NP-MRD: Showing NP-Card for poly(xanthylic acid) (NP0215543)

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Record Information

Version

2.0

Created at

2022-09-05 15:11:40 UTC

Updated at

2022-09-05 15:11:40 UTC

NP-MRD ID

NP0215543

Secondary Accession Numbers

None

Natural Product Identification

Common Name

poly(xanthylic acid)

Description

Xanthylic acid, also known as XMP or xanthylate, belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. Xanthylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Xanthylic acid exists in all living species, ranging from bacteria to humans. Within humans, xanthylic acid participates in a number of enzymatic reactions. In particular, xanthylic acid can be converted into guanosine monophosphate through the action of the enzyme GMP synthase [glutamine-hydrolyzing]. In addition, xanthylic acid can be biosynthesized from inosinic acid; which is mediated by the enzyme inosine-5'-monophosphate dehydrogenase 1. In humans, xanthylic acid is involved in the metabolic disorder called the lesch-nyhan syndrome (lns) pathway. Outside of the human body, Xanthylic acid has been detected, but not quantified in, several different foods, such as caraway, lingonberries, black crowberries, black huckleberries, and star fruits. This could make xanthylic acid a potential biomarker for the consumption of these foods. poly(xanthylic acid) is found in Arabidopsis thaliana. poly(xanthylic acid) was first documented in 2003 (PMID: 12559919). A purine ribonucleoside 5'-monophosphate having xanthine as the nucleobase (PMID: 16725387) (PMID: 17038874) (PMID: 15699053) (PMID: 14756553).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -4.3503    0.9419    3.2861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1280    0.9220    2.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9925    1.4264    1.1617 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8491    1.4502   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7444    1.9835   -0.9073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6994    0.8813   -0.6681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1790    0.7488   -1.9106 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9755    0.1594   -1.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7527   -0.0713   -0.5291 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5872   -0.7186    0.0261 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4031    0.2964    0.0459 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5277   -0.2702   -0.3575 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6545    0.6105   -0.7530 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0314    1.2136    0.4938 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6393    0.6955    0.7697 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.4602   -0.8172    1.2272 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5240    0.6193   -0.5942 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2692    1.5267    2.0389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3295   -1.4702   -1.2188 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1764   -2.5101   -0.7985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0962   -1.8264   -0.8641 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1787   -3.0806   -0.2764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7738    0.3473    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9856    0.3684    1.5346 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8613    1.8951    1.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3162   -0.0616   -2.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7529   -1.0544    1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9203   -0.7911    0.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1740    1.4987   -1.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4528    0.2729   -1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3771    1.2548   -1.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7042    2.2605    2.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4653   -1.2795   -2.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2546   -2.4758    0.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6830   -1.8028   -1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719   -3.0744    0.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2861   -0.0692    2.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 17  1  0
 15 18  1  0
 15 16  2  0
 12 11  1  0
 11 10  1  0
 10 21  1  0
 21 22  1  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6 23  2  0
 23 24  1  0
 24  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
 21 19  1  0
 23  9  1  0
  4  6  1  0
 20 34  1  0
 19 33  1  6
 12 28  1  1
 13 29  1  0
 13 30  1  0
 17 31  1  0
 18 32  1  0
 10 27  1  1
 21 35  1  6
 22 36  1  0
  8 26  1  0
 24 37  1  0
  3 25  1  0
M  END


  Mrv1652305012019262D          

 24 26  0  0  0  0            999 V2000
 9999.8098 9998.0286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.1105 9999.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.6018 9998.0204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.8259 9999.4704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.5434 9999.8848    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10003.129910000.6014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.2588 9999.4704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.956910000.6014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.7231 9999.9643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.3106 9998.6947    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.1356 9998.6947    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.3905 9999.4793    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.447410000.8803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3406 9999.8883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.254310000.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.674710000.6086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2698 9997.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2279 9999.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9729 9999.2097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5250 9998.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3320 9998.7681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5870 9999.5527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.034910000.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0551 9999.4758    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  9 12  1  0  0  0  0
 10  1  1  1  0  0  0
 12  2  1  6  0  0  0
 11  3  1  1  0  0  0
 13 15  2  0  0  0  0
 14 15  1  0  0  0  0
 18 23  1  0  0  0  0
 22 23  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 18  2  0  0  0  0
 20 17  2  0  0  0  0
 13 23  1  0  0  0  0
 22 14  1  0  0  0  0
 24 14  1  6  0  0  0
 24 10  1  0  0  0  0
  9 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0215543

