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56495-82-0 5438-61-9
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56495-82-0

56495-82-0 structure
56495-82-0 structure
  • Name: irisquinone
  • Chemical Name: 2-[(Z)-heptadec-10-enyl]-6-methoxycyclohexa-2,5-diene-1,4-dione
  • CAS Number: 56495-82-0
  • Molecular Formula: C24H38O3
  • Molecular Weight: 374.55700
  • Catalog: API Antineoplastic agents Natural source antineoplastic agents
  • Create Date: 2018-09-04 07:07:08
  • Modify Date: 2024-01-06 22:51:43
  • 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].
Name 2-[(Z)-heptadec-10-enyl]-6-methoxycyclohexa-2,5-diene-1,4-dione
Synonyms irisquinone A
Pallasone
Irisquinone
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).

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

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

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