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Compound

D0418 | benzarone

Molecular Formula C17H14O3
Molecular Weight 266.29
Structure

Toxicity Dose Time Species Model Method Action Positive criterion Reference
UNCOUPLING 1 μmol/L rat; Sprague–Dawley hepatocytes Measurement of oxygen uptake Negative p < 0.05 4
UNCOUPLING 10 μmol/L rat; Sprague–Dawley hepatocytes Measurement of oxygen uptake Negative p < 0.05 4
UNCOUPLING 20 μmol/L rat; Sprague–Dawley hepatocytes Measurement of oxygen uptake Negative p < 0.05 4
UNCOUPLING 50 μmol/L rat; Sprague–Dawley hepatocytes Measurement of oxygen uptake affect p < 0.01 4
UNCOUPLING 80 μmol/L rat; Sprague–Dawley hepatocytes Measurement of oxygen uptake affect p < 0.01 4
UNCOUPLING 100 μmol/L rat; Sprague–Dawley hepatocytes Measurement of oxygen uptake affect p < 0.01 4
MEMBRANE POTENTIAL 0.5 μmol/L 1 hour rat; Sprague–Dawley hepatocytes Measurement of mitochondrial membrane potential Negative p < 0.05 4
MEMBRANE POTENTIAL 1 μmol/L 1 hour rat; Sprague–Dawley hepatocytes Measurement of mitochondrial membrane potential Negative p < 0.05 4
MEMBRANE POTENTIAL 4 μmol/L 1 hour rat; Sprague–Dawley hepatocytes Measurement of mitochondrial membrane potential Negative p < 0.05 4
MEMBRANE POTENTIAL 8 μmol/L 1 hour rat; Sprague–Dawley hepatocytes Measurement of mitochondrial membrane potential decrease p < 0.01 4
MEMBRANE POTENTIAL 20 μmol/L 1 hour rat; Sprague–Dawley hepatocytes Measurement of mitochondrial membrane potential decrease p < 0.01 4
STATE 3 RESPIRATION 10 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake Negative p < 0.05 4
STATE 3 RESPIRATION 20 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake Negative p < 0.05 4
STATE 3 RESPIRATION 50 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake Negative p < 0.05 4
STATE 3 RESPIRATION 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake decrease p < 0.01 4
STATE 3 RESPIRATION 10 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake Negative p < 0.05 4
STATE 3 RESPIRATION 20 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake Negative p < 0.05 4
STATE 3 RESPIRATION 50 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake Negative p < 0.05 4
STATE 3 RESPIRATION 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake decrease p < 0.01 4
RESPIRATORY CONTROL RATIO (RCR) 10 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake Negative p < 0.05 4
RESPIRATORY CONTROL RATIO (RCR) 20 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake decrease p < 0.01 4
RESPIRATORY CONTROL RATIO (RCR) 50 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake decrease p < 0.01 4
RESPIRATORY CONTROL RATIO (RCR) 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of oxygen uptake decrease p < 0.01 4
MITOCHONDRIAL FATTY ACID BETA OXIDATION 5 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of beta oxidation and ketone body formation Negative p < 0.05 4
MITOCHONDRIAL FATTY ACID BETA OXIDATION 10 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of beta oxidation and ketone body formation Negative p < 0.05 4
MITOCHONDRIAL FATTY ACID BETA OXIDATION 20 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of beta oxidation and ketone body formation decrease p < 0.01 4
MITOCHONDRIAL FATTY ACID BETA OXIDATION 50 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of beta oxidation and ketone body formation decrease p < 0.01 4
MITOCHONDRIAL FATTY ACID BETA OXIDATION 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of beta oxidation and ketone body formation decrease p < 0.01 4
MITOCHONDRIAL FATTY ACID BETA OXIDATION 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of acyl‐CoA dehydrogenase activity decrease 33% inhibition 4
MITOCHONDRIAL FATTY ACID BETA OXIDATION 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of β‐ketothiolase activity decrease 11% inhibition 4
SYNTHESIS OF KETONE BODY 34 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of beta oxidation and ketone body formation decrease IC50 4
SWELLING 1 μmol/L rat; Sprague–Dawley liver mitochondria Measurements of mitochondrial swelling Negative p < 0.05 4
SWELLING 10 μmol/L rat; Sprague–Dawley liver mitochondria Measurements of mitochondrial swelling Negative p < 0.05 4
SWELLING 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurements of mitochondrial swelling increase p < 0.05 4
OXIDATIVE STRESS 0.1 μmol/L 1 hour human HepG2 Measurement of ROS Negative p < 0.05 4
OXIDATIVE STRESS 1 μmol/L 1 hour human HepG2 Measurement of ROS Negative p < 0.05 4
OXIDATIVE STRESS 10 μmol/L 1 hour human HepG2 Measurement of ROS increase started to be detectable 4
OXIDATIVE STRESS 100 μmol/L 1 hour human HepG2 Measurement of ROS increase p < 0.01 4
APOPTOSIS 100 μmol/L 8 hours human HepG2 Assessment of cytochrome c release increase observable 4
LATE APOPTOSIS 100 μmol/L 8 hours rat; Sprague–Dawley hepatocytes Apoptosis measurement increase p < 0.01 4
LATE APOPTOSIS 1 μmol/L 8 hours rat; Sprague–Dawley hepatocytes Apoptosis measurement Negative p < 0.05 4
LATE APOPTOSIS 100 μmol/L 8 hours rat; Sprague–Dawley hepatocytes Apoptosis measurement increase p < 0.05 4

