MiMeDB: Showing metabocard for 5-Methyl-5,6,7,8-tetrahydromethanopterin (MMDBc0048047)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 21:46:54 UTC

Update Date

2022-09-01 02:14:00 UTC

Metabolite ID

MMDBc0048047

Metabolite Identification

Common Name

5-Methyl-5,6,7,8-tetrahydromethanopterin

Description

5-methyl-5,6,7,8-tetrahydromethanopterin(3-) 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. Based on a literature review very few articles have been published on 5-methyl-5,6,7,8-tetrahydromethanopterin(3-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304292223462D          

 55 58  0  0  1  0            999 V2000
    2.1434   -5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0888   -2.4795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8958   -2.3080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2314   -1.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0518   -1.4681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3874   -0.7144    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.6337   -0.3788    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.1411   -1.0500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7230    0.0393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5434    0.1255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.8790    0.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6995    0.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0350    1.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8555    1.8053    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   14.5501    2.3865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0284   -0.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8488   -0.4557    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.6928   -1.2956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3083   -3.0225    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1288   -3.1087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7563   -3.6356    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9278   -4.4425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  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
 24 27  1  0  0  0  0
 28 27  1  1  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
 31 33  2  0  0  0  0
 28 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 21 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 19 39  1  0  0  0  0
 39 40  1  1  0  0  0
  9 41  1  0  0  0  0
 41 42  2  0  0  0  0
  6 42  1  0  0  0  0
  2 43  1  0  0  0  0
 43 44  1  6  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 51 53  1  0  0  0  0
 46 53  2  0  0  0  0
 53 54  1  0  0  0  0
  2 54  1  0  0  0  0
 54 55  1  0  0  0  0
M  CHG  3  25  -1  32  -1  35  -1
M  END


  Mrv1652304292223462D          

 55 58  0  0  1  0            999 V2000
    2.1434   -5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0888   -2.4795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8958   -2.3080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2314   -1.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0518   -1.4681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3874   -0.7144    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.6337   -0.3788    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.1411   -1.0500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7230    0.0393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5434    0.1255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.8790    0.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6995    0.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0350    1.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8555    1.8053    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   14.5501    2.3865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0284   -0.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8488   -0.4557    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.6928   -1.2956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3083   -3.0225    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1288   -3.1087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7563   -3.6356    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9278   -4.4425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  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
 24 27  1  0  0  0  0
 28 27  1  1  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
 31 33  2  0  0  0  0
 28 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 21 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 19 39  1  0  0  0  0
 39 40  1  1  0  0  0
  9 41  1  0  0  0  0
 41 42  2  0  0  0  0
  6 42  1  0  0  0  0
  2 43  1  0  0  0  0
 43 44  1  6  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 51 53  1  0  0  0  0
 46 53  2  0  0  0  0
 53 54  1  0  0  0  0
  2 54  1  0  0  0  0
 54 55  1  0  0  0  0
M  CHG  3  25  -1  32  -1  35  -1
M  END
> <DATABASE_ID>
MMDBc0048047

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1([C@@H](C)NC2=CC=C(C[C@H](O)[C@H](O)[C@H](O)CO[C@H]3O[C@H](COP([O-])(=O)O[C@@H](CCC([O-])=O)C([O-])=O)[C@@H](O)[C@H]3O)C=C2)[C@H](C)NC2=C(N1C)C(=O)NC(N)=N2

> <INCHI_IDENTIFIER>
InChI=1S/C31H47N6O16P/c1-13(22-14(2)34-27-23(37(22)3)28(45)36-31(32)35-27)33-16-6-4-15(5-7-16)10-17(38)24(42)18(39)11-50-30-26(44)25(43)20(52-30)12-51-54(48,49)53-19(29(46)47)8-9-21(40)41/h4-7,13-14,17-20,22,24-26,30,33,38-39,42-44H,8-12H2,1-3H3,(H,40,41)(H,46,47)(H,48,49)(H4,32,34,35,36,45)/p-3/t13-,14+,17+,18-,19+,20-,22+,24+,25-,26-,30+/m1/s1

