MiMeDB: Showing metabocard for oxidized coenzyme F420-2 (MMDBc0056242)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:20:30 UTC

Update Date

2025-10-07 16:09:41 UTC

Metabolite ID

MMDBc0056242

Metabolite Identification

Common Name

oxidized coenzyme F420-2

Description

Oxidized coenzyme F420-2 is a coenzyme belonging to the class of pterins. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and functions.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222202D          

 59 61  0  0  1  0            999 V2000
   17.4545  -10.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0213  -16.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2195  -15.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8784   -8.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5097   -7.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2839   -8.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0305  -17.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8324  -15.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2471  -16.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4545  -13.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6618  -10.5833    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.2287  -16.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6250  -15.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2379  -18.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1042   -8.1807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.6710   -8.6383    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.6342  -16.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4452  -15.2739    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.0489  -13.9011    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.4913   -8.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1226   -7.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8508  -14.7019    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.6434  -17.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0673  -10.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0397  -18.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9060   -8.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8692   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6526  -18.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8968   -7.9519    0.0000 N   0  5  0  0  0  0  0  0  0  0  0  0
   16.2655   -9.2104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8508  -17.6765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2471  -19.0494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8416  -16.6468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8232  -14.5875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2379  -15.0451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8416  -13.6723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2931   -9.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3300   -7.4943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3207   -6.4646    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   17.0581  -14.9307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2747  -10.2400    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   19.6342  -19.3926    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   12.5005   -9.5536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1134   -9.2104    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   15.2747   -7.2655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6618   -7.6087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8600  -18.7062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6302  -11.3617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4861  -12.5506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6526  -12.5282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4637  -11.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0581  -11.9561    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.8600   -9.7824    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3115   -8.4095    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0766   -8.0663    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.6526  -15.5028    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.2563  -14.1299    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.6434  -14.4731    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
 12  1  1  6  0  0  0
 13  2  1  0  0  0  0
 13  8  2  0  0  0  0
 14  3  1  0  0  0  0
 14  9  1  0  0  0  0
 15  8  1  0  0  0  0
 16  5  1  0  0  0  0
 17  4  1  0  0  0  0
 18  9  2  0  0  0  0
 18 13  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 21  6  1  0  0  0  0
 22  7  1  0  0  0  0
 23 19  1  0  0  0  0
 23 20  1  0  0  0  0
 24 15  2  0  0  0  0
 25 12  1  0  0  0  0
 26 15  1  0  0  0  0
 27 16  1  0  0  0  0
 28 17  1  0  0  0  0
 16 30  1  1  0  0  0
 30 21  1  0  0  0  0
 17 31  1  6  0  0  0
 31 25  2  0  0  0  0
 32 24  1  0  0  0  0
 32 29  2  0  0  0  0
 33 26  2  0  0  0  0
 33 29  1  0  0  0  0
 34 10  1  0  0  0  0
 34 18  1  0  0  0  0
 34 24  1  0  0  0  0
 35 14  2  0  0  0  0
 19 36  1  6  0  0  0
 20 37  1  6  0  0  0
 38 21  2  0  0  0  0
 39 22  2  0  0  0  0
 40 22  1  0  0  0  0
 23 41  1  1  0  0  0
 25 42  1  4  0  0  0
 43 26  1  0  0  0  0
 44 27  2  0  0  0  0
 45 27  1  0  0  0  0
 46 28  2  0  0  0  0
 47 28  1  0  0  0  0
 48 29  1  0  0  0  0
 51 11  1  0  0  0  0
 52 12  1  0  0  0  0
 53 49  2  0  0  0  0
 53 50  1  0  0  0  0
 53 51  1  0  0  0  0
 53 52  1  0  0  0  0
 12 54  1  1  0  0  0
 16 55  1  1  0  0  0
 17 56  1  6  0  0  0
 19 57  1  6  0  0  0
 20 58  1  6  0  0  0
 23 59  1  1  0  0  0
M  CHG  5  30  -1  40  -1  42  -1  43  -1  45  -1
M  END


