Ferroptosis-centered Drug Response Information

General Information of the Drug (ID: ferrodrug0173)
Name
Butein
Synonyms
butein; 487-52-5; 2',3,4,4'-Tetrahydroxychalcone; 2',4',3,4-Tetrahydroxychalcone; 3,4,2',4'-Tetrahydroxychalcone; (E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one; AC1NQY7L; UNII-4WVS5M0LGF; 4WVS5M0LGF; EINECS 207-659-5; CHEBI:3237; NSC-652892; (2E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one; CHEMBL128000; 21849-70-7; 1-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-propen-1-one; 2-Propen-1-one, 1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-; ISOLIQUIRITIGENIN METABOLITE M4; (E)-2',3,4,4'-terahydroxychalcone; Chalcone, 2',3,4,4'-tetrahydroxy-; Acrylophenone, 2',4'-dihydroxy-3-(3,4-dihydroxyphenyl)-; TETRAHYDROXYCHALCONE, 3,4,2',4'-; 2-Propen-1-one, 1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-, (2E)-; MFCD00017300; 2-PROPEN-1-ONE, 1-(2,4-DIHYDROXYPHENYL)-3-(3,4-DIHYDROXYPHENYL)-, (E)-; Butein, solid; LAVENDUSTINC; 2-Propen-1-one,1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-, (2E)-; Butein, analytical standard; SCHEMBL139243; 2,3,4,4-tetrahydroxy Chalcone; CHEBI:92312; 3,4,2',4'-Tetrahydroxychalone; DTXSID101025569; 2',3,4,4'-Tetrahydroxy-chalcone; 3,4,2'',4''-tetrahydroxychalone; BDBM50042949; HSCI1_000162; LMPK12120111; NSC652892; s8036; (2E)-1-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-propen-1-one; AKOS032948361; CCG-208298; CS-5675; 2 inverted exclamation mark ,3,4,4 inverted exclamation mark -tetrahydroxy Chalcone; NCGC00163519-01; AS-35311; HY-16558; 2',3,4,4'-Tetrahydroxychalcone; Butein; B3803; SW219249-1; C08578; A871883; Chalcone, 2',3,4,4'-tetrahydroxy-(7CI,8CI); SR-05000002316; Q5002498; SR-05000002316-2; BRD-K17497770-001-01-0; Z2312273638; 3-(3,4-Dihydroxy-phenyl)-1-(2,4-dihydroxy-phenyl)-propenone; (E)-3-(3,4-Dihydroxy-phenyl)-1-(2,4-dihydroxy-phenyl)-propenone; 2-Propen-1-one,1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-; (E)-1-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-propen-1-one

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Structure
Formula
C15H12O5
IUPAC Name
(E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one
Canonical SMILES
C1=CC(=C(C=C1C=CC(=O)C2=C(C=C(C=C2)O)O)O)O
InChI
InChI=1S/C15H12O5/c16-10-3-4-11(14(19)8-10)12(17)5-1-9-2-6-13(18)15(20)7-9/h1-8,16,18-20H/b5-1+
InChIKey
AYMYWHCQALZEGT-ORCRQEGFSA-N
PubChem CID
5281222
Full List of Ferroptosis Target Related to This Drug
Unspecific Target
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Responsed Disease Health ICD-11: N.A.
 Disease Info 
Pathway Response Fatty acid metabolism hsa01212
Cell Process Cell ferroptosis
In Vitro Model hBMSCs (Bone marrow stromal cells)
In Vivo Model
Sprague-Dawley rats were purchased from the Animal Centre of Guangzhou University of Chinese Medicine. male Sprague-Dawley rats were collected, and the adherent soft tissues were removed. Both ends of the bones were cut away from the diaphysis with bone scissors. The bone marrow plugs were hydrostatically expelled from the bones by insertion of needles fastened to 10-mL syringes filled with complete medium; the needles were inserted into the distal ends of femora and proximal ends of the tibiae, and the marrow plugs expelled from the opposite ends.

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Response regulation Butein and (S)-butin exert anti-ferroptotic action via an antioxidant pathway (especially the hydrogen atom transfer pathway). And butein displays superior antioxidant or anti-ferroptosis action to (S)-butin.
References
Ref 1 Simultaneous Study of Anti-Ferroptosis and Antioxidant Mechanisms of Butein and (S)-Butin. Molecules. 2020 Feb 5;25(3):674. doi: 10.3390/molecules25030674.