General Information of the Drug (ID: ferrodrug0052)
Name
Tetrachlorobenzoquinone
Synonyms
Chloranil; 118-75-2; p-Chloranil; Tetrachloro-p-benzoquinone; Tetrachloro-1,4-benzoquinone; 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione; Spergon; Tetrachlorobenzoquinone; Vulklor; Coversan; Reranil; Tetrachloroquinone; 2,3,5,6-TETRACHLORO-1,4-BENZOQUINONE; Khloranil; Psorisan; Tetrachloro-p-quinone; Tetrachloroparabenzoquinone; Spergon technical; Spergon I; Chloranile; Quinone tetrachloride; 2,3,5,6-Tetrachloro-p-benzoquinone; Geigy-444E; 2,3,5,6-Tetrachlorobenzo-1,4-quinone; 2,3,5,6-Tetrachloro-2,5-cyclohexadiene-1,4-dione; Dow Seed Disinfectant No. 5; 2,5-Cyclohexadiene-1,4-dione, 2,3,5,6-tetrachloro-; 2,3,5,6-Tetrachloroquinone; ENT 3,797; G-444E; alpha-Chloranil; p-Benzoquinone, 2,3,5,6-tetrachloro-; 2,3,5,6-Tetrachlorobenzoquinone; NSC 8432; .alpha.-Chloranil; G-25804; 1,4-Benzoquinone, 2,3,5,6-tetrachloro-; tetrachlorocyclohexa-2,5-diene-1,4-dione; 01W5X7N5XV; DTXSID2020266; CHEBI:36703; NSC-8432; 2,3,5,6-Tetrachlor-1,4-benzochinon; 2,3,5,6-tetrachloro-[1,4]benzoquinone; DTXCID20266; Caswell No. 171; CAS-118-75-2; CCRIS 7155; HSDB 1533; EINECS 204-274-4; EPA Pesticide Chemical Code 079301; UNII-01W5X7N5XV; para-chloranil; AI3-03797; Tetrachlorquinone; tetrachloro-1; 4-Chloranil; MFCD00001594; P-CHLORONIL; Spectrum_001590; SpecPlus_000850; CHLORANIL [MI]; CHLORANIL [HSDB]; Spectrum2_000024; Spectrum3_001660; Spectrum4_000794; Spectrum5_001386; 2,5,6-Tetrachloroquinone; EC 204-274-4; CHLORANIL [WHO-DD]; SCHEMBL24049; BSPBio_003419; KBioGR_001268; KBioSS_002070; Chloranil, analytical standard; DivK1c_006946; SPECTRUM1504212; SPBio_000087; 2,5,6-Tetrachlorobenzoquinone; CHEMBL192627; BDBM22782; KBio1_001890; KBio2_002070; KBio2_004638; KBio2_007206; KBio3_002639; NSC8432; 2,5,6-Tetrachloro-p-benzoquinone; AMY12556; ENT 3797; WLN: L6V DVJ BG CG EG FG; p-Benzoquinone,3,5,6-tetrachloro-; Tox21_201656; Tox21_303021; CCG-39987; STK396683; Tetrachloro-1,4-benzoquinone, 99%; 2,5,6-Tetrachloro-1,4-benzoquinone; AKOS001569085; Chloranil, purum, >=97.0% (AT); 2,4-dione, 2,3,5,6-tetrachloro-; NCGC00091254-01; NCGC00091254-02; NCGC00091254-03; NCGC00091254-04; NCGC00091254-05; NCGC00256410-01; NCGC00259205-01; AC-11776; AS-14117; BP-30129; 2,3,5,6-Tetrachlorobenzo-1,4-quinone #; C1770; CS-0013526; FT-0609408; T0061; Chloranil, PESTANAL(R), analytical standard; EN300-18125; C18933; D72499; 2,5,6-Tetrachloro-2,5-cyclohexadiene-1,4-dione; A804087; Q629632; Z57188200; InChI=1/C6Cl4O2/c7-1-2(8)6(12)4(10)3(9)5(1)1

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Status
Investigative
Drug Type
Small molecular drug
Structure
Formula
C6Cl4O2
IUPAC Name
2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione
Canonical SMILES
C1(=C(C(=O)C(=C(C1=O)Cl)Cl)Cl)Cl
InChI
InChI=1S/C6Cl4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11
InChIKey
UGNWTBMOAKPKBL-UHFFFAOYSA-N
PubChem CID
8371
TTD Drug ID
D0D0BI
Full List of Ferroptosis Target Related to This Drug
Transferrin receptor protein 1 (TFRC)
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Target for Ferroptosis Marker/Suppressor/Driver
Responsed Disease Hereditary Leiomyomatosis ICD-11: 2C90
Pathway Response Fatty acid metabolism hsa01212
Ferroptosis hsa04216
Apoptosis hsa04210
Cell Process Cell ferroptosis
Cell apoptosis
In Vitro Model PC12 cells Adrenal gland pheochromocytoma Rattus norvegicus CVCL_0481
Response regulation Tetrachlorobenzoquinone (TCBQ)-induced ferroptosis occurred as a result of iron accumulation and inhibition of GPX4 expression. Mechanistically, TCBQ promotes the iron import into cells by improving the expression of TF and TFR1, and the complex of TF and TFR1 is internalized by endocytosis in Adrenal gland pheochromocytoma.
Phospholipid hydroperoxide glutathione peroxidase (GPX4)
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Target for Ferroptosis Suppressor
Responsed Disease Hereditary Leiomyomatosis ICD-11: 2C90
Pathway Response Fatty acid metabolism hsa01212
Ferroptosis hsa04216
Apoptosis hsa04210
Cell Process Cell ferroptosis
Cell apoptosis
In Vitro Model PC12 cells Adrenal gland pheochromocytoma Rattus norvegicus CVCL_0481
Response regulation Tetrachlorobenzoquinone (TCBQ)-induced ferroptosis occurred as a result of iron accumulation and inhibition of GPX4 expression. Mechanistically, TCBQ promotes the iron import into cells by improving the expression of TF and TFR1, and the complex of TF and TFR1 is internalized by endocytosis in Adrenal gland pheochromocytoma.
References
Ref 1 Tetrachlorobenzoquinone exposure triggers ferroptosis contributing to its neurotoxicity. Chemosphere. 2021 Feb;264(Pt 1):128413. doi: 10.1016/j.chemosphere.2020.128413. Epub 2020 Sep 24.