| Identification | Back Directory | [Name]
toralactone | [CAS]
41743-74-2 | [Synonyms]
toralactone
1H-Naphtho[2,3-c]pyran-1-one, 9,10-dihydroxy-7-methoxy-3-methyl- | [Molecular Formula]
C15H12O5 | [MOL File]
41743-74-2.mol | [Molecular Weight]
272.25 |
| Chemical Properties | Back Directory | [Melting point ]
250-252 °C | [Boiling point ]
480.2±45.0 °C(Predicted) | [density ]
1.432±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [form ]
Solid | [pka]
4.65±0.20(Predicted) | [color ]
Off-white to yellow | [InChI]
InChI=1S/C15H12O5/c1-7-3-8-4-9-5-10(19-2)6-11(16)12(9)14(17)13(8)15(18)20-7/h3-6,16-17H,1-2H3 | [InChIKey]
WEHXAEGTVPWKDY-UHFFFAOYSA-N | [SMILES]
C1(=O)OC(C)=CC2=CC3C(C(O)=C12)=C(O)C=C(OC)C=3 | [CAS DataBase Reference]
41743-74-2 |
| Hazard Information | Back Directory | [Uses]
Toralactone, isolated from Cassia obtusifolia, mediates hepatoprotection via an Nrf2-dependent anti-oxidative mechanism[1]. | [Definition]
ChEBI: An organic heterotricyclic compound that is 9,10-dihydroxy-1H-benzo[g]isochromen-1-one substituted at positions 3 and 7 by methyl and methoxy groups respectively. | [Synthesis]
The cassia lactone was prepared as follows:
1) Take cassia seeds (seeds of Cassiaobtusifolis and Cassiatora, from Anhui Province, China) 1 kg, crushed into coarse powder, extracted with 10 liters of ethanol by heating and refluxing, and recove | [storage]
Store at -20°C | [References]
[1] YongtaekSeo, et al. Toralactone glycoside in Cassia obtusifolia mediates hepatoprotection via an Nrf2-dependent anti-oxidative mechanism. Food Research International. Volume 97, July 2017, Pages 340-346.
[2] Salwa D. Alqahtani, et al. Abstract 1205: Rubrofusarin and toralactone sensitize resistant MCF-7adr cell line to paclitaxel via inhibiting P-glycoprotein efflux activity. AACR Annual Meeting 2017; April 1-5, 2017; Washington, DC. |
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