Details of the Drug

General Information of Drug (ID: DM9B6Y1)

Drug Name

NORCANTHARIDIN

Synonyms

Norcantharidin; 5442/12/6; Endothall anhydride; Norcantharadine; 7-Oxabicyclo[221]heptane-2,3-dicarboxylic anhydride; 4,7-Epoxyisobenzofuran-1,3-dione, hexahydro-; 3,6-Endoxohexahydrophthalic anhydride; 29745-04-8; Hexahydro-4,7-epoxyisobenzofuran-1,3-dione; NSC 14003; 7-Oxabicyclo(221)heptane-2,3-dicarboxylic anhydride; FR-0742; 3,6-Endooxyphthalic anhydride, hexahydro-; Phthalic anhydride, hexahydro-3,6-endoxo-; C8H8O4; 4,10-dioxatricyclo[5210< 2,6> ]decane-3,5-dione; NSC 59023; BRN 0084287; DEMETHYL-CANTHARIDIN

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

168.15

Logarithm of the Partition Coefficient (xlogp)

-0.1

Rotatable Bond Count (rotbonds)

0

Hydrogen Bond Donor Count (hbonddonor)

0

Hydrogen Bond Acceptor Count (hbondacc)

4

Chemical Identifiers

Formula: C8H8O4
IUPAC Name: 4,10-dioxatricyclo[5.2.1.02,6]decane-3,5-dione
Canonical SMILES: C1CC2C3C(C1O2)C(=O)OC3=O
InChI: InChI=1S/C8H8O4/c9-7-5-3-1-2-4(11-3)6(5)8(10)12-7/h3-6H,1-2H2
InChIKey: JAABVEXCGCXWRR-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 93004
CAS Number: 5442-12-6
TTD ID: D0W4IL

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
PP2A B subunit isoform R5-alpha (PPP2R5A)	TTLONKX	2A5A_HUMAN	Inhibitor	[2]
Serine/threonine PP1-alpha (PPP1CA)	TTFLH0E	PP1A_HUMAN	Inhibitor	[1]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Angiopoietin-2 (ANGPT2)	OTEQK65P	ANGP2_HUMAN	Gene/Protein Processing	[3]
Apoptosis regulator BAX (BAX)	OTAW0V4V	BAX_HUMAN	Gene/Protein Processing	[4]
Apoptosis regulator Bcl-2 (BCL2)	OT9DVHC0	BCL2_HUMAN	Gene/Protein Processing	[5]
Bcl-2 homologous antagonist/killer (BAK1)	OTDP6ILW	BAK_HUMAN	Gene/Protein Processing	[5]
Bcl-2-like protein 1 (BCL2L1)	OTRC5K9O	B2CL1_HUMAN	Gene/Protein Processing	[4]
Bcl-2-like protein 11 (BCL2L11)	OTNQQWFJ	B2L11_HUMAN	Gene/Protein Processing	[5]
Bcl2-associated agonist of cell death (BAD)	OT63ERYM	BAD_HUMAN	Gene/Protein Processing	[4]
BH3-interacting domain death agonist (BID)	OTOSHSHU	BID_HUMAN	Gene/Protein Processing	[5]
Caspase-3 (CASP3)	OTIJRBE7	CASP3_HUMAN	Gene/Protein Processing	[6]
Caspase-8 (CASP8)	OTA8TVI8	CASP8_HUMAN	Gene/Protein Processing	[6]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

References

1	In silico identification and biochemical evaluation of novel inhibitors of NRH:quinone oxidoreductase 2 (NQO2). Bioorg Med Chem Lett. 2010 Dec 15;20(24):7331-6.
2	Structure-activity relationship of cantharidin derivatives to protein phosphatases 1, 2A1, and 2B, Bioorg. Med. Chem. Lett. 7(14):1833-1836 (1997).
3	[Effects of norcantharidin on angiogenesis of human gallbladder carcinoma and its anti-angiogenic mechanisms]. Zhonghua Yi Xue Za Zhi. 2006 Mar 14;86(10):693-9.
4	Norcantharidin induces apoptosis of breast cancer cells: involvement of activities of mitogen activated protein kinases and signal transducers and activators of transcription. Toxicol In Vitro. 2011 Apr;25(3):699-707. doi: 10.1016/j.tiv.2011.01.011. Epub 2011 Jan 23.
5	Norcantharidin induce apoptosis in human nasopharyngeal carcinoma through caspase and mitochondrial pathway. Environ Toxicol. 2018 Mar;33(3):343-350. doi: 10.1002/tox.22521. Epub 2017 Nov 29.
6	Involvement of caspase and MAPK activities in norcantharidin-induced colorectal cancer cell apoptosis. Toxicol In Vitro. 2010 Apr;24(3):766-75. doi: 10.1016/j.tiv.2009.12.025. Epub 2009 Dec 28.