MiMeDB: Showing metabocard for Phosphoribosylformylglycinamidine (MMDBc0047915)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-23 23:14:52 UTC

Update Date

2024-04-30 20:32:27 UTC

Metabolite ID

MMDBc0047915

Metabolite Identification

Common Name

Phosphoribosylformylglycinamidine

Description

Phosphoribosylformylglycinamidine, also known as formylglycinamidine ribonucleotide (FGAM), is a substrate for glucosamine-6-phosphate isomerase. Phosphoribosylformylglycinamidine is found in many foods, some of which are greenthread tea, cardamom, mulberry, and carrot.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0000999
     RDKit          3D
Phosphoribosylformylglycinamidine
 36 36  0  0  0  0  0  0  0  0999 V2000
    2.1897    1.9282    1.7761 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9370    1.2757    0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8628    1.9359    0.0995 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8058   -0.2085    0.9099 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4124   -0.6808   -0.3887 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -1.0021   -1.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1112   -1.4184   -2.4823 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0409   -0.8337   -0.7480 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2857    0.3277   -0.6024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0191   -0.0941   -0.8247 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9365    0.8832   -0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416    0.4624   -0.3195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3554    1.4751    0.4431 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5821    2.5498    1.1821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3252    2.2500   -0.7083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2969    0.6154    1.5546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1537   -1.4800   -0.2775 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5475   -2.4048   -1.2311 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2841   -1.7891    0.1638 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6047   -3.1077   -0.0919 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2426    2.9669    1.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8742    1.6332    0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5396    2.7111   -0.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0886   -0.5690    1.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8109   -0.6201    1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4657   -0.8957   -1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8960   -1.2025   -1.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1896   -0.0367   -1.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7434    1.9179   -0.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951    0.7761    0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1924    1.7911   -0.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3959   -0.3437    1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8591   -1.5535    0.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8762   -2.5266   -1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3402   -1.5159    1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993   -3.2168   -0.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
 10 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19  8  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  8 27  1  6
 10 28  1  6
 11 29  1  0
 11 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  1
 18 34  1  0
 19 35  1  1
 20 36  1  0
M  END


  Mrv1652307191923392D          

 20 20  0  0  0  0            999 V2000
 9998.637010000.2919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9227 9999.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.208510000.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.208510001.1172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4944 9999.8791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.637010001.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.922710001.5277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1037 9998.4404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.8943 9998.4322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.401910000.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1157 9999.8791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.829610000.2919    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10002.419010001.0058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.5455 9999.8791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.244310001.0058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.016410000.3734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3490 9999.8884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.6039 9999.1038    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.4289 9999.1038    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.6838 9999.8884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  6  7  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 17  1  0  0  0  0
 16 20  1  0  0  0  0
 17  1  1  6  0  0  0
 20 10  1  6  0  0  0
 19  9  1  1  0  0  0
 18  8  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047915

> <DATABASE_NAME>
MIME

> <SMILES>
NC(=N)CN(C=O)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C8H16N3O8P/c9-5(10)1-11(3-12)8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H3,9,10)(H2,15,16,17)/t4-,6-,7-,8-/m1/s1

> <INCHI_KEY>
WQXXBAWHDQWCKL-XVFCMESISA-N

> <FORMULA>
C8H16N3O8P

> <MOLECULAR_WEIGHT>
313.203

> <EXACT_MASS>
313.067501485

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
26.531803698332084

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-[N-(carbamimidoylmethyl)formamido]-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-2.50

> <JCHEM_LOGP>
-4.1929529493162585

> <ALOGPS_LOGS>
-1.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.251359231714977

