DISODIUM CANTHARIDINATE

Details

Stereochemistry	MIXED
Molecular Formula	C10H14O5.2Na
Molecular Weight	262.2106
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0
Stereo Comments	relative stereochemistry

SHOW SMILES / InChI

Structure Search

SMILES

[NaH].[NaH].C[C@@]1([C@@H]2CC[C@@H](O2)[C@@]1(C)C(O)=O)C(O)=O

InChI

InChIKey=GOGSWYVKNDVUJO-IVMHBOJMSA-N

InChI=1S/C10H14O5.2Na.2H/c1-9(7(11)12)5-3-4-6(15-5)10(9,2)8(13)14;;;;/h5-6H,3-4H2,1-2H3,(H,11,12)(H,13,14);;;;/t5-,6+,9+,10-;;;;

HIDE SMILES / InChI

Molecular Formula	C10H14O5
Molecular Weight	214.2152
Charge	0
Count

Stereochemistry	MIXED
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	Na
Molecular Weight	23.99771
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Potency
Serine/threonine protein phosphatase 2A, catalytic subunit, alpha isoform 10 Target ID: CHEMBL4703 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1334551 \| https://www.ncbi.nlm.nih.gov/pubmed/17590861	Inhibitor 8504	50.0 nM [IC50]
Apoptosis 156 Target ID: map04210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29159945 \| https://www.ncbi.nlm.nih.gov/pubmed/10683193 \| https://www.ncbi.nlm.nih.gov/pubmed/29345422	Activator 1447
Serine/threonine protein phosphatase 1 (PP1) catalytic subunit (Mus musculus) 1 Target ID: Serine/threonine protein phosphatase 1 (PP1) catalytic subunit (Mus musculus) Sources: https://www.ncbi.nlm.nih.gov/pubmed/8240393	Inhibitor 8504	562.0 nM [IC50]

PubMed

Title	Date	PubMed
Plasmodium berghei serine/threonine protein phosphatase PP5 plays a critical role in male gamete fertility.	2019-08	31202684
Cantharidic acid induces apoptosis of human leukemic HL-60 cells via c-Jun N-terminal kinase-regulated caspase-8/-9/-3 activation pathway.	2018-04	29345422
Cantharidic acid induces apoptosis through the p38 MAPK signaling pathway in human hepatocellular carcinoma.	2018-03	29159945
EP4 Receptor-Associated Protein in Macrophages Protects against Bleomycin-Induced Pulmonary Inflammation in Mice.	2016-12-01	27799315
[Stability of cantharidin and cantharidic acid in Mylabris aqueous solution].	2016-08	28914023
Endotoxin Tolerance Inhibits Lyn and c-Src Phosphorylation and Association with Toll-Like Receptor 4 but Increases Expression and Activity of Protein Phosphatases.	2016	26457672
Characterization of glutathione S-transferases from Sus scrofa, Cydia pomonella and Triticum aestivum: their responses to cantharidin.	2015-02	25640718
Cantharidins induce ER stress and a terminal unfolded protein response in OSCC.	2015-02	25425581
Suggested Involvement of PP1/PP2A Activity and De Novo Gene Expression in Anhydrobiotic Survival in a Tardigrade, Hypsibius dujardini, by Chemical Genetic Approach.	2015	26690982
Involvement of CaM kinase II in the impairment of endothelial function and eNOS activity in aortas of Type 2 diabetic rats.	2012-09	22494112
Synemin promotes AKT-dependent glioblastoma cell proliferation by antagonizing PP2A.	2012-04	22337773
Suppression of protein phosphatase 2A activity enhances Ad5/F35 adenovirus transduction efficiency in normal human B lymphocytes and in Raji cells.	2012-02-28	22210093
Expression of Arl2 is associated with p53 localization and chemosensitivity in a breast cancer cell line.	2008-10	18818514
Expression and function of protein phosphatase PP2A in malignant testicular germ cell tumours.	2007-09	17590861
Structure activity analysis of the pro-apoptotic, antitumor effect of nitrostyrene adducts and related compounds.	2003-02-15	12566088
PP1 inhibitors depolarize Hermissenda photoreceptors and reduce K+ currents.	2001-09	11535678
Cantharidin enhances norepinephrine-induced vasoconstriction in an endothelium-dependent fashion.	2000-08	10900240
Hamster pancreatic beta cell lines with altered sensitivity towards apoptotic signalling by phosphatase inhibitors.	2000-02	10683193

Substance Class	Chemical Created by `admin` on `Tue Apr 01 21:53:44 GMT 2025` Edited by `admin` on `Tue Apr 01 21:53:44 GMT 2025`
Record UNII	8OIF7X5MK8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CANTHARIDIN DISODIUM

Preferred Name

English

DISODIUM CANTHARIDINATE

Common Name

English

DISODIUM CANTHARIDIN

Common Name

English

7-OXABICYCLO(2.2.1)HEPTANE-2,3-DICARBOXYLIC ACID, 2,3-DIMETHYL-, DISODIUM SALT

Systematic Name

English

Disodium cantharidinate [WHO-DD]

Common Name

English

SODIUM CANTHARIDATE

Common Name

English

7-OXABICYCLO(2.2.1)HEPTANE-2,3-DICARBOXYLIC ACID, 2,3-DIMETHYL-, DISODIUM SALT, (1R,2S,3R,4S)-REL-

Systematic Name

English

7-OXABICYCLO(2.2.1)HEPTANE-2,3-DICARBOXYLIC ACID, 2,3-DIMETHYL-, DISODIUM SALT, (EXO,EXO)-

Systematic Name

English

DISODIUM CANTHARIDATE

Common Name

English

7-OXABICYCLO(2.2.1)HEPTANE-2,3-DICARBOXYLIC ACID, 2,3-DIMETHYL-, SODIUM SALT (1:2), (1R,2S,3R,4S)-REL-

Systematic Name

English

Code System Code Type Description

FDA UNII

8OIF7X5MK8

Created by admin on Tue Apr 01 21:53:44 GMT 2025 , Edited by admin on Tue Apr 01 21:53:44 GMT 2025

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SMS_ID

100000183247

Created by admin on Tue Apr 01 21:53:44 GMT 2025 , Edited by admin on Tue Apr 01 21:53:44 GMT 2025

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PUBCHEM

121474

Created by admin on Tue Apr 01 21:53:44 GMT 2025 , Edited by admin on Tue Apr 01 21:53:44 GMT 2025

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CAS

1465-77-6

Created by admin on Tue Apr 01 21:53:44 GMT 2025 , Edited by admin on Tue Apr 01 21:53:44 GMT 2025

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