRFRWLYIA-UHFFFAOYSA-L