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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:48:15 UTC

HMDB ID

HMDB0000133

Secondary Accession Numbers

HMDB00133

Metabolite Identification

Common Name

Guanosine

Description

Guanosine (G), also known as 2-amino-inosine, belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl sugar moiety. Guanosine consists of a guanine base attached to a ribose (ribofuranose) ring via a beta-N9-glycosidic bond. Guanosine is a white, crystalline powder with no odor and mild saline taste. It is very soluble in acetic acid, and slightly soluble in water, but insoluble in ethanol, diethyl ether, benzene, and chloroform. Guanosine exists in all living species, ranging from bacteria to plants to humans. High levels of guanosine can be found in clovers, coffee plants, and the pollen of pines. It has been detected, but not quantified in, several different foods, such as leeks, garlic, chicory roots, green bell peppers, and black-eyed peas. Guanosine plays an important role in various biochemical processes including the synthesis of nucleic acids such as RNA and intracellular signal transduction (cGMP). The antiviral drug acyclovir, often used in herpes treatment, and the anti-HIV drug abacavir, are both structurally similar to guanosine. Guanosine can be phosphorylated to become guanosine monophosphate (GMP), cyclic guanosine monophosphate (cGMP), guanosine diphosphate (GDP), and guanosine triphosphate (GTP). In humans, guanosine is involved in intracellular signalling through the adenosine receptors A1R and A2AR (PMID: 31847113 ). Evidence from rodent and cell models has shown a number of important neurotrophic and neuroprotective effects of guanosine. In particular, it is effective in preventing deleterious consequences of seizures, spinal cord injury, pain, mood disorders and aging-related diseases, such as ischemia, Parkinson‚Äôs and Alzheimer‚Äôs diseases (PMID: 27699087 ). Studies with rodent models of Parkinson‚Äôs disease have shown that guanosine decreases neuronal apoptotic cell death and increases dopaminergic neurons at substantia nigra pars compacta, accompanied by an improvement of motor symptoms in Parkinson‚Äôs disease (i.e. a reduction of bradykinesia). Guanosine promotes neurite arborization, outgrowth, proliferation and differentiation. Systemic administration of guanosine for eight weeks (8 mg/kg) has been shown to stimulate neuroprogenitors proliferation in the subventricular zone (SVZ) in a mouse model of Parkinsonism (PMID: 27699087 ). The effect of guanosine treatment is accompanied by an increased number of fibroblast growth factor (FGF-2)-positive cells which is an important regulator of neuroprogenitor/stem cell proliferation, survival and differentiation (PMID: 27699087 ). Guanosine prevents reactive oxygen species (ROS) generation and cell death in hippocampal slices subjected to the oxygen/glucose deprivation (PMID: 31847113 ).

Structure

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

HMDB0000133
     RDKit          3D
Guanosine
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.5878   -0.7612   -1.7302 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8079   -0.0580   -0.7707 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4660   -0.0780   -0.7910 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7428    0.6033    0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3571    1.3357    1.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3757    1.8743    1.8674 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1847    1.5004    1.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4074    0.7160    0.2985 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6087    0.1007   -0.5325 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7947    0.8037   -0.5215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7894   -0.1339   -0.7659 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1628    0.4077   -0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4820    1.5112   -1.2268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3985   -1.2396    0.1931 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0349   -2.4361   -0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -1.3058   -0.0827 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7405   -2.1505   -1.1800 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7335    1.3466    1.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2920    2.0183    2.0481 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4053    0.6656    0.2095 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6298   -1.7994   -1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1612   -0.2079   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7925    1.7974    1.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2330    0.1233   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6839   -0.5225   -1.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3112    0.5371    0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878   -0.4047   -0.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0672    2.3467   -0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5085   -0.9502    1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9565   -3.0289    0.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3206   -1.6151    0.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9078   -1.6757   -2.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4354    0.6793    0.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 20  2  1  0
  8  4  1  0
 16  9  1  0
  1 21  1  0
  1 22  1  0
  7 23  1  0
  9 24  1  6
 11 25  1  6
 12 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  1
 15 30  1  0
 16 31  1  1
 17 32  1  0
 20 33  1  0
M  END

  Mrv1652309032023532D          

 20 22  0  0  1  0            999 V2000
    0.9372   -1.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2227   -1.4642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9371   -2.7017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6516   -2.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6516   -1.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4362   -1.2093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9211   -1.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4362   -2.5442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6911   -3.3290    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2062   -3.9963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6911   -4.6639    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4361   -5.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9882   -6.0616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4757   -4.4089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1432   -4.8939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4758   -3.5839    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1432   -3.0990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2226   -2.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4918   -2.7017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9372   -0.2267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 20  1  2  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2 18  1  0  0  0  0
 18  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
  9 16  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000133

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1

> <INCHI_KEY>
NYHBQMYGNKIUIF-UUOKFMHZSA-N

> <FORMULA>
C10H13N5O5

> <MOLECULAR_WEIGHT>
283.2407

> <EXACT_MASS>
283.091668551

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
26.0315249439995

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

> <ALOGPS_LOGP>
-2.06

> <JCHEM_LOGP>
-2.706218196

> <ALOGPS_LOGS>
-1.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.456833616816144

