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Tetrahydrouridine

CAT: 0931-T17059-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0931-T17059-01Size:25 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
18771-50-1
Target
Others, DNA/RNA Synthesis, DNA Methyltransferase
Related Pathways
Others, Chromatin/Epigenetic, DNA Damage/DNA Repair, Cell Cycle/Checkpoint
Bioactivity
Tetrahydrouridine (NSC-112907; THU) is a multidrug resistance modulator. It can be used in cancer treatment to make tumor cells more sensitive to radiation therapy. THU is a competitive cytidine deaminase (CDA) inhibitor that inhibits deamination in the catabolism of cytotoxic deoxycytidine analogs such as ara-C and Gemcitabine.
Smiles
O[C@H]1[C@@H](O[C@H](CO)[C@H]1O)N2C(=O)NC(O)CC2
Molecular Formula
C9H16N2O6
Molecular Weight
248.23
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Tetrahydrouridine

Tetrahydrouridine has been used in trials studying the treatment of Neoplasms, Lung Neoplasms, Breast Neoplasms, Sickle Cell Disease, and Head and Neck Cancer, among others.

CAS Number18771-50-1
PubChem CID29243
IUPAC Name1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,3-diazinan-2-one
Molecular FormulaC9H16N2O6
Molecular Weight248.23
XLogP-2.4
Topological Polar Surface Area122
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Heavy Atom Count17
Formal Charge0
Complexity301
SMILES
C1CN(C(=O)NC1O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
InChI
InChI=1S/C9H16N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h4-8,12-15H,1-3H2,(H,10,16)/t4-,5?,6-,7-,8-/m1/s1
InChIKey
UCKYOOZPSJFJIZ-XVKVHKPRSA-N
Chemical Structure
2D Structure
2D structure of Tetrahydrouridine
CAS: 18771-50-1
CID: 29243
Formula: C9H16N2O6
MW: 248.23
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight248.23
XLogP3-2.4
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Exact Mass248.10083623
Monoisotopic Mass248.10083623
Topological Polar Surface Area122 Ų
Heavy Atom Count17
Formal Charge0
Complexity301
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes