NP-MRD: Showing NP-Card for Fenugreekine (NP0049401)

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Record Information

Version

2.0

Created at

2022-03-17 21:11:57 UTC

Updated at

2022-03-17 21:11:57 UTC

NP-MRD ID

NP0049401

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Fenugreekine

Description

Fenugreekine, also known as PAD, belongs to the class of organic compounds known as purine nucleotide sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group. Fenugreekine is a strong basic compound (based on its pKa). Outside of the human body, Fenugreekine is found, on average, in the highest concentration within fenugreeks. Fenugreekine has also been detected, but not quantified in, herbs and spices. This could make fenugreekine a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241221292D          

 44 48  0  0  1  0            999 V2000
   -7.8149   -7.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6354   -7.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1203   -7.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7848   -6.5681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9643   -6.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4794   -7.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6287   -5.7282    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0412   -5.0137    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4892   -4.4007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7355   -4.7362    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8217   -5.5567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0210   -4.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3066   -4.7362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5921   -4.3237    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0046   -3.6092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1796   -5.0382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8776   -3.9112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1632   -4.3237    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5757   -5.0382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7507   -3.6092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4487   -4.7362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342   -4.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0197   -4.7362    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2661   -4.4007    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2860   -5.0137    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1265   -5.7282    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9335   -5.5567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2090   -6.4819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2035   -7.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3486   -7.8095    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1022   -7.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0160   -6.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6834   -6.1685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371   -6.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5233   -7.3245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8559   -7.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9421   -8.6299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1064   -4.9275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0945   -3.5937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6607   -3.5937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8617   -4.9275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9408   -7.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4257   -6.7406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2764   -8.1617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  1  0  0  0
 10 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 23 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 28 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
 25 38  1  1  0  0  0
 24 39  1  1  0  0  0
  9 40  1  6  0  0  0
  8 41  1  6  0  0  0
  3 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
M  END


  Mrv0541 02241221292D          

 44 48  0  0  1  0            999 V2000
   -7.8149   -7.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6354   -7.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1203   -7.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7848   -6.5681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9643   -6.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4794   -7.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6287   -5.7282    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0412   -5.0137    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4892   -4.4007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7355   -4.7362    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8217   -5.5567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0210   -4.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3066   -4.7362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5921   -4.3237    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0046   -3.6092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1796   -5.0382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8776   -3.9112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1632   -4.3237    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5757   -5.0382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7507   -3.6092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4487   -4.7362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342   -4.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0197   -4.7362    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2661   -4.4007    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2860   -5.0137    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1265   -5.7282    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9335   -5.5567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2090   -6.4819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2035   -7.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3486   -7.8095    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1022   -7.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0160   -6.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6834   -6.1685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371   -6.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5233   -7.3245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8559   -7.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9421   -8.6299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1064   -4.9275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0945   -3.5937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6607   -3.5937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8617   -4.9275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9408   -7.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4257   -6.7406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2764   -8.1617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  1  0  0  0
 10 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 23 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 28 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
 25 38  1  1  0  0  0
 24 39  1  1  0  0  0
  9 40  1  6  0  0  0
  8 41  1  6  0  0  0
  3 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049401

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(=O)C1=NC(=CC=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H27N7O14P2/c22-18-12-20(25-6-24-18)28(7-26-12)21-16(32)14(30)11(41-21)5-39-44(36,37)42-43(34,35)38-4-10-13(29)15(31)17(40-10)8-2-1-3-9(27-8)19(23)33/h1-3,6-7,10-11,13-17,21,29-32H,4-5H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/t10-,11-,13-,14-,15-,16-,17+,21-/m1/s1

> <INCHI_KEY>
LFERELMXERXKKQ-KMXXXSRASA-N

> <FORMULA>
C21H27N7O14P2

> <MOLECULAR_WEIGHT>
663.4251

> <EXACT_MASS>
663.109121631

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
57.65457176114825

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5S)-5-(6-carbamoylpyridin-2-yl)-3,4-dihydroxyoxolan-2-yl]methoxy})phosphinic acid

