Chemical Property of Sinefungin
Chemical Property:
- Vapor Pressure:7.77E-26mmHg at 25°C
- Boiling Point:783.2°C at 760 mmHg
- PKA:pKa (66% DMF): 2.9, 3.9, 8.9, 10.2(at 25℃)
- Flash Point:427.5°C
- PSA：208.65000
- Density:1.91g/cm3
- LogP:-0.08100
- Storage Temp.:2-8°C
- Solubility.:H2O: soluble
- XLogP3:-4.3
- Hydrogen Bond Donor Count:6
- Hydrogen Bond Acceptor Count:11
- Rotatable Bond Count:7
- Exact Mass:381.17606686
- Heavy Atom Count:27
- Complexity:529
- Purity/Quality:
-
99%, *data from raw suppliers
Sinefungin *data from reagent suppliers
Safty Information:
- Pictogram(s):
Xn
- Hazard Codes:Xn
- Statements:
22
- Safety Statements:
36
- MSDS Files:
-
SDS file from LookChem
Useful:
- Canonical SMILES:C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CC(CCC(C(=O)O)N)N)O)O)N
- Isomeric SMILES:C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)C[C@H](CC[C@@H](C(=O)O)N)N)O)O)N
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Description
Sinefungin (58944-73-3) is a nucleoside S-adenosyl-1-methionine analog. Potent, competitive methyltransferase (protein, DNA, and RNA methyltransferases) inhibitor.1,2?IC50?< 1.0 and 2.5 μM for PRMT1 and SET7/9, respectively.3?Sinefungin binds with greater affinity to the adenine-specific DNA methyltransferase M.TaqI than S-adenosyl-L-homocysteine.4?Inhibits biofilm formation by?Streptococcus pneumoniae.5
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Uses
Sinefungin, a polar nucleoside antifungal active with broad biological activity, was isolated from a number of species of Streptomyces in the early 1970s. Sinefungin acts by inhibiting a wide range of methyltransferases, including the methylation of bases in DNA and RNA which alters cytosine deamination and gene expression. Sinefungin is widely used as a bioprobe to block methyltransferase-dependent pathways. Sinefungin is a natural nucleoside analog of S-adenosylmethionine and inhibits Streptococcus pneumoniae biofilm growth. Its derivatives can be used as inhibitors and structure probes for human protein lysine methyltransferase SETD2.