  Mrv1652306172222202D          

 59 61  0  0  1  0            999 V2000
   17.4545  -10.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0213  -16.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2195  -15.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8784   -8.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5097   -7.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2839   -8.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0305  -17.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8324  -15.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2471  -16.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4545  -13.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6618  -10.5833    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.2287  -16.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6250  -15.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2379  -18.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1042   -8.1807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.6710   -8.6383    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.6342  -16.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4452  -15.2739    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.0489  -13.9011    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.4913   -8.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1226   -7.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8508  -14.7019    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.6434  -17.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0673  -10.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0397  -18.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9060   -8.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8692   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6526  -18.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8968   -7.9519    0.0000 N   0  5  0  0  0  0  0  0  0  0  0  0
   16.2655   -9.2104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8508  -17.6765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2471  -19.0494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8416  -16.6468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8232  -14.5875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2379  -15.0451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8416  -13.6723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2931   -9.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3300   -7.4943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3207   -6.4646    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   17.0581  -14.9307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2747  -10.2400    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   19.6342  -19.3926    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   12.5005   -9.5536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1134   -9.2104    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   15.2747   -7.2655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6618   -7.6087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8600  -18.7062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6302  -11.3617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4861  -12.5506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6526  -12.5282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4637  -11.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0581  -11.9561    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.8600   -9.7824    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3115   -8.4095    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0766   -8.0663    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.6526  -15.5028    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.2563  -14.1299    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.6434  -14.4731    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
 12  1  1  6  0  0  0
 13  2  1  0  0  0  0
 13  8  2  0  0  0  0
 14  3  1  0  0  0  0
 14  9  1  0  0  0  0
 15  8  1  0  0  0  0
 16  5  1  0  0  0  0
 17  4  1  0  0  0  0
 18  9  2  0  0  0  0
 18 13  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 21  6  1  0  0  0  0
 22  7  1  0  0  0  0
 23 19  1  0  0  0  0
 23 20  1  0  0  0  0
 24 15  2  0  0  0  0
 25 12  1  0  0  0  0
 26 15  1  0  0  0  0
 27 16  1  0  0  0  0
 28 17  1  0  0  0  0
 16 30  1  1  0  0  0
 30 21  1  0  0  0  0
 17 31  1  6  0  0  0
 31 25  2  0  0  0  0
 32 24  1  0  0  0  0
 32 29  2  0  0  0  0
 33 26  2  0  0  0  0
 33 29  1  0  0  0  0
 34 10  1  0  0  0  0
 34 18  1  0  0  0  0
 34 24  1  0  0  0  0
 35 14  2  0  0  0  0
 19 36  1  6  0  0  0
 20 37  1  6  0  0  0
 38 21  2  0  0  0  0
 39 22  2  0  0  0  0
 40 22  1  0  0  0  0
 23 41  1  1  0  0  0
 25 42  1  4  0  0  0
 43 26  1  0  0  0  0
 44 27  2  0  0  0  0
 45 27  1  0  0  0  0
 46 28  2  0  0  0  0
 47 28  1  0  0  0  0
 48 29  1  0  0  0  0
 51 11  1  0  0  0  0
 52 12  1  0  0  0  0
 53 49  2  0  0  0  0
 53 50  1  0  0  0  0
 53 51  1  0  0  0  0
 53 52  1  0  0  0  0
 12 54  1  1  0  0  0
 16 55  1  1  0  0  0
 17 56  1  6  0  0  0
 19 57  1  6  0  0  0
 20 58  1  6  0  0  0
 23 59  1  1  0  0  0
M  CHG  5  30  -1  40  -1  42  -1  43  -1  45  -1
M  END
> <DATABASE_ID>
MMDBc0056242

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(COP(O)(=O)O[C@@]([H])(C)C([O-])=N[C@@]([H])(CCC(=O)[N-][C@@]([H])(CCC([O-])=O)C([O-])=O)C(O)=O)[C@@]([H])(O)[C@@]([H])(O)CN1C2=CC(=O)C=CC2=CC2=C1N=C(O)N=C2[O-]

