Showing metabocard for cyclotriphosphoric acid (MMDBc0033196)

Record Information
Version2.0
StatusDetected and Quantified
Creation Date2021-11-19 04:38:39 UTC
Update Date2025-10-07 16:07:57 UTC
Metabolite IDMMDBc0033196
Metabolite Identification
Common Namecyclotriphosphoric acid
DescriptionCyclotriphosphoric acid is a cyclic triphosphoric acid, classified as a phosphoric acid derivative. Its chemical structure consists of three phosphate groups linked in a ring formation, which contributes to its unique chemical properties. This compound is involved in various biochemical pathways, including those related to nucleotide metabolism and energy transfer. For example, cyclotriphosphoric acid is isoelectronic to cyclotrimethylenetriphosphinic acid, which is formed during the hydrolysis of specific phosphorous-containing compounds, such as 1,1,3,3,5,5-hexakis(dimethylamino)-1λ5,3λ5,5λ5 -[1,3,5]triphosphinine (PMID:29711811 ). The cyclic nature of cyclotriphosphoric acid allows it to participate in reactions that are essential for cellular processes, including those that generate or utilize energy in the form of ATP. Understanding its structure and reactivity can provide insights into its role in metabolism and potential applications in biochemical research.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f2e391e7c10>


  Mrv0541 02241222482D          

 12 12  0  0  0  0            999 V2000
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  8  1  0  0  0  0
  1  8  1  0  0  0  0
  1 11  1  0  0  0  0
 11  3  1  0  0  0  0
  5  2  1  0  0  0  0
  3  5  1  0  0  0  0
  5  4  2  0  0  0  0
  5  6  1  0  0  0  0
  8  7  2  0  0  0  0
  8  9  1  0  0  0  0
 11 10  2  0  0  0  0
 11 12  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f2e391e7c10>

HMDB0059921
     RDKit          3D
Trimetaphosphoric acid
 15 15  0  0  0  0  0  0  0  0999 V2000
   -0.6741    2.8925   -1.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661    1.5759   -0.3917 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.4785    1.8032    1.2786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4734    0.4462   -0.9394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1583   -1.1076   -0.4722 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.9421   -2.0399   -1.4054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8677   -1.3657    1.0654 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4079   -1.5779   -0.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5776   -0.4392   -0.3821 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.7315   -0.8698   -1.3000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620   -0.4678    1.1864 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1606    1.1005   -0.8468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2235    2.4128    1.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1151   -2.3243    1.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1592   -0.0388    1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
 12  2  1  0
  3 13  1  0
  7 14  1  0
 11 15  1  0
M  END
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3D SDF for #<Metabolite:0x00007f2e391e7c10>


  Mrv0541 02241222482D          

 12 12  0  0  0  0            999 V2000
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  8  1  0  0  0  0
  1  8  1  0  0  0  0
  1 11  1  0  0  0  0
 11  3  1  0  0  0  0
  5  2  1  0  0  0  0
  3  5  1  0  0  0  0
  5  4  2  0  0  0  0
  5  6  1  0  0  0  0
  8  7  2  0  0  0  0
  8  9  1  0  0  0  0
 11 10  2  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033196

> <DATABASE_NAME>
MIME

> <SMILES>
OP1(=O)OP(O)(=O)OP(O)(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/H3O9P3/c1-10(2)7-11(3,4)9-12(5,6)8-10/h(H,1,2)(H,3,4)(H,5,6)

> <INCHI_KEY>
AZSFNUJOCKMOGB-UHFFFAOYSA-N

> <FORMULA>
H3O9P3

> <MOLECULAR_WEIGHT>
239.9397

> <EXACT_MASS>
239.89899123

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
13.080330800390712

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
trihydroxy-1,3,5,2λ⁵,4λ⁵,6λ⁵-trioxatriphosphinane-2,4,6-trione

> <JCHEM_LOGP>
-1.2653954369999998

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.282736312469138

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.397829646092692

> <JCHEM_POLAR_SURFACE_AREA>
139.59

> <JCHEM_REFRACTIVITY>
32.618700000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
trimetaphosphoric acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f2e391e7c10>

HMDB0059921
     RDKit          3D
Trimetaphosphoric acid
 15 15  0  0  0  0  0  0  0  0999 V2000
   -0.6741    2.8925   -1.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661    1.5759   -0.3917 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.4785    1.8032    1.2786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4734    0.4462   -0.9394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1583   -1.1076   -0.4722 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.9421   -2.0399   -1.4054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8677   -1.3657    1.0654 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4079   -1.5779   -0.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5776   -0.4392   -0.3821 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.7315   -0.8698   -1.3000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620   -0.4678    1.1864 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1606    1.1005   -0.8468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2235    2.4128    1.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1151   -2.3243    1.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1592   -0.0388    1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
 12  2  1  0
  3 13  1  0
  7 14  1  0
 11 15  1  0
M  END
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PDB for #<Metabolite:0x00007f2e391e7c10>

