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Doxorubicinol hydrochloride

Catalog No. T40736 CAS 63950-05-0

Synonyms: 13-Dihydroadriamycin hydrochloride

Doxorubicinol hydrochloride