MiMeDB: Showing metabocard for Xanthosine 5-triphosphate (MMDBc0029493)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:24:31 UTC

Update Date

2024-04-30 19:36:08 UTC

Metabolite ID

MMDBc0029493

Metabolite Identification

Common Name

Xanthosine 5-triphosphate

Description

Xanthosine 5-triphosphate (XTP) is a Guanosine triphosphate (GTP) analogue. The base of XTP, xanthine, bears a keto group instead of an amino group at C2 of the purine rings. XTP can substitute for GTP in supporting receptor-mediated adenylyl cyclase activation. Xanthosine 5-triphosphate is an intermediate of the Purine metabolism pathway, a substrate of the enzymes dinucleoside tetraphosphatase (EC 3.6.1.17) and nucleoside-triphosphate pyrophosphatase (EC 3.6.1.19). It is also a substrate for Xanthine triphosphatase, which is a phosphatase that hydrolyzes non-canonical purine nucleotides such as XTP and ITP to their respective diphosphate derivatives.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

Xanthosine dihydrate.mol
  Mrv0541 02231218262D          

 32 34  0  0  0  0            999 V2000
    1.4441   -0.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6594   -0.9952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4045   -1.7798    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8894   -2.4473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4205   -1.7798    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9054   -2.4473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6754   -0.9952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0080   -0.5103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4601   -0.7403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1275   -1.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7949   -0.7403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5400    0.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9525    0.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7775    0.7588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5400    1.4733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7150    1.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3025    2.1878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3025    0.7588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7150    0.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8243   -1.1101    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.6212   -0.8966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274   -1.3236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274    1.8639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0378   -1.9070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108   -0.3132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1941    0.2701    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.7775    0.8535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7775   -0.3132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108    0.8535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8243    1.6504    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.0378    2.4473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6212    1.4369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  7  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 12 19  2  0  0  0  0
  9 19  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 20 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 23 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
  1 22  1  0  0  0  0
M  END

HMDB0000293
     RDKit          3D
Xanthosine 5-triphosphate
 47 49  0  0  0  0  0  0  0  0999 V2000
   -7.9252   -1.0605   -0.8791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1302   -0.5958    0.5540 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.6278   -1.9017    1.4898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4329    0.5125    0.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7365    0.1348    1.1571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7948    0.7937   -0.0829 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.9308   -0.0995   -1.2943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4500    2.3158   -0.4461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1972    0.9961    0.3870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1911    1.0181   -0.9711 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.9563    0.3134   -2.0941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9191    2.5991   -1.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752    0.1667   -0.7278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673    0.9823   -0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5218    0.0731   -0.3144 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6967    0.8165   -0.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6023   -0.2084    0.1697 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8965    0.2807    0.5662 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1741    1.2850    1.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5083    1.4441    1.5237 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1064    0.5301    0.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4351    0.2649    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4628    0.9756    1.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7392   -0.7355   -0.3217 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7571   -1.4694   -0.9260 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0340   -2.5106   -1.7998 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4650   -1.1902   -0.6798 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0877   -0.1919    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9127   -0.9968    1.2627 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1841   -2.3469    1.0228 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4320   -0.6988    0.9940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2866   -1.8445    0.7464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0031   -2.6603    1.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3144    1.1806   -0.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8051    3.0524   -0.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0863    2.6874   -2.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767    1.5659    0.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4527    1.6661   -1.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6794   -0.6291   -1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6753   -0.8106   -0.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4662    1.9053    1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8453    0.7347    2.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4730   -2.6500   -2.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2178   -0.6841    2.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726   -2.8822    1.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0210   -0.0724    1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3072   -2.0560   -0.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 17 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 15  1  0
 28 18  1  0
 28 21  1  0
  3 33  1  0
  4 34  1  0
  8 35  1  0
 12 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  6
 17 40  1  6
 19 41  1  0
 23 42  1  0
 26 43  1  0
 29 44  1  1
 30 45  1  0
 31 46  1  1
 32 47  1  0
M  END