> <INCHI_KEY>
SWBKYDXMQNCIAW-ZQPYBXQSSA-K

> <FORMULA>
C31H44N6O16P

> <MOLECULAR_WEIGHT>
787.694

> <EXACT_MASS>
787.256787099

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
76.20645234000703

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
-3

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-({[(2R,3S,4R,5S)-5-{[(2R,3S,4S)-5-(4-{[(1R)-1-[(6S,7S)-2-amino-5,7-dimethyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]ethyl]amino}phenyl)-2,3,4-trihydroxypentyl]oxy}-3,4-dihydroxyoxolan-2-yl]methyl phosphono}oxy)pentanedioate

> <ALOGPS_LOGP>
-0.33

> <JCHEM_LOGP>
-3.3106415671312504

> <ALOGPS_LOGS>
-2.95

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.2025161934622934

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.0431569077383007

> <JCHEM_PKA_STRONGEST_BASIC>
4.49085536176507

> <JCHEM_POLAR_SURFACE_AREA>
353.23999999999995

> <JCHEM_REFRACTIVITY>
213.5607

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-({[(2R,3S,4R,5S)-5-{[(2R,3S,4S)-5-(4-{[(1R)-1-[(6S,7S)-2-amino-5,7-dimethyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl]ethyl]amino}phenyl)-2,3,4-trihydroxypentyl]oxy}-3,4-dihydroxyoxolan-2-yl]methyl phosphono}oxy)pentanedioate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  H   UNK     0       4.001 -10.010   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335 -10.780   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       5.335  -9.240   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669  -6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.003  -8.470   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      13.337  -6.160   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      13.337  -4.620   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      14.670  -8.470   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      16.004  -6.160   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      17.338  -6.930   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      18.672  -6.160   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      18.832  -4.628   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      20.339  -4.308   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.965  -2.901   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      22.497  -2.740   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      23.123  -1.334   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0      21.716  -0.707   0.000  0.00  0.00           O-1
HETATM   26  O   UNK     0      24.530  -1.960   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      23.750   0.073   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      25.281   0.234   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      25.907   1.641   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      27.439   1.802   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      28.065   3.209   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      29.597   3.370   0.000  0.00  0.00           O-1
HETATM   33  O   UNK     0      27.160   4.455   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      26.186  -1.012   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      27.718  -0.851   0.000  0.00  0.00           O-1
HETATM   36  O   UNK     0      25.560  -2.418   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      21.109  -5.642   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      22.640  -5.803   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      20.078  -6.786   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      20.399  -8.293   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       9.336  -8.470   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.001 -13.090   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0       2.667 -13.860   0.000  0.00  0.00           N+0
HETATM   46  C   UNK     0       1.334 -13.090   0.000  0.00  0.00           C+0
HETATM   47  N   UNK     0       0.000 -13.860   0.000  0.00  0.00           N+0
HETATM   48  C   UNK     0      -1.334 -13.090   0.000  0.00  0.00           C+0
HETATM   49  N   UNK     0      -2.667 -13.860   0.000  0.00  0.00           N+0
HETATM   50  N   UNK     0      -1.334 -11.550   0.000  0.00  0.00           N+0
HETATM   51  C   UNK     0       0.000 -10.780   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   54  N   UNK     0       2.667 -10.780   0.000  0.00  0.00           N+0
HETATM   55  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   43   54                                             
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   42                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   41                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   39                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   37                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24   28                                                       
CONECT   28   27   29   34                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   28   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   21   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   19   40                                                  
CONECT   40   39                                                            
CONECT   41    9   42                                                       
CONECT   42   41    6                                                       
CONECT   43    2   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45   47   53                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   51                                                       
CONECT   51   50   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   46   54                                                  
CONECT   54   53    2   55                                                  
CONECT   55   54                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  116    0
END

Synonyms

Value	Source
5-Methyl-5,6,7,8-tetrahydromethanopterin	ChEBI
5-Methyl-5,6,7,8-tetrahydromethanopterin trianion	ChEBI

Molecular Formula

C₃₁H₄₄N₆O₁₆P

Average Mass

787.694

Monoisotopic Mass

787.256787099

IUPAC Name

(2S)-2-({[(2R,3S,4R,5S)-5-{[(2R,3S,4S)-5-(4-{[(1R)-1-[(6S,7S)-2-amino-5,7-dimethyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]ethyl]amino}phenyl)-2,3,4-trihydroxypentyl]oxy}-3,4-dihydroxyoxolan-2-yl]methyl phosphono}oxy)pentanedioate

