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56-25-7

56-25-7 structure
56-25-7 structure
  • Name: Cantharidin
  • Chemical Name: cantharidin
  • CAS Number: 56-25-7
  • Molecular Formula: C10H12O4
  • Molecular Weight: 196.200
  • Catalog: API Antineoplastic agents Natural source antineoplastic agents
  • Create Date: 2018-02-28 08:00:00
  • Modify Date: 2026-06-30 22:45:57
  • Cantharidin, a natural toxin isolated from beetles in the families Meloidae and Oedemeridae, has been reported to be toxic to some pests, including the diamondback moth.IC50 value:Target:In vitro: A 48 h treatment of human erythrocytes with cantharidin significantly increased the percentage of annexin-V-binding cells (≥10 μg/mL), significantly decreased forward scatter (≥25 μg/mL), significantly increased [Ca2+]i (≥25 μg/mL), but did not significantly modify ceramide abundance or ROS [1]. In vivo:
Name cantharidin
Synonyms 3a,7a-Dimethylhexahydro-4,7-oxyisobenzofuran-1,3-dione
Kanthidin
4,7-OXYISOBENZOFURAN-1,3-DIONE,HEXAHYDRO-3A,7A-DIMETHYL-, (3A,4,7,7A)
CANTHIDIN
2,3-dimethyl-7-oxabicyclo(2.2.1)htane-3-dicboxylicanhydride
HEXAHYDRO-3A,7A-DIMETHYL-4,7-OXYISOBENZO-FURAN-1,3-DIONE
4,7-oxyisobenzofuran-1,3-dione, hexahydro-3a,7a-dimethyl-, (3aalpha,4beta,7beta,7aalpha)
7aalpha)-t
7a-Dimethylhexahydro-3a,4,7-oxyisobenzofuran Canthidine
1,2-dimethyl-3,6-oxyperhydrophthalicanhydride
Kantharidin
2,3-dimethyl-7-oxabicyclo(2.2.1)htane-2,3-dicboxylicanhydride
Canthi
2,3-dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid anhydride
4,7-oxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3a-alpha,4-beta
(3aα,4β,7β,7aα)-Hexahydro-3a,7a-dimethyl-4,7-oxyisobenzofuran-1,3-dione
3a,7a-dimethyl-(3at,7at)-hexahydro-4r,7c-epioxido-isobenzofuran-1,3-dione
MFCD00134968
Lactone of canthidic acid
dimethyl-3,6-oxyperhydrophthalic anhydride
(3AA,4B,7B,7AA)-HEXAHYDRO-3A,7A-DIMETHYL-4,7-OXYISOBENZOFURAN-1,3-DIONE
4,7-oxyisobenzofuran-1,3-dione, hexahydro-3a,7a-dimethyl-, (3,4S,7R,7aS)-rel
Canthidin //BP
CANTHIDIN(RG)
4,7-oxyisobenzofuran-1,3-dione, hexahydro-3a,7a-dimethyl
3a,4,5,6,7,7a-Hexahydro-3aα,7aα-dimethyl-4β,7β-oxyisobenzofuran-1,3-dione
Canthone
4,7-oxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3aalpha,4beta,7
7-Oxabicyclo[2.2.1]htane-2,3-dicboxylic anhydride, 2,3-dimethyl
7-oxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3a.alpha.,4.beta.,7.beta.,7a.alpha.)-4
