(±)-Norcantharidin

Modify Date: 2024-01-06 18:03:05

(±)-Norcantharidin Structure
(±)-Norcantharidin structure
Common Name (±)-Norcantharidin
CAS Number 29745-04-8 Molecular Weight 168.147
Density 1.5±0.1 g/cm3 Boiling Point 362.5±35.0 °C at 760 mmHg
Molecular Formula C8H8O4 Melting Point 114-116ºC
MSDS Chinese USA Flash Point 167.0±26.0 °C

 Use of (±)-Norcantharidin


(±)-Norcantharidin ((±)-NCTD) is a compound possessing anti-angiogenetic activity with potential use in anti-cancertherapy. (±)-Norcantharidin could prevent tumorigenesis by inhibiting cell proliferation, inducing apoptosis and the cell cycle arrest, and anti-angiogenic effects[1].

 Names

Name Norcantharidin
Synonym More Synonyms

 (±)-Norcantharidin Biological Activity

Description (±)-Norcantharidin ((±)-NCTD) is a compound possessing anti-angiogenetic activity with potential use in anti-cancertherapy. (±)-Norcantharidin could prevent tumorigenesis by inhibiting cell proliferation, inducing apoptosis and the cell cycle arrest, and anti-angiogenic effects[1].
Related Catalog
In Vitro (±)-Norcantharidin ((±)-NCTD) inhibits HMC cell proliferation, induces apoptosis, and affects the cell cycle[1].
References

[1]. Ye K, et al. Effect of norcantharidin on the proliferation, apoptosis, and cell cycle of human mesangialcells. Ren Fail. 2017 Nov;39(1):458-464.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 362.5±35.0 °C at 760 mmHg
Melting Point 114-116ºC
Molecular Formula C8H8O4
Molecular Weight 168.147
Flash Point 167.0±26.0 °C
Exact Mass 168.042252
PSA 52.60000
LogP -0.85
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.550

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RN8400000
CHEMICAL NAME :
7-Oxabicyclo(2.2.1)heptane-2,3-dicarboxylic anhydride, exo-
CAS REGISTRY NUMBER :
29745-04-8
BEILSTEIN REFERENCE NO. :
0084287
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C8-H8-O4
MOLECULAR WEIGHT :
168.16

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
4 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

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Risk Phrases R36/37/38
Safety Phrases 26-36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS RN8400000
HS Code 2932999099

 Customs

HS Code 2932999099
Summary 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles36

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Two triterpenoid glycosides from the roots of Camellia oleifera and their cytotoxic activity.

J. Asian Nat. Prod. Res. 17 , 800-7, (2015)

Two new triterpenoid saponins, oleiferoside N and oleiferoside O, were isolated from the EtOH extract from the roots of Camellia oleifera C. Abel. Their structures were elucidated as 16α-acetoxy-21β,2...

Cantharidin represses invasion of pancreatic cancer cells through accelerated degradation of MMP2 mRNA.

Sci. Rep. 5 , 11836, (2015)

Cantharidin is an active constituent of mylabris, a traditional Chinese medicine, and is a potent and selective inhibitor of protein phosphatase 2A (PP2A) that plays an important role in cell cycle co...

A novel cantharidin analogN-Benzylcantharidinamide reduces the expression of MMP-9 and invasive potentials of Hep3B via inhibiting cytosolic translocation of HuR

Biochem. Biophys. Res. Commun. 447(2) , 371-7, (2014)

Graphical abstract

 Synonyms

(1R,2S,6R,7S)-4,10-Dioxatricyclo[5.2.1.0]decane-3,5-dione
norcantharadin
(3aR,4S,7R,7aS)-hexahydro-4,7-epoxy-2-benzofuran-1,3-dione
4,10-dioxatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
exo-3,6-Epoxyhexahydrophthalic Anhydride
exo-7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylic Anhydride
MFCD00213361
Isocantharidin
demethyl cantharidin
4,7-Epoxyisobenzofuran-1,3-dione, hexahydro-, (4R,7S)-
7-oxabicyclo[2,2,1]heptane-2,3-dicarboxylc acid anhydride
7-oxabicyclo[2,2,1]heptane-2,3-dicarboxylic acid anhydride
4,7-Epoxyisobenzofuran-1,3-dione, hexahydro-, (3aR,4S,7R,7aS)-
(1R,7S)-4,10-Dioxatricyclo[5.2.1.0]decane-3,5-dione
endothallanhydride
Norcantharidin
exo,exo-4,10-dioxatricyclo[5.2.1.02.6]decane-3,5-dione
Exo-7-oxabicyclo(2.2.1)h
(4R,7S)-hexahydro-4,7-epoxy-2-benzofuran-1,3-dione
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