> <INCHI_IDENTIFIER>
InChI=1S/C29H36N5O18P/c1-12(25(42)31-17(28(46)47)4-6-21(38)30-16(27(44)45)5-7-22(39)40)52-53(49,50)51-11-20(37)23(41)19(36)10-34-18-9-14(35)3-2-13(18)8-15-24(34)32-29(48)33-26(15)43/h2-3,8-9,12,16-17,19-20,23,36-37,41H,4-7,10-11H2,1H3,(H8,30,31,32,33,35,38,39,40,42,43,44,45,46,47,48,49,50)/p-5/t12-,16-,17-,19-,20+,23-/m0/s1

> <INCHI_KEY>
BEUZRXRCQLIWPE-NALJQGANSA-I

> <FORMULA>
C29H31N5O18P

> <MOLECULAR_WEIGHT>
768.561

> <EXACT_MASS>
768.142914076

> <JCHEM_ACCEPTOR_COUNT>
21

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
68.78789276548665

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-5

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(4S)-4-carboxy-4-{[(2S)-2-{[hydroxy({[(2R,3S,4S)-2,3,4-trihydroxy-5-{2-hydroxy-4-oxido-8-oxo-8H,10H-pyrimido[4,5-b]quinolin-10-yl}pentyl]oxy})phosphoryl]oxy}-1-oxidopropylidene]amino}butanoyl]azanidyl}pentanedioate