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  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -0.770  -2.874   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0       0.000  -1.540   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0       0.770  -2.874   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -2.104   2.104   0.000  0.00  0.00           O+0
HETATM    8  P   UNK     0      -1.334   0.770   0.000  0.00  0.00           P+0
HETATM    9  O   UNK     0      -2.874   0.770   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.874   0.770   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0       1.334   0.770   0.000  0.00  0.00           P+0
HETATM   12  O   UNK     0       2.104   2.104   0.000  0.00  0.00           O+0
CONECT    1    8   11                                                       
CONECT    2    8    5                                                       
CONECT    3   11    5                                                       
CONECT    4    5                                                            
CONECT    5    2    3    4    6                                             
CONECT    6    5                                                            
CONECT    7    8                                                            
CONECT    8    2    1    7    9                                             
CONECT    9    8                                                            
CONECT   10   11                                                            
CONECT   11    1    3   10   12                                             
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for #<Metabolite:0x00007f2e391e7c10>

COMPND    HMDB0059921
HETATM    1  O1  UNL     1      -0.674   2.892  -1.101  1.00  0.00           O  
HETATM    2  P1  UNL     1      -0.366   1.576  -0.392  1.00  0.00           P  
HETATM    3  O2  UNL     1      -0.479   1.803   1.279  1.00  0.00           O  
HETATM    4  O3  UNL     1      -1.473   0.446  -0.939  1.00  0.00           O  
HETATM    5  P2  UNL     1      -1.158  -1.108  -0.472  1.00  0.00           P  
HETATM    6  O4  UNL     1      -1.942  -2.040  -1.405  1.00  0.00           O  
HETATM    7  O5  UNL     1      -1.868  -1.366   1.065  1.00  0.00           O  
HETATM    8  O6  UNL     1       0.408  -1.578  -0.468  1.00  0.00           O  
HETATM    9  P3  UNL     1       1.578  -0.439  -0.382  1.00  0.00           P  
HETATM   10  O7  UNL     1       2.732  -0.870  -1.300  1.00  0.00           O  
HETATM   11  O8  UNL     1       2.262  -0.468   1.186  1.00  0.00           O  
HETATM   12  O9  UNL     1       1.161   1.100  -0.847  1.00  0.00           O  
HETATM   13  H1  UNL     1      -1.224   2.413   1.507  1.00  0.00           H  
HETATM   14  H2  UNL     1      -2.115  -2.324   1.173  1.00  0.00           H  
HETATM   15  H3  UNL     1       3.159  -0.039   1.097  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4   12
CONECT    3   13
CONECT    4    5
CONECT    5    6    6    7    8
CONECT    7   14
CONECT    8    9
CONECT    9   10   10   11   12
CONECT   11   15
END
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SMILES for #<Metabolite:0x00007f2e391e7c10>

OP1(=O)OP(O)(=O)OP(O)(=O)O1
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INCHI for #<Metabolite:0x00007f2e391e7c10>

InChI=1S/H3O9P3/c1-10(2)7-11(3,4)9-12(5,6)8-10/h(H,1,2)(H,3,4)(H,5,6)
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Synonyms
ValueSource
Cyclo-triphosphoric acidChEBI
H3P3O9ChEBI
TrimetaphosphateChEBI
Cyclo-triphosphateGenerator
1,3,5,2,4,6-Trioxatriphosphinane-2,4,6-triol 2,4,6-trioxideHMDB
Trimetaphosphoric acid, magnesium (2:3) saltMeSH
Trimetaphosphoric acid, ruthenium (+3) saltMeSH
Magnesium trimetaphosphateMeSH
Trimetaphosphoric acid, calcium (2:3) salt, hexahydrateMeSH
Sodium trimetaphosphateMeSH
Calcium trimetaphosphateMeSH
Trimetaphosphoric acid, tripotassium saltMeSH
Trimetaphosphoric acid, 99TC-labeled CPDMeSH
Trimetaphosphoric acid, trisodium saltMeSH
Trimetaphosphoric acid, magnesium (2:3) salt, dodecahydrateMeSH
Trimetaphosphoric acidChEBI
CyclotriphosphateGenerator
Molecular FormulaH3O9P3
Average Mass239.9397
Monoisotopic Mass239.89899123
IUPAC Nametrihydroxy-1,3,5,2λ⁵,4λ⁵,6λ⁵-trioxatriphosphinane-2,4,6-trione
Traditional Nametrimetaphosphoric acid
CAS Registry Number82422-46-6
SMILES
OP1(=O)OP(O)(=O)OP(O)(=O)O1
InChI Identifier
InChI=1S/H3O9P3/c1-10(2)7-11(3,4)9-12(5,6)8-10/h(H,1,2)(H,3,4)(H,5,6)
InChI KeyAZSFNUJOCKMOGB-UHFFFAOYSA-N