Crystal structures of human cytochrome P450 3A4 bound to metyrapone and progesterone.

Article Details

Citation

Williams PA, Cosme J, Vinkovic DM, Ward A, Angove HC, Day PJ, Vonrhein C, Tickle IJ, Jhoti H

Crystal structures of human cytochrome P450 3A4 bound to metyrapone and progesterone.

Science. 2004 Jul 30;305(5684):683-6. Epub 2004 Jul 15.

PubMed ID
15256616 [ View in PubMed
]
Abstract

Cytochromes P450 (P450s) metabolize a wide range of endogenous compounds and xenobiotics, such as pollutants, environmental compounds, and drug molecules. The microsomal, membrane-associated, P450 isoforms CYP3A4, CYP2D6, CYP2C9, CYP2C19, CYP2E1, and CYP1A2 are responsible for the oxidative metabolism of more than 90% of marketed drugs. Cytochrome P450 3A4 (CYP3A4) metabolizes more drug molecules than all other isoforms combined. Here we report three crystal structures of CYP3A4: unliganded, bound to the inhibitor metyrapone, and bound to the substrate progesterone. The structures revealed a surprisingly small active site, with little conformational change associated with the binding of either compound. An unexpected peripheral binding site is identified, located above a phenylalanine cluster, which may be involved in the initial recognition of substrates or allosteric effectors.

DrugBank Data that Cites this Article

Drug Enzymes
DrugEnzymeKindOrganismPharmacological ActionActions
ProgesteroneCytochrome P450 3A4ProteinHumans
Unknown
Substrate
Inducer
Details
Polypeptides
NameUniProt ID
Cytochrome P450 3A4P08684Details
Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
DrugsInteraction
Cyproterone acetate
Rifampicin
The metabolism of Cyproterone acetate can be increased when combined with Rifampicin.
Desogestrel
Rifampicin
The metabolism of Desogestrel can be increased when combined with Rifampicin.
Drospirenone
Rifampicin
The metabolism of Drospirenone can be increased when combined with Rifampicin.
Dydrogesterone
Rifampicin
The metabolism of Dydrogesterone can be increased when combined with Rifampicin.
Ethynodiol diacetate
Rifampicin
The metabolism of Ethynodiol diacetate can be increased when combined with Rifampicin.