> <JCHEM_LOGP>
-2.17205979036071

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.9747609686412875

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.379107012679948

> <JCHEM_PKA_STRONGEST_BASIC>
3.489138044092177

> <JCHEM_POLAR_SURFACE_AREA>
385.11000000000007

> <JCHEM_REFRACTIVITY>
218.57290000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(4S)-4-carboxy-4-{[(2S)-2-{[hydroxy([(2R,3S,4S)-2,3,4-trihydroxy-5-{2-hydroxy-4-oxido-8-oxopyrimido[4,5-b]quinolin-10-yl}pentyl]oxy)phosphoryl]oxy}-1-oxidopropylidene]amino}butanoyl]azanidyl}pentanedioate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      32.582 -19.328   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      39.240 -31.288   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      39.610 -29.793   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.773 -16.552   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.485 -14.203   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.663 -15.484   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.005 -14.630   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      37.390 -33.210   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      37.020 -29.152   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      34.061 -30.006   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      32.582 -24.881   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.102 -19.755   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      37.760 -31.715   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      38.500 -28.725   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      35.911 -33.637   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.594 -15.271   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.253 -16.125   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      36.651 -30.647   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      34.431 -28.511   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.691 -25.949   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      25.184 -15.911   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.895 -13.562   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      33.321 -27.444   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      34.801 -32.569   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      29.992 -18.688   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      35.541 -35.132   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      22.225 -16.766   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      29.622 -14.630   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      32.952 -34.491   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      24.074 -14.844   0.000  0.00  0.00           N-1
HETATM   31  N   UNK     0      30.362 -17.193   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      33.321 -32.996   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      34.061 -35.559   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      35.171 -31.074   0.000  0.00  0.00           N+0
HETATM   35  O   UNK     0      38.870 -27.230   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      35.911 -28.084   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      35.171 -25.522   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      24.814 -17.406   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      17.416 -13.989   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      19.265 -12.067   0.000  0.00  0.00           O-1
HETATM   41  O   UNK     0      31.842 -27.871   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      28.513 -19.115   0.000  0.00  0.00           O-1
HETATM   43  O   UNK     0      36.651 -36.200   0.000  0.00  0.00           O-1
HETATM   44  O   UNK     0      23.334 -17.833   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      20.745 -17.193   0.000  0.00  0.00           O-1
HETATM   46  O   UNK     0      28.513 -13.562   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      31.102 -14.203   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      31.472 -34.918   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      32.910 -21.208   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      30.774 -23.428   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      32.952 -23.386   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      30.732 -21.250   0.000  0.00  0.00           O+0
HETATM   53  P   UNK     0      31.842 -22.318   0.000  0.00  0.00           P+0
HETATM   54  H   UNK     0      31.472 -18.261   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      21.115 -15.698   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      28.143 -15.057   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      32.952 -28.938   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      32.212 -26.376   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      34.801 -27.016   0.000  0.00  0.00           H+0
CONECT    1   12                                                            
CONECT    2    3   13                                                       
CONECT    3    2   14                                                       
CONECT    4    6   17                                                       
CONECT    5    7   16                                                       
CONECT    6    4   21                                                       
CONECT    7    5   22                                                       
CONECT    8   13   15                                                       
CONECT    9   14   18                                                       
CONECT   10   19   34                                                       
CONECT   11   20   51                                                       
CONECT   12    1   25   52   54                                             
CONECT   13    2    8   18                                                  
CONECT   14    3    9   35                                                  
CONECT   15    8   24   26                                                  
CONECT   16    5   27   30   55                                             
CONECT   17    4   28   31   56                                             
CONECT   18    9   13   34                                                  
CONECT   19   10   23   36   57                                             
CONECT   20   11   23   37   58                                             
CONECT   21    6   30   38                                                  
CONECT   22    7   39   40                                                  
CONECT   23   19   20   41   59                                             
CONECT   24   15   32   34                                                  
CONECT   25   12   31   42                                                  
CONECT   26   15   33   43                                                  
CONECT   27   16   44   45                                                  
CONECT   28   17   46   47                                                  
CONECT   29   32   33   48                                                  
CONECT   30   16   21                                                       
CONECT   31   17   25                                                       
CONECT   32   24   29                                                       
CONECT   33   26   29                                                       
CONECT   34   10   18   24                                                  
CONECT   35   14                                                            
CONECT   36   19                                                            
CONECT   37   20                                                            
CONECT   38   21                                                            
CONECT   39   22                                                            
CONECT   40   22                                                            
CONECT   41   23                                                            
CONECT   42   25                                                            
CONECT   43   26                                                            
CONECT   44   27                                                            
CONECT   45   27                                                            
CONECT   46   28                                                            
CONECT   47   28                                                            
CONECT   48   29                                                            
CONECT   49   53                                                            
CONECT   50   53                                                            
CONECT   51   11   53                                                       
CONECT   52   12   53                                                       
CONECT   53   49   50   51   52                                             
CONECT   54   12                                                            
CONECT   55   16                                                            
CONECT   56   17                                                            
CONECT   57   19                                                            
CONECT   58   20                                                            
CONECT   59   23                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  122    0
END

Synonyms

Value	Source
Coenzyme gamma-F420-2 penta-anion	ChEBI
Oxidized coenzyme F420-2	ChEBI
Coenzyme g-F420-2 penta-anion	Generator
Coenzyme γ-F420-2 penta-anion	Generator
Coenzyme g-F420-2(5-)	Generator
Coenzyme γ-F420-2(5-)	Generator

Molecular Formula

C₂₉H₃₁N₅O₁₈P

Average Mass

768.561

Monoisotopic Mass

768.142914076

IUPAC Name

(2S)-2-{[(4S)-4-carboxy-4-{[(2S)-2-{[hydroxy({[(2R,3S,4S)-2,3,4-trihydroxy-5-{2-hydroxy-4-oxido-8-oxo-8H,10H-pyrimido[4,5-b]quinolin-10-yl}pentyl]oxy})phosphoryl]oxy}-1-oxidopropylidene]amino}butanoyl]azanidyl}pentanedioate

Traditional Name

(2S)-2-{[(4S)-4-carboxy-4-{[(2S)-2-{[hydroxy([(2R,3S,4S)-2,3,4-trihydroxy-5-{2-hydroxy-4-oxido-8-oxopyrimido[4,5-b]quinolin-10-yl}pentyl]oxy)phosphoryl]oxy}-1-oxidopropylidene]amino}butanoyl]azanidyl}pentanedioate

