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irisquinone

Names

[ CAS No. ]:
56495-82-0

[ Name ]:
irisquinone

[Synonym ]:
irisquinone A
Pallasone
Irisquinone

Biological Activity

[Description]:

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].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Others >> Others

[In Vitro]

Irisquinone (0-128 nM, 12-48 h) 诱导大鼠 C6 胶质瘤细胞死亡[2]。 Irisquinone (4.2 nM, 48 h) 增加大鼠 C6 神经胶质瘤细胞的放射敏感性[2]。 Cell Viability Assay[2] Cell Line: C6 rat glioma cells Concentration: 0, 4, 8, 16, 32, 64, 128 nM Incubation Time: 12, 24, 48 h Result: Time-dependently and dose-dependently inhibited cell viability.

[In Vivo]

Irisquinone (12.5 mg/kg,每日灌注) 使兔 VX2肺移植肿瘤模型中 Irisquinone + 放疗组瘤壁变薄,坏死面积变大[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.  

[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.  

[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).

Chemical & Physical Properties

[ Density]:
0.97g/cm3

[ Boiling Point ]:
483.4ºC at 760mmHg

[ Molecular Formula ]:
C24H38O3

[ Molecular Weight ]:
374.55700

[ Flash Point ]:
205.1ºC

[ Exact Mass ]:
374.28200

[ PSA ]:
43.37000

[ LogP ]:
6.63240

[ Index of Refraction ]:
1.498

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GU5309000
CHEMICAL NAME :
2,5-Cyclohexadiene-1,4-dione, 2-(10-heptadecenyl)-6-methoxy-, (Z)-
CAS REGISTRY NUMBER :
56495-82-0
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C24-H38-O3
MOLECULAR WEIGHT :
374.62
WISWESSER LINE NOTATION :
L6V DVJ BO1 F10U7

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2800 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CYLPDN Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1980- Volume(issue)/page/year: 2,131,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
25400 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CYLPDN Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1980- Volume(issue)/page/year: 2,131,1981

Synthetic Route

Precursor & DownStream


Related Compounds