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1NC(=O)NC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H13N4O9P/c15-5-3(1-22-24(19,20)21)23-9(6(5)16)14-2-11-4-7(14)12-10(18)13-8(4)17/h2-3,5-6,9,15-16H,1H2,(H2,19,20,21)(H2,12,13,17,18)/t3-,5-,6-,9-/m1/s1

> <INCHI_KEY>
DCTLYFZHFGENCW-UUOKFMHZSA-N

> <FORMULA>
C10H13N4O9P

> <MOLECULAR_WEIGHT>
364.2054

> <EXACT_MASS>
364.042014546

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.985224417890663

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(2,6-dioxo-2,3,6,9-tetrahydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-1.95

> <JCHEM_LOGP>
-2.178401021903641

> <ALOGPS_LOGS>
-2.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.249797574142393

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2561237815860213

> <JCHEM_PKA_STRONGEST_BASIC>
0.06851150749800639

> <JCHEM_POLAR_SURFACE_AREA>
192.46999999999997

> <JCHEM_REFRACTIVITY>
73.08139999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.49e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
xanthosine monophosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-MAY-20         0                                  
HETATM    1  O   UNK     0    8666.3128662.987   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8670.6068666.452   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8669.6578662.971   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8671.9428665.678   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0    8673.2818666.452   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0    8672.5098667.789   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8674.6168665.678   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8674.0538667.789   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8668.0168666.600   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8667.2468664.230   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8668.7868664.230   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8669.2628665.695   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0    8663.7688668.310   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0    8665.4368666.458   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0    8665.2758667.990   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8660.4598667.803   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8661.5708662.576   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0    8661.4928666.656   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0    8661.0168665.191   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0    8662.0478664.047   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0    8663.5538664.367   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0    8664.0298665.832   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8662.9988666.976   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8666.7708665.688   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2    4   12                                                       
CONECT    3   11                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9   12   24                                                       
CONECT   10   11    1   24                                                  
CONECT   11   10   12    3                                                  
CONECT   12   11    9    2                                                  
CONECT   13   15   23                                                       
CONECT   14   15   22   24                                                  
CONECT   15   13   14                                                       
CONECT   16   18                                                            
CONECT   17   20                                                            
CONECT   18   23   19   16                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   17                                                  
CONECT   21   20   22                                                       
CONECT   22   23   21   14                                                  
CONECT   23   18   22   13                                                  
CONECT   24   14   10    9                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Value	Source
(9-D-Ribosylxanthine)-5'-phosphate	ChEBI
Xanthosine 5'-phosphate	ChEBI
Xanthosine monophosphate	ChEBI
XMP	ChEBI
(9-D-Ribosylxanthine)-5'-phosphoric acid	Generator
Xanthylate	Generator
Xanthosine 5'-phosphoric acid	Generator
Xanthosine monophosphoric acid	Generator
5'-Xanthonylate monophosphate	HMDB
Xanthosine-5'-P	HMDB
Xanthosine-5'-phosphate	HMDB
Xanthosine monophosphate, 8-(14)C-labeled	MeSH, HMDB
Xanthosine 5'-monophosphate	HMDB
Xanthosine 5’-monophosphate	HMDB
Xanthosine 5’-phosphate	HMDB
Xanthylic acid	HMDB

Chemical Formula

C₁₀H₁₃N₄O₉P

Average Mass

364.2054 Da

Monoisotopic Mass

364.04201 Da

IUPAC Name

{[(2R,3S,4R,5R)-5-(2,6-dioxo-2,3,6,9-tetrahydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