Canthidin Dimethyl-3,6-oxyperhydrophthalic anhydride
7aalpha)-bet
Canthides camphor
7-beta,7a-alpha)
(1r,2s,3r,6s)-1,2-dimethyl-3,6-oxycyclohexane-1,2-dicboxylic anhydride
Canthidin from Lytta vesicatoria
(3A-ALPHA,4B,7B,7A-ALPHA)-HEXAHYDRO-3A,7A-DIMETHYL-4,7-OXYISOBENZOFURAN-1,3-DIONE
Kantidin
2,3-Dimethyl-7-oxabicyclo[2.2.1]htane-2,3-dicboxylicacidanhydride
(3,4S,7R,7aS)-3a,7a-dimethylhexahydro-4,7-oxyisobenzofuran-1,3-dione
cantharides
2,3-dimethyl anhydride
Canthari
Ban canthidin
Cantharone
4,7-oxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3aalpha,4beta,7be
2,3-Dimethyl-7-oxabicyclo(2.2.1)htane-2,3-dicboxylic anhydride
exo-1,2-cis-dimethyl-3,6-oxyhexahydrophthalicanhydride
rel-(3,4S,7R,7aS)-Hexahydro-3a,7a-dimethyl-4,7-oxyisobenzofuran-1,3-dione
EINECS 200-263-3
(3ar,4s,7r,7as)-3a,7a-dimethylhexahydro-4,7-epoxy-2-benzofuran-1,3-dione
2,3-dimethyl-7-oxa-bicyclo[2.2.1]heptane-2exo,3exo-dicarboxylic acid anhydride
canthides
Canthidin (6CI, 7CI)
exo-1,2-cis-Dimethyl-3,6-oxyhexahydrophthalic anhydride
2endo,3endo-dimethyl-7-oxa-norbornane-2exo,3exo-dicarboxylic acid-anhydride
hexahydro-3aalpha,7aalpha-dimethyl-4beta,7beta-oxyisobenzofuran-1,3-dione
Hexahydro-3,7-dimethyl-4,7-oxyisobenzofura
Canthidine
Antharidin
Kantaridin
Canthidin Ready Made Solution
7a-Dimethylhexahydro-3a,4,7-oxyisobenzofuran
1,2-Dimethyl-3,6-oxyperhydrophthalic anhydride
Canthidic acid anhydride
CANTHIDIN:4,7-OXYISOBENZOFURAN-1,3-DIONE,HEXAHYDRO-3A,7A- DIMETHYL-, (3A,4,7,7A)
Hexahydro-3α,7α-dimethyl-4β,7β-oxyisobenzofuran-1,3-dione
canthidescamphor
Anthidin
3a,7a-Dimethylhexahydro-4,7-oxyisobenzofuran-1,3-dione, 7a-Dimethylhexahydro-3a,4,7-oxyisobenzofuran, Canthidine, Hexahydro-3a,7a-dimethyl-4,7-oxyisobenzofuran-1,3-dione
(1R,2S,6R,7S)-2,6-Dimethyl-4,10-dioxatricyclo[5.2.1.0]decane-3,5-dione
Camptothecine
CANTHIDIN \ INHIBITOR OF PHOSPHATASES
Description Cantharidin, a natural toxin isolated from beetles in the families Meloidae and Oedemeridae, has been reported to be toxic to some pests, including the diamondback moth.IC50 value:Target:In vitro: A 48 h treatment of human erythrocytes with cantharidin significantly increased the percentage of annexin-V-binding cells (≥10 μg/mL), significantly decreased forward scatter (≥25 μg/mL), significantly increased [Ca2+]i (≥25 μg/mL), but did not significantly modify ceramide abundance or ROS [1]. In vivo:
Related Catalog
References