Xanthosine dihydrate.mol
  Mrv0541 02231218262D          

 32 34  0  0  0  0            999 V2000
    1.4441   -0.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6594   -0.9952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4045   -1.7798    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8894   -2.4473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4205   -1.7798    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9054   -2.4473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6754   -0.9952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0080   -0.5103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4601   -0.7403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1275   -1.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7949   -0.7403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5400    0.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9525    0.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7775    0.7588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5400    1.4733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7150    1.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3025    2.1878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3025    0.7588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7150    0.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8243   -1.1101    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.6212   -0.8966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274   -1.3236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274    1.8639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0378   -1.9070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108   -0.3132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1941    0.2701    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.7775    0.8535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7775   -0.3132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108    0.8535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8243    1.6504    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.0378    2.4473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6212    1.4369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  7  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 12 19  2  0  0  0  0
  9 19  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 20 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 23 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
  1 22  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029493

> <DATABASE_NAME>
MIME

> <SMILES>
O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=C(O)N=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C10H15N4O15P3/c15-5-3(1-26-31(22,23)29-32(24,25)28-30(19,20)21)27-9(6(5)16)14-2-11-4-7(14)12-10(18)13-8(4)17/h2-3,5-6,9,15-16H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H2,12,13,17,18)/t3-,5-,6-,9-/m1/s1