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(COP(O)(=O)O[C@@]([H])(C)C([O-])=N[C@@]([H])(CCC(=O)[N-][C@@]([H])(CCC([O-])=O)C([O-])=O)C(O)=O)[C@@]([H])(O)[C@@]([H])(O)CN1C2=CC(=O)C=CC2=CC2=C1N=C(O)N=C2[O-]

InChI Identifier

InChI=1S/C29H36N5O18P/c1-12(25(42)31-17(28(46)47)4-6-21(38)30-16(27(44)45)5-7-22(39)40)52-53(49,50)51-11-20(37)23(41)19(36)10-34-18-9-14(35)3-2-13(18)8-15-24(34)32-29(48)33-26(15)43/h2-3,8-9,12,16-17,19-20,23,36-37,41H,4-7,10-11H2,1H3,(H8,30,31,32,33,35,38,39,40,42,43,44,45,46,47,48,49,50)/p-5/t12-,16-,17-,19-,20+,23-/m0/s1

InChI Key

BEUZRXRCQLIWPE-NALJQGANSA-I

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma-glutamyl amino acids. These are dipeptides consisting of any C-terminal amino acid having a gamma-glutamyl residue attached at the N alpha-position.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Gamma-glutamyl amino acids

Alternative Parents

Substituents

Gamma-glutamyl alpha-amino acid
Glutamine or derivatives
Glutamic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid or derivatives
Pyrido[2,3-d]pyrimidine
Pyridopyrimidine
Quinoline
Tricarboxylic acid or derivatives
Hydroxypyrimidine
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Pyridine
Pyrimidine
Alkyl phosphate
Benzenoid
Heteroaromatic compound
Vinylogous amide
Secondary alcohol
Cyclic ketone
Carboximidic acid
Azacycle
Carbene-type 1,3-dipolar compound
Carboximidic acid derivative
Polyol
Organoheterocyclic compound
Carboxylic acid
Carbonyl group
Hydrocarbon derivative
Alcohol
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dialkyl phosphate anion (CHEBI:57922 )
ribitol phosphate (CHEBI:57922 )
pyrimidoquinolines (CHEBI:57922 )
tricarboxylic acid anion (CHEBI:57922 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-2.2	ChemAxon
pKa (Strongest Acidic)	1.38	ChemAxon
pKa (Strongest Basic)	3.49	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	21	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	385.11 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	218.57 m³·mol⁻¹	ChemAxon
Polarizability	68.79 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

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (void)	2025-10-24	743.6
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	369.6
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	215.7
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	362.8
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	347.9
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	178.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	1721.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	453.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	543.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	133.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	296.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	150.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	81.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	428.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	458.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	88.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	318.5
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1074.1
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	632.5

