NP-MRD: Showing NP-Card for [(2s,3r,4r)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10-yl}pentyl]oxyphosphonic acid (NP0246527)

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Record Information

Version

2.0

Created at

2022-09-07 08:02:17 UTC

Updated at

2022-09-07 08:02:17 UTC

NP-MRD ID

NP0246527

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2s,3r,4r)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10-yl}pentyl]oxyphosphonic acid

Description

34469-63-1, Also known as FMN semiquinone, belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. [(2s,3r,4r)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10-yl}pentyl]oxyphosphonic acid is found in Mus musculus. Based on a literature review very few articles have been published on 34469-63-1.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072210022D          

 31 33  0  0  1  0            999 V2000
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7322    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  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  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 14 28  1  0  0  0  0
  4 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
  2 30  2  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -5.2517    2.3645    2.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2389    1.6098    1.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5986    0.3879    0.7760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7203   -0.3822    0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0987   -1.5803   -0.4666 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2413   -2.3255   -1.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6081   -3.5591   -1.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8887   -4.0551   -1.5054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6624   -4.2125   -2.4057 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4307   -3.7043   -2.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5926   -4.3665   -3.2468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0347   -2.5180   -2.0927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9096   -1.7689   -1.3700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5245   -0.5642   -0.8646 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1936   -0.1066   -1.1148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7972   -0.5185   -0.0486 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8897   -1.8933    0.0810 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1551    0.0131   -0.4946 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0180    1.3953   -0.6125 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443   -0.3465    0.4952 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3346   -1.7343    0.5705 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5355    0.2046   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6336   -0.0868    0.7395 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9914    0.6048    0.0059 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.7163    0.7021   -1.4766 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3836   -0.3036    0.3118 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1351    2.1831    0.6023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502    0.1173   -0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0892    1.3592    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9724    2.1225    1.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5980    3.4417    1.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8505    2.9456    1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8058    3.0919    2.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9811    1.6801    2.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5933   -0.0309    0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3204   -3.8241   -0.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713   -0.6301   -2.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1069    0.9577   -1.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5630   -0.1020    0.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3915   -2.2878   -0.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3910   -0.4197   -1.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6234    1.7105    0.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9848    0.0227    1.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7539   -2.1130   -0.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4292    1.3265   -0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6304   -0.0986   -1.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7280   -0.0875    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7339    2.2539    1.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0926    1.7532    0.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3901    4.2016    1.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7089    3.8155    1.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2809    3.3547    2.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 30  2  0
 30 31  1  0
 30 29  1  0
 29 28  2  0
 28 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 26  1  0
 24 27  1  0
 24 25  2  0
 14 13  1  0
 13 12  2  0
 12 10  1  0
 10 11  2  0
 10  9  1  0
  9  7  2  0
  7  8  1  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  4 28  1  0
  6 13  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 31 50  1  0
 31 51  1  0
 31 52  1  0
 29 49  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  1
 17 40  1  0
 18 41  1  6
 19 42  1  0
 20 43  1  1
 21 44  1  0
 22 45  1  0
 22 46  1  0
 26 47  1  0
 27 48  1  0
  8 36  1  0
  3 35  1  0
M  END


  Mrv1652309072210022D          

 31 33  0  0  1  0            999 V2000
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7322    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  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  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 14 28  1  0  0  0  0
  4 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
  2 30  2  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0246527

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(C)C=C2N(C[C@@H](O)[C@@H](O)[C@@H](O)COP(O)(O)=O)C3=NC(=O)N=C(O)C3=NC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m1/s1

> <INCHI_KEY>
FVTCRASFADXXNN-MBNYWOFBSA-N

> <FORMULA>
C17H21N4O9P

> <MOLECULAR_WEIGHT>
456.348

> <EXACT_MASS>
456.10461527

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
42.2635920383542

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2S,3R,4R)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxo-2H,10H-benzo[g]pteridin-10-yl}pentyl]oxy}phosphonic acid

> <JCHEM_LOGP>
-0.6726054870000003

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
4.449865822678587

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.491740678863418

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6683479398336507

> <JCHEM_POLAR_SURFACE_AREA>
205.06999999999996

> <JCHEM_REFRACTIVITY>
107.463

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3R,4R)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10-yl}pentyl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      12.003  -0.770   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      13.337   0.000   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0      14.670   0.770   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      14.107  -1.334   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      12.567   1.334   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   30                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   28                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    6   14                                                  
CONECT   14   13   15   28                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24                                                            
CONECT   28   14    4   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29    2   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
Flavin mononucleotide semiquinone	MeSH
FMN Semiquinone	MeSH

Chemical Formula

C₁₇H₂₁N₄O₉P

Average Mass

456.3480 Da

Monoisotopic Mass

456.10462 Da

IUPAC Name

{[(2S,3R,4R)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxo-2H,10H-benzo[g]pteridin-10-yl}pentyl]oxy}phosphonic acid

Traditional Name

[(2S,3R,4R)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10-yl}pentyl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CC1=C(C)C=C2N(C[C@@H](O)[C@@H](O)[C@@H](O)COP(O)(O)=O)C3=NC(=O)N=C(O)C3=NC2=C1

InChI Identifier

InChI=1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m1/s1

InChI Key

FVTCRASFADXXNN-MBNYWOFBSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Mus musculus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Flavin nucleotides

Sub Class

Not Available

Direct Parent

Flavin nucleotides

Alternative Parents

Substituents

Flavin nucleotide
Flavin
Isoalloxazine
Diazanaphthalene
Pteridine
Quinoxaline
Monoalkyl phosphate
Pyrimidone
Pyrazine
Organic phosphoric acid derivative
Phosphoric acid ester
Benzenoid
Alkyl phosphate
Pyrimidine
Heteroaromatic compound
Vinylogous amide
Secondary alcohol
Lactam
Azacycle
Polyol
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.67	ChemAxon
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	205.07 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	107.46 m³·mol⁻¹	ChemAxon
Polarizability	42.26 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8619

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

8965

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(2s,3r,4r)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10-yl}pentyl]oxyphosphonic acid (NP0246527)

MOL for NP0246527 ([(2s,3r,4r)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10-yl}pentyl]oxyphosphonic acid)

3D MOL for NP0246527 ([(2s,3r,4r)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10-yl}pentyl]oxyphosphonic acid)

3D SDF for NP0246527 ([(2s,3r,4r)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10-yl}pentyl]oxyphosphonic acid)

3D-SDF for NP0246527 ([(2s,3r,4r)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10-yl}pentyl]oxyphosphonic acid)

PDB for NP0246527 ([(2s,3r,4r)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10-yl}pentyl]oxyphosphonic acid)

3D PDB for NP0246527 ([(2s,3r,4r)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10-yl}pentyl]oxyphosphonic acid)

SMILES for NP0246527 ([(2s,3r,4r)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10-yl}pentyl]oxyphosphonic acid)

INCHI for NP0246527 ([(2s,3r,4r)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10-yl}pentyl]oxyphosphonic acid)

Structure for NP0246527 ([(2s,3r,4r)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10-yl}pentyl]oxyphosphonic acid)

3D Structure for NP0246527 ([(2s,3r,4r)-2,3,4-trihydroxy-5-{4-hydroxy-7,8-dimethyl-2-oxobenzo[g]pteridin-10-yl}pentyl]oxyphosphonic acid)