Showing metabocard for Phosphonomycin (MMDBc0024750)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-15 14:32:51 UTC
Update Date2022-08-31 06:50:00 UTC
Metabolite IDMMDBc0024750
Metabolite Identification
Common NamePhosphonomycin
DescriptionFosfomycin, also known as phosphonomycin or FCM, belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid. Fosfomycin has been detected, but not quantified in, milk (cow). This could make fosfomycin a potential biomarker for the consumption of these foods. Fosfomycin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Fosfomycin.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f5a561dfc88>


  Mrv1652304032018302D          

 10 10  0  0  1  0            999 V2000
    1.3651   -0.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6507    0.1743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2382    0.8888    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2382    2.5388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0632    1.7138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5868    1.7138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1743    0.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382    1.7138    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.2340    0.7577    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5587    1.1023    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  3  2  1  0  0  0  0
  7  2  1  0  0  0  0
  7  3  1  0  0  0  0
  3  8  1  6  0  0  0
  8  4  1  0  0  0  0
  8  5  1  0  0  0  0
  8  6  2  0  0  0  0
  2  9  1  1  0  0  0
  3 10  1  1  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f5a561dfc88>

HMDB0014966
     RDKit          3D
Fosfomycin
 15 15  0  0  0  0  0  0  0  0999 V2000
   -1.9856    0.1095   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802   -0.9863   -0.6600 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2842   -1.6003    0.2347 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2348   -0.9386   -0.8958 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2903    0.4522   -0.4977 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.3276    1.4480   -1.6461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    1.1894    0.9431 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8777   -0.1304   -0.3245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8313   -0.3727    0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4192    0.7915    0.5836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4968    0.6582   -0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7891   -1.6982   -1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -1.6390   -1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1803    2.1394    0.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5489    0.5773   -0.3718 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
  4  2  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  6
  4 13  1  6
  7 14  1  0
  8 15  1  0
M  END
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3D SDF for #<Metabolite:0x00007f5a561dfc88>


  Mrv1652304032018302D          

 10 10  0  0  1  0            999 V2000
    1.3651   -0.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6507    0.1743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2382    0.8888    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2382    2.5388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0632    1.7138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5868    1.7138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1743    0.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382    1.7138    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.2340    0.7577    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5587    1.1023    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  3  2  1  0  0  0  0
  7  2  1  0  0  0  0
  7  3  1  0  0  0  0
  3  8  1  6  0  0  0
  8  4  1  0  0  0  0
  8  5  1  0  0  0  0
  8  6  2  0  0  0  0
  2  9  1  1  0  0  0
  3 10  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0024750

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(C)O[C@]1([H])P(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H7O4P/c1-2-3(7-2)8(4,5)6/h2-3H,1H3,(H2,4,5,6)/t2-,3+/m0/s1

> <INCHI_KEY>
YMDXZJFXQJVXBF-STHAYSLISA-N

> <FORMULA>
C3H7O4P

> <MOLECULAR_WEIGHT>
138.059

> <EXACT_MASS>
138.008195224

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
10.802823765292468

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S)-3-methyloxiran-2-yl]phosphonic acid

> <ALOGPS_LOGP>
-0.86

> <JCHEM_LOGP>
-0.7377748799999998

> <ALOGPS_LOGS>
-0.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.82082800096408

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2504967658604222

> <JCHEM_PKA_STRONGEST_BASIC>
-4.306369310142532

> <JCHEM_POLAR_SURFACE_AREA>
70.06

> <JCHEM_REFRACTIVITY>
25.8737

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.69e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fosfomycin

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f5a561dfc88>

HMDB0014966
     RDKit          3D
Fosfomycin
 15 15  0  0  0  0  0  0  0  0999 V2000
   -1.9856    0.1095   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802   -0.9863   -0.6600 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2842   -1.6003    0.2347 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2348   -0.9386   -0.8958 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2903    0.4522   -0.4977 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.3276    1.4480   -1.6461 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    1.1894    0.9431 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8777   -0.1304   -0.3245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8313   -0.3727    0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4192    0.7915    0.5836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4968    0.6582   -0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7891   -1.6982   -1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -1.6390   -1.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1803    2.1394    0.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5489    0.5773   -0.3718 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
  4  2  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  6
  4 13  1  6
  7 14  1  0
  8 15  1  0
M  END
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PDB for #<Metabolite:0x00007f5a561dfc88>