Traditional Name

xanthosine monophosphate

CAS Registry Number

Not Available

SMILES

O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1NC(=O)NC2=O

InChI Identifier

InChI=1S/C10H13N4O9P/c15-5-3(1-22-24(19,20)21)23-9(6(5)16)14-2-11-4-7(14)12-10(18)13-8(4)17/h2-3,5-6,9,15-16H,1H2,(H2,19,20,21)(H2,12,13,17,18)/t3-,5-,6-,9-/m1/s1

InChI Key

DCTLYFZHFGENCW-UUOKFMHZSA-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
Arabidopsis thaliana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside monophosphates

Alternative Parents

Substituents

Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Xanthine
6-oxopurine
Monosaccharide phosphate
Pentose monosaccharide
Purinone
Imidazopyrimidine
Purine
Alkaloid or derivatives
Monoalkyl phosphate
Pyrimidone
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Pyrimidine
Heteroaromatic compound
Azole
Vinylogous amide
Imidazole
Tetrahydrofuran
Lactam
1,2-diol
Urea
Secondary alcohol
Azacycle
Oxacycle
Organoheterocyclic compound
Alcohol
Organic oxide
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

xanthosine 5'-phosphate (CHEBI:15652 )
purine ribonucleoside 5'-monophosphate (CHEBI:15652 )
Purine alkaloids (C00655 )

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	-2	ALOGPS
logP	-2.2	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	1.26	ChemAxon
pKa (Strongest Basic)	0.069	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	192.47 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	73.08 m³·mol⁻¹	ChemAxon
Polarizability	29.99 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0001554

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

XANTHOSINE-5-PHOSPHATE

BiGG ID

35623

Wikipedia Link

Xanthosine monophosphate

METLIN ID

Not Available

PubChem Compound

73323

PDB ID

Not Available

ChEBI ID

15652

Good Scents ID

Not Available

References

General References

Khalil PN, Erb N, Khalil MN, Escherich G, Janka-Schaub GE: Validation and application of a high-performance liquid chromatographic-based assay for determination of the inosine 5'-monophosphate dehydrogenase activity in erythrocytes. J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Sep 14;842(1):1-7. Epub 2006 May 24. [PubMed:16725387 ]
Vethe NT, Bergan S: Determination of inosine monophosphate dehydrogenase activity in human CD4+ cells isolated from whole blood during mycophenolic acid therapy. Ther Drug Monit. 2006 Oct;28(5):608-13. doi: 10.1097/01.ftd.0000245680.38143.ca. [PubMed:17038874 ]
Barsotti C, Pesi R, Giannecchini M, Ipata PL: Evidence for the involvement of cytosolic 5'-nucleotidase (cN-II) in the synthesis of guanine nucleotides from xanthosine. J Biol Chem. 2005 Apr 8;280(14):13465-9. doi: 10.1074/jbc.M413347200. Epub 2005 Feb 6. [PubMed:15699053 ]
Wolan DW, Cheong CG, Greasley SE, Wilson IA: Structural insights into the human and avian IMP cyclohydrolase mechanism via crystal structures with the bound XMP inhibitor. Biochemistry. 2004 Feb 10;43(5):1171-83. doi: 10.1021/bi030162i. [PubMed:14756553 ]
Prosise GL, Luecke H: Crystal structures of Tritrichomonasfoetus inosine monophosphate dehydrogenase in complex with substrate, cofactor and analogs: a structural basis for the random-in ordered-out kinetic mechanism. J Mol Biol. 2003 Feb 14;326(2):517-27. doi: 10.1016/s0022-2836(02)01383-9. [PubMed:12559919 ]
LOTUS database [Link]

Showing NP-Card for poly(xanthylic acid) (NP0215543)

MOL for NP0215543 (poly(xanthylic acid))

3D MOL for NP0215543 (poly(xanthylic acid))

3D SDF for NP0215543 (poly(xanthylic acid))

3D-SDF for NP0215543 (poly(xanthylic acid))

PDB for NP0215543 (poly(xanthylic acid))

3D PDB for NP0215543 (poly(xanthylic acid))

SMILES for NP0215543 (poly(xanthylic acid))

INCHI for NP0215543 (poly(xanthylic acid))

Structure for NP0215543 (poly(xanthylic acid))

3D Structure for NP0215543 (poly(xanthylic acid))