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.15572249859448

> <JCHEM_PKA_STRONGEST_BASIC>
0.4462064218132451

> <JCHEM_POLAR_SURFACE_AREA>
155.22000000000003

> <JCHEM_REFRACTIVITY>
64.62109999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.53e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
guanosine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000133
     RDKit          3D
Guanosine
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.5878   -0.7612   -1.7302 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8079   -0.0580   -0.7707 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4660   -0.0780   -0.7910 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7428    0.6033    0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3571    1.3357    1.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3757    1.8743    1.8674 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1847    1.5004    1.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4074    0.7160    0.2985 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6087    0.1007   -0.5325 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7947    0.8037   -0.5215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7894   -0.1339   -0.7659 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1628    0.4077   -0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4820    1.5112   -1.2268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3985   -1.2396    0.1931 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0349   -2.4361   -0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -1.3058   -0.0827 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7405   -2.1505   -1.1800 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7335    1.3466    1.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2920    2.0183    2.0481 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4053    0.6656    0.2095 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6298   -1.7994   -1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1612   -0.2079   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7925    1.7974    1.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2330    0.1233   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6839   -0.5225   -1.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3112    0.5371    0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878   -0.4047   -0.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0672    2.3467   -0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5085   -0.9502    1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9565   -3.0289    0.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3206   -1.6151    0.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9078   -1.6757   -2.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4354    0.6793    0.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 20  2  1  0
  8  4  1  0
 16  9  1  0
  1 21  1  0
  1 22  1  0
  7 23  1  0
  9 24  1  6
 11 25  1  6
 12 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  1
 15 30  1  0
 16 31  1  1
 17 32  1  0
 20 33  1  0
M  END

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  C   UNK     0       1.749  -1.963   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       0.416  -2.733   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       1.749  -5.043   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.083  -4.273   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.083  -2.733   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       4.548  -2.257   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       5.453  -3.503   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       4.548  -4.749   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       5.023  -6.214   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.118  -7.460   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.023  -8.706   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.547 -10.171   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.578 -11.315   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.488  -8.230   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.734  -9.135   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.488  -6.690   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       7.734  -5.785   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.416  -4.273   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -0.918  -5.043   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       1.749  -0.423   0.000  0.00  0.00           O+0
CONECT    1   20    2    5                                                  
CONECT    2    1   18                                                       
CONECT    3   18    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    1    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    4    7    9                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16    9   14   17                                                  
CONECT   17   16                                                            
CONECT   18    2    3   19                                                  
CONECT   19   18                                                            
CONECT   20    1                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0000133
HETATM    1  N1  UNL     1       4.588  -0.761  -1.730  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.808  -0.058  -0.771  1.00  0.00           C  
HETATM    3  N2  UNL     1       2.466  -0.078  -0.791  1.00  0.00           N  
HETATM    4  C2  UNL     1       1.743   0.603   0.138  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.357   1.336   1.130  1.00  0.00           C  
HETATM    6  N3  UNL     1       1.376   1.874   1.867  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.185   1.500   1.365  1.00  0.00           C  
HETATM    8  N4  UNL     1       0.407   0.716   0.298  1.00  0.00           N  
HETATM    9  C5  UNL     1      -0.609   0.101  -0.532  1.00  0.00           C  
HETATM   10  O1  UNL     1      -1.795   0.804  -0.521  1.00  0.00           O  
HETATM   11  C6  UNL     1      -2.789  -0.134  -0.766  1.00  0.00           C  
HETATM   12  C7  UNL     1      -4.163   0.408  -0.471  1.00  0.00           C  
HETATM   13  O2  UNL     1      -4.482   1.511  -1.227  1.00  0.00           O  
HETATM   14  C8  UNL     1      -2.399  -1.240   0.193  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.035  -2.436  -0.109  1.00  0.00           O  
HETATM   16  C9  UNL     1      -0.906  -1.306  -0.083  1.00  0.00           C  
HETATM   17  O4  UNL     1      -0.740  -2.151  -1.180  1.00  0.00           O  
HETATM   18  C10 UNL     1       3.734   1.347   1.138  1.00  0.00           C  
HETATM   19  O5  UNL     1       4.292   2.018   2.048  1.00  0.00           O  
HETATM   20  N5  UNL     1       4.405   0.666   0.209  1.00  0.00           N  
HETATM   21  H1  UNL     1       4.630  -1.799  -1.814  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.161  -0.208  -2.402  1.00  0.00           H  
HETATM   23  H3  UNL     1      -0.793   1.797   1.774  1.00  0.00           H  
HETATM   24  H4  UNL     1      -0.233   0.123  -1.591  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.684  -0.522  -1.783  1.00  0.00           H  
HETATM   26  H6  UNL     1      -4.311   0.537   0.618  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.888  -0.405  -0.771  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.067   2.347  -0.850  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.508  -0.950   1.251  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.957  -3.029   0.656  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.321  -1.615   0.789  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.908  -1.676  -2.029  1.00  0.00           H  
HETATM   33  H13 UNL     1       5.435   0.679   0.223  1.00  0.00           H  
CONECT    1    2   21   22
CONECT    2    3    3   20
CONECT    3    4
CONECT    4    5    5    8
CONECT    5    6   18
CONECT    6    7    7
CONECT    7    8   23
CONECT    8    9
CONECT    9   10   16   24
CONECT   10   11
CONECT   11   12   14   25
CONECT   12   13   26   27
CONECT   13   28
CONECT   14   15   16   29
CONECT   15   30
CONECT   16   17   31
CONECT   17   32
CONECT   18   19   19   20
CONECT   20   33
END

