Showing metabocard for 1-Amino-propan-2-one-3-phosphate (MMDBc0029759)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:40:27 UTC
Update Date2022-08-31 17:16:44 UTC
Metabolite IDMMDBc0029759
Metabolite Identification
Common Name1-Amino-propan-2-one-3-phosphate
Description1-amino-propan-2-one-3-phosphate is a normal E coli metabolite in pyridoxal 5'-phosphate biosynthesis pathway. It is formed by the conversion from (2S)-2-amino-3-oxo-4-phosphonooxybutanoate. With 1-deoxy-D-xylulose 5-phosphate, it is converted to pyridoxine-5'-phosphate. (EcoCyc)
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f1240ebad08>

2-Amino-3-phosphonopropionic acid.mol
  Mrv1652305261923532D          

 10  9  0  0  0  0            999 V2000
    1.0717    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.2063    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6592   -0.9207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4842    0.5082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  4  2  0  0  0  0
  1  5  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  3  6  1  0  0  0  0
  2 10  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f1240ebad08>

HMDB0000370
     RDKit          3D
2-Amino-3-phosphonopropionic acid
 18 17  0  0  0  0  0  0  0  0999 V2000
   -1.8554   -1.2837    0.0648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7478   -0.4932   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4396   -0.8590    0.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9535   -0.0388    0.0085 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.0950   -0.8758    0.6010 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667    0.1374   -1.6193 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0209    1.4382    0.8497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1109    0.9180   -0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3478    1.8445   -0.7523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3534    1.2832    0.1069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6852   -1.6259    1.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351   -0.7109    0.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5902   -0.8277   -1.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1618   -0.6196    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5503   -1.9557    0.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5151    0.4027   -2.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287    2.0496    0.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2058    1.2167   -0.4484 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  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  6 16  1  0
  7 17  1  0
 10 18  1  0
M  END
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3D SDF for #<Metabolite:0x00007f1240ebad08>

2-Amino-3-phosphonopropionic acid.mol
  Mrv1652305261923532D          

 10  9  0  0  0  0            999 V2000
    1.0717    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.2063    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6592   -0.9207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4842    0.5082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  4  2  0  0  0  0
  1  5  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  3  6  1  0  0  0  0
  2 10  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029759

> <DATABASE_NAME>
MIME

> <SMILES>
NC(CP(O)(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H8NO5P/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)

> <INCHI_KEY>
LBTABPSJONFLPO-UHFFFAOYSA-N

> <FORMULA>
C3H8NO5P

> <MOLECULAR_WEIGHT>
169.0731

> <EXACT_MASS>
169.014008883

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
12.845471026789173

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-phosphonopropanoic acid

> <ALOGPS_LOGP>
-2.49

> <JCHEM_LOGP>
-3.825907258582544

> <ALOGPS_LOGS>
-0.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.303293526274112

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3962969931080478

> <JCHEM_PKA_STRONGEST_BASIC>
9.829618218775975

> <JCHEM_POLAR_SURFACE_AREA>
120.85

> <JCHEM_REFRACTIVITY>
31.081500000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.47e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phosphonoalanine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f1240ebad08>

HMDB0000370
     RDKit          3D
2-Amino-3-phosphonopropionic acid
 18 17  0  0  0  0  0  0  0  0999 V2000
   -1.8554   -1.2837    0.0648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7478   -0.4932   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4396   -0.8590    0.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9535   -0.0388    0.0085 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.0950   -0.8758    0.6010 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667    0.1374   -1.6193 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0209    1.4382    0.8497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1109    0.9180   -0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3478    1.8445   -0.7523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3534    1.2832    0.1069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6852   -1.6259    1.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351   -0.7109    0.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5902   -0.8277   -1.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1618   -0.6196    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5503   -1.9557    0.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5151    0.4027   -2.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287    2.0496    0.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2058    1.2167   -0.4484 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  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  6 16  1  0
  7 17  1  0
 10 18  1  0
M  END
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PDB for #<Metabolite:0x00007f1240ebad08>