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	oxidized coenzyme F420-2_TMS_1	C[C@H](OP(=O)(O)OC[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H](O)CN1C2=CC(=O)C=CC2=CC2=C([O-])N=C(O)N=C21)C([O-])=N[C@@H](CCC(=O)[N-][C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)O	standard non polar	2025-10-24	3280.87
Gas Chromatography	oxidized coenzyme F420-2_TMS_2	C[C@H](OP(=O)(O)OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C2=CC(=O)C=CC2=CC2=C([O-])N=C(O)N=C21)C([O-])=N[C@@H](CCC(=O)[N-][C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1198.33
Gas Chromatography	oxidized coenzyme F420-2_TMS_3	C[C@H](OP(=O)(O)OC[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H](O)CN1C2=CC(=O)C=CC2=CC2=C([O-])N=C(O)N=C21)C([O-])=N[C@@H](CCC(=O)[N-][C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)O	standard non polar	2025-10-24	2296.23
Gas Chromatography	oxidized coenzyme F420-2_TMS_4	C[C@H](OP(=O)(O)OC[C@@H](O)[C@@H](O)[C@H](CN1C2=CC(=O)C=CC2=CC2=C([O-])N=C(O)N=C21)O[Si](C)(C)C)C([O-])=N[C@@H](CCC(=O)[N-][C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)O	standard non polar	2025-10-24	2021.48
Gas Chromatography	oxidized coenzyme F420-2_TMS_5	C[C@H](OP(=O)(O)OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C2=CC(=O)C=CC2=CC2=C([O-])N=C(O[Si](C)(C)C)N=C21)C([O-])=N[C@@H](CCC(=O)[N-][C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)O	standard non polar	2025-10-24	2855.52
Gas Chromatography	oxidized coenzyme F420-2_TMS_6	C[C@H](OP(=O)(OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C2=CC(=O)C=CC2=CC2=C([O-])N=C(O)N=C21)O[Si](C)(C)C)C([O-])=N[C@@H](CCC(=O)[N-][C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)O	standard non polar	2025-10-24	2279.59
Gas Chromatography	oxidized coenzyme F420-2_TMS_1	C[C@H](OP(=O)(O)OC[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H](O)CN1C2=CC(=O)C=CC2=CC2=C([O-])N=C(O)N=C21)C([O-])=N[C@@H](CCC(=O)[N-][C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)O	standard polar	2025-10-24	1385.11
Gas Chromatography	oxidized coenzyme F420-2_TMS_2	C[C@H](OP(=O)(O)OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C2=CC(=O)C=CC2=CC2=C([O-])N=C(O)N=C21)C([O-])=N[C@@H](CCC(=O)[N-][C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2297.67
Gas Chromatography	oxidized coenzyme F420-2_TMS_3	C[C@H](OP(=O)(O)OC[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H](O)CN1C2=CC(=O)C=CC2=CC2=C([O-])N=C(O)N=C21)C([O-])=N[C@@H](CCC(=O)[N-][C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)O	standard polar	2025-10-24	1662.17
Gas Chromatography	oxidized coenzyme F420-2_TMS_4	C[C@H](OP(=O)(O)OC[C@@H](O)[C@@H](O)[C@H](CN1C2=CC(=O)C=CC2=CC2=C([O-])N=C(O)N=C21)O[Si](C)(C)C)C([O-])=N[C@@H](CCC(=O)[N-][C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)O	standard polar	2025-10-24	1948.96
Gas Chromatography	oxidized coenzyme F420-2_TMS_5	C[C@H](OP(=O)(O)OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C2=CC(=O)C=CC2=CC2=C([O-])N=C(O[Si](C)(C)C)N=C21)C([O-])=N[C@@H](CCC(=O)[N-][C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)O	standard polar	2025-10-24	2318.11
Gas Chromatography	oxidized coenzyme F420-2_TMS_6	C[C@H](OP(=O)(OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C2=CC(=O)C=CC2=CC2=C([O-])N=C(O)N=C21)O[Si](C)(C)C)C([O-])=N[C@@H](CCC(=O)[N-][C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)O	standard polar	2025-10-24	1724.74

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

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated 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
Archaea/Archaea	Euryarchaeota	15
Bacteria/Eubacteria	Actinobacteria	14	Human ; Cattle

Exposure Sources

Other Exposures

Source Type	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

26330967

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

57922

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

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 oxidized coenzyme F420-2 (MMDBc0056242)

MOL for #<Metabolite:0x00007fc95c5ed3a0>

3D MOL for #<Metabolite:0x00007fc95c5ed3a0>

3D SDF for #<Metabolite:0x00007fc95c5ed3a0>

3D-SDF for #<Metabolite:0x00007fc95c5ed3a0>

PDB for #<Metabolite:0x00007fc95c5ed3a0>

3D PDB for #<Metabolite:0x00007fc95c5ed3a0>

SMILES for #<Metabolite:0x00007fc95c5ed3a0>

INCHI for #<Metabolite:0x00007fc95c5ed3a0>

Structure for #<Metabolite:0x00007fc95c5ed3a0>

3D Structure for #<Metabolite:0x00007fc95c5ed3a0>