Showing metabocard for L-Threonine O-3-phosphate (MMDBc0030319)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:03:19 UTC
Update Date2024-04-30 19:45:06 UTC
Metabolite IDMMDBc0030319
Metabolite Identification
Common NameL-Threonine O-3-phosphate
DescriptionIn E. coli, acid phosphatase / phosphotransferase and alkaline phosphatase are the enzymes that catalyze the chemical reaction L-threonine 3-O-phosphate[periplasmic space] + H2O[periplasmic space] -> L-threonine[periplasmic space] + phosphate[periplasmic space], where L-Threonine O-3-phosphate is a substrate (EcoCyc compound: L-THREONINE-O-3-PHOSPHATE).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00005645ca1ec538>


  Mrv0541 02241201222D          

 12 11  0  0  1  0            999 V2000
    7.3623   -3.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6484   -3.5343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9348   -3.1204    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9490   -2.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0759   -3.5343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6484   -4.3481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3765   -2.2924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2352   -3.5201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5215   -3.1204    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.1076   -3.8341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -2.7065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9212   -2.3925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  0  0  0  0
  2  6  1  1  0  0  0
  5  1  2  0  0  0  0
  7  1  1  0  0  0  0
  8  3  1  0  0  0  0
  3  4  1  6  0  0  0
  9  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  9  1  0  0  0  0
 10  9  2  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00005645ca1ec538>

HMDB0011185
     RDKit          3D
O-Phosphothreonine
 22 21  0  0  0  0  0  0  0  0999 V2000
   -0.1414    0.9285    1.4817 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1590    0.2349    0.1483 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5988   -1.0554    0.3393 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1540   -1.2194   -0.3278 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.3363   -2.6494   -0.7325 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2743   -0.7444    0.8583 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2748   -0.1627   -1.6470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0923    0.3179   -0.7037 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4158    1.7192   -0.8054 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2168   -0.4399   -0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2837    0.1099    0.2423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1003   -1.8092    0.0736 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1988    1.9880    1.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3541    0.3697    2.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2319    0.9364    1.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9287    0.8443   -0.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3958   -1.4729    1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0268    0.4856   -1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8413   -0.0374   -1.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7497    2.0250   -1.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9074    2.0982    0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7208   -2.4669   -0.4053 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  2  0
  4  6  1  0
  4  7  1  0
  2  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  6
  6 17  1  0
  7 18  1  0
  8 19  1  6
  9 20  1  0
  9 21  1  0
 12 22  1  0
M  END
Download

3D SDF for #<Metabolite:0x00005645ca1ec538>


  Mrv0541 02241201222D          

 12 11  0  0  1  0            999 V2000
    7.3623   -3.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6484   -3.5343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9348   -3.1204    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9490   -2.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0759   -3.5343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6484   -4.3481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3765   -2.2924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2352   -3.5201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5215   -3.1204    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.1076   -3.8341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -2.7065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9212   -2.3925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  0  0  0  0
  2  6  1  1  0  0  0
  5  1  2  0  0  0  0
  7  1  1  0  0  0  0
  8  3  1  0  0  0  0
  3  4  1  6  0  0  0
  9  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  9  1  0  0  0  0
 10  9  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030319

> <DATABASE_NAME>
MIME

> <SMILES>
C[C@@H](OP(O)(O)=O)[C@H](N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H10NO6P/c1-2(3(5)4(6)7)11-12(8,9)10/h2-3H,5H2,1H3,(H,6,7)(H2,8,9,10)/t2-,3+/m1/s1

> <INCHI_KEY>
USRGIUJOYOXOQJ-GBXIJSLDSA-N

> <FORMULA>
C4H10NO6P

> <MOLECULAR_WEIGHT>
199.0991

> <EXACT_MASS>
199.024573569

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
15.432093653557242

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R)-2-amino-3-(phosphonooxy)butanoic acid

> <ALOGPS_LOGP>
-1.86

> <JCHEM_LOGP>
-2.7024999243079155

> <ALOGPS_LOGS>
-0.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.1480381470609275

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2107285190080166

> <JCHEM_PKA_STRONGEST_BASIC>
9.465326155390212

> <JCHEM_POLAR_SURFACE_AREA>
130.08

> <JCHEM_REFRACTIVITY>
37.3327

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.35e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phosphothreonine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00005645ca1ec538>

HMDB0011185
     RDKit          3D
O-Phosphothreonine
 22 21  0  0  0  0  0  0  0  0999 V2000
   -0.1414    0.9285    1.4817 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1590    0.2349    0.1483 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5988   -1.0554    0.3393 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1540   -1.2194   -0.3278 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.3363   -2.6494   -0.7325 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2743   -0.7444    0.8583 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2748   -0.1627   -1.6470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0923    0.3179   -0.7037 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4158    1.7192   -0.8054 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2168   -0.4399   -0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2837    0.1099    0.2423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1003   -1.8092    0.0736 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1988    1.9880    1.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3541    0.3697    2.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2319    0.9364    1.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9287    0.8443   -0.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3958   -1.4729    1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0268    0.4856   -1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8413   -0.0374   -1.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7497    2.0250   -1.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9074    2.0982    0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7208   -2.4669   -0.4053 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  2  0
  4  6  1  0
  4  7  1  0
  2  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  6
  6 17  1  0
  7 18  1  0
  8 19  1  6
  9 20  1  0
  9 21  1  0
 12 22  1  0
M  END
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PDB for #<Metabolite:0x00005645ca1ec538>