> <ALOGPS_LOGP>
-1.57

> <JCHEM_LOGP>
-6.281991785582461

> <ALOGPS_LOGS>
-2.32

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.671029249758491

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8574382315197315

> <JCHEM_PKA_STRONGEST_BASIC>
4.9966936922159135

> <JCHEM_POLAR_SURFACE_AREA>
327.27

> <JCHEM_REFRACTIVITY>
140.47859999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.15e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy[(2R,3S,4R,5S)-5-(6-carbamoylpyridin-2-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0     -14.588 -14.752   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -16.119 -14.913   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -17.025 -13.667   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0     -16.398 -12.260   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0     -14.867 -12.100   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -13.962 -13.345   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -14.240 -10.693   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -15.010  -9.359   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -13.980  -8.215   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -12.573  -8.841   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -12.734 -10.373   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -11.239  -8.071   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -9.906  -8.841   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0      -8.572  -8.071   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      -9.342  -6.737   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -7.802  -9.405   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -7.238  -7.301   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0      -5.905  -8.071   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0      -6.675  -9.405   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -5.135  -6.737   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.571  -8.841   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -3.237  -8.071   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.903  -8.841   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.497  -8.215   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.534  -9.359   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.236 -10.693   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.743 -10.373   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0       0.390 -12.100   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      -0.380 -13.433   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0       0.651 -14.578   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       2.057 -13.951   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.897 -12.420   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0       3.142 -11.515   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0       4.549 -12.141   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0       4.710 -13.672   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0       3.464 -14.578   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0       3.625 -16.109   0.000  0.00  0.00           N+0
HETATM   38  O   UNK     0       2.065  -9.198   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -0.176  -6.708   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0     -14.300  -6.708   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0     -16.542  -9.198   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0     -18.556 -13.828   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0     -19.461 -12.582   0.000  0.00  0.00           O+0
HETATM   44  N   UNK     0     -19.183 -15.235   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   42                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   11                                                  
CONECT    8    7    9   41                                                  
CONECT    9    8   10   40                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10    7                                                       
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25   39                                                  
CONECT   25   24   26   38                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26   23                                                       
CONECT   28   26   29   32                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   36                                                  
CONECT   32   31   28   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   31   37                                                  
CONECT   37   36                                                            
CONECT   38   25                                                            
CONECT   39   24                                                            
CONECT   40    9                                                            
CONECT   41    8                                                            
CONECT   42    3   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

View in JSmol

Synonyms

Value	Source
PAD	HMDB
6-[(2S,3R,4S,5R)-5-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]pyridine-2-carboximidate	HMDB

Chemical Formula

C₂₁H₂₇N₇O₁₄P₂

Average Mass

663.4251 Da

Monoisotopic Mass

663.10912 Da

IUPAC Name

[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5S)-5-(6-carbamoylpyridin-2-yl)-3,4-dihydroxyoxolan-2-yl]methoxy})phosphinic acid

Traditional Name

{[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy[(2R,3S,4R,5S)-5-(6-carbamoylpyridin-2-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphinic acid

CAS Registry Number

55069-02-8

SMILES

NC(=O)C1=NC(=CC=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C21H27N7O14P2/c22-18-12-20(25-6-24-18)28(7-26-12)21-16(32)14(30)11(41-21)5-39-44(36,37)42-43(34,35)38-4-10-13(29)15(31)17(40-10)8-2-1-3-9(27-8)19(23)33/h1-3,6-7,10-11,13-17,21,29-32H,4-5H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/t10-,11-,13-,14-,15-,16-,17+,21-/m1/s1

InChI Key

LFERELMXERXKKQ-KMXXXSRASA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Trigonella foenum-graecum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine nucleotide sugars

Direct Parent

Purine nucleotide sugars

Alternative Parents

Substituents

Purine nucleotide sugar
Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Pentose-5-phosphate
Pentose phosphate
C-glycosyl compound
Glycosyl compound
N-glycosyl compound
Organic pyrophosphate
6-aminopurine
Monosaccharide phosphate
Purine
Pyridine carboxylic acid or derivatives
Imidazopyrimidine
2-heteroaryl carboxamide
Monoalkyl phosphate
Aminopyrimidine
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Imidolactam
Phosphoric acid ester
Alkyl phosphate
Pyrimidine
Pyridine
Azole
Tetrahydrofuran
Heteroaromatic compound
Imidazole
Amino acid or derivatives
Secondary alcohol
Primary carboxylic acid amide
Carboxamide group
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid derivative
Dialkyl ether
Ether
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Primary amine
Alcohol
Amine
Organonitrogen compound
Organooxygen 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	-1.6	ALOGPS
logP	-6.3	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	327.27 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	140.48 m³·mol⁻¹	ChemAxon
Polarizability	57.65 Å³	ChemAxon
Number of Rings	5	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

HMDB0039421

DrugBank ID

DB04071

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB019002

KNApSAcK ID

Not Available

Chemspider ID

392166

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

444170

PDB ID

PAD

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Fenugreekine (NP0049401)

MOL for NP0049401 (Fenugreekine)

3D MOL for NP0049401 (Fenugreekine)

3D SDF for NP0049401 (Fenugreekine)

3D-SDF for NP0049401 (Fenugreekine)

PDB for NP0049401 (Fenugreekine)

3D PDB for NP0049401 (Fenugreekine)

SMILES for NP0049401 (Fenugreekine)

INCHI for NP0049401 (Fenugreekine)

Structure for NP0049401 (Fenugreekine)

3D Structure for NP0049401 (Fenugreekine)