MiMeDB: Showing metabocard for N5-methyl--tetrahydropteroyl tri-L-glutamate (MMDBc0032164)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 02:05:05 UTC

Update Date

2022-08-31 18:31:03 UTC

Metabolite ID

MMDBc0032164

Metabolite Identification

Common Name

N5-methyl--tetrahydropteroyl tri-L-glutamate

Description

N5-methyl--tetrahydropteroyl tri-L-glutamate is an intermediate in L-methionine biosynthesis I and S-adenosyl-L-methionine cycle I in E.coli. In both pathways, it is a substrate for the enzyme cobalamin-dependent methionine synthase which catalyzes the reaction L-homocysteine + N5-methyl--tetrahydropteroyl tri-L-glutamate ‚Üí L-methionine + tetrahydropteroyl tri-L-glutamate (BioCyc compound: CPD-1302).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533005151518332D          

 51 53  0  0  0  0            999 V2000
   -6.4302   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.0312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7157   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7157   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.6812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8591   -2.6812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5736   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5736   -1.4437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8591   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8591   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -2.6812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0012   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0012   -0.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.0312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.6812    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.6812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.4437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -0.2062    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    1.0312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.6812    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.7157    2.6812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736    0.2062    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.0012    2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723   -0.2062    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  2 12  1  0  0  0  0
  6 12  2  0  0  0  0
  8 13  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 31 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  2  0  0  0  0
 39 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
 37 48  2  0  0  0  0
 29 49  2  0  0  0  0
 19 50  1  0  0  0  0
 50 51  2  0  0  0  0
 16 51  1  0  0  0  0
M  CHG  4  25  -1  33  -1  41  -1  47  -1
M  END


  Mrv1533005151518332D          

 51 53  0  0  0  0            999 V2000
   -6.4302   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.0312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7157   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7157   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.6812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8591   -2.6812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5736   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5736   -1.4437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8591   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8591   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -2.6812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0012   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0012   -0.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.0312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.6812    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.6812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.4437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -0.2062    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    1.0312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.6812    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.7157    2.6812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736    0.2062    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.0012    2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723   -0.2062    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  2 12  1  0  0  0  0
  6 12  2  0  0  0  0
  8 13  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 31 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  2  0  0  0  0
 39 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
 37 48  2  0  0  0  0
 29 49  2  0  0  0  0
 19 50  1  0  0  0  0
 50 51  2  0  0  0  0
 16 51  1  0  0  0  0
M  CHG  4  25  -1  33  -1  41  -1  47  -1
M  END
> <DATABASE_ID>
MMDBc0032164

> <DATABASE_NAME>
MIME

> <SMILES>
CN1C(CNC2=CC=C(C=C2)C(=O)NC(CCC(=O)NC(CCC(=O)NC(CCC([O-])=O)C([O-])=O)C([O-])=O)C([O-])=O)CNC2=C1C(=O)NC(N)=N2

> <INCHI_IDENTIFIER>
InChI=1S/C30H39N9O12/c1-39-16(13-33-24-23(39)26(45)38-30(31)37-24)12-32-15-4-2-14(3-5-15)25(44)36-19(29(50)51)7-10-21(41)34-17(27(46)47)6-9-20(40)35-18(28(48)49)8-11-22(42)43/h2-5,16-19,32H,6-13H2,1H3,(H,34,41)(H,35,40)(H,36,44)(H,42,43)(H,46,47)(H,48,49)(H,50,51)(H4,31,33,37,38,45)/p-4

> <INCHI_KEY>
HVRNKDVLFAVCJF-UHFFFAOYSA-J

> <FORMULA>
C30H35N9O12

> <MOLECULAR_WEIGHT>
713.663

> <EXACT_MASS>
713.242711923

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
69.30117173122171

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(4-{4-[(4-{[(2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]-4-carboxylatobutanamido}-4-carboxylatobutanamido)pentanedioate

