| Identification | Back Directory | [Name]
AMENTOFLAVONE | [CAS]
602-06-2 | [Synonyms]
Skirin
skyrin
Endothianin
Rhodophyscin
3',8''-BIAPIGENIN
I3,II8 BIAPIGENIN
DIDEMETHYL-GINKGETIN
4',4''',5,5'',7,7''-HEXAHYDROXY-3''',8-BIFLAVONE
(+)-2,2',4,4',5,5'-Hexahydroxy-7,7'-dimethyl-1,1'-bianthraquinone
2,4,5,2',4',5'-hexahydroxy-7,7'-dimethyl-[1,1']bianthryl-9,10,9',10'-tetraone
(+)-2,2',4,4',5,5'-Hexahydroxy-7,7'-dimethyl-1,1'-bianthracene-9,9',10,10'-tetrone
[1,1'-Bianthracene]-9,9',10,10'-tetrone, 2,2',4,4',5,5'-hexahydroxy-7,7'-dimethyl-, (1S)- | [Molecular Formula]
C30H18O10 | [MDL Number]
MFCD00597057 | [MOL File]
602-06-2.mol | [Molecular Weight]
538.46 |
| Chemical Properties | Back Directory | [Melting point ]
>380℃ | [Boiling point ]
956.1±65.0 °C(Predicted) | [density ]
1.698±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: soluble | [form ]
A crystalline solid | [pka]
5.24±0.20(Predicted) | [color ]
Orange to dark red | [biological source]
Penicillium islandicum |
| Hazard Information | Back Directory | [Uses]
Skyrin is a non-peptidic anthraquinone, mycotoxin. | [Definition]
ChEBI: Skyrin is a biaryl and a trihydroxyanthraquinone. It is functionally related to an emodin. | [Biological Activity]
Skyrin is a non-peptidic anthraquinonemycotoxin with in vitro cytotoxic activity. It suppresses the growth of HeLaVeroK562RajiWish and Calu-1 cell lines. Skyrin treatment induces DNA fragmentation and other morphological changes leading to apoptosis in Human HL-60 promyelotic leukemia cells. Skyrin was found to serve as an anti-diabetic agent by selectively binding to the glucagon receptor acting as its antagonist. Regular binding of glucagon to its receptor on hepathocyte plasma membrane activates adenylate cyclase indirectly. As a resultthe cAMP produced activates protein kinase A with a consequent increase in both glycogen breakdown and gluconeogenesis leading to glucose output. Skyrin was shown to block this signal transduction sequencesuch th at the interaction of glucagons with its receptor does not result in an increase in cAMP production. Skyrin was also found to efficiently scavenge free radical species as ?OH?R and of singlet o | [storage]
+4°C |
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