HMDB0000133
     RDKit          3D
Guanosine
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.5878   -0.7612   -1.7302 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8079   -0.0580   -0.7707 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4660   -0.0780   -0.7910 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7428    0.6033    0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3571    1.3357    1.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3757    1.8743    1.8674 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1847    1.5004    1.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4074    0.7160    0.2985 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6087    0.1007   -0.5325 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7947    0.8037   -0.5215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7894   -0.1339   -0.7659 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1628    0.4077   -0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4820    1.5112   -1.2268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3985   -1.2396    0.1931 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0349   -2.4361   -0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -1.3058   -0.0827 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7405   -2.1505   -1.1800 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7335    1.3466    1.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2920    2.0183    2.0481 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4053    0.6656    0.2095 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6298   -1.7994   -1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1612   -0.2079   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7925    1.7974    1.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2330    0.1233   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6839   -0.5225   -1.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3112    0.5371    0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878   -0.4047   -0.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0672    2.3467   -0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5085   -0.9502    1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9565   -3.0289    0.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3206   -1.6151    0.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9078   -1.6757   -2.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4354    0.6793    0.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 20  2  1  0
  8  4  1  0
 16  9  1  0
  1 21  1  0
  1 22  1  0
  7 23  1  0
  9 24  1  6
 11 25  1  6
 12 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  1
 15 30  1  0
 16 31  1  1
 17 32  1  0
 20 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2(3H)-Imino-9-beta-D-ribofuranosyl-9H-purin-6(1H)-one	ChEBI
2-Amino-1,9-dihydro-9-beta-D-ribofuranosyl-6H-purin-6-one	ChEBI
2-Amino-9-beta-D-ribofuranosyl-1,9-dihydro-6H-purin-6-one	ChEBI
9-beta-D-Ribofuranosyl-guanine	ChEBI
G	ChEBI
Guanine riboside	ChEBI
Guanine-9-beta-D-ribofuranoside	ChEBI
Guanosin	ChEBI
Guo	ChEBI
2(3H)-Imino-9-b-D-ribofuranosyl-9H-purin-6(1H)-one	Generator
2(3H)-Imino-9-β-D-ribofuranosyl-9H-purin-6(1H)-one	Generator
2-Amino-1,9-dihydro-9-b-D-ribofuranosyl-6H-purin-6-one	Generator
2-Amino-1,9-dihydro-9-β-D-ribofuranosyl-6H-purin-6-one	Generator
2-Amino-9-b-D-ribofuranosyl-1,9-dihydro-6H-purin-6-one	Generator
2-Amino-9-β-D-ribofuranosyl-1,9-dihydro-6H-purin-6-one	Generator
9-b-D-Ribofuranosyl-guanine	Generator
9-Β-D-ribofuranosyl-guanine	Generator
Guanine-9-b-D-ribofuranoside	Generator
Guanine-9-β-D-ribofuranoside	Generator
2-Amino-1,9-dihydro-9-beta-delta-ribofuranosyl-6H-purin-6-one	HMDB
2-Amino-inosine	HMDB
9-beta-delta-Ribofuranosyl-guanine	HMDB
b-D-Ribofuranoside guanine-9	HMDB
beta-delta-Ribofuranoside guanine-9	HMDB
Ribonucleoside	HMDB
Vernine	HMDB

Chemical Formula

C₁₀H₁₃N₅O₅

Average Molecular Weight

283.2407

Monoisotopic Molecular Weight

283.091668551

IUPAC Name

2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

Traditional Name

guanosine

CAS Registry Number

118-00-3

SMILES

NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1

InChI Identifier

InChI=1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1

InChI Key

NYHBQMYGNKIUIF-UUOKFMHZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Not Available

Direct Parent

Purine nucleosides

Alternative Parents

Substituents

Purine nucleoside
Glycosyl compound
N-glycosyl compound
Pentose monosaccharide
Imidazopyrimidine
Purine
Hydroxypyrimidine
Monosaccharide
N-substituted imidazole
Pyrimidine
Heteroaromatic compound
Azole
Imidazole
Tetrahydrofuran
Secondary alcohol
Azacycle
Oxacycle
Organoheterocyclic compound
Primary alcohol
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

guanosines (CHEBI:16750 )
Ribonucleosides (C00387 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Organ

Prostate (HMDB: HMDB0000133)
Placenta (HMDB: HMDB0000133)

Excreta

Biofluid or Excreta

Urine (PMID: 10102915)
Feces (PMID: 25486321)

Cellular substructure

Extracellular (HMDB: HMDB0000133)
Membrane (HMDB: HMDB0000133)

Organelle

Lysosome (HMDB: HMDB0000133)
Mitochondrion (HMDB: HMDB0000133)

Source

Exogenous

Exogenous (HMDB: HMDB0000133)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Cabbage

Onion-family vegetable

Allium (FooDB: FOOD00005)
Garden onion (FooDB: FOOD00006)
Leek (FooDB: FOOD00007)
Garden onion (var.) (FooDB: FOOD00226)
Shallot (FooDB: FOOD00243)
Wild leek (FooDB: FOOD00396)
Red onion (FooDB: FOOD00962)
Green onion (FooDB: FOOD00963)
Onion-family vegetables (FooDB: FOOD00855)

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)
Rocket salad (FooDB: FOOD00244)
Green vegetables (FooDB: FOOD00872)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Brassica

Brassicas (FooDB: FOOD00857)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)
Citrus (FooDB: FOOD00859)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Fruits (FooDB: FOOD00871)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)
Mixed nuts (FooDB: FOOD00771)
Nuts (FooDB: FOOD00869)

Cereal and cereal product

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)
Other bread (FooDB: FOOD00269)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)
Pulses (FooDB: FOOD00867)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Beverage

Fermented beverage

Beer (FooDB: FOOD00268)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Endogenous

Endogenous (HMDB: HMDB0000133)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Purine Metabolism (HMDB: HMDB0000133)
Guanine and Guanosine Salvage (PathBank: SMP0002086)
Purine Ribonucleosides Degradation (PathBank: SMP0002088)