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 2-Amino-3-phosphonopropionic acid.mol             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0       2.001   0.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.667  -0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.667   0.385   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.001   1.925   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.334  -0.385   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0      -2.001  -0.385   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0      -1.231  -1.719   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -3.334  -1.155   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -2.771   0.949   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       0.667  -1.925   0.000  0.00  0.00           N+0
CONECT    1    2    4    5                                                  
CONECT    2    1    3   10                                                  
CONECT    3    2    6                                                       
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    7    8    9    3                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    2                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for #<Metabolite:0x00007f1240ebad08>

COMPND    HMDB0000370
HETATM    1  N1  UNL     1      -1.855  -1.284   0.065  1.00  0.00           N  
HETATM    2  C1  UNL     1      -0.748  -0.493  -0.440  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.440  -0.859   0.402  1.00  0.00           C  
HETATM    4  P1  UNL     1       1.953  -0.039   0.009  1.00  0.00           P  
HETATM    5  O1  UNL     1       3.095  -0.876   0.601  1.00  0.00           O  
HETATM    6  O2  UNL     1       2.267   0.137  -1.619  1.00  0.00           O  
HETATM    7  O3  UNL     1       2.021   1.438   0.850  1.00  0.00           O  
HETATM    8  C3  UNL     1      -1.111   0.918  -0.380  1.00  0.00           C  
HETATM    9  O4  UNL     1      -0.348   1.845  -0.752  1.00  0.00           O  
HETATM   10  O5  UNL     1      -2.353   1.283   0.107  1.00  0.00           O  
HETATM   11  H1  UNL     1      -1.685  -1.626   1.038  1.00  0.00           H  
HETATM   12  H2  UNL     1      -2.735  -0.711   0.123  1.00  0.00           H  
HETATM   13  H3  UNL     1      -0.590  -0.828  -1.492  1.00  0.00           H  
HETATM   14  H4  UNL     1       0.162  -0.620   1.465  1.00  0.00           H  
HETATM   15  H5  UNL     1       0.550  -1.956   0.368  1.00  0.00           H  
HETATM   16  H6  UNL     1       1.515   0.403  -2.171  1.00  0.00           H  
HETATM   17  H7  UNL     1       2.629   2.050   0.378  1.00  0.00           H  
HETATM   18  H8  UNL     1      -3.206   1.217  -0.448  1.00  0.00           H  
CONECT    1    2   11   12
CONECT    2    3    8   13
CONECT    3    4   14   15
CONECT    4    5    5    6    7
CONECT    6   16
CONECT    7   17
CONECT    8    9    9   10
CONECT   10   18
END
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SMILES for #<Metabolite:0x00007f1240ebad08>

NC(CP(O)(O)=O)C(O)=O
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INCHI for #<Metabolite:0x00007f1240ebad08>

InChI=1S/C3H8NO5P/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)
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Synonyms
ValueSource
2-Amino-3-phosphono-propanoic acidChEBI
2-Amino-3-phosphono-propionic acidChEBI
2-Amino-3-phosphopropionic acidChEBI
2-Amino-3-phospropChEBI
2-AP3ChEBI
2-Azanyl-3-phosphono-propanoic acidChEBI
PhosphonoalanineChEBI
2-Amino-3-phosphono-propanoateGenerator
2-Amino-3-phosphono-propionateGenerator
2-Amino-3-phosphopropionateGenerator
2-Azanyl-3-phosphono-propanoateGenerator
2-Amino-3-phosphonopropionateGenerator
2-Amino-3-phosphonopropionic acid, (DL)-isomerHMDB
2-Amino-3-phosphonopropionic acid, sodium saltHMDB
3-Phosphono-L-alanineHMDB
L-AP3HMDB
1-Amino-3-(phosphohydroxy)propan-2-oneHMDB
1-Amino-propan-2-one-3-phosphateHMDB
2-Amino-3-phosphonopropanoateHMDB
2-Amino-3-phosphonopropanoic acidHMDB
3-Amino-2-oxopropyl phosphateHMDB
D-Alanyl-phosphateHMDB
GlyphosateHMDB
Molecular FormulaC3H8NO5P
Average Mass169.0731
Monoisotopic Mass169.014008883
IUPAC Name2-amino-3-phosphonopropanoic acid
Traditional Namephosphonoalanine
CAS Registry Number5652-28-8
SMILES
NC(CP(O)(O)=O)C(O)=O
InChI Identifier
InChI=1S/C3H8NO5P/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)
InChI KeyLBTABPSJONFLPO-UHFFFAOYSA-N