Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C10H13N5O4S |
Molecular Weight | 299.306 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=NC2=C(N=CN2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C(=S)N1
InChI
InChIKey=OTDJAMXESTUWLO-UUOKFMHZSA-N
InChI=1S/C10H13N5O4S/c11-10-13-7-4(8(20)14-10)12-2-15(7)9-6(18)5(17)3(1-16)19-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,20)/t3-,5-,6-,9-/m1/s1
Molecular Formula | C10H13N5O4S |
Molecular Weight | 299.306 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
6-Thioguanosine (or thioguanosine) is a metabolite of 6-thioguanine, an immunosuppressant and anticancer prodrug, and plays a major role in the prodrug's overall photoreactivity. 6-Thioguanosine has been shown to induce DNA damage and cell death upon exposure to UVA radiation, which is correlated to the significant increase in skin cancers following prolonged treatment with thiopurine prodrug. Also existed experiments where 6-thioguanosine was used to treat idiopathic myocardial hypertrophy and where it showed clinical value in cancer chemotherapy.
Approval Year
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4359880 |
Primary | Unknown Approved UseUnknown |
||
Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18609073
Curator's Comment: inosine 5'-monophosphate dehydrogenase basal activity in MOLT-4 human leukaemia cells is reduced by 6-thioguanosine
Unknown
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:15:22 GMT 2023
by
admin
on
Fri Dec 15 15:15:22 GMT 2023
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Record UNII |
C558LI0K8P
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Record Status |
Validated (UNII)
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Record Version |
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C558LI0K8P
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201-597-2
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m10761
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SUB195657
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100000181870
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DTXSID201018977
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C005783
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2724387
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