Showing metabocard for O-Phospho-D-serine (MMDBc0030131)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:55:07 UTC
Update Date2022-08-31 17:39:57 UTC
Metabolite IDMMDBc0030131
Metabolite Identification
Common NameO-Phospho-D-serine
DescriptionO-phospho-D-serine is a phosphoric ester of serine and phosphoric acid. Phosphorylated serine residues are often referred to as phosphoserine. Phosphoserine is a component of many proteins. The phosphorylation of the alcohol functional group in serine to produce phosphoserine is catalyzed by various types of kinases. Free phosphoserine may be found after proteins have been proteolyzed. Phosphoserine phosphatase is able to dephosphorylate phosphoserince (both L and D forms).↵
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fdb10374158>


  Mrv0541 08131209372D          

 12 11  0  0  0  0            999 V2000
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  2  4  1  6  0  0  0
  5  3  2  0  0  0  0
  6  3  1  0  0  0  0
 10  1  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  2  0  0  0  0
 11 10  1  0  0  0  0
  2 12  1  6  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fdb10374158>

HMDB0304154
     RDKit          3D
3-phospho-L-serine
 19 18  0  0  0  0  0  0  0  0999 V2000
   -2.0284   -1.0907   -0.7711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5567    0.2398   -0.5822 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0397    0.2078   -0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4840   -0.6162    0.3164 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1691   -0.5942    0.1582 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.6597   -1.8033   -0.6166 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6423    0.7861   -0.6965 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8928   -0.6101    1.6875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0239    0.7986    0.7045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7414    0.0715    1.4352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7116    2.0733    1.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9627   -1.6956    0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299   -1.1709   -1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9381    0.8840   -1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3549    1.2578   -0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3040   -0.1202   -1.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4664    0.6451   -1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0730   -1.5265    1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1137    2.2637    1.9392 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  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  6
  3 15  1  0
  3 16  1  0
  7 17  1  0
  8 18  1  0
 11 19  1  0
M  END
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3D SDF for #<Metabolite:0x00007fdb10374158>


  Mrv0541 08131209372D          

 12 11  0  0  0  0            999 V2000
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  2  4  1  6  0  0  0
  5  3  2  0  0  0  0
  6  3  1  0  0  0  0
 10  1  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  2  0  0  0  0
 11 10  1  0  0  0  0
  2 12  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030131

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1

> <INCHI_KEY>
BZQFBWGGLXLEPQ-UWTATZPHSA-N

> <FORMULA>
C3H8NO6P

> <MOLECULAR_WEIGHT>
185.0725

> <EXACT_MASS>
185.008923505

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
14.055033276744453

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-amino-3-(phosphonooxy)propanoic acid

> <ALOGPS_LOGP>
-2.32

> <JCHEM_LOGP>
-3.180275047030002

> <ALOGPS_LOGS>
-0.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.0667419682108825

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1985006020847058

> <JCHEM_PKA_STRONGEST_BASIC>
9.39423622748354

> <JCHEM_POLAR_SURFACE_AREA>
130.08

> <JCHEM_REFRACTIVITY>
32.9139

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.99e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
O-phospho-D-serine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007fdb10374158>

HMDB0304154
     RDKit          3D
3-phospho-L-serine
 19 18  0  0  0  0  0  0  0  0999 V2000
   -2.0284   -1.0907   -0.7711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5567    0.2398   -0.5822 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0397    0.2078   -0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4840   -0.6162    0.3164 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1691   -0.5942    0.1582 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.6597   -1.8033   -0.6166 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6423    0.7861   -0.6965 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8928   -0.6101    1.6875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0239    0.7986    0.7045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7414    0.0715    1.4352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7116    2.0733    1.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9627   -1.6956    0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299   -1.1709   -1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9381    0.8840   -1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3549    1.2578   -0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3040   -0.1202   -1.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4664    0.6451   -1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0730   -1.5265    1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1137    2.2637    1.9392 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  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  6
  3 15  1  0
  3 16  1  0
  7 17  1  0
  8 18  1  0
 11 19  1  0
M  END
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PDB for #<Metabolite:0x00007fdb10374158>

HEADER    PROTEIN                                 13-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-AUG-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  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+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+0
HETATM    7  O   UNK     0       0.000   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
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   12  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    2   10                                                       
CONECT    2    1    3    4   12                                             
CONECT    3    2    5    6                                                  
CONECT    4    2                                                            
CONECT    5    3                                                            
CONECT    6    3                                                            
CONECT    7   11                                                            
CONECT    8   11                                                            
CONECT    9   11                                                            
CONECT   10    1   11                                                       
CONECT   11    7    8    9   10                                             
CONECT   12    2                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
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3D PDB for #<Metabolite:0x00007fdb10374158>

COMPND    HMDB0304154
HETATM    1  N1  UNL     1      -2.028  -1.091  -0.771  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.557   0.240  -0.582  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.040   0.208  -0.661  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.484  -0.616   0.316  1.00  0.00           O  
HETATM    5  P1  UNL     1       2.169  -0.594   0.158  1.00  0.00           P  
HETATM    6  O2  UNL     1       2.660  -1.803  -0.617  1.00  0.00           O  
HETATM    7  O3  UNL     1       2.642   0.786  -0.696  1.00  0.00           O  
HETATM    8  O4  UNL     1       2.893  -0.610   1.688  1.00  0.00           O  
HETATM    9  C3  UNL     1      -2.024   0.799   0.705  1.00  0.00           C  
HETATM   10  O5  UNL     1      -2.741   0.072   1.435  1.00  0.00           O  
HETATM   11  O6  UNL     1      -1.712   2.073   1.139  1.00  0.00           O  
HETATM   12  H1  UNL     1      -1.963  -1.696   0.065  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.930  -1.171  -1.278  1.00  0.00           H  
HETATM   14  H3  UNL     1      -1.938   0.884  -1.411  1.00  0.00           H  
HETATM   15  H4  UNL     1       0.355   1.258  -0.542  1.00  0.00           H  
HETATM   16  H5  UNL     1       0.304  -0.120  -1.662  1.00  0.00           H  
HETATM   17  H6  UNL     1       3.466   0.645  -1.202  1.00  0.00           H  
HETATM   18  H7  UNL     1       3.073  -1.527   1.977  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.114   2.264   1.939  1.00  0.00           H  
CONECT    1    2   12   13
CONECT    2    3    9   14
CONECT    3    4   15   16
CONECT    4    5
CONECT    5    6    6    7    8
CONECT    7   17
CONECT    8   18
CONECT    9   10   10   11
CONECT   11   19
END
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SMILES for #<Metabolite:0x00007fdb10374158>

[H][C@@](N)(COP(O)(O)=O)C(O)=O
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INCHI for #<Metabolite:0x00007fdb10374158>

InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1
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Synonyms
ValueSource
(2R)-2-Amino-3-(phosphonooxy)propanoic acidChEBI
D-O-PhosphoserineChEBI
(2R)-2-Amino-3-(phosphonooxy)propanoateGenerator
Molecular FormulaC3H8NO6P
Average Mass185.0725
Monoisotopic Mass185.008923505
IUPAC Name(2R)-2-amino-3-(phosphonooxy)propanoic acid
Traditional NameO-phospho-D-serine
CAS Registry Number17885-08-4
SMILES
[H][C@@](N)(COP(O)(O)=O)C(O)=O
InChI Identifier
InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1
InChI KeyBZQFBWGGLXLEPQ-UWTATZPHSA-N