> <INCHI_KEY>
CAEFEWVYEZABLA-UUOKFMHZSA-N

> <FORMULA>
C10H15N4O15P3

> <MOLECULAR_WEIGHT>
524.1652

> <EXACT_MASS>
523.974675366

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
39.110572741633405

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.45

> <JCHEM_LOGP>
-4.084659859164519

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.5001185652499767

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9553097133699824

> <JCHEM_PKA_STRONGEST_BASIC>
0.016352817248879492

> <JCHEM_POLAR_SURFACE_AREA>
293.56999999999994

> <JCHEM_REFRACTIVITY>
95.02169999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
xanthosine 5-triphosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000293
     RDKit          3D
Xanthosine 5-triphosphate
 47 49  0  0  0  0  0  0  0  0999 V2000
   -7.9252   -1.0605   -0.8791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1302   -0.5958    0.5540 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.6278   -1.9017    1.4898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4329    0.5125    0.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7365    0.1348    1.1571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7948    0.7937   -0.0829 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.9308   -0.0995   -1.2943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4500    2.3158   -0.4461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1972    0.9961    0.3870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1911    1.0181   -0.9711 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.9563    0.3134   -2.0941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9191    2.5991   -1.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752    0.1667   -0.7278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673    0.9823   -0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5218    0.0731   -0.3144 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6967    0.8165   -0.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6023   -0.2084    0.1697 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8965    0.2807    0.5662 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1741    1.2850    1.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5083    1.4441    1.5237 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1064    0.5301    0.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4351    0.2649    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4628    0.9756    1.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7392   -0.7355   -0.3217 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7571   -1.4694   -0.9260 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0340   -2.5106   -1.7998 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4650   -1.1902   -0.6798 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0877   -0.1919    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9127   -0.9968    1.2627 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1841   -2.3469    1.0228 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4320   -0.6988    0.9940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2866   -1.8445    0.7464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0031   -2.6603    1.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3144    1.1806   -0.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8051    3.0524   -0.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0863    2.6874   -2.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767    1.5659    0.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4527    1.6661   -1.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6794   -0.6291   -1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6753   -0.8106   -0.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4662    1.9053    1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8453    0.7347    2.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4730   -2.6500   -2.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2178   -0.6841    2.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726   -2.8822    1.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0210   -0.0724    1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3072   -2.0560   -0.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 17 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 15  1  0
 28 18  1  0
 28 21  1  0
  3 33  1  0
  4 34  1  0
  8 35  1  0
 12 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  6
 17 40  1  6
 19 41  1  0
 23 42  1  0
 26 43  1  0
 29 44  1  1
 30 45  1  0
 31 46  1  1
 32 47  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Xanthosine dihydrate.mol                          
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       2.696  -1.382   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.231  -1.858   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.755  -3.322   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.660  -4.568   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.785  -3.322   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.690  -4.568   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.261  -1.858   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.015  -0.953   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      -2.726  -1.382   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -3.971  -2.287   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -5.217  -1.382   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -4.741   0.083   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.511   1.416   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -7.051   1.416   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      -4.741   2.750   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -3.201   2.750   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.431   4.084   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0      -2.431   1.416   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -3.201   0.083   0.000  0.00  0.00           C+0
HETATM   20  P   UNK     0       5.272  -2.072   0.000  0.00  0.00           P+0
HETATM   21  O   UNK     0       6.760  -1.674   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.784  -2.471   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.784   3.479   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.671  -3.560   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.873  -0.585   0.000  0.00  0.00           O+0
HETATM   26  P   UNK     0       5.962   0.504   0.000  0.00  0.00           P+0
HETATM   27  O   UNK     0       7.051   1.593   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       7.051  -0.585   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.873   1.593   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0       5.272   3.081   0.000  0.00  0.00           P+0
HETATM   31  O   UNK     0       5.671   4.568   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.760   2.682   0.000  0.00  0.00           O+0
CONECT    1    2   22                                                       
CONECT    2    1    3    8                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7    2                                                       
CONECT    9    7   10   19                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   12    9                                                  
CONECT   20   21   22   24   25                                             
CONECT   21   20                                                            
CONECT   22   20    1                                                       
CONECT   23   30                                                            
CONECT   24   20                                                            
CONECT   25   20   26                                                       
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30                                                       
CONECT   30   29   23   31   32                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0000293
HETATM    1  O1  UNL     1      -7.925  -1.060  -0.879  1.00  0.00           O  
HETATM    2  P1  UNL     1      -8.130  -0.596   0.554  1.00  0.00           P  
HETATM    3  O2  UNL     1      -8.628  -1.902   1.490  1.00  0.00           O  
HETATM    4  O3  UNL     1      -9.433   0.513   0.525  1.00  0.00           O  
HETATM    5  O4  UNL     1      -6.737   0.135   1.157  1.00  0.00           O  
HETATM    6  P2  UNL     1      -5.795   0.794  -0.083  1.00  0.00           P  
HETATM    7  O5  UNL     1      -5.931  -0.099  -1.294  1.00  0.00           O  
HETATM    8  O6  UNL     1      -6.450   2.316  -0.446  1.00  0.00           O  
HETATM    9  O7  UNL     1      -4.197   0.996   0.387  1.00  0.00           O  
HETATM   10  P3  UNL     1      -3.191   1.018  -0.971  1.00  0.00           P  
HETATM   11  O8  UNL     1      -3.956   0.313  -2.094  1.00  0.00           O  
HETATM   12  O9  UNL     1      -2.919   2.599  -1.510  1.00  0.00           O  
HETATM   13  O10 UNL     1      -1.775   0.167  -0.728  1.00  0.00           O  
HETATM   14  C1  UNL     1      -0.667   0.982  -0.516  1.00  0.00           C  
HETATM   15  C2  UNL     1       0.522   0.073  -0.314  1.00  0.00           C  
HETATM   16  O11 UNL     1       1.697   0.817  -0.092  1.00  0.00           O  
HETATM   17  C3  UNL     1       2.602  -0.208   0.170  1.00  0.00           C  
HETATM   18  N1  UNL     1       3.897   0.281   0.566  1.00  0.00           N  
HETATM   19  C4  UNL     1       4.174   1.285   1.404  1.00  0.00           C  
HETATM   20  N2  UNL     1       5.508   1.444   1.524  1.00  0.00           N  
HETATM   21  C5  UNL     1       6.106   0.530   0.753  1.00  0.00           C  
HETATM   22  C6  UNL     1       7.435   0.265   0.518  1.00  0.00           C  
HETATM   23  O12 UNL     1       8.463   0.976   1.103  1.00  0.00           O  
HETATM   24  N3  UNL     1       7.739  -0.736  -0.322  1.00  0.00           N  
HETATM   25  C7  UNL     1       6.757  -1.469  -0.926  1.00  0.00           C  
HETATM   26  O13 UNL     1       7.034  -2.511  -1.800  1.00  0.00           O  
HETATM   27  N4  UNL     1       5.465  -1.190  -0.680  1.00  0.00           N  
HETATM   28  C8  UNL     1       5.088  -0.192   0.159  1.00  0.00           C  
HETATM   29  C9  UNL     1       1.913  -0.997   1.263  1.00  0.00           C  
HETATM   30  O14 UNL     1       2.184  -2.347   1.023  1.00  0.00           O  
HETATM   31  C10 UNL     1       0.432  -0.699   0.994  1.00  0.00           C  
HETATM   32  O15 UNL     1      -0.287  -1.845   0.746  1.00  0.00           O  
HETATM   33  H1  UNL     1      -8.003  -2.660   1.476  1.00  0.00           H  
HETATM   34  H2  UNL     1      -9.314   1.181  -0.180  1.00  0.00           H  
HETATM   35  H3  UNL     1      -5.805   3.052  -0.270  1.00  0.00           H  
HETATM   36  H4  UNL     1      -2.086   2.687  -2.011  1.00  0.00           H  
HETATM   37  H5  UNL     1      -0.777   1.566   0.442  1.00  0.00           H  
HETATM   38  H6  UNL     1      -0.453   1.666  -1.340  1.00  0.00           H  
HETATM   39  H7  UNL     1       0.679  -0.629  -1.146  1.00  0.00           H  
HETATM   40  H8  UNL     1       2.675  -0.811  -0.769  1.00  0.00           H  
HETATM   41  H9  UNL     1       3.466   1.905   1.930  1.00  0.00           H  
HETATM   42  H10 UNL     1       8.845   0.735   2.024  1.00  0.00           H  
HETATM   43  H11 UNL     1       6.473  -2.650  -2.654  1.00  0.00           H  
HETATM   44  H12 UNL     1       2.218  -0.684   2.269  1.00  0.00           H  
HETATM   45  H13 UNL     1       1.373  -2.882   1.217  1.00  0.00           H  
HETATM   46  H14 UNL     1       0.021  -0.072   1.792  1.00  0.00           H  
HETATM   47  H15 UNL     1      -0.307  -2.056  -0.235  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4    5
CONECT    3   33
CONECT    4   34
CONECT    5    6
CONECT    6    7    7    8    9
CONECT    8   35
CONECT    9   10
CONECT   10   11   11   12   13
CONECT   12   36
CONECT   13   14
CONECT   14   15   37   38
CONECT   15   16   31   39
CONECT   16   17
CONECT   17   18   29   40
CONECT   18   19   28
CONECT   19   20   20   41
CONECT   20   21
CONECT   21   22   22   28
CONECT   22   23   24
CONECT   23   42
CONECT   24   25   25
CONECT   25   26   27
CONECT   26   43
CONECT   27   28   28
CONECT   29   30   31   44
CONECT   30   45
CONECT   31   32   46
CONECT   32   47
END

