MiMeDB: Showing metabocard for N(5)-formyl-5,6,7,8-tetrahydromethanopterin (MMDBc0048042)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 21:46:48 UTC

Update Date

2022-09-01 02:13:54 UTC

Metabolite ID

MMDBc0048042

Metabolite Identification

Common Name

N(5)-formyl-5,6,7,8-tetrahydromethanopterin

Description

N(5)-formyl-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 N(5)-formyl-5,6,7,8-tetrahydromethanopterin(3-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304292223462D          

 61 64  0  0  1  0            999 V2000
   -5.0013   -7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  0  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   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -5.7750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    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   -6.6000    0.0000 O   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
    2.2296   -5.3670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0366   -5.1955    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3722   -4.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1927   -4.3556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5282   -3.6019    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.7745   -3.2663    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.2819   -3.9375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8638   -2.8482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6843   -2.7620    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1993   -2.0946    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0198   -2.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8403   -1.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1759   -1.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9963   -1.0822    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.6909   -0.5010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1692   -3.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9897   -3.3432    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.8336   -4.1831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4491   -5.9100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2696   -5.9962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8971   -6.5231    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0686   -7.3300    0.0000 O   0  0  0  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
   -3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7158   -8.2500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -6.6000    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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  1  6  0  0  0
 10 12  1  1  0  0  0
 10 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  6  0  0  0
 13 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  1  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 26 29  1  0  0  0  0
 30 29  1  1  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 30 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
 23 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  0  0  0  0
 21 42  1  0  0  0  0
 42 43  1  1  0  0  0
  8 44  1  0  0  0  0
 44 45  2  0  0  0  0
  5 45  1  0  0  0  0
  2 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 47 50  1  0  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 46 53  1  0  0  0  0
 53 54  1  1  0  0  0
 53 55  1  6  0  0  0
 51 56  1  0  0  0  0
 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 57 59  1  0  0  0  0
 59 60  1  0  0  0  0
 50 60  1  0  0  0  0
 60 61  2  0  0  0  0
M  CHG  3  27  -1  35  -1  38  -1
M  END


  Mrv1652304292223462D          

 61 64  0  0  1  0            999 V2000
   -5.0013   -7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  0  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   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -5.7750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    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   -6.6000    0.0000 O   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
    2.2296   -5.3670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0366   -5.1955    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3722   -4.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1927   -4.3556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5282   -3.6019    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.7745   -3.2663    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.2819   -3.9375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8638   -2.8482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6843   -2.7620    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1993   -2.0946    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0198   -2.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8403   -1.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1759   -1.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9963   -1.0822    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.6909   -0.5010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1692   -3.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9897   -3.3432    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.8336   -4.1831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4491   -5.9100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2696   -5.9962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8971   -6.5231    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0686   -7.3300    0.0000 O   0  0  0  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
   -3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7158   -8.2500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -6.6000    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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  1  6  0  0  0
 10 12  1  1  0  0  0
 10 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  6  0  0  0
 13 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  1  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 26 29  1  0  0  0  0
 30 29  1  1  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 30 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
 23 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  0  0  0  0
 21 42  1  0  0  0  0
 42 43  1  1  0  0  0
  8 44  1  0  0  0  0
 44 45  2  0  0  0  0
  5 45  1  0  0  0  0
  2 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 47 50  1  0  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 46 53  1  0  0  0  0
 53 54  1  1  0  0  0
 53 55  1  6  0  0  0
 51 56  1  0  0  0  0
 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 57 59  1  0  0  0  0
 59 60  1  0  0  0  0
 50 60  1  0  0  0  0
 60 61  2  0  0  0  0
M  CHG  3  27  -1  35  -1  38  -1
M  END
> <DATABASE_ID>
MMDBc0048042

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](C)(NC1=CC=C(C[C@]([H])(O)[C@]([H])(O)[C@]([H])(O)CO[C@H]2O[C@H](COP([O-])(=O)O[C@@]([H])(CCC([O-])=O)C([O-])=O)[C@@H](O)[C@H]2O)C=C1)C1N(C=O)C2=C(N[C@@]1([H])C)N=C(N)NC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H45N6O17P/c1-13(22-14(2)34-27-23(37(22)12-38)28(46)36-31(32)35-27)33-16-5-3-15(4-6-16)9-17(39)24(43)18(40)10-51-30-26(45)25(44)20(53-30)11-52-55(49,50)54-19(29(47)48)7-8-21(41)42/h3-6,12-14,17-20,22,24-26,30,33,39-40,43-45H,7-11H2,1-2H3,(H,41,42)(H,47,48)(H,49,50)(H4,32,34,35,36,46)/p-3/t13-,14+,17+,18-,19+,20-,22?,24+,25-,26-,30+/m1/s1