Target Dose Time Species Model Method Action Positive criterion Reference
3-ketoacyl-CoA thiolase, mitochondrial 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of β‐ketothiolase activity inhibitor 11% inhibition 4
Short/branched chain specific acyl-CoA dehydrogenase, mitochondrial 100 μmol/L rat; Sprague–Dawley liver mitochondria Measurement of acyl‐CoA dehydrogenase activity inhibitor 33% inhibition 4
Cytochrome c 100 μmol/L 8 hours human HepG2 Assessment of cytochrome c release release observable 4

Pictogram Signal Statements Precautionary Statement Codes
Warning

Aggregated GHS information provided by 5 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


Reported as not meeting GHS hazard criteria by 1 of 5 companies. For more detailed information, please visit ECHA C&L website


Of the 2 notification(s) provided by 4 of 5 companies with hazard statement code(s):


H361 (75%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]


H410 (25%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]


Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.


 P201, P202, P273, P281, P308+P313, P391, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)


  • (2-Ethyl-1-benzofuran-3-yl)(4-hydroxyphenyl)methanone (2-Ethylbenzo[b]furan-3-yl)(4-hydroxyphenyl)methanone (2-Ethylbenzofuran-3-yl)(4-hydroxyphenyl)methanone
    (2-Ethylbenzofuran-3-yl)(4-hydroxyphenyl)methanone (Benzarone) (2-ethyl-1-benzofuran-3-yl)-(4-hydroxyphenyl)methanone (2-ethyl-3-benzofuranyl)(4-hydroxyphenyl)methanone
    (2-ethylbenzofuran-3-yl)-(4-hydroxyphenyl)methanone 1477-19-6 2-Ethyl-3-(4'-hydroxybenzoyl)benzofuran
    2-Ethyl-3-(4-hydroxybenzoyl)benzofuran 2-Ethyl-3-(p-hydroxybenzoyl)benzofuran 2-Ethyl-3-benzofuranyl p-hydroxyphenyl ketone
    2-Ethyl-3-p-hydroxybenzoylbenzofuran 2-Ethyl-4'-hydroxy-3-benzoylbenzofuran 23ZW4BG89C
    477B196 5-18-02-00334 (Beilstein Handbook Reference) AK115955
    AKOS016010825 API0010522 AS-18081
    AX8115419 BDBM50342278 BRN 0222901
    Benzaron Benzarona Benzarona [INN-Spanish]
    Benzarone Benzarone [INN:DCF] Benzaronum
    Benzaronum [INN-Latin] Benzofuran, (2-ethyl-3-(4'-hydroxybenzoyl)) Benzofuran, [2-ethyl-3-(4'-hydroxybenzoyl)]
    C14474 CHEBI:34559 CHEMBL1474963
    DTXSID2061721 EHBB EINECS 216-026-2
    EX-A1132 Ethyl-2 (hydroxy-4 benzoyl)-3 benzofuranne Ethyl-2 (hydroxy-4 benzoyl)-3 benzofuranne [French]
    Fagivil Fragivil Fragivix
    KETONE, 2-ETHYL-3-BENZOFURANYL p-HYDROXYPHENYL L 2179-Labaz L 2197
    L 2197-Labaz LS-87197 MCULE-4948029211
    MLS006010019 Methanone, (2-ethyl-3-benzofuranyl)(4-hydroxyphenyl)- NCIOpen2_004472
    NSC 82134 NSC-82134 NSC82134
    Q27116149 RFRXIWQYSOIBDI-UHFFFAOYSA-N SCHEMBL555497
    SMR001550644 SR-01000945019 SR-01000945019-1
    TRA0071657 UNII-23ZW4BG89C UNM000003519301
    Vasoc Venagil W0011
    WLN: T56 BOJ C2 DOR DQ ZINC71

    CAS Number 1477-19-6, 54648-79-2
    PubChem Compound 255968
    KEGG Compound ID C14474
    ChEBI 34559
    ChemSpider 224468