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N8784

Sigma-Aldrich

Norcantharidin

solid

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About This Item

Empirical Formula (Hill Notation):
C8H8O4
CAS Number:
Molecular Weight:
168.15
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

form

solid

SMILES string

O=C1OC(=O)C2C3CCC(O3)C12

InChI

1S/C8H8O4/c9-7-5-3-1-2-4(11-3)6(5)8(10)12-7/h3-6H,1-2H2

InChI key

JAABVEXCGCXWRR-UHFFFAOYSA-N

Gene Information

human ... PPP2R5A(5525)

General description

Norcantharidin (NCTD) is a demethylated derivative of cantharidin (CTD).

Application

Norcantharidin has been used in primary cell culture and treatment. It has also been used to treat mice inoculated with Huh7 cells subcutaneously.

Biochem/physiol Actions

Norcantharidin is a potential antitumor agent. Norcantharidin helps to block SK-N-SH neuroblastoma cell growth by stimulating autophagy and apoptosis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Rebekah E Wharton et al.
Toxins, 11(12) (2019-12-19)
Microcystins (MC) and nodularin (NOD) are toxins released by cyanobacteria during harmful algal blooms. They are potent inhibitors of protein phosphatases 1 and 2A (PP1 and PP2A) and cause a variety of adverse symptoms in humans and animals if ingested.
Chung-Hsin Yeh et al.
Chinese journal of integrative medicine, 18(9), 676-682 (2012-09-01)
To investigate the inhibitory activities of norcantharidin (NCTD), a demethylated analogue of cantharidin, on Hep3B cells (a human hepatoma cell line) with deficiency of p53. The survival rate of the Hep3B cells after treating with NCTD was measured by MTT
Yu-Jen Chen et al.
PloS one, 7(5), e37006-e37006 (2012-05-23)
Multi-drug resistance (MDR), an unfavorable factor compromising treatment efficacy of anticancer drugs, involves upregulated ATP binding cassette (ABC) transporters and activated Sonic hedgehog (Shh) signaling. By preparing human breast cancer MCF-7 cells resistant to doxorubicin (DOX), we examined the effect
Min Guan et al.
Nanomedicine : nanotechnology, biology, and medicine, 8(7), 1172-1181 (2012-02-11)
N-Trimethyl chitosan (TMC) was synthesized and used to prepare lactosyl-norcantharidin TMC nanoparticles (Lac-NCTD-TMC-NPs) using an ionic cross-linkage process. Lac-NCTD-TMC-NPs with an average particle size of 120.6 ± 1.7 nm were obtained, with an entrapment efficiency of 69.29% ± 0.76%, and
Liping Deng et al.
Expert opinion on therapeutic patents, 21(11), 1743-1753 (2011-10-25)
Norcantharidin (7-oxabicyclo [2.2.1] heptane-2,3-dicarboxylic anhydride) is the demethylated form of cantharidin. Norcantharidin not only has strong anticancer activity, but also eliminates most side-effects in the urinary system, does not cause myelosuppression and increases the number of white blood cells. With

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