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76-80-2

76-80-2 Structure

76-80-2 Structure
IdentificationBack Directory
[Name]

(-)-TEPHROSIN
[CAS]

76-80-2
[Synonyms]

Isotephrosin
Deguelinol I
Hydroxydeguelin
Tephrosin (synthetic)
(-)-TEPHROSIN USP/EP/BP
Tephrosin >=95% (LC/MS-ELSD)
13,13a-Dihydro-7a-hydroxy-9,10-dimethoxy-3,3-dimethyl-3H-bis[1]benzopyrano[3,4-b:6',5'-e]pyran-7(7aH)-one
3H-Bis[1]benzopyrano[3,4-b:6',5'-e]pyran-7- (7aH)-one,13,13a-dihydro-7a-hydroxy-9,10- dimethoxy-3,3-dimethyl-,(7aR,13aR)-
[Molecular Formula]

C23H22O7
[MDL Number]

MFCD00238693
[MOL File]

76-80-2.mol
[Molecular Weight]

410.42
Chemical PropertiesBack Directory
[Melting point ]

198° (218-220°)
[Boiling point ]

450.42°C (rough estimate)
[density ]

1.2284 (rough estimate)
[refractive index ]

1.5300 (estimate)
[storage temp. ]

-20°C
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Cryst.
[pka]

10.47±0.40(Predicted)
[color ]

White to off-white
Safety DataBack Directory
[Hazard Codes ]

N
[Risk Statements ]

50
[Safety Statements ]

61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

Tephrosin as a natural rotenoid obtained from Tephrosia vogelii and displays anticancer activity.
[Definition]

ChEBI: A member of the class of rotenones that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted with geminal methyl groups at position 3, hydroxy group at position 7a a d methoxy groups at positions 9 and 10 (the 7aR,13aR stereoisomer). It is isolated from the leaves and twigs of Antheroporum pierrei and exhibits antineoplastic and pesticidal activities.
[Biological Activity]

Tephrosin is a plant-based rotenoid which has known anti-cancer properties. Tephrosin inhibited proliferation in A549 cancer cells in a dose-sependent manner. Tephrosin has been shown to induce capase-independent apoptosisand internalization and degradation of inactivated EGFR and ErB2 in human colon cancer cells.
[target]

ROS | PARP | Autophagy | HSP (e.g. HSP90) | EGFR | Akt | ERK | Caspase | AMPK | mTOR
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