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2256126399378218

> <JCHEM_PKA_STRONGEST_BASIC>
11.143016954512998

> <JCHEM_POLAR_SURFACE_AREA>
186.63

> <JCHEM_REFRACTIVITY>
72.84219999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.53e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-[N-(carbamimidoylmethyl)formamido]-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000999
     RDKit          3D
Phosphoribosylformylglycinamidine
 36 36  0  0  0  0  0  0  0  0999 V2000
    2.1897    1.9282    1.7761 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9370    1.2757    0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8628    1.9359    0.0995 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8058   -0.2085    0.9099 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4124   -0.6808   -0.3887 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -1.0021   -1.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1112   -1.4184   -2.4823 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0409   -0.8337   -0.7480 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2857    0.3277   -0.6024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0191   -0.0941   -0.8247 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9365    0.8832   -0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416    0.4624   -0.3195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3554    1.4751    0.4431 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5821    2.5498    1.1821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3252    2.2500   -0.7083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2969    0.6154    1.5546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1537   -1.4800   -0.2775 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5475   -2.4048   -1.2311 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2841   -1.7891    0.1638 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6047   -3.1077   -0.0919 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2426    2.9669    1.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8742    1.6332    0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5396    2.7111   -0.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0886   -0.5690    1.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8109   -0.6201    1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4657   -0.8957   -1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8960   -1.2025   -1.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1896   -0.0367   -1.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7434    1.9179   -0.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951    0.7761    0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1924    1.7911   -0.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3959   -0.3437    1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8591   -1.5535    0.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8762   -2.5266   -1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3402   -1.5159    1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993   -3.2168   -0.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
 10 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19  8  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  8 27  1  6
 10 28  1  6
 11 29  1  0
 11 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  1
 18 34  1  0
 19 35  1  1
 20 36  1  0
M  END

HEADER    PROTEIN                                 19-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-19         0                                  
HETATM    1  N   UNK     0    8664.1228667.212   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0    8662.7898666.441   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8661.4568667.212   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0    8661.4568668.752   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0    8660.1238666.441   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0    8664.1228668.752   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8662.7898669.518   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8664.9948663.755   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8668.3368663.740   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8669.2848667.212   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8670.6168666.441   0.000  0.00  0.00           O+0
HETATM   12  P   UNK     0    8671.9498667.212   0.000  0.00  0.00           P+0
HETATM   13  O   UNK     0    8671.1828668.544   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8673.2858666.441   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8672.7238668.544   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8666.6978667.364   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    8665.4518666.458   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8665.9278664.994   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8667.4678664.994   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8667.9438666.458   0.000  0.00  0.00           C+0
CONECT    1    2    6   17                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    1    7                                                       
CONECT    7    6                                                            
CONECT    8   18                                                            
CONECT    9   19                                                            
CONECT   10   11   20                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16   17   20                                                       
CONECT   17   18   16    1                                                  
CONECT   18   17   19    8                                                  
CONECT   19   18   20    9                                                  
CONECT   20   19   16   10                                                  
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0000999
HETATM    1  N1  UNL     1       2.190   1.928   1.776  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.937   1.276   0.951  1.00  0.00           C  
HETATM    3  N2  UNL     1       3.863   1.936   0.100  1.00  0.00           N  
HETATM    4  C2  UNL     1       2.806  -0.208   0.910  1.00  0.00           C  
HETATM    5  N3  UNL     1       2.412  -0.681  -0.389  1.00  0.00           N  
HETATM    6  C3  UNL     1       3.418  -1.002  -1.336  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.111  -1.418  -2.482  1.00  0.00           O  
HETATM    8  C4  UNL     1       1.041  -0.834  -0.748  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.286   0.328  -0.602  1.00  0.00           O  
HETATM   10  C5  UNL     1      -1.019  -0.094  -0.825  1.00  0.00           C  
HETATM   11  C6  UNL     1      -1.936   0.883  -0.098  1.00  0.00           C  
HETATM   12  O3  UNL     1      -3.242   0.462  -0.320  1.00  0.00           O  
HETATM   13  P1  UNL     1      -4.355   1.475   0.443  1.00  0.00           P  
HETATM   14  O4  UNL     1      -3.582   2.550   1.182  1.00  0.00           O  
HETATM   15  O5  UNL     1      -5.325   2.250  -0.708  1.00  0.00           O  
HETATM   16  O6  UNL     1      -5.297   0.615   1.555  1.00  0.00           O  
HETATM   17  C7  UNL     1      -1.154  -1.480  -0.277  1.00  0.00           C  
HETATM   18  O7  UNL     1      -1.547  -2.405  -1.231  1.00  0.00           O  
HETATM   19  C8  UNL     1       0.284  -1.789   0.164  1.00  0.00           C  
HETATM   20  O8  UNL     1       0.605  -3.108  -0.092  1.00  0.00           O  
HETATM   21  H1  UNL     1       2.243   2.967   1.844  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.874   1.633   0.121  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.540   2.711  -0.538  1.00  0.00           H  
HETATM   24  H4  UNL     1       2.089  -0.569   1.670  1.00  0.00           H  
HETATM   25  H5  UNL     1       3.811  -0.620   1.134  1.00  0.00           H  
HETATM   26  H6  UNL     1       4.466  -0.896  -1.091  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.896  -1.202  -1.772  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.190  -0.037  -1.929  1.00  0.00           H  
HETATM   29  H9  UNL     1      -1.743   1.918  -0.440  1.00  0.00           H  
HETATM   30  H10 UNL     1      -1.695   0.776   0.988  1.00  0.00           H  
HETATM   31  H11 UNL     1      -6.192   1.791  -0.806  1.00  0.00           H  
HETATM   32  H12 UNL     1      -5.396  -0.344   1.295  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.859  -1.553   0.576  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.876  -2.527  -1.951  1.00  0.00           H  
HETATM   35  H15 UNL     1       0.340  -1.516   1.218  1.00  0.00           H  
HETATM   36  H16 UNL     1       1.199  -3.217  -0.876  1.00  0.00           H  
CONECT    1    2    2   21
CONECT    2    3    4
CONECT    3   22   23
CONECT    4    5   24   25
CONECT    5    6    8
CONECT    6    7    7   26
CONECT    8    9   19   27
CONECT    9   10
CONECT   10   11   17   28
CONECT   11   12   29   30
CONECT   12   13
CONECT   13   14   14   15   16
CONECT   15   31
CONECT   16   32
CONECT   17   18   19   33
CONECT   18   34
CONECT   19   20   35
CONECT   20   36
END

