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Tetrahydrouridine

CAT: 0804-HY-15345A-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-15345A-01Size:5 mg
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Description
Tetrahydrouridine dihydrate is potent inhibitor of cytidine deaminase (CDA), which competitively blocks the enzyme's active site more effectively than intrinsic cytidine[1][2].
CAS Number
18771-50-1
Product Name Alternative
THU; NSC-112907
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
DNA/RNA Synthesis
Related Pathways
Cell Cycle/DNA Damage
Applications
Cancer-programmed cell death
Field of Research
Cancer
Purity
99.91
Solubility
H2O : 100 mg/mL (ultrasonic)
Smiles
O=C1N([C@H]2[C@H](O)[C@H](O)[C@@H](CO)O2)CCC(O)N1
Molecular Formula
C9H16N2O6
Molecular Weight
248.23
Precautions
H302, H315, H319, H335
References & Citations
[1]Funamizu N, et al. Tetrahydrouridine inhibits cell proliferation through cell cycle regulation regardless of cytidine deaminase expression levels. PLoS One. 2012;7 (5) :e37424.|[2]Terse P, et al. Subchronic oral toxicity study of decitabine in combination with tetrahydrouridine in CD-1 mice. Int J Toxicol. 2014 Mar-Apr;33 (2) :75-85.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Phase 2
Citation 01
Int J Nanomedicine. 2024 Dec 11:19:13391-13410.|Biochem Biophys Res Commun. 2023 Sep 10:672:193-200.

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...
View on PubChemRaw 3D data
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

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Alternative Products

CatalogName
MBS3842190-01Tetrahydrouridine
A17215-5Tetrahydrouridine 5mg
MBS5803279Tetrahydrouridine dihydrate
A17215-1Tetrahydrouridine 1mg
A17215-50Tetrahydrouridine 50mg
MBS6026085-01Tetrahydrouridine (THU)
A17215-10Tetrahydrouridine 10mg
T2970-70-013,4,5,6-Tetrahydrouridine (THU) discontinued
1607903,4,5,6-Tetrahydrouridine discontinued. See T2970-70

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