> <INCHI_KEY>
RMPHWTMYCVTPKB-QZQIFXBMSA-K

> <FORMULA>
C31H42N6O17P

> <MOLECULAR_WEIGHT>
801.677

> <EXACT_MASS>
801.236051654

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
76.16211002861606

> <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-[(7S)-2-amino-5-formyl-7-methyl-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>
-0.62

> <JCHEM_LOGP>
-4.072789397618671

> <ALOGPS_LOGS>
-2.84

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.1881065525746184

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7658206487096821

> <JCHEM_PKA_STRONGEST_BASIC>
4.472961003478405

> <JCHEM_POLAR_SURFACE_AREA>
370.30999999999995

> <JCHEM_REFRACTIVITY>
213.34140000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.24e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-({[(2R,3S,4R,5S)-5-{[(2R,3S,4S)-5-(4-{[(1R)-1-[(7S)-2-amino-5-formyl-7-methyl-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      -9.336 -13.090   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0     -10.669 -13.860   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.669 -12.320   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -9.336 -14.630   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -8.002 -13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.002 -12.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0      -4.001 -13.090   0.000  0.00  0.00           H+0
HETATM   12  O   UNK     0      -2.667 -13.860   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0      -2.667 -10.780   0.000  0.00  0.00           H+0
HETATM   15  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.000 -12.320   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0      -1.334 -13.090   0.000  0.00  0.00           H+0
HETATM   18  O   UNK     0       0.000 -13.860   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.667 -12.320   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.162 -10.018   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.668  -9.698   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.295  -8.291   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.826  -8.130   0.000  0.00  0.00           O+0
HETATM   26  P   UNK     0       8.453  -6.724   0.000  0.00  0.00           P+0
HETATM   27  O   UNK     0       7.046  -6.097   0.000  0.00  0.00           O-1
HETATM   28  O   UNK     0       9.860  -7.350   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       9.079  -5.317   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      10.611  -5.156   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0       9.705  -3.910   0.000  0.00  0.00           H+0
HETATM   32  C   UNK     0      11.237  -3.749   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.769  -3.588   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.395  -2.181   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      14.926  -2.020   0.000  0.00  0.00           O-1
HETATM   36  O   UNK     0      12.490  -0.935   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      11.516  -6.402   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      13.047  -6.241   0.000  0.00  0.00           O-1
HETATM   39  O   UNK     0      10.889  -7.808   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       6.438 -11.032   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       7.970 -11.193   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       5.408 -12.176   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       5.728 -13.683   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -12.003 -14.630   0.000  0.00  0.00           C+0
HETATM   47  N   UNK     0     -13.337 -13.860   0.000  0.00  0.00           N+0
HETATM   48  C   UNK     0     -13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0     -14.670 -11.550   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0     -14.670 -14.630   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -14.670 -16.170   0.000  0.00  0.00           C+0
HETATM   52  N   UNK     0     -13.337 -16.940   0.000  0.00  0.00           N+0
HETATM   53  C   UNK     0     -12.003 -16.170   0.000  0.00  0.00           C+0
HETATM   54  H   UNK     0     -10.669 -15.400   0.000  0.00  0.00           H+0
HETATM   55  C   UNK     0     -10.669 -16.940   0.000  0.00  0.00           C+0
HETATM   56  N   UNK     0     -16.004 -16.940   0.000  0.00  0.00           N+0
HETATM   57  C   UNK     0     -17.338 -16.170   0.000  0.00  0.00           C+0
HETATM   58  N   UNK     0     -18.672 -16.940   0.000  0.00  0.00           N+0
HETATM   59  N   UNK     0     -17.338 -14.630   0.000  0.00  0.00           N+0
HETATM   60  C   UNK     0     -16.004 -13.860   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0     -16.004 -12.320   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   46                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   45                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   44                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   42                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   40                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30                                                       
CONECT   30   29   31   32   37                                             
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   30   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   23   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   21   43                                                  
CONECT   43   42                                                            
CONECT   44    8   45                                                       
CONECT   45   44    5                                                       
CONECT   46    2   47   53                                                  
CONECT   47   46   48   50                                                  
CONECT   48   47   49                                                       
CONECT   49   48                                                            
CONECT   50   47   51   60                                                  
CONECT   51   50   52   56                                                  
CONECT   52   51   53                                                       
CONECT   53   52   46   54   55                                             
CONECT   54   53                                                            
CONECT   55   53                                                            
CONECT   56   51   57                                                       
CONECT   57   56   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57   60                                                       
CONECT   60   59   50   61                                                  
CONECT   61   60                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  128    0
END

