Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C10H12N4O4S |
Molecular Weight | 284.292 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=NC3=C2N=CNC3=S
InChI
InChIKey=NKGPJODWTZCHGF-KQYNXXCUSA-N
InChI=1S/C10H12N4O4S/c15-1-4-6(16)7(17)10(18-4)14-3-13-5-8(14)11-2-12-9(5)19/h2-4,6-7,10,15-17H,1H2,(H,11,12,19)/t4-,6-,7-,10-/m1/s1
Molecular Formula | C10H12N4O4S |
Molecular Weight | 284.292 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/3412035Curator's Comment: Description was created based on several sources, including
https://www.cancer.gov/publications/dictionaries/cancer-drug?cdrid=39497
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3412035
Curator's Comment: Description was created based on several sources, including
https://www.cancer.gov/publications/dictionaries/cancer-drug?cdrid=39497
THIOINOSINE (Methylmercaptopurine riboside, NSC- 40774) is a purine derivative with antineoplastic and anti-angiogenic properties. THIOINOSINE is readily converted in cells to its active form, 6-methylmercaptopurine ribonucleoside 5'- monophosphate (MMPR-P), by the enzyme adenosine kinase. THIOINOSINE inhibits amidophosphoribosyltransferase, the first committed step in de novo purine synthesis, and inhibits fibroblast growth factor-2 (FGF2)-induced cell proliferation. It has been used similarly to Mercaptopurine in the treatment of Leukemia. It has being tested in clinical trials for advanced pancreatic cancer.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: Bacillus anthracis spore germination Sources: https://www.ncbi.nlm.nih.gov/pubmed/20921305 |
40.0 µM [IC50] | ||
Target ID: Murine leukemia cells growth Sources: https://www.ncbi.nlm.nih.gov/pubmed/1906107 |
68.0 nM [IC50] | ||
Target ID: Free radical scavenging Sources: https://www.ncbi.nlm.nih.gov/pubmed/19692149 |
3.9 µM [IC50] | ||
Target ID: Murine lymphoma cells growth Sources: https://www.ncbi.nlm.nih.gov/pubmed/221658 |
250.0 nM [EC50] | ||
Target ID: Q63433 Gene ID: 29355.0 Gene Symbol: Pkn1 Target Organism: Rattus norvegicus (Rat) Sources: https://www.ncbi.nlm.nih.gov/pubmed/1309569 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
|||
Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1060503
300 mg/m2/day by rapid i.v. injection
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1309569
THIOINOSINE blocked PKN with apparent Ki values between 100 and 500uM in PC12 pheochromocytoma cells.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:16:36 GMT 2023
by
admin
on
Fri Dec 15 16:16:36 GMT 2023
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Record UNII |
46S541971T
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C574
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NCI_THESAURUS |
C1556
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D013868
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DTXSID5046019
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209-371-5
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46S541971T
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4988-64-1
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100000127651
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676166
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C877
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574-25-4
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4911
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CHEMBL448290
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SUB33710
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