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0       2.548  -0.445   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.215   0.325   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.445   1.659   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.445   4.739   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       1.985   3.199   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -1.095   3.199   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -0.325   0.325   0.000  0.00  0.00           O+0
HETATM    8  P   UNK     0       0.445   3.199   0.000  0.00  0.00           P+0
HETATM    9  H   UNK     0       2.303   1.414   0.000  0.00  0.00           H+0
HETATM   10  H   UNK     0      -1.043   2.058   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    7    9                                             
CONECT    3    2    7    8   10                                             
CONECT    4    8                                                            
CONECT    5    8                                                            
CONECT    6    8                                                            
CONECT    7    2    3                                                       
CONECT    8    3    4    5    6                                             
CONECT    9    2                                                            
CONECT   10    3                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for #<Metabolite:0x00007f5a561dfc88>

COMPND    HMDB0014966
HETATM    1  C1  UNL     1      -1.986   0.109  -0.049  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.180  -0.986  -0.660  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.284  -1.600   0.235  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.235  -0.939  -0.896  1.00  0.00           C  
HETATM    5  P1  UNL     1       1.290   0.452  -0.498  1.00  0.00           P  
HETATM    6  O2  UNL     1       1.328   1.448  -1.646  1.00  0.00           O  
HETATM    7  O3  UNL     1       0.858   1.189   0.943  1.00  0.00           O  
HETATM    8  O4  UNL     1       2.878  -0.130  -0.324  1.00  0.00           O  
HETATM    9  H1  UNL     1      -2.831  -0.373   0.521  1.00  0.00           H  
HETATM   10  H2  UNL     1      -1.419   0.791   0.584  1.00  0.00           H  
HETATM   11  H3  UNL     1      -2.497   0.658  -0.881  1.00  0.00           H  
HETATM   12  H4  UNL     1      -1.789  -1.698  -1.277  1.00  0.00           H  
HETATM   13  H5  UNL     1       0.669  -1.639  -1.648  1.00  0.00           H  
HETATM   14  H6  UNL     1       1.180   2.139   0.892  1.00  0.00           H  
HETATM   15  H7  UNL     1       3.549   0.577  -0.372  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    4   12
CONECT    3    4
CONECT    4    5   13
CONECT    5    6    6    7    8
CONECT    7   14
CONECT    8   15
END
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SMILES for #<Metabolite:0x00007f5a561dfc88>

[H][C@@]1(C)O[C@]1([H])P(O)(O)=O
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INCHI for #<Metabolite:0x00007f5a561dfc88>

InChI=1S/C3H7O4P/c1-2-3(7-2)8(4,5)6/h2-3H,1H3,(H2,4,5,6)/t2-,3+/m0/s1
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Synonyms
ValueSource
(-)-(1R,2S)-(1,2-Epoxypropyl)phosphonic acidChEBI
(1R,2S)-Epoxypropylphosphonic acidChEBI
(2R-cis)-(3-Methyloxiranyl)phosphonic acidChEBI
1R-cis-(1,2-Epoxypropyl)phosphonic acidChEBI
cis-(1R,2S)-Epoxypropylphosphonic acidChEBI
FCMChEBI
FosfomicinaChEBI
FosfomycineChEBI
FosfomycinumChEBI
L-cis-1,2-Epoxypropylphosphonic acidChEBI
PhosphomycinChEBI
PhosphonemycinChEBI
PhosphonomycinChEBI
(1R,2S)-EpoxypropylphosphonateKegg
(-)-(1R,2S)-(1,2-Epoxypropyl)phosphonateGenerator
(2R-cis)-(3-Methyloxiranyl)phosphonateGenerator
1R-cis-(1,2-Epoxypropyl)phosphonateGenerator
cis-(1R,2S)-EpoxypropylphosphonateGenerator
L-cis-1,2-EpoxypropylphosphonateGenerator
FosfocinaHMDB
Fosfomycin disodium saltHMDB
Fosfomycin sodiumHMDB
FosfonomycinHMDB
Phosphomycin disodium saltHMDB
Fosfomycin tromethamineHMDB
Fosfomycin trometamol saltHMDB
Tromethamine, fosfomycinHMDB
MonurilHMDB
Molecular FormulaC3H7O4P
Average Mass138.059
Monoisotopic Mass138.008195224
IUPAC Name[(2R,3S)-3-methyloxiran-2-yl]phosphonic acid
Traditional Namefosfomycin
CAS Registry NumberNot Available
SMILES
[H][C@@]1(C)O[C@]1([H])P(O)(O)=O
InChI Identifier
InChI=1S/C3H7O4P/c1-2-3(7-2)8(4,5)6/h2-3H,1H3,(H2,4,5,6)/t2-,3+/m0/s1
InChI KeyYMDXZJFXQJVXBF-STHAYSLISA-N