HMDB0000999
     RDKit          3D
Phosphoribosylformylglycinamidine
 36 36  0  0  0  0  0  0  0  0999 V2000
    2.1897    1.9282    1.7761 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9370    1.2757    0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8628    1.9359    0.0995 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8058   -0.2085    0.9099 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4124   -0.6808   -0.3887 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -1.0021   -1.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1112   -1.4184   -2.4823 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0409   -0.8337   -0.7480 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2857    0.3277   -0.6024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0191   -0.0941   -0.8247 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9365    0.8832   -0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416    0.4624   -0.3195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3554    1.4751    0.4431 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5821    2.5498    1.1821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3252    2.2500   -0.7083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2969    0.6154    1.5546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1537   -1.4800   -0.2775 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5475   -2.4048   -1.2311 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2841   -1.7891    0.1638 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6047   -3.1077   -0.0919 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2426    2.9669    1.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8742    1.6332    0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5396    2.7111   -0.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0886   -0.5690    1.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8109   -0.6201    1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4657   -0.8957   -1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8960   -1.2025   -1.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1896   -0.0367   -1.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7434    1.9179   -0.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951    0.7761    0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1924    1.7911   -0.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3959   -0.3437    1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8591   -1.5535    0.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8762   -2.5266   -1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3402   -1.5159    1.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993   -3.2168   -0.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
 10 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19  8  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  8 27  1  6
 10 28  1  6
 11 29  1  0
 11 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  1
 18 34  1  0
 19 35  1  1
 20 36  1  0
M  END

Synonyms

Value	Source
FGAM	HMDB
Formylglycinamidine ribonucleotide	HMDB
N-(2-Amino-2-iminoethyl)-N-(5-O-phosphono-beta-D-ribofuranosyl)-formamide	HMDB
N-(2-Amino-2-iminoethyl)-N-(5-O-phosphono-beta-D-ribofuranosyl)formamide	HMDB
N-(2-Amino-2-iminoethyl)-N-(5-O-phosphono-β-D-ribofuranosyl)-formamide	HMDB
N-(2-Amino-2-iminoethyl)-N-(5-O-phosphono-β-D-ribofuranosyl)formamide	HMDB
Phosphoribosylformylglycineamidine	HMDB
Phosphoribosylformylglycinamidine	HMDB

