Compound

D0509 | aureothin

Molecular Formula C22H23NO6
Molecular Weight 397.4
Structure

Toxicity Dose Time Species Model Method Action Positive criterion Reference
ELECTRON TRANSPORT CHAIN affect 53
ELECTRON TRANSPORT CHAIN 0.3 nmol/mg bovine mitochondria NADH–Q decrease IC50 94

Target Dose Time Species Model Method Action Positive criterion Reference
NADH:ubiquinone reductase 0.3 nmol/mg bovine mitochondria NADH–Q inhibitor IC50 94
semiquinone antagonist 53

Organism Test type Route Dose (normalized dose) Effect Source
mouse LD50 intraperitoneal 740ug/kg (0.74mg/kg) Agricultural and Biological Chemistry. Vol. 33, Pg. 1790, 1969.
mouse LD50 oral 3mg/kg (3mg/kg) Agricultural and Biological Chemistry. Vol. 33, Pg. 1790, 1969.
mouse LD50 intravenous 1260ug/kg (1.26mg/kg) U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02084,
mouse LD50 subcutaneous 1400ug/kg (1.4mg/kg) Journal of Antibiotics, Series A. Vol. 7, Pg. 60, 1954.


  • (+)-aureothin 2-Methoxy-3,5-dimethyl-6-[(2R,4Z)-4-[(2E)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]-4H-pyran-4-one 2-[(2R)-4-[2-Methyl-3-(4-nitrophenyl)-2-propenylidene]tetrahydrofuran-2beta-yl]-3,5-dimethyl-6-methoxy-4H-pyran-4-one
    2-methoxy-3,5-dimethyl-6-[(2R,4Z)-4-[(E)-2-methyl-3-(4-nitrophenyl)prop-2-enylidene]tetrahydrofuran-2-yl]pyran-4-one 2-methoxy-3,5-dimethyl-6-[(2R,4Z)-tetrahydro-4-[(2E)-2-methyl-3-(4-nitrophenyl)-2-propen-1-ylidene]-2-furanyl]-4H-pyran-4-one 2-methoxy-3,5-dimethyl-6-[(2R,5Z)-5-[(E)-2-methyl-3-(4-nitrophenyl)prop-2-enylidene]oxolan-2-yl]pyran-4-one
    2-methoxy-3,5-dimethyl-6-{(2R,4Z)-4-[(2E)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]tetrahydrofuran-2-yl}-4H-pyran-4-one; AKOS015969696 AKOS016023667
    Aureothin C15689 CHEBI:80024
    Q27149169 SCHEMBL13645672 ZINC4025640

    CAS Number 2825-00-5
    PubChem Compound 6569946
    KEGG Compound ID C15689
    ChEBI 80024