Showing metabocard for Acetylphosphate (MMDBc0029662)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:36:33 UTC
Update Date2024-04-30 19:40:16 UTC
Metabolite IDMMDBc0029662
Metabolite Identification
Common NameAcetylphosphate
DescriptionAcetylphosphate is an intermediate in taurine and hypotaurine metabolism. It is generated from sulfoacetaldehyde, converted to acetyl-CoA and acetate via phosphate acetyltransferase (EC:2.3.1.8) and acetate kinase (EC:2.7.2.1) respectively. It is also intermediate in pyruvate metabolism. It is generated from pyruvate and the formation is catalyzed by pyruvate oxidase (EC:1.2.3.3). (KEGG)
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fa49dfc2490>


  Mrv1652305271900012D          

  8  7  0  0  0  0            999 V2000
    0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  5  7  1  0  0  0  0
  5  8  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fa49dfc2490>

HMDB0001494
     RDKit          3D
Acetylphosphate
 13 12  0  0  0  0  0  0  0  0999 V2000
    2.3761    0.2928   -0.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9806    0.2766    0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6915    0.8139    1.3658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0685   -0.3257   -0.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6574   -0.3368    0.2051 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6747   -0.8798    1.6278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4313    1.1318    0.0661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419   -1.4697   -0.7262 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635    0.5073    0.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195    1.0301   -1.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5674   -0.7107   -0.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8607    1.9165    0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9642   -2.2465   -0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  7 12  1  0
  8 13  1  0
M  END
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3D SDF for #<Metabolite:0x00007fa49dfc2490>


  Mrv1652305271900012D          

  8  7  0  0  0  0            999 V2000
    0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  5  7  1  0  0  0  0
  5  8  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029662

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)OP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C2H5O5P/c1-2(3)7-8(4,5)6/h1H3,(H2,4,5,6)

> <INCHI_KEY>
LIPOUNRJVLNBCD-UHFFFAOYSA-N

> <FORMULA>
C2H5O5P

> <MOLECULAR_WEIGHT>
140.0319

> <EXACT_MASS>
139.987459782

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
9.874052763828468

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(acetyloxy)phosphonic acid

> <ALOGPS_LOGP>
-0.92

> <JCHEM_LOGP>
-0.8772108599999999

> <ALOGPS_LOGS>
-0.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.276046285834895

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2407072572323323

> <JCHEM_PKA_STRONGEST_BASIC>
-7.387612001654629

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
23.8034

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.78e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acetylphosphate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007fa49dfc2490>

HMDB0001494
     RDKit          3D
Acetylphosphate
 13 12  0  0  0  0  0  0  0  0999 V2000
    2.3761    0.2928   -0.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9806    0.2766    0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6915    0.8139    1.3658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0685   -0.3257   -0.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6574   -0.3368    0.2051 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6747   -0.8798    1.6278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4313    1.1318    0.0661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419   -1.4697   -0.7262 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635    0.5073    0.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195    1.0301   -1.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5674   -0.7107   -0.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8607    1.9165    0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9642   -2.2465   -0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  7 12  1  0
  8 13  1  0
M  END
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PDB for #<Metabolite:0x00007fa49dfc2490>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       0.206  -3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.206  -2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.127  -1.540   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       1.540  -1.540   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0       1.540   0.000   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0       1.540   1.540   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       3.080   0.000   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for #<Metabolite:0x00007fa49dfc2490>

COMPND    HMDB0001494
HETATM    1  C1  UNL     1       2.376   0.293  -0.285  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.981   0.277   0.256  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.692   0.814   1.366  1.00  0.00           O  
HETATM    4  O2  UNL     1      -0.069  -0.326  -0.425  1.00  0.00           O  
HETATM    5  P1  UNL     1      -1.657  -0.337   0.205  1.00  0.00           P  
HETATM    6  O3  UNL     1      -1.675  -0.880   1.628  1.00  0.00           O  
HETATM    7  O4  UNL     1      -2.431   1.132   0.066  1.00  0.00           O  
HETATM    8  O5  UNL     1      -2.542  -1.470  -0.726  1.00  0.00           O  
HETATM    9  H1  UNL     1       3.063   0.507   0.559  1.00  0.00           H  
HETATM   10  H2  UNL     1       2.520   1.030  -1.076  1.00  0.00           H  
HETATM   11  H3  UNL     1       2.567  -0.711  -0.725  1.00  0.00           H  
HETATM   12  H4  UNL     1      -1.861   1.916   0.091  1.00  0.00           H  
HETATM   13  H5  UNL     1      -1.964  -2.247  -0.932  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    6    7    8
CONECT    7   12
CONECT    8   13
END
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SMILES for #<Metabolite:0x00007fa49dfc2490>

CC(=O)OP(O)(O)=O
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INCHI for #<Metabolite:0x00007fa49dfc2490>

InChI=1S/C2H5O5P/c1-2(3)7-8(4,5)6/h1H3,(H2,4,5,6)
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Synonyms
ValueSource
Acetic acid, monoanhydride with phosphoric acidChEBI
Acetyl phosphateChEBI
Acetylphosphoric acidChEBI
Monoacetyl phosphateChEBI
Acetate, monoanhydride with phosphateGenerator
Acetyl phosphoric acidGenerator
Monoacetyl phosphoric acidGenerator
Acetyl-pHMDB
Molecular FormulaC2H5O5P
Average Mass140.0319
Monoisotopic Mass139.987459782
IUPAC Name(acetyloxy)phosphonic acid
Traditional Nameacetylphosphate
CAS Registry Number590-54-5
SMILES
CC(=O)OP(O)(O)=O
InChI Identifier
InChI=1S/C2H5O5P/c1-2(3)7-8(4,5)6/h1H3,(H2,4,5,6)
InChI KeyLIPOUNRJVLNBCD-UHFFFAOYSA-N