HMDB0000293
     RDKit          3D
Xanthosine 5-triphosphate
 47 49  0  0  0  0  0  0  0  0999 V2000
   -7.9252   -1.0605   -0.8791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1302   -0.5958    0.5540 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.6278   -1.9017    1.4898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4329    0.5125    0.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7365    0.1348    1.1571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7948    0.7937   -0.0829 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.9308   -0.0995   -1.2943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4500    2.3158   -0.4461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1972    0.9961    0.3870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1911    1.0181   -0.9711 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.9563    0.3134   -2.0941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9191    2.5991   -1.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752    0.1667   -0.7278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673    0.9823   -0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5218    0.0731   -0.3144 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6967    0.8165   -0.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6023   -0.2084    0.1697 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8965    0.2807    0.5662 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1741    1.2850    1.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5083    1.4441    1.5237 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1064    0.5301    0.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4351    0.2649    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4628    0.9756    1.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7392   -0.7355   -0.3217 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7571   -1.4694   -0.9260 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0340   -2.5106   -1.7998 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4650   -1.1902   -0.6798 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0877   -0.1919    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9127   -0.9968    1.2627 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1841   -2.3469    1.0228 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4320   -0.6988    0.9940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2866   -1.8445    0.7464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0031   -2.6603    1.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3144    1.1806   -0.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8051    3.0524   -0.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0863    2.6874   -2.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767    1.5659    0.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4527    1.6661   -1.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6794   -0.6291   -1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6753   -0.8106   -0.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4662    1.9053    1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8453    0.7347    2.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4730   -2.6500   -2.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2178   -0.6841    2.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726   -2.8822    1.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0210   -0.0724    1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3072   -2.0560   -0.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 17 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 15  1  0
 28 18  1  0
 28 21  1  0
  3 33  1  0
  4 34  1  0
  8 35  1  0
 12 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  6
 17 40  1  6
 19 41  1  0
 23 42  1  0
 26 43  1  0
 29 44  1  1
 30 45  1  0
 31 46  1  1
 32 47  1  0
M  END

