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5-Methyluridine 5′-triphosphate

CAT: 0804-HY-N11522Size: 1 EachDry Ice: NoHazardous: No
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Description
5-Methyluridine 5′-triphosphate (5-Methyl-UTP) is a UTP analog. 5-Methyluridine 5′-triphosphate stimulates incorporation of [3H]-GMP by RNA polymerase I much better than UTP[1].
CAS Number
23198-01-8
Product Name Alternative
5-Methyl-UTP
UNSPSC
12352005
Target
Nucleoside Antimetabolite/Analog
Related Pathways
Cell Cycle/DNA Damage
Field of Research
Others
Smiles
O=C(N1)N([C@@H]2O[C@H](COP(OP(OP(O)(O)=O)(O)=O)(O)=O)[C@@H](O)[C@H]2O)C=C(C)C1=O
Molecular Formula
C10H17N2O15P3
Molecular Weight
498.17
References & Citations
[1]Nakayama C, et al. Utilizations of various uridine 5'-triphosphate analogues by DNA-dependent RNA polymerases I and II purified from liver nuclei of the cherry salmon (Oncorhynchus masou) . J Biochem. 1984 Nov;96 (5) :1501-9.
Shipping Conditions
Room temperature
Scientific Category
Oligonucleotides
Clinical Information
No Development Reported

Chemical Information

5-Methyluridine 5'-triphosphate

TTP is a pyrimidine ribonucleoside 5'-triphosphate in which the pyrimidine element is 5-methyluracil. It is a conjugate acid of a TTP(4-).

CAS Number23198-01-8
PubChem CID451388
IUPAC Name[[(2R,3S,4R,5R)-3,4-dihydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
Molecular FormulaC10H17N2O15P3
Molecular Weight498.17
XLogP-5.8
Topological Polar Surface Area259
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count15
Rotatable Bond Count8
Heavy Atom Count30
Formal Charge0
Complexity884
SMILES
CC1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O
InChI
InChI=1S/C10H17N2O15P3/c1-4-2-12(10(16)11-8(4)15)9-7(14)6(13)5(25-9)3-24-29(20,21)27-30(22,23)26-28(17,18)19/h2,5-7,9,13-14H,3H2,1H3,(H,20,21)(H,22,23)(H,11,15,16)(H2,17,18,19)/t5-,6-,7-,9-/m1/s1
InChIKey
RZCIEJXAILMSQK-JXOAFFINSA-N
Chemical Structure
2D Structure
2D structure of 5-Methyluridine 5'-triphosphate
CAS: 23198-01-8
CID: 451388
Formula: C10H17N2O15P3
MW: 498.17
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight498.17
XLogP3-5.8
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count15
Rotatable Bond Count8
Exact Mass497.98417883
Monoisotopic Mass497.98417883
Topological Polar Surface Area259 Ų
Heavy Atom Count30
Formal Charge0
Complexity884
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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