Molecular Formula

C₈H₁₆N₃O₈P

Average Mass

313.203

Monoisotopic Mass

313.067501485

IUPAC Name

{[(2R,3S,4R,5R)-5-[N-(carbamimidoylmethyl)formamido]-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

Traditional Name

[(2R,3S,4R,5R)-5-[N-(carbamimidoylmethyl)formamido]-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid

CAS Registry Number

37721-04-3

SMILES

NC(=N)CN(C=O)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C8H16N3O8P/c9-5(10)1-11(3-12)8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H3,9,10)(H2,15,16,17)/t4-,6-,7-,8-/m1/s1

InChI Key

WQXXBAWHDQWCKL-XVFCMESISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Pentose phosphates

Alternative Parents

Substituents

Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Monosaccharide phosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Tetrahydrofuran
Tertiary carboxylic acid amide
Secondary alcohol
Carboxamide group
1,2-diol
Oxacycle
Organoheterocyclic compound
Carboximidamide
Carboxylic acid derivative
Carboxylic acid amidine
Amidine
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	15.3 g/L	ALOGPS
logP	-2.5	ALOGPS
logP	-4.2	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	1.23	ChemAxon
pKa (Strongest Basic)	11.14	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	186.63 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	72.84 m³·mol⁻¹	ChemAxon
Polarizability	26.53 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_5) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0i00-3696000000-49ffdbf675086d443018	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0k9b-5920000000-387a03ac81310bb56c77	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pba-9300000000-c99f1d58f4fb9c7bd8ab	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-6029000000-1448bfca778a094e25d4	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9050000000-c953f72b355b3ea5a9b1	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-3cbb2e4fa0172234ecb5	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191999	Trifunctional purine biosynthetic protein adenosine-3	Enzyme	P22102	Homo sapiens
MMDBp0192473	Phosphoribosylformylglycinamidine synthase	Enzyme	O15067	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	363	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle	Metabolic reconstruction
Bacteria	Proteobacteria	174	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool	Metabolic reconstruction
Bacteria	Actinobacteria	118	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	116	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva	Metabolic reconstruction
Bacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	19	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0000999

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022360

KNApSAcK ID

Not Available

Chemspider ID

62986231

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131878633

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Jayaram HN, Lui MS, Plowman J, Pillwein K, Reardon MA, Elliott WL, Weber G: Oncolytic activity and mechanism of action of a novel L-cysteine derivative, L-cysteine, ethyl ester, S-(N-methylcarbamate) monohydrochloride. Cancer Chemother Pharmacol. 1990;26(2):88-92. doi: 10.1007/BF02897250. [PubMed:2347042 ]
Maegawa T, Karasawa T, Ohta T, Wang X, Kato H, Hayashi H, Nakamura S: Linkage between toxin production and purine biosynthesis in Clostridium difficile. J Med Microbiol. 2002 Jan;51(1):34-41. doi: 10.1099/0022-1317-51-1-34. [PubMed:11800470 ]

Showing metabocard for Phosphoribosylformylglycinamidine (MMDBc0047915)

MOL for #<Metabolite:0x00005634be2b7318>

3D MOL for #<Metabolite:0x00005634be2b7318>

3D SDF for #<Metabolite:0x00005634be2b7318>

3D-SDF for #<Metabolite:0x00005634be2b7318>

PDB for #<Metabolite:0x00005634be2b7318>

3D PDB for #<Metabolite:0x00005634be2b7318>

SMILES for #<Metabolite:0x00005634be2b7318>

INCHI for #<Metabolite:0x00005634be2b7318>

Structure for #<Metabolite:0x00005634be2b7318>

3D Structure for #<Metabolite:0x00005634be2b7318>