Disease pathway

Purine Nucleoside Phosphorylase Deficiency (HMDB: HMDB0000133)
Xanthinuria Type II (PathBank: SMP0120578)
Gout or Kelley-Seegmiller Syndrome (PathBank: SMP0120709)
Xanthine Dehydrogenase Deficiency (Xanthinuria) (PathBank: SMP0120717)
Mitochondrial DNA Depletion Syndrome (PathBank: SMP0120820)
Adenylosuccinate Lyase Deficiency (PathBank: SMP0120670)
AICA-Ribosiduria (PathBank: SMP0120673)
Adenine Phosphoribosyltransferase Deficiency (APRT) (PathBank: SMP0120819)
Myoadenylate Deaminase Deficiency (PathBank: SMP0120821)
Adenosine Deaminase Deficiency (PathBank: SMP0120448)
Lesch-Nyhan Syndrome (LNS) (PathBank: SMP0120508)
Molybdenum Cofactor Deficiency (PathBank: SMP0120752)
Xanthinuria Type I (PathBank: SMP0120577)
Mitochondrial DNA Depletion Syndrome (PathBank: SMP0000536)

Drug action pathway

Azathioprine Action Pathway (PathBank: SMP0000427)
Mercaptopurine Action Pathway (PathBank: SMP0000428)
Thioguanine Action Pathway (PathBank: SMP0000430)

Role

Biological role

Human metabolite (HMDB: HMDB0000133)
Escherichia coli metabolite (HMDB: HMDB0000133)
Saccharomyces cerevisiae metabolite (HMDB: HMDB0000133)

Industrial application

Pharmaceutical industry

Biomarker

Eosinophilic esophagitis (MarkerDB: MDB00000064)
Purine nucleoside phosphorylase deficiency (MarkerDB: MDB00000064)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	239 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.7 mg/mL at 18 °C	Not Available
LogP	-1.90	SANGSTER (1993)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Astarita_neg	156.7	30932474
[M-H]-	Baker	164.379	30932474
[M+H]+	Astarita_pos	159.7	30932474
[M+H]+	Baker	165.016	30932474
[M-H]-	Not Available	164.379	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000149
[M+H]+	Not Available	163.7	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000149