Synonyms

Value	Source
N(5)-Formyl-5,6,7,8-tetrahydromethanopterin	ChEBI
N(5)-Formyl-5,6,7,8-tetrahydromethanopterin trianion	ChEBI

Molecular Formula

C₃₁H₄₂N₆O₁₇P

Average Mass

801.677

Monoisotopic Mass

801.236051654

IUPAC Name

(2S)-2-({[(2R,3S,4R,5S)-5-{[(2R,3S,4S)-5-(4-{[(1R)-1-[(7S)-2-amino-5-formyl-7-methyl-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-[(7S)-2-amino-5-formyl-7-methyl-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@](C)(NC1=CC=C(C[C@]([H])(O)[C@]([H])(O)[C@]([H])(O)CO[C@H]2O[C@H](COP([O-])(=O)O[C@@]([H])(CCC([O-])=O)C([O-])=O)[C@@H](O)[C@H]2O)C=C1)C1N(C=O)C2=C(N[C@@]1([H])C)N=C(N)NC2=O

InChI Identifier

InChI=1S/C31H45N6O17P/c1-13(22-14(2)34-27-23(37(22)12-38)28(46)36-31(32)35-27)33-16-5-3-15(4-6-16)9-17(39)24(43)18(40)10-51-30-26(45)25(44)20(53-30)11-52-55(49,50)54-19(29(47)48)7-8-21(41)42/h3-6,12-14,17-20,22,24-26,30,33,39-40,43-45H,7-11H2,1-2H3,(H,41,42)(H,47,48)(H,49,50)(H4,32,34,35,36,46)/p-3/t13-,14+,17+,18-,19+,20-,22?,24+,25-,26-,30+/m1/s1

InChI Key

RMPHWTMYCVTPKB-QZQIFXBMSA-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 phosphate
Pentose-5-phosphate
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Pterin
Glycosyl compound
O-glycosyl compound
Monosaccharide phosphate
Pteridine
Phenylalkylamine
Aniline or substituted anilines
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
Tertiary carboxylic acid amide
Heteroaromatic compound
Amino acid or derivatives
Secondary alcohol
Amino acid
Carboxamide group
Organoheterocyclic compound
Acetal
Polyol
Azacycle
Secondary amine
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Primary amine
Amine
Alcohol
Organic oxide
Carbonyl group
Organopnictogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dicarboxylic acid dianion (CHEBI:58018 )
organophosphate oxoanion (CHEBI:58018 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.24 g/L	ALOGPS
logP	-0.62	ALOGPS
logP	-4.1	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	1.77	ChemAxon
pKa (Strongest Basic)	4.47	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	370.31 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	213.34 m³·mol⁻¹	ChemAxon
Polarizability	76.16 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)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	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

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0008409	Water	N(5)-formyl-5,6,7,8-tetrahydromethanopterin	Not Available	5,10-Methenyltetrahydromethanopterin 10-hydrolase (decyclizing)	VMH	30371894
MMDBr0013719	5,6,7,8-Tetrahydromethanopterin	Methanofuran	Formyltransferase/hydrolase complex subunit D	Transfer of a formyl group	RHEA	34755880
MMDBr0013833	5,10-Methenyl-5,6,7,8-tetrahydromethanopterin	Hydrogen Ion	Methenyltetrahydromethanopterin cyclohydrolase	Hydrolysis	RHEA	34755880

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	Synergistetes	2	Human feces	Metabolic reconstruction
Bacteria	Firmicutes	4	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	4		Metabolic reconstruction
Bacteria	Proteobacteria	14	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	2	Human feces	Metabolic reconstruction
Archaea/Archaea	Euryarchaeota	23		Metabolic reconstruction
Bacteria/NULL	Proteobacteria	6	Human feces	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

26331010

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49791972

PDB ID

Not Available

ChEBI ID

58018

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 N(5)-formyl-5,6,7,8-tetrahydromethanopterin (MMDBc0048042)

MOL for #<Metabolite:0x000055d24939c530>

3D MOL for #<Metabolite:0x000055d24939c530>

3D SDF for #<Metabolite:0x000055d24939c530>

3D-SDF for #<Metabolite:0x000055d24939c530>

PDB for #<Metabolite:0x000055d24939c530>

3D PDB for #<Metabolite:0x000055d24939c530>

SMILES for #<Metabolite:0x000055d24939c530>

INCHI for #<Metabolite:0x000055d24939c530>

Structure for #<Metabolite:0x000055d24939c530>

3D Structure for #<Metabolite:0x000055d24939c530>