ChemicalBook--->CAS DataBase List--->56495-82-0

56495-82-0

56495-82-0 Structure

56495-82-0 Structure
IdentificationBack Directory
[Name]

IRISQUINONE
[CAS]

56495-82-0
[Synonyms]

pallasone
IRISQUINONE
Irisquinone A
IRISQUINONE USP/EP/BP
2-(10-heptadecenyl)-6-methoxy-5-cyclohexadiene-(z)-4-dione
2-(10-heptadecenyl)-6-methoxy-5-cyclohexadiene- (z)-4-dione
6-methoxy-2-delta(sup 10')-cis-heptadecenyl-1,4-benzoquinone
2-[(Z)-10-Heptadecenyl]-6-methoxy-2,5-cyclohexadiene-1,4-dione
2-[(Z)-heptadec-10-enyl]-6-methoxycyclohexa-2,5-diene-1,4-dione
2,5-Cyclohexadiene-1,4-dione, 2-(10Z)-10-heptadecen-1-yl-6-methoxy-
[Molecular Formula]

C24H38O3
[MDL Number]

MFCD01734461
[MOL File]

56495-82-0.mol
[Molecular Weight]

374.56
Chemical PropertiesBack Directory
[Melting point ]

40-43 °C
[Boiling point ]

483.4±34.0 °C(Predicted)
[density ]

0.97±0.1 g/cm3(Predicted)
[LogP]

8.850 (est)
Hazard InformationBack Directory
[Uses]

Irisquinone, a natural product, is an anticancer agent. Irisquinone is also a radiation sensitizer for cancer. Irisquinone reduces GSH level and inhibits the repair of DNA singular strand breaks[1][2][3].
[in vivo]

Irisquinone (12.5 mg/kg, perfused daily) makes the rabbit VX2 lung transplant tumor wall thinner and the necrotic area larger in the irisquinone + radiotherapy group[1].

Animal Model:Rabbit bearing VX2 lung transplant tumor[1]
Dosage:12.5 mg/kg
Administration:Perfused daily, starting from 3 days before irradiation to the end of irradiation.
Result:Displayed no significant difference of tumor growth between the radio therapy and Irisquinone + radiotherapy groups.
Showed thinner tumor wall and the larger necrotic area in the Irisquinone + radiotherapy group.
[References]

[1] Xu H, et al. Dynamic observation of the radiosensitive effect of irisquinone on rabbit VX2 lung transplant tumors by using fluorine-18-deoxyglucose positron emission tomography/computed tomography. Nucl Med Commun. 2013 Mar;34(3):220-8. DOI:10.1097/MNM.0b013e32835d3730
[2] Wang H, et al. Radiosensitizing effect of irisquinone on glioma through the downregulation of HIF-1α evaluated by 18F-FDG and 18F-FMISO PET/CT. Nucl Med Commun. 2016 Jul;37(7):705-14. DOI:10.1097/MNM.0000000000000498
[3] Liang, l., et al. The effect of Irisquinone on the glutathione system and MRP expression of cisplatin-resistant human lung adenocarcinoma cell line (A DDP549). Chin J Cancer Res 13, 171–175 (2001).
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