Deuterated compounds, compositions, and methods of use

A method of treating or ameliorating a disease or condition caused by lipid autooxidation in a subject in need thereof, comprising administering an effective amount of a compound of Formula (I), or a pharmaceutically acceptable salt thereof, to the subject:

• or a pharmaceutically acceptable salt thereof, wherein:
• each of Y1, Y2, Y3, Y4, Y5, Y6, Y7, Y8, Y9, Y10, Y11, Y12, Y13, Y14, and Y15 are independently hydrogen and deuterium;
• X1 is —C(Y14Y15)—CH═CH—, —CH2—, —CD2—, or a direct bond;
• X2 is —CH2CH2—, —CH2CD2—, —CD2CH2—, —CD2CD2—, or —CH═CH—;
• R1 is a substituted or unsubstituted —O—C1-C6 alkyl, a substituted or unsubstituted —S—C1-C6 alkyl, a substituted or unsubstituted —NH—C1-C6, alkyl, —NH2, —OH, an unsubstituted sphingolipid, or an unsubstituted glyceryl ester;
• wherein at least two of Y1, Y2, Y3, Y4, Y5, Y6, Y7, Y8, Y9, Y10, Y11, Y12, Y13, Y14, and Y15 are independently deuterium;
• wherein when each of Y1-Y5 are deuterium, then X1 is —C(Y14Y15)—CH═CH— and at least one of Y6—Y15 is deuterium;
• or X1 is —CD2-;
• or X2 is —CH2CD2—, —CD2CH2—, or —CD2CD2-;
• wherein the compound of Formula (I), or a pharmaceutically acceptable salt thereof, comprises from about 1% to about 99% of the total amount of fats, fatty acids, and fatty acid esters administered to, or ingested by, the subject.