Thioinosinic acid

Thioinosinic acid (or thioinosine monophosphate, TIMP) is an intermediate metabolite of azathioprine, an immunosuppressive drug.[1][2]

Thioinosinic acid

Names
IUPAC name [(2R,3S,4R,5R)-3,4-Dihydroxy-5-(6-sulfanylidene-3H-purin-9-yl)oxolan-2-yl]methyl dihydrogen phosphate
Other names Thioinosine monophosphate (TIMP)
Identifiers
CAS Number	53-83-8^Y
3D model (JSmol)	Interactive image
ChemSpider	2298861^N
ECHA InfoCard	100.000.168
PubChem CID	3034391
UNII	76CK4YA5ZP^Y
CompTox Dashboard (EPA)	DTXSID80926618
InChI InChI=1S/C10H13N4O7PS/c15-6-4(1-20-22(17,18)19)21-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)23/h2-4,6-7,10,15-16H,1H2,(H,11,12,23)(H2,17,18,19)/t4-,6-,7-,10-/m1/s1^N Key: ZKRFOXLVOKTUTA-KQYNXXCUSA-N^N
SMILES O[C@H]1[C@@H](O)[C@H](N2C=NC3=C2NC=NC3=S)O[C@@H]1COP(O)(O)=O
Properties
Chemical formula	C10H13N4O7PS
Molar mass	364.27 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References

1. Steinhilber, D; Schubert-Zsilavecz, M; Roth, HJ (2005). Medizinische Chemie (in German). Stuttgart: Deutscher Apotheker Verlag. p. 340. ISBN 3-7692-3483-9.
2. Sahasranaman, S.; Howard, D.; Roy, S. (2008). "Clinical pharmacology and pharmacogenetics of thiopurines". European Journal of Clinical Pharmacology. 64 (8): 753–767. doi:10.1007/s00228-008-0478-6. PMID 18506437.