Synonyms

Value	Source
O(5')-(Tetrahydroxytriphosphoryl)xanthosine	ChEBI
Triphopsphoric acid 1-xanthosin-5'-yl ester	ChEBI
Xanthosine 5'-triphosphate	ChEBI
Xanthosine triphosphate	ChEBI
Triphopsphate 1-xanthosin-5'-yl ester	Generator
Triphopsphic acid 1-xanthosin-5'-yl ester	Generator
Xanthosine 5'-triphosphoric acid	Generator
Xanthosine triphosphoric acid	Generator
Xanthosine 5-triphosphoric acid	Generator
5'-XTP	HMDB
Xanthosine mono(tetrahydrogen triphosphate)	HMDB
XTP	HMDB
Xanthosine 5'-triphosphate 2Sodium salt	HMDB

Molecular Formula

C₁₀H₁₅N₄O₁₅P₃

Average Mass

524.1652

Monoisotopic Mass

523.974675366

IUPAC Name

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

Traditional Name

xanthosine 5-triphosphate

CAS Registry Number

6253-56-1

SMILES

O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=C(O)N=C2O

InChI Identifier

InChI=1S/C10H15N4O15P3/c15-5-3(1-26-31(22,23)29-32(24,25)28-30(19,20)21)27-9(6(5)16)14-2-11-4-7(14)12-10(18)13-8(4)17/h2-3,5-6,9,15-16H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H2,12,13,17,18)/t3-,5-,6-,9-/m1/s1

InChI Key

CAEFEWVYEZABLA-UUOKFMHZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside triphosphates. These are purine ribobucleotides with a triphosphate group linked to the ribose moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside triphosphates

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

xanthosine 5'-phosphate (CHEBI:10049 )
purine ribonucleoside 5'-triphosphate (CHEBI:10049 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	4.04 g/L	ALOGPS
logP	-0.45	ALOGPS
logP	-4.1	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	0.96	ChemAxon
pKa (Strongest Basic)	0.016	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	293.57 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	95.02 m³·mol⁻¹	ChemAxon
Polarizability	39.11 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

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6s-8956230000-c953b27fc23e558f8bc3	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0fmi-3120921000-30ff3765201db0daec17	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_17) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0911220000-7c9e13bd8e928a2e5785	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-840c07c15dbc79ad0f2e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-1900000000-bd6b424553d786306979	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0kor-1830690000-f39abfd999faa04d6195	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0kbf-9620000000-5b4fb80ecb79a0415518	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-9710000000-ed7594e6df7e2139120b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900010000-34d38de7734016d84840	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-80965add49e2ab233b2c	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uxr-0982000000-f089c3e029edf74721dc	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0000190000-79bde14d72b9665fa816	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9710120000-bccf656c48d8b7c059fa	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9200100000-d64535400bb7e16803e7	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Feces
Prostate

