Doxorubicinol

Doxorubicinol is a hydroxylated anthracycline derivative featuring a tetracyclic aglycone core with a 7β-hydroxyl substitution and a 4-deoxy-4α-(L-arabinosyl) sugar moiety. Its structure incorporates an amino group at C-14 and multiple hydroxyl functionalities, including a 13S-hydroxyl configuration, distinguishing it from the parent anthracycline. The compound retains the characteristic quinone diol system responsible for redox activity but exhibits altered DNA intercalation properties due to steric hindrance from the additional hydroxyl. This compound functions as a specific oxidative degradation byproduct of doxorubicin under acidic hydrolysis conditions.