6-Thioguanosine monophosphate
Basic information
- CAS
15867-02-4- Standard SMILES
Nc1nc(=S)c2ncn([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)c2[nH]1- InChIKey
BPZXYEUJBFHASJ-UUOKFMHZSA-N- Molecular formula
- C10H14N5O7PS
- Average molar mass
- 379.29 g/mol
- Monoisotopic mass
- 379.03515597
Overview
6-Thioguanosine monophosphate is an organic molecule.
Names & identifiers
- Preferred name
- 6-Thioguanosine monophosphate
- IUPAC
- [(2R,3S,4R,5R)-5-(2-amino-6-sulfanylidene-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
- English name
- 6-thioguanylic acid
- Molecular formula
- C10H14N5O7PS
- Molecular weight
- 379.29
Names & synonyms
6-Thioguanosine monophosphate6-Thioguanylic acid15867-02-46-TG Nucleotide6-Thioguanosine-5'-phosphate6-Thioguanine nucleotideDTXSID801664917Y3025NR1UNSC-408090RefChem:914084DTXCID3088982[(2R,3S,4R,5R)-5-(2-amino-6-sulfanylidene-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Show more names
((2R,3R,4R,5R)-3-(((((2R,3S,4R,5R)-5-(2-amino-6-oxo-3,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)-4-methoxy-5-(6-(methylamino)-9H-purin-9-yl)tetrahydrofuran-2-yl)methyl trihydrogen diphosphate
[(2~{r},3~{s},4~{r},5~{r})-5-(2-Azanyl-6-Sulfanyl-Purin-9-Yl)-3,4-Bis(Oxidanyl)oxolan-2-Yl]methyl Dihydrogen Phosphate6-Thio-GMPBPZXYEUJBFHASJ-UUOKFMHZSA-NNSC 4080906-Thio-5'-guanylateorb647625'-Guanylic acid, 6-thio-SCHEMBL600845
Database identifiers
- CAS
15867-02-4
Properties
Computed structural properties
- XLogP
- -2.8
- Topological polar surface area
- 217 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 4
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 602
Physicochemical properties
- FDA UNII
- 7 Y3025NR1U · 7Y3025NR1U
Chemistry & industry
Pharmacology
Tissue LocationsKidney
Metabolite PathwaysAzathioprine Action Pathway
Applications
UsesThioguanosine 5’-Phosphate-13C,15N2, is the unlabeled analogue of Thioguanosine 5’-Phosphate (T350780) TEA Salt, which can be used as a reactant for the synthesis of selectively photo-crosslinkable mRNAs with cap-binding biomolecules.
Additional notes
DefinitionChEBI: 6-Thioguanosine monophosphate is an organic molecule.
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Compound notes
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