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      13.743  -5.851   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.410  -6.597   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.078  -5.825   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.105  -4.279   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      15.075  -6.597   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      12.410  -8.116   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0      13.769  -4.279   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       9.772  -6.571   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0       8.440  -5.825   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0       7.667  -7.157   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       7.081  -5.052   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       9.186  -4.466   0.000  0.00  0.00           O+0
CONECT    1    2    5    7                                                  
CONECT    2    1    3    6                                                  
CONECT    3    2    8    4                                                  
CONECT    4    3                                                            
CONECT    5    1                                                            
CONECT    6    2                                                            
CONECT    7    1                                                            
CONECT    8    3    9                                                       
CONECT    9    8   11   12   10                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
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3D PDB for #<Metabolite:0x00005645ca1ec538>

COMPND    HMDB0011185
HETATM    1  C1  UNL     1      -0.141   0.928   1.482  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.159   0.235   0.148  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.599  -1.055   0.339  1.00  0.00           O  
HETATM    4  P1  UNL     1       2.154  -1.219  -0.328  1.00  0.00           P  
HETATM    5  O2  UNL     1       2.336  -2.649  -0.733  1.00  0.00           O  
HETATM    6  O3  UNL     1       3.274  -0.744   0.858  1.00  0.00           O  
HETATM    7  O4  UNL     1       2.275  -0.163  -1.647  1.00  0.00           O  
HETATM    8  C3  UNL     1      -1.092   0.318  -0.704  1.00  0.00           C  
HETATM    9  N1  UNL     1      -1.416   1.719  -0.805  1.00  0.00           N  
HETATM   10  C4  UNL     1      -2.217  -0.440  -0.109  1.00  0.00           C  
HETATM   11  O5  UNL     1      -3.284   0.110   0.242  1.00  0.00           O  
HETATM   12  O6  UNL     1      -2.100  -1.809   0.074  1.00  0.00           O  
HETATM   13  H1  UNL     1       0.199   1.988   1.417  1.00  0.00           H  
HETATM   14  H2  UNL     1       0.354   0.370   2.303  1.00  0.00           H  
HETATM   15  H3  UNL     1      -1.232   0.936   1.684  1.00  0.00           H  
HETATM   16  H4  UNL     1       0.929   0.844  -0.393  1.00  0.00           H  
HETATM   17  H5  UNL     1       3.396  -1.473   1.520  1.00  0.00           H  
HETATM   18  H6  UNL     1       3.027   0.486  -1.526  1.00  0.00           H  
HETATM   19  H7  UNL     1      -0.841  -0.037  -1.726  1.00  0.00           H  
HETATM   20  H8  UNL     1      -1.750   2.025  -1.715  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.907   2.098   0.022  1.00  0.00           H  
HETATM   22  H10 UNL     1      -2.721  -2.467  -0.405  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    8   16
CONECT    3    4
CONECT    4    5    5    6    7
CONECT    6   17
CONECT    7   18
CONECT    8    9   10   19
CONECT    9   20   21
CONECT   10   11   11   12
CONECT   12   22
END
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SMILES for #<Metabolite:0x00005645ca1ec538>

C[C@@H](OP(O)(O)=O)[C@H](N)C(O)=O
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INCHI for #<Metabolite:0x00005645ca1ec538>

InChI=1S/C4H10NO6P/c1-2(3(5)4(6)7)11-12(8,9)10/h2-3H,5H2,1H3,(H,6,7)(H2,8,9,10)/t2-,3+/m1/s1
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Synonyms
ValueSource
(2S,3R)-2-Amino-3-hydroxybutanoic acid 3-phosphateChEBI
L-Threonine O-3-phosphateChEBI
L-Threonine phosphateChEBI
O3-PhosphothreonineChEBI
PhosphothreonineChEBI
Threonine phosphate esterChEBI
Threoninium dihydrogen phosphateChEBI
O-Phospho-L-threonineKegg
(2S,3R)-2-Amino-3-hydroxybutanoate 3-phosphateGenerator
(2S,3R)-2-Amino-3-hydroxybutanoic acid 3-phosphoric acidGenerator
L-Threonine O-3-phosphoric acidGenerator
L-Threonine phosphoric acidGenerator
Threonine phosphoric acid esterGenerator
Threoninium dihydrogen phosphoric acidGenerator
Phosphate, threonineMeSH
Threonine phosphateMeSH
Molecular FormulaC4H10NO6P
Average Mass199.0991
Monoisotopic Mass199.024573569
IUPAC Name(2S,3R)-2-amino-3-(phosphonooxy)butanoic acid
Traditional Namephosphothreonine
CAS Registry Number1114-81-4
SMILES
C[C@@H](OP(O)(O)=O)[C@H](N)C(O)=O
InChI Identifier
InChI=1S/C4H10NO6P/c1-2(3(5)4(6)7)11-12(8,9)10/h2-3H,5H2,1H3,(H,6,7)(H2,8,9,10)/t2-,3+/m1/s1
InChI KeyUSRGIUJOYOXOQJ-GBXIJSLDSA-N