Tissue Locations

Prostate

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192097	Inosine triphosphate pyrophosphatase	Unknown	Q9BY32	Homo sapiens
MMDBp0192263	Bis(5'-nucleosyl)-tetraphosphatase [asymmetrical]	Unknown	P50583	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0001802	Water	Hydrogen Ion	Inosine triphosphatase (nucleoside triphosphate pyrophosphatase)	Nucleoside Triphosphate Pyrophosphorylase (XTP)	VMH	11278832
MMDBr0010666	Xanthosine 5-triphosphate	Xanthosine 5-triphosphate	Not Available	HMR_9173	VMH	30371894
MMDBr0014829	Water	Hydrogen Ion	Bifunctional phosphopantetheine adenylyltransferase/NTP phosphatase	Dephosphorylation	RHEA	34755880
MMDBr0014848	Water	diphosphate	Inosine triphosphate pyrophosphatase	Dephosphorylation	RHEA	34755880
MMDBr0014849	Water	diphosphate	Inosine triphosphate pyrophosphatase	Dephosphorylation	RHEA	34755880
MMDBr0019180	Xanthosine 5-triphosphate	Hydrogen Ion	Inosine/xanthosine triphosphatase	Dephosphorylation	PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	150	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Pig ; Chicken ; Cattle	Unknown
Archaea/Archaea	Euryarchaeota	14
Archaea/Archaea	Crenarchaeota	16
Bacteria	Firmicutes	50	Human feces; Human
Archaea/Archaea	Korarchaeota	1
Archaea	Crenarchaeota	1
Eukaryota/Fungi	Ascomycota	22
Eukaryota/Fungi	Chytridiomycota	1
Eukaryota/Fungi	Basidiomycota	4
Eukaryota/Fungi	Microsporidia	2
Bacteria	Tenericutes	3	Human
Bacteria	Acidobacteria	1
Bacteria	Aquificae	3
Bacteria	Bacteroidetes	7	Human ; Human feces
Bacteria	Actinobacteria	24	Human ; Human feces; Cattle
Bacteria	Spirochaetes	12	Human
Bacteria	Chlamydiae	10	Human ; Sheep ; Cat
Bacteria	Chlorobi	1
Bacteria	Deinococcus-thermus	5
Bacteria	Dictyoglomi	1
Bacteria	Elusimicrobia	1
Bacteria	Cyanobacteria	10
Bacteria	Verrucomicrobia	2
Bacteria	Planctomycetes	1
Bacteria	nah	1
Bacteria	Thermotogae	2
Bacteria	Nitrospirae	1

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Prostate	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0000293

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021932

KNApSAcK ID

Not Available

Chemspider ID

388429

KEGG Compound ID

C00700

BioCyc ID

Not Available

BiGG ID

35735

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439296

PDB ID

Not Available

ChEBI ID

10049

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Klinker JF, Seifert R: Functionally nonequivalent interactions of guanosine 5'-triphosphate, inosine 5'-triphosphate, and xanthosine 5'-triphosphate with the retinal G-protein, transducin, and with Gi-proteins in HL-60 leukemia cell membranes. Biochem Pharmacol. 1997 Sep 1;54(5):551-62. doi: 10.1016/s0006-2952(97)00205-0. [PubMed:9337071 ]
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]

Showing metabocard for Xanthosine 5-triphosphate (MMDBc0029493)

MOL for #<Metabolite:0x0000564af3bcc318>

3D MOL for #<Metabolite:0x0000564af3bcc318>

3D SDF for #<Metabolite:0x0000564af3bcc318>

3D-SDF for #<Metabolite:0x0000564af3bcc318>

PDB for #<Metabolite:0x0000564af3bcc318>

3D PDB for #<Metabolite:0x0000564af3bcc318>

SMILES for #<Metabolite:0x0000564af3bcc318>

INCHI for #<Metabolite:0x0000564af3bcc318>

Structure for #<Metabolite:0x0000564af3bcc318>

3D Structure for #<Metabolite:0x0000564af3bcc318>