Showing metabocard for Phosphonomycin (MMDBc0024750)

Animal
Pharmaceutical
Xenobiotic
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2021-05-15 14:32:51 UTC
Update Date2025-10-07 16:07:29 UTC
Metabolite IDMMDBc0024750
Metabolite Identification
Common NamePhosphonomycin
DescriptionPhosphonomycin is a phosphonic acid derivative. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f8dc49f5c28>


  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
Download

3D MOL for #<Metabolite:0x00007f8dc49f5c28>

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
Download

3D SDF for #<Metabolite:0x00007f8dc49f5c28>


  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

$$$$
Download

3D-SDF for #<Metabolite:0x00007f8dc49f5c28>

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
Download

PDB for #<Metabolite:0x00007f8dc49f5c28>

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
Download

3D PDB for #<Metabolite:0x00007f8dc49f5c28>

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
Download

SMILES for #<Metabolite:0x00007f8dc49f5c28>

[H][C@@]1(C)O[C@]1([H])P(O)(O)=O
Download

INCHI for #<Metabolite:0x00007f8dc49f5c28>

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