irisquinone

Modify Date: 2024-01-06 22:51:43

irisquinone Structure
irisquinone structure
Common Name irisquinone
CAS Number 56495-82-0 Molecular Weight 374.55700
Density 0.97g/cm3 Boiling Point 483.4ºC at 760mmHg
Molecular Formula C24H38O3 Melting Point N/A
MSDS N/A Flash Point 205.1ºC

 Use of irisquinone


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].

 Names

Name 2-[(Z)-heptadec-10-enyl]-6-methoxycyclohexa-2,5-diene-1,4-dione
Synonym More Synonyms

 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
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

 Synonyms

irisquinone A
Pallasone
Irisquinone
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