Predicted Molecular Properties

Property	Value	Source
Water Solubility	15.3 g/L	ALOGPS
logP	-2.1	ALOGPS
logP	-2.7	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	10.16	ChemAxon
pKa (Strongest Basic)	0.45	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	155.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	64.62 m³·mol⁻¹	ChemAxon
Polarizability	26.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	162.833	31661259
DarkChem	[M-H]-	160.572	31661259
AllCCS	[M+H]+	162.774	32859911
AllCCS	[M-H]-	161.241	32859911
DeepCCS	[M+H]+	162.839	30932474
DeepCCS	[M-H]-	160.481	30932474
DeepCCS	[M-2H]-	194.695	30932474
DeepCCS	[M+Na]+	170.067	30932474
AllCCS	[M+H]+	162.8	32859911
AllCCS	[M+H-H2O]+	159.4	32859911
AllCCS	[M+NH4]+	165.9	32859911
AllCCS	[M+Na]+	166.8	32859911
AllCCS	[M-H]-	161.2	32859911
AllCCS	[M+Na-2H]-	160.8	32859911
AllCCS	[M+HCOO]-	160.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Guanosine	NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1	3624.1	Standard polar	33892256
Guanosine	NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1	1706.1	Standard non polar	33892256
Guanosine	NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1	3102.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Guanosine,1TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@H](O)[C@@H]1O	2775.1	Semi standard non polar	33892256
Guanosine,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@@H]1O	2792.0	Semi standard non polar	33892256
Guanosine,1TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N)[NH]C2=O	2783.9	Semi standard non polar	33892256
Guanosine,1TMS,isomer #4	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)[NH]1	2817.6	Semi standard non polar	33892256
Guanosine,1TMS,isomer #5	C[Si](C)(C)N1C(N)=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C1=O	2845.9	Semi standard non polar	33892256
Guanosine,2TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O	2713.5	Semi standard non polar	33892256
Guanosine,2TMS,isomer #10	C[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)[NH]1)[Si](C)(C)C	2710.3	Semi standard non polar	33892256
Guanosine,2TMS,isomer #11	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1[Si](C)(C)C	2818.7	Semi standard non polar	33892256
Guanosine,2TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C	2714.7	Semi standard non polar	33892256
Guanosine,2TMS,isomer #3	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O)C(=O)[NH]1	2716.0	Semi standard non polar	33892256
Guanosine,2TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O	2792.8	Semi standard non polar	33892256
Guanosine,2TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@@H]1O[Si](C)(C)C	2715.9	Semi standard non polar	33892256
Guanosine,2TMS,isomer #6	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C(=O)[NH]1	2727.2	Semi standard non polar	33892256
Guanosine,2TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)[C@@H]1O	2803.2	Semi standard non polar	33892256
Guanosine,2TMS,isomer #8	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C(=O)[NH]1	2725.7	Semi standard non polar	33892256
Guanosine,2TMS,isomer #9	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N)N([Si](C)(C)C)C2=O	2799.7	Semi standard non polar	33892256
Guanosine,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2659.8	Semi standard non polar	33892256
Guanosine,3TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@@H]1O	2710.5	Semi standard non polar	33892256
Guanosine,3TMS,isomer #11	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C(=O)N1[Si](C)(C)C	2781.0	Semi standard non polar	33892256
Guanosine,3TMS,isomer #12	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O	2701.3	Semi standard non polar	33892256
Guanosine,3TMS,isomer #13	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C	2780.1	Semi standard non polar	33892256
Guanosine,3TMS,isomer #14	C[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1[Si](C)(C)C)[Si](C)(C)C	2819.9	Semi standard non polar	33892256
Guanosine,3TMS,isomer #2	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C(=O)[NH]1	2674.4	Semi standard non polar	33892256
Guanosine,3TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O	2747.0	Semi standard non polar	33892256
Guanosine,3TMS,isomer #4	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C(=O)[NH]1	2672.2	Semi standard non polar	33892256
Guanosine,3TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C	2751.7	Semi standard non polar	33892256
Guanosine,3TMS,isomer #6	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O	2701.2	Semi standard non polar	33892256
Guanosine,3TMS,isomer #7	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O)C(=O)N1[Si](C)(C)C	2771.6	Semi standard non polar	33892256
Guanosine,3TMS,isomer #8	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)[NH]1	2687.4	Semi standard non polar	33892256
Guanosine,3TMS,isomer #9	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C	2755.1	Semi standard non polar	33892256
Guanosine,4TMS,isomer #1	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)[NH]1	2706.0	Semi standard non polar	33892256
Guanosine,4TMS,isomer #1	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)[NH]1	2904.1	Standard non polar	33892256
Guanosine,4TMS,isomer #1	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)[NH]1	3779.6	Standard polar	33892256
Guanosine,4TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O	2821.9	Semi standard non polar	33892256
Guanosine,4TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O	3027.5	Standard non polar	33892256
Guanosine,4TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O	3613.7	Standard polar	33892256
Guanosine,4TMS,isomer #11	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O	2828.3	Semi standard non polar	33892256
Guanosine,4TMS,isomer #11	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O	3035.2	Standard non polar	33892256
Guanosine,4TMS,isomer #11	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O	3661.9	Standard polar	33892256
Guanosine,4TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2746.7	Semi standard non polar	33892256
Guanosine,4TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2829.6	Standard non polar	33892256
Guanosine,4TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	4060.0	Standard polar	33892256
Guanosine,4TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O	2726.5	Semi standard non polar	33892256
Guanosine,4TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O	3011.6	Standard non polar	33892256
Guanosine,4TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O	3683.4	Standard polar	33892256
Guanosine,4TMS,isomer #4	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C	2777.3	Semi standard non polar	33892256
Guanosine,4TMS,isomer #4	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C	2916.7	Standard non polar	33892256
Guanosine,4TMS,isomer #4	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C	3769.3	Standard polar	33892256
Guanosine,4TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C	2724.5	Semi standard non polar	33892256
Guanosine,4TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C	2994.7	Standard non polar	33892256
Guanosine,4TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C	3633.1	Standard polar	33892256
Guanosine,4TMS,isomer #6	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C(=O)N1[Si](C)(C)C	2776.2	Semi standard non polar	33892256
Guanosine,4TMS,isomer #6	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C(=O)N1[Si](C)(C)C	2897.5	Standard non polar	33892256
Guanosine,4TMS,isomer #6	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C(=O)N1[Si](C)(C)C	3718.7	Standard polar	33892256
Guanosine,4TMS,isomer #7	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O	2802.6	Semi standard non polar	33892256
Guanosine,4TMS,isomer #7	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O	3049.8	Standard non polar	33892256
Guanosine,4TMS,isomer #7	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O	3757.3	Standard polar	33892256
Guanosine,4TMS,isomer #8	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C	2737.9	Semi standard non polar	33892256
Guanosine,4TMS,isomer #8	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C	3002.3	Standard non polar	33892256
Guanosine,4TMS,isomer #8	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C	3608.9	Standard polar	33892256
Guanosine,4TMS,isomer #9	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C	2789.1	Semi standard non polar	33892256
Guanosine,4TMS,isomer #9	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C	2910.5	Standard non polar	33892256
Guanosine,4TMS,isomer #9	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C	3698.3	Standard polar	33892256
Guanosine,5TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2793.5	Semi standard non polar	33892256
Guanosine,5TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2981.0	Standard non polar	33892256
Guanosine,5TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3401.7	Standard polar	33892256
Guanosine,5TMS,isomer #2	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C	2806.3	Semi standard non polar	33892256
Guanosine,5TMS,isomer #2	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C	2883.6	Standard non polar	33892256
Guanosine,5TMS,isomer #2	C[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C(=O)N1[Si](C)(C)C	3481.8	Standard polar	33892256
Guanosine,5TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O	2846.5	Semi standard non polar	33892256
Guanosine,5TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O	3023.6	Standard non polar	33892256
Guanosine,5TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O	3420.1	Standard polar	33892256
Guanosine,5TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C	2844.6	Semi standard non polar	33892256
Guanosine,5TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C	3001.9	Standard non polar	33892256
Guanosine,5TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C	3374.6	Standard polar	33892256
Guanosine,5TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C	2869.4	Semi standard non polar	33892256
Guanosine,5TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C	3024.2	Standard non polar	33892256
Guanosine,5TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C	3351.9	Standard polar	33892256
Guanosine,6TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2896.8	Semi standard non polar	33892256
Guanosine,6TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2982.9	Standard non polar	33892256
Guanosine,6TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3189.8	Standard polar	33892256
Guanosine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@H](O)[C@@H]1O	3013.0	Semi standard non polar	33892256
Guanosine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@@H]1O	3008.7	Semi standard non polar	33892256
Guanosine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N)[NH]C2=O	3011.5	Semi standard non polar	33892256
Guanosine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)[NH]1	3017.6	Semi standard non polar	33892256
Guanosine,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N1C(N)=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C1=O	3035.5	Semi standard non polar	33892256
Guanosine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3135.0	Semi standard non polar	33892256
Guanosine,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)[NH]1)[Si](C)(C)C(C)(C)C	3142.5	Semi standard non polar	33892256
Guanosine,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C	3224.5	Semi standard non polar	33892256
Guanosine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3123.9	Semi standard non polar	33892256
