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2,2'-Anhydrothymidine

CAT: 0024-sc-283317Size: 5 gDry Ice: NoHazardous: No
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CAT#:0024-sc-283317Size:5 g
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CAS Number
22423-26-3

Chemical Information

2,2'-Anhydro-1-beta-arabinofuranosylthymine

Uridine Phosphorylase Inhibitor TK-112690 is a 2,2'-anhydropyrimidine derivative and human uridine phosphorylase (UPase) inhibitor that can be used to suppress mucositis induced by certain chemotherapeutics. Upon administration of UPase inhibitor TK-112690 prior to the administration of certain chemotherapeutic agents, such as methotrexate (MTX), this agent targets, binds to and blocks the activity of UPase, thereby preventing the metabolic breakdown of uridine into uracil. This increases the uridine levels in plasma and may prevent mucositis. By rescuing normal tissue, TK-112690 may enhance the therapeutic index of the chemotherapeutic agent. UPase plays a key role in in pyrimidine metabolism, and catabolizes uridine into uracil and ribose-1-phosphate.

CAS Number22423-26-3
PubChem CID168045
IUPAC Name(2R,4R,5R,6S)-5-hydroxy-4-(hydroxymethyl)-11-methyl-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-10-one
Molecular FormulaC10H12N2O5
Molecular Weight240.21
XLogP-2.1
Topological Polar Surface Area91.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Heavy Atom Count17
Formal Charge0
Complexity432
SMILES
CC1=CN2[C@H]3[C@H]([C@@H]([C@H](O3)CO)O)OC2=NC1=O
InChI
InChI=1S/C10H12N2O5/c1-4-2-12-9-7(6(14)5(3-13)16-9)17-10(12)11-8(4)15/h2,5-7,9,13-14H,3H2,1H3/t5-,6-,7+,9-/m1/s1
InChIKey
WLLOAUCNUMYOQI-JAGXHNFQSA-N
Chemical Structure
2D Structure
2D structure of 2,2'-Anhydro-1-beta-arabinofuranosylthymine
CAS: 22423-26-3
CID: 168045
Formula: C10H12N2O5
MW: 240.21
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight240.21
XLogP3-2.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass240.07462149
Monoisotopic Mass240.07462149
Topological Polar Surface Area91.6 Ų
Heavy Atom Count17
Formal Charge0
Complexity432
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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