> <ALOGPS_LOGP>
0.11

> <JCHEM_LOGP>
-3.520613300076094

> <ALOGPS_LOGS>
-2.92

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
3.5127503209866195

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6822465659634904

> <JCHEM_PKA_STRONGEST_BASIC>
3.139884793816262

> <JCHEM_POLAR_SURFACE_AREA>
342.59999999999997

> <JCHEM_REFRACTIVITY>
226.4053000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-{4-[(4-{[(2-amino-5-methyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido]-4-carboxylatobutanamido}-4-carboxylatobutanamido)pentanedioate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-15         0                                  
HETATM    1  C   UNK     0     -12.003  -0.385   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0     -12.003  -1.925   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0     -10.669  -2.695   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.669  -4.235   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0     -12.003  -5.005   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0     -13.337  -4.235   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0     -14.670  -5.005   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0     -16.004  -4.235   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0     -16.004  -2.695   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0     -14.670  -1.925   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -14.670  -0.385   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -13.337  -2.695   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0     -17.338  -5.005   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -9.336  -1.925   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -9.336  -0.385   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -8.002   0.385   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002   1.925   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.668   2.695   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335   1.925   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001   2.695   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.001   4.235   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0      -2.667   1.925   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      -1.334   2.695   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.334   4.235   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.000   5.005   0.000  0.00  0.00           O-1
HETATM   26  O   UNK     0      -2.667   5.005   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.000   1.925   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.334   2.695   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667   1.925   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0       4.001   2.695   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       5.335   1.925   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.335   0.385   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       6.668  -0.385   0.000  0.00  0.00           O-1
HETATM   34  O   UNK     0       4.001  -0.385   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       6.668   2.695   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.002   1.925   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.336   2.695   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0      10.669   1.925   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      12.003   2.695   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.003   4.235   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      13.337   5.005   0.000  0.00  0.00           O-1
HETATM   42  O   UNK     0      10.669   5.005   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      13.337   1.925   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      14.670   2.695   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      16.004   1.925   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      17.338   2.695   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      16.004   0.385   0.000  0.00  0.00           O-1
HETATM   48  O   UNK     0       9.336   4.235   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       2.667   0.385   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      -5.335   0.385   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -6.668  -0.385   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    2    6                                                  
CONECT   13    8                                                            
CONECT   14    3   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   51                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   50                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   23   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   49                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   35                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   31   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   48                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   43                                                  
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   39   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   37                                                            
CONECT   49   29                                                            
CONECT   50   19   51                                                       
CONECT   51   50   16                                                       
MASTER        0    0    0    0    0    0    0    0   51    0  106    0
END

Synonyms

Value	Source
N5-Methyl--tetrahydropteroyl tri-L-glutamic acid	Generator

Molecular Formula

C₃₀H₃₅N₉O₁₂

Average Mass

713.663

Monoisotopic Mass

713.242711923

IUPAC Name

2-(4-{4-[(4-{[(2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]-4-carboxylatobutanamido}-4-carboxylatobutanamido)pentanedioate

Traditional Name

2-(4-{4-[(4-{[(2-amino-5-methyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido]-4-carboxylatobutanamido}-4-carboxylatobutanamido)pentanedioate

CAS Registry Number

Not Available

SMILES

CN1C(CNC2=CC=C(C=C2)C(=O)NC(CCC(=O)NC(CCC(=O)NC(CCC([O-])=O)C([O-])=O)C([O-])=O)C([O-])=O)CNC2=C1C(=O)NC(N)=N2

InChI Identifier

InChI=1S/C30H39N9O12/c1-39-16(13-33-24-23(39)26(45)38-30(31)37-24)12-32-15-4-2-14(3-5-15)25(44)36-19(29(50)51)7-10-21(41)34-17(27(46)47)6-9-20(40)35-18(28(48)49)8-11-22(42)43/h2-5,16-19,32H,6-13H2,1H3,(H,34,41)(H,35,40)(H,36,44)(H,42,43)(H,46,47)(H,48,49)(H,50,51)(H4,31,33,37,38,45)/p-4

InChI Key

HVRNKDVLFAVCJF-UHFFFAOYSA-J

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine nucleotide sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine nucleotide sugars

Direct Parent

Purine nucleotide sugars

Alternative Parents

Substituents

Purine nucleotide sugar
Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-oxopurine
Hypoxanthine
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Purine
Pyrimidone
Aminopyrimidine
Pyrimidine
Alkyl phosphate
Phosphoric acid ester
Oxane
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Vinylogous amide
Azole
Imidazole
Oxolane
Heteroaromatic compound
Secondary alcohol
1,2-diol
Polyol
Organoheterocyclic compound
Azacycle
Oxacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Primary amine
Alcohol
Organooxygen compound
Organonitrogen compound
Amine
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a GDP-sugar (GUANOSINE_DIPHOSPHATE_FUCOSE )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.95 g/L	ALOGPS
logP	0.11	ALOGPS
logP	-3.5	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	2.68	ChemAxon
pKa (Strongest Basic)	3.14	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	342.6 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	226.41 m³·mol⁻¹	ChemAxon
Polarizability	69.3 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000000900-12c56169fecdd9f1abda	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0000004900-74d9c3f43e245acb61d1	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-9220003200-ae49c32b2aa0b39c52fc	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0000000900-8aa96c83c5c265ff009a	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03k9-2000002900-364f6ba4e7a9e5066a1e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100001000-5b24b298a89419aedc5d	2015-09-15	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

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for N5-methyl--tetrahydropteroyl tri-L-glutamate (MMDBc0032164)

MOL for #<Metabolite:0x00007fecf57856d8>

3D MOL for #<Metabolite:0x00007fecf57856d8>

3D SDF for #<Metabolite:0x00007fecf57856d8>

3D-SDF for #<Metabolite:0x00007fecf57856d8>

PDB for #<Metabolite:0x00007fecf57856d8>

3D PDB for #<Metabolite:0x00007fecf57856d8>

SMILES for #<Metabolite:0x00007fecf57856d8>

INCHI for #<Metabolite:0x00007fecf57856d8>

Structure for #<Metabolite:0x00007fecf57856d8>

3D Structure for #<Metabolite:0x00007fecf57856d8>