Guanosine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C(=O)[NH]1	3145.3	Semi standard non polar	33892256
Guanosine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O	3219.4	Semi standard non polar	33892256
Guanosine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3111.6	Semi standard non polar	33892256
Guanosine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C(=O)[NH]1	3133.0	Semi standard non polar	33892256
Guanosine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O	3222.4	Semi standard non polar	33892256
Guanosine,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]1	3129.3	Semi standard non polar	33892256
Guanosine,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N)N([Si](C)(C)C(C)(C)C)C2=O	3210.2	Semi standard non polar	33892256
Guanosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)[NH]C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3270.0	Semi standard non polar	33892256
Guanosine,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@@H]1O	3308.4	Semi standard non polar	33892256
Guanosine,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C	3400.6	Semi standard non polar	33892256
Guanosine,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C2=O	3304.5	Semi standard non polar	33892256
Guanosine,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C	3393.6	Semi standard non polar	33892256
Guanosine,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)N(C1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3405.4	Semi standard non polar	33892256
Guanosine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]1	3308.3	Semi standard non polar	33892256
Guanosine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3406.8	Semi standard non polar	33892256
Guanosine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C(=O)[NH]1	3306.2	Semi standard non polar	33892256
Guanosine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3406.5	Semi standard non polar	33892256
Guanosine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O	3306.5	Semi standard non polar	33892256
Guanosine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C	3405.3	Semi standard non polar	33892256
Guanosine,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]1	3274.1	Semi standard non polar	33892256
Guanosine,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3391.9	Semi standard non polar	33892256
Guanosine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]1	3483.2	Semi standard non polar	33892256
Guanosine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]1	3676.1	Standard non polar	33892256
Guanosine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)[NH]1	3945.1	Standard polar	33892256
Guanosine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O	3574.9	Semi standard non polar	33892256
Guanosine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O	3784.3	Standard non polar	33892256
Guanosine,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O	3782.9	Standard polar	33892256
Guanosine,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O	3578.7	Semi standard non polar	33892256
Guanosine,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O	3796.9	Standard non polar	33892256
Guanosine,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O	3814.3	Standard polar	33892256
Guanosine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3585.1	Semi standard non polar	33892256
Guanosine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3586.9	Standard non polar	33892256
Guanosine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4131.2	Standard polar	33892256
Guanosine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3477.8	Semi standard non polar	33892256
Guanosine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3773.3	Standard non polar	33892256
Guanosine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3851.8	Standard polar	33892256
Guanosine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C	3575.5	Semi standard non polar	33892256
Guanosine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C	3687.0	Standard non polar	33892256
Guanosine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C	3901.7	Standard polar	33892256
Guanosine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3475.3	Semi standard non polar	33892256
Guanosine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3753.5	Standard non polar	33892256
Guanosine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3819.5	Standard polar	33892256
Guanosine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C	3569.6	Semi standard non polar	33892256
Guanosine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C	3666.5	Standard non polar	33892256
Guanosine,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C	3869.3	Standard polar	33892256
Guanosine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O	3580.3	Semi standard non polar	33892256
Guanosine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O	3785.2	Standard non polar	33892256
Guanosine,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O	3868.6	Standard polar	33892256
Guanosine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3466.4	Semi standard non polar	33892256
Guanosine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3773.8	Standard non polar	33892256
Guanosine,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3800.4	Standard polar	33892256
Guanosine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C	3556.3	Semi standard non polar	33892256
Guanosine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C	3687.0	Standard non polar	33892256
Guanosine,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C	3852.2	Standard polar	33892256
Guanosine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3666.5	Semi standard non polar	33892256
Guanosine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3855.0	Standard non polar	33892256
Guanosine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3718.2	Standard polar	33892256
Guanosine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C	3728.7	Semi standard non polar	33892256
Guanosine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C	3764.3	Standard non polar	33892256
Guanosine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C	3793.3	Standard polar	33892256
Guanosine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3747.9	Semi standard non polar	33892256
Guanosine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3887.1	Standard non polar	33892256
Guanosine,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3717.3	Standard polar	33892256
Guanosine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3746.0	Semi standard non polar	33892256
Guanosine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3864.5	Standard non polar	33892256
Guanosine,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3684.5	Standard polar	33892256
Guanosine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3746.3	Semi standard non polar	33892256
Guanosine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3888.4	Standard non polar	33892256
Guanosine,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C2N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3668.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Guanosine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (5 TMS)	splash10-0f7k-1952000000-c57c052c65f3fa9504af	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Guanosine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0feb-0963000000-c91b93f300b50fbc99c1	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Guanosine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (4 TMS)	splash10-00di-9440000000-361092fc2dc5206fe655	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Guanosine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (5 TMS)	splash10-00di-9421000000-b2b15c03b8206196f59f	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Guanosine GC-EI-TOF (Non-derivatized)	splash10-0f7k-1952000000-c57c052c65f3fa9504af	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Guanosine GC-EI-TOF (Non-derivatized)	splash10-0feb-0963000000-c91b93f300b50fbc99c1	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Guanosine GC-EI-TOF (Non-derivatized)	splash10-00di-9440000000-361092fc2dc5206fe655	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Guanosine GC-EI-TOF (Non-derivatized)	splash10-00di-9421000000-b2b15c03b8206196f59f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zml-9670000000-793c36e66ed6430b932b	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (3 TMS) - 70eV, Positive	splash10-0159-4945800000-86e8114119c47d85cc53	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Guanosine GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0udl-9400000000-5a915ef7129c50e638a7	2018-05-25	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0udi-0900000000-ef0cae7d67f9e803f2b2	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0udi-0900000000-68fb606342b8bb123bb7	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0f89-0900000000-48d32b9d62eda760619e	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-0f7k-0920000000-f3db23cc762b5fb860e4	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-001i-0900000000-5da62630f03e15d8707c	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-001i-0900000000-1fa2eb473b57a37ecd45	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-0udi-0900000000-d71a3d2995d32c692eb7	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-001i-0390000000-ff54fe98a9c0e1bc104c	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-001i-0900000000-c023445b0f47e6e7267b	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-0udi-0900000000-a094aa75c261cdce24de	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-0udi-0900000000-e114cc69f7ab438abb39	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-001j-0795222100-55ad26c7c4d9f64dd759	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-004i-0900000000-9450dc04b32ca468e146	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-0002-0900000000-0147dd895ffbecfa9668	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-03di-0190000000-5d00bb466dd23f062b86	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-0f89-0690030010-86fae3a6cae3e2b3de2c	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-001i-0900000000-97217b0084eeac14e7e1	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-0udi-0900000000-d0c65e36192b7ebdaae8	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOF	splash10-001i-0090000000-bb8ef433eba795395fe3	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOF	splash10-001i-0090000000-4ceff605ca97b7c0774a	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOF	splash10-0ue9-0960000000-1c286e55d437f33a29b3	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOF	splash10-0udi-0900000000-7149427a8c09f429fdbe	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOF	splash10-0zgi-0900000000-5de849ca7144ca8afe05	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOF	splash10-053r-0900000000-f97dbc10f152af4df778	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Guanosine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOF	splash10-0ue9-0970000000-045435f1be487a94195c	2012-08-31	HMDB team, MONA	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Experimental 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, experimental)	2021-10-10	Wishart Lab	View Spectrum
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	2021-10-10	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 400 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Mitochondria
Lysosome

