Compound

D0516 | stigmatellin

Molecular Formula C30H42O7
Molecular Weight 514.6
Structure
Description potent inhibitor of the quinol oxidation (Qo) site of the cytochrome bc1 complex in mitochondria and the cytochrome b6f complex of thylakoid membranes; Stigmatellin binds at the cytochrome b Qo site in the '(heme) bl distal' position, and associates with the Rieske iron-sulfur protein

Toxicity Dose Time Species Model Method Action Positive criterion Reference
ELECTRON TRANSPORT CHAIN affect 53
ELECTRON TRANSPORT CHAIN 100 mM incubated overnight bovine isolated heart mitochondria Measurements of redox potentials of the ISP affect 83
ELECTRON TRANSPORT CHAIN 100 nmol/mg bovine mitochondria NADH–Q decrease IC50 99

Target Dose Time Species Model Method Action Positive criterion Reference
NADH:ubiquinone reductase 100 nmol/mg bovine mitochondria NADH–Q inhibitor IC50 99
quinol antagonist 53
Cytochrome b 185
Qo site (Qp site or ubiquinol oxidation site) 100 mM incubated overnight bovine isolated heart mitochondria Measurements of redox potentials of the ISP fixed conformation 83

Pictogram Signal Statements Precautionary Statement Codes
Danger

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.


H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]


P264, P270, P301+P310, P321, P330, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)

Organism Test type Route Dose (normalized dose) Effect Source
mouse LD50 oral 30mg/kg (30mg/kg) Journal of Antibiotics. Vol. 37, Pg. 454, 1984.
mouse LD50 subcutaneous 2mg/kg (2mg/kg) Journal of Antibiotics. Vol. 37, Pg. 454, 1984.


  • 2-((7E,9E,11E)-4,6-dimethoxy-3,5,11-trimethyltrideca-7,9,11-trienyl)-8-hydroxy-5,7-dimethoxy-3-methyl-4H-chromen-4-one; 91682-96-1 SCHEMBL14066517
    stigmatellin

    CAS Number 91682-96-1
    PubChem Compound 5353970
    KEGG Compound ID C12148
    ChEBI 45730