[1]. Alzoubi K, et al. Induction of Suicidal Erythrocyte Death by Cantharidin. Toxins (Basel). 2015 Jul 28;7(8):2822-34.

[2]. Huang Z, et al. Lethal and Sublethal Effects of Cantharidin on Development and Reproduction of Plutella xylostella (Lepidoptera: Plutellidae). J Econ Entomol. 2015 Jun;108(3):1054-64.

[3]. Shen M, et al. Cantharidin represses invasion of pancreatic cancer cells through accelerated degradation of MMP2 mRNA. Sci Rep. 2015 Jul 2;5:11836.

[4]. Hsieh FS, et al. Inhibition of protein phosphatase 5 suppresses non-small cell lung cancer through AMP-activated kinase activation. Lung Cancer. 2017 Oct;112:81-89.
Density 1.4±0.1 g/cm3
Boiling Point 326.9±35.0 °C at 760 mmHg
Melting Point 215-217 °C(lit.)
Molecular Formula C10H12O4
Molecular Weight 196.200
Flash Point 146.1±26.0 °C
Exact Mass 196.073563
PSA 52.60000
LogP 0.10
Vapour Pressure 0.0±0.7 mmHg at 25°C
Index of Refraction 1.547

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RN8575000
CHEMICAL NAME :
7-Oxabicyclo(2.2.1)heptane-2,3-dicarboxylic anhydride, 2,3-dimethyl-
CAS REGISTRY NUMBER :
56-25-7
BEILSTEIN REFERENCE NO. :
0085302
LAST UPDATED :
199701
DATA ITEMS CITED :
18
MOLECULAR FORMULA :
C10-H12-O4
MOLECULAR WEIGHT :
196.22
WISWESSER LINE NOTATION :
T C555 A AO DVOVTJ C1 G1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human
DOSE/DURATION :
428 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
34ZIAG "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969 Volume(issue)/page/year: -,646,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JAFCAU Journal of Agricultural and Food Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC 20037) V.1- 1953- Volume(issue)/page/year: 35,823,1987
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FDWU** "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931 Volume(issue)/page/year: -,-,1931
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
310 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FDWU** "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931 Volume(issue)/page/year: -,-,1931
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
20 mg/kg
TOXIC EFFECTS :
Cardiac - arrhythmias (including changes in conduction)
REFERENCE :
TOXIA6 Toxicon. (Pergamon Press Ltd., Headington Hill Hall, Oxford OX3 OBW, UK) V.1- 1962- Volume(issue)/page/year: 23,36,1985
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
1 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FDWU** "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931 Volume(issue)/page/year: -,-,1931
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - pigeon
DOSE/DURATION :
32 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FDWU** "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931 Volume(issue)/page/year: -,-,1931
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Bird - chicken
DOSE/DURATION :
75 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FDWU** "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931 Volume(issue)/page/year: -,-,1931
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Amphibian - frog
DOSE/DURATION :
7273 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FDWU** "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931 Volume(issue)/page/year: -,-,1931
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - species unspecified
DOSE/DURATION :
75 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FDWU** "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931 Volume(issue)/page/year: -,-,1931
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Mammal - species unspecified
DOSE/DURATION :
1710 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85PEAG "Zhongliu Yanjiu" Cancer Review, Yu, R., et al., eds., Shanghai Science/Technology Publisher, Peop. Rep. China, 1994 Volume(issue)/page/year: -,183,1994
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Mammal - species unspecified
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CTYAD8 Zhongcaoyao. Chinese Traditional and Herbal Medicine. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.11- 1980- Volume(issue)/page/year: 20,135,1989 ** TUMORIGENIC DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
25 mg/kg/14W-I
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Skin and Appendages - tumors
REFERENCE :
BJCAAI British Journal of Cancer. (Macmillan Press Ltd., Houndmills, Basingstoke, Hants. RG21 2XS, UK) V.1- 1947- Volume(issue)/page/year: 9,177,1955
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
70 mg/kg/52W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Skin and Appendages - tumors
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 32,1463,1972 *** REVIEWS *** IARC Cancer Review:Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 10,79,1976 IARC Cancer Review:Human No Adequate Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 10,79,1976 IARC Cancer Review:Group 3 IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,56,1987
Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H300-H315-H319-H335
Precautionary Statements Missing Phrase - N15.00950417-P305 + P351 + P338
Personal Protective Equipment Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
Hazard Codes T+:Verytoxic;
Risk Phrases R28;R36/37/38
Safety Phrases S53-S45
RIDADR UN 2811 6.1/PG 1
WGK Germany 3
RTECS RN8575000
Packaging Group I
Hazard Class 6.1(a)
75532-26-2 structure

75532-26-2

~%

56-25-7 structure

56-25-7

Literature: Journal of the American Chemical Society, , vol. 102, # 22 p. 6893 - 6894
75538-64-6 structure

75538-64-6

~%

56-25-7 structure

56-25-7

Literature: Journal of the American Chemical Society, , vol. 102, # 22 p. 6893 - 6894
110-00-9 structure

110-00-9

75532-25-1 structure

75532-25-1

~%

80558-50-5 structure

80558-50-5

56-25-7 structure

56-25-7

Literature: Journal of Organic Chemistry, , vol. 50, # 14 p. 2576 - 2578
7647-01-0 structure

7647-01-0

853200-58-5 structure

853200-58-5

~%

7803-49-8 structure

7803-49-8

56-25-7 structure

56-25-7

Literature: Zeitschrift fuer Kristallographie, Kristallgeometrie, Kristallphysik, Kristallchemie, , vol. 23, p. 199 P.Groth, Chemische Krystallographie 5.Teil S. 459
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title: CAS No. 56-25-7 | Chemsrc address: https://m.chemsrc.com/en/baike/122155.html

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