Biospecimen Locations

Blood
Breast Milk
Cellular Cytoplasm
Feces
Saliva
Urine

Tissue Locations

Placenta
Prostate

Pathways

Name	SMPDB/PathBank	KEGG
Purine metabolism	Not Available
Adenosine Deaminase Deficiency		Not Available
Adenylosuccinate Lyase Deficiency		Not Available
Gout or Kelley-Seegmiller Syndrome		Not Available
Lesch-Nyhan Syndrome (LNS)		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	0.8 +/- 0.5 uM	Adult (>18 years old)	Both	Normal	546939	details
Breast Milk	Detected and Quantified	1.01 +/- 1.59 uM	Adult (>18 years old)	Female	Normal	7702711	details
Cellular Cytoplasm	Detected and Quantified	4.5 +/- 2.9 uM	Adult (>18 years old)	Both	Normal	7877593	details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Both	Normal	25486321	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Not Specified	Normal	27609529	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected and Quantified	0.101 +/- 0.0647 uM	Adult (>18 years old)	Both	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	0.227 +/- 0.617 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	0.262 +/- 0.285 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details
Urine	Detected and Quantified	0.13 (0.022-0.23) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	15116424	details
Urine	Detected and Quantified	0.06 +/- 0.02 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	9129323	details
Urine	Detected and Quantified	0.05 +/- 0.02 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	9129323	details
Urine	Detected and Quantified	0.06 +/- 0.02 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	9129323	details
Urine	Detected and Quantified	0-11 umol/mmol creatinine	Children (1 - 18 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	<0.1 umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	30817767	details
Urine	Detected and Quantified	7.8 +/- 8.736 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	Analysis of 30 no...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Both	Crohns disease	27609529	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Both	Ulcerative colitis	27609529	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Not Specified	Crohns disease	27609529	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Not Specified	Ulcerative colitis	27609529	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Not Specified	Unclassified IBD	27609529	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Attachment loss	31026179	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Periodontal Probing Depth	31026179	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Tooth Decay	31026179	details
Saliva	Detected and Quantified	0.0609 +/- 0.0661 uM	Adult (>18 years old)	Both	Tooth alignment disorders	Sugimoto et al. (...	details
Urine	Detected and Quantified	35.0 - 2588.0 umol/mmol creatinine	Adult (>18 years old)	Both	Purine nucleoside phosphorylase (PNP) deficiency	10102915	details
Urine	Detected and Quantified	35-588 umol/mmol creatinine	Adult (>18 years old)	Both	Purine nucleoside phosphorylase (PNP) deficiency	10102915	details
Urine	Detected and Quantified	13.601 +/- 7.764 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	Analysis of 30 no...	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ] Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ] Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Crohn's disease
Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Ulcerative colitis
Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Attachment loss
Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
Periodontal Probing Depth
Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
Tooth Decay
Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
Purine nucleoside phosphorylase deficiency
Wevers RA, Engelke UF, Moolenaar SH, Brautigam C, de Jong JG, Duran R, de Abreu RA, van Gennip AH: 1H-NMR spectroscopy of body fluids: inborn errors of purine and pyrimidine metabolism. Clin Chem. 1999 Apr;45(4):539-48. [PubMed:10102915 ]
Eosinophilic esophagitis
Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.

Associated OMIM IDs

114500 (Colorectal cancer)
266600 (Crohn's disease)
164050 (Purine nucleoside phosphorylase deficiency )
610247 (Eosinophilic esophagitis)

External Links

DrugBank ID

DB02857

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

6802

PDB ID

Not Available

ChEBI ID

16750

Food Biomarker Ontology

Not Available

VMH ID

GSN

MarkerDB ID

MDB00000064

Good Scents ID

Not Available

References

Synthesis Reference

Tang, Shengrong; Huang, Weihong; Hou, Zuorong. Process of guanosine production by fermentation. Gongye Weishengwu (1998), 28(4), 11-16.

