ChemicalBook--->CAS DataBase List--->5690-03-9

5690-03-9

5690-03-9 Structure

5690-03-9 Structure
IdentificationBack Directory
[Name]

SPLITOMICIN
[CAS]

5690-03-9
[Synonyms]

Spitomicin
Splitomycin
SPLITOMICIN
Splitomicin >
1H-Benzo[f]chromen-3(2H)-one
1,2-Dihydro-3H-benzo[f]chromen-3-one
1,2-DIHYDRO-3H-NAPHTHO[2,1-B]PYRAN-3-ONE
2-Hydroxy-1-naphthalenepropanoic acid delta-lactone
[Molecular Formula]

C13H10O2
[MDL Number]

MFCD03792600
[MOL File]

5690-03-9.mol
[Molecular Weight]

198.217
Chemical PropertiesBack Directory
[Melting point ]

73-74.5℃
[storage temp. ]

2-8°C
[solubility ]

insoluble in H2O; ≥44.2 mg/mL in EtOH with ultrasonic; ≥9.05 mg/mL in DMSO
[form ]

solid
[color ]

White to Almost white
[InChI]

1S/C13H10O2/c14-13-8-6-11-10-4-2-1-3-9(10)5-7-12(11)15-13/h1-5,7H,6,8H2
[InChIKey]

ISFPDBUKMJDAJH-UHFFFAOYSA-N
[SMILES]

O=C1CCc2c(O1)ccc3ccccc23
Safety DataBack Directory
[WGK Germany ]

3
[HS Code ]

2932.20.4500
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Potent inhibitor of yeast NAD+-dependent histone deacetylase Sir2p (IC50=60μM). Sensitizes mammalian cells to a variety of DNA-damaging agents by abrogating Sir2p activity on p53. Acts by either altering or blocking access to the acetylated histone binding pocket.
[Definition]

ChEBI: A benzochromenone that is 2,3-dihydro-1H-benzo[f]chromene substituted by an oxo group at position 3. It has been found to exhibit potential inhibitory activity against Sir2 proteins.
[Synthesis Reference(s)]

Journal of the American Chemical Society, 69, p. 2341, 1947 DOI: 10.1021/ja01202a027
[General Description]

A cell-permeable and selective inhibitor of NAD+-dependent deacetylase activity of Sir2 protein (IC50 = 60 μM). Creates a phenocopy of the sir2 deletion mutant in S. cerevisiae and sensitizes mammalian cells to a variety of DNA-damaging agents by abrogating Sir2p activity on p53. Reported to act by either altering or blocking access to the acetylated histone-binding pocket.
[Biological Activity]

Inhibitor of Sir2p (IC 50 = 60 μ M), an NAD + -dependent Sir2 family deacetylase required for chromatin-dependent silencing in yeast.
[Biochem/physiol Actions]

Cell permeable: yes
[storage]

+4°C
Spectrum DetailBack Directory
[Spectrum Detail]

SPLITOMICIN(5690-03-9)1HNMR
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