Traditional Name

(2S)-2-({[(2R,3S,4R,5S)-5-{[(2R,3S,4S)-5-(4-{[(1R)-1-[(6S,7S)-2-amino-5,7-dimethyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl]ethyl]amino}phenyl)-2,3,4-trihydroxypentyl]oxy}-3,4-dihydroxyoxolan-2-yl]methyl phosphono}oxy)pentanedioate

CAS Registry Number

Not Available

SMILES

[H][C@]1([C@@H](C)NC2=CC=C(C[C@H](O)[C@H](O)[C@H](O)CO[C@H]3O[C@H](COP([O-])(=O)O[C@@H](CCC([O-])=O)C([O-])=O)[C@@H](O)[C@H]3O)C=C2)[C@H](C)NC2=C(N1C)C(=O)NC(N)=N2

InChI Identifier

InChI=1S/C31H47N6O16P/c1-13(22-14(2)34-27-23(37(22)3)28(45)36-31(32)35-27)33-16-6-4-15(5-7-16)10-17(38)24(42)18(39)11-50-30-26(44)25(43)20(52-30)12-51-54(48,49)53-19(29(46)47)8-9-21(40)41/h4-7,13-14,17-20,22,24-26,30,33,38-39,42-44H,8-12H2,1-3H3,(H,40,41)(H,46,47)(H,48,49)(H4,32,34,35,36,45)/p-3/t13-,14+,17+,18-,19+,20-,22+,24+,25-,26-,30+/m1/s1

InChI Key

SWBKYDXMQNCIAW-ZQPYBXQSSA-K

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
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Pterin
Glycosyl compound
O-glycosyl compound
Pteridine
Monosaccharide phosphate
Phenylalkylamine
Aniline or substituted anilines
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Aminopyrimidine
Pyrimidone
Secondary aliphatic/aromatic amine
Dialkyl phosphate
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Fatty acyl
Phosphoric acid ester
Pyrimidine
Benzenoid
Alkyl phosphate
Vinylogous amide
Tetrahydrofuran
Heteroaromatic compound
Tertiary amine
Secondary alcohol
Amino acid or derivatives
Amino acid
Organoheterocyclic compound
Acetal
Secondary amine
Polyol
Carboxylic acid derivative
Carboxylic acid
Azacycle
Oxacycle
Primary amine
Carbonyl group
Alcohol
Organic oxide
Amine
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dicarboxylic acid dianion (CHEBI:58116 )
organophosphate oxoanion (CHEBI:58116 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.94 g/L	ALOGPS
logP	-0.33	ALOGPS
logP	-3.3	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	2.04	ChemAxon
pKa (Strongest Basic)	4.49	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	353.24 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	213.56 m³·mol⁻¹	ChemAxon
Polarizability	76.21 Å³	ChemAxon
Number of Rings	4	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	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-21	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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
MMDBr0008455	Mesna	5,6,7,8-Tetrahydromethanopterin	Not Available		VMH	30371894

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	Microbial Links
Archaea	Thaumarchaeota	1	Metabolic reconstruction
Archaea	Euryarchaeota	6	Metabolic reconstruction
Archaea/Archaea	Euryarchaeota	18	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
Human Feces	Detected but not Quantified									HMDB

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

26331039

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49791996

PDB ID

Not Available

ChEBI ID

58116

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 5-Methyl-5,6,7,8-tetrahydromethanopterin (MMDBc0048047)

MOL for #<Metabolite:0x00007fecfd0aa6a8>

3D MOL for #<Metabolite:0x00007fecfd0aa6a8>

3D SDF for #<Metabolite:0x00007fecfd0aa6a8>

3D-SDF for #<Metabolite:0x00007fecfd0aa6a8>

PDB for #<Metabolite:0x00007fecfd0aa6a8>

3D PDB for #<Metabolite:0x00007fecfd0aa6a8>

SMILES for #<Metabolite:0x00007fecfd0aa6a8>

INCHI for #<Metabolite:0x00007fecfd0aa6a8>

Structure for #<Metabolite:0x00007fecfd0aa6a8>

3D Structure for #<Metabolite:0x00007fecfd0aa6a8>