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]
Lee SH, Jung BH, Kim SY, Chung BC: A rapid and sensitive method for quantitation of nucleosides in human urine using liquid chromatography/mass spectrometry with direct urine injection. Rapid Commun Mass Spectrom. 2004;18(9):973-7. [PubMed:15116424 ]
Traut TW: Physiological concentrations of purines and pyrimidines. Mol Cell Biochem. 1994 Nov 9;140(1):1-22. [PubMed:7877593 ]
Wevers RA, Engelke UF, Moolenaar SH, Brautigam C, de Jong JG, Duran R, de Abreu RA, van Gennip AH: 1H-NMR spectroscopy of body fluids: inborn errors of purine and pyrimidine metabolism. Clin Chem. 1999 Apr;45(4):539-48. [PubMed:10102915 ]
Hartwick RA, Krstulovic AM, Brown PR: Identification and quantitation of nucleosides, bases and other UV-absorbing compounds in serum, using reversed-phase high-performance liquid chromatography. II. Evaluation of human sera. J Chromatogr. 1979 Dec 30;186:659-76. [PubMed:546939 ]
Saute JA, da Silveira LE, Soares FA, Martini LH, Souza DO, Ganzella M: Amnesic effect of GMP depends on its conversion to guanosine. Neurobiol Learn Mem. 2006 May;85(3):206-12. Epub 2005 Dec 1. [PubMed:16325434 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
Lanznaster D, Massari CM, Markova V, Simkova T, Duroux R, Jacobson KA, Fernandez-Duenas V, Tasca CI, Ciruela F: Adenosine A1-A2A Receptor-Receptor Interaction: Contribution to Guanosine-Mediated Effects. Cells. 2019 Dec 13;8(12). pii: cells8121630. doi: 10.3390/cells8121630. [PubMed:31847113 ]
Lanznaster D, Dal-Cim T, Piermartiri TC, Tasca CI: Guanosine: a Neuromodulator with Therapeutic Potential in Brain Disorders. Aging Dis. 2016 Oct 1;7(5):657-679. doi: 10.14336/AD.2016.0208. eCollection 2016 Oct. [PubMed:27699087 ]

Enzymes

Enzyme Details

1. 5'-nucleotidase

General function:: Involved in hydrolase activity
Specific function:: Hydrolyzes extracellular nucleotides into membrane permeable nucleosides.
Gene Name:: NT5E
Uniprot ID:: P21589
Molecular weight:: 57948.125

Reactions

Guanosine monophosphate + Water → Guanosine + Phosphate	details

Enzyme Details

2. Cytosolic 5'-nucleotidase 1B

General function:: Involved in nucleotide binding
Specific function:: Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides. Helps to regulate adenosine levels (By similarity).
Gene Name:: NT5C1B
Uniprot ID:: Q96P26
Molecular weight:: 68803.055

Reactions

Guanosine monophosphate + Water → Guanosine + Phosphate	details

Enzyme Details

3. Cytosolic 5'-nucleotidase 1A

General function:: Involved in nucleotide binding
Specific function:: Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides and has a broad substrate specificity. Helps to regulate adenosine levels in heart during ischemia and hypoxia.
Gene Name:: NT5C1A
Uniprot ID:: Q9BXI3
Molecular weight:: 41020.145

Reactions

Guanosine monophosphate + Water → Guanosine + Phosphate	details

Enzyme Details

4. 5'(3')-deoxyribonucleotidase, cytosolic type

General function:: Involved in metal ion binding
Specific function:: Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides, with a preference for dUMP and dTMP, intermediate activity towards dGMP, and low activity towards dCMP and dAMP.
Gene Name:: NT5C
Uniprot ID:: Q8TCD5
Molecular weight:: Not Available

Reactions

Guanosine monophosphate + Water → Guanosine + Phosphate	details

Enzyme Details

5. 5'(3')-deoxyribonucleotidase, mitochondrial

General function:: Involved in phosphatase activity
Specific function:: Dephosphorylates specifically the 5' and 2'(3')-phosphates of uracil and thymine deoxyribonucleotides, and so protects mitochondrial DNA replication from excess dTTP. Has only marginal activity towards dIMP and dGMP.
Gene Name:: NT5M
Uniprot ID:: Q9NPB1
Molecular weight:: Not Available

Reactions

Guanosine monophosphate + Water → Guanosine + Phosphate	details

Enzyme Details

6. Cytosolic 5'-nucleotidase 3

General function:: Involved in magnesium ion binding
Specific function:: Can act both as nucleotidase and as phosphotransferase.
Gene Name:: NT5C3
Uniprot ID:: Q9H0P0
Molecular weight:: 33914.91

Reactions

Guanosine monophosphate + Water → Guanosine + Phosphate	details

Enzyme Details

7. Cytosolic purine 5'-nucleotidase

General function:: Involved in 5'-nucleotidase activity
Specific function:: May have a critical role in the maintenance of a constant composition of intracellular purine/pyrimidine nucleotides in cooperation with other nucleotidases. Preferentially hydrolyzes inosine 5'-monophosphate (IMP) and other purine nucleotides.
Gene Name:: NT5C2
Uniprot ID:: P49902
Molecular weight:: 64969.2

Reactions

Guanosine monophosphate + Water → Guanosine + Phosphate	details

Enzyme Details

8. Purine nucleoside phosphorylase

General function:: Involved in purine-nucleoside phosphorylase activity
Specific function:: The purine nucleoside phosphorylases catalyze the phosphorolytic breakdown of the N-glycosidic bond in the beta-(deoxy)ribonucleoside molecules, with the formation of the corresponding free purine bases and pentose-1-phosphate.
Gene Name:: PNP
Uniprot ID:: P00491
Molecular weight:: 32117.69

Reactions

Guanosine + Phosphate → Guanine + Ribose 1-phosphate	details

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]

Showing metabocard for Guanosine (HMDB0000133)

MOL for HMDB0000133 (Guanosine)

3D MOL for HMDB0000133 (Guanosine)

3D SDF for HMDB0000133 (Guanosine)

3D-SDF for HMDB0000133 (Guanosine)

PDB for HMDB0000133 (Guanosine)

3D PDB for HMDB0000133 (Guanosine)

SMILES for HMDB0000133 (Guanosine)

INCHI for HMDB0000133 (Guanosine)

Structure for HMDB0000133 (Guanosine)

3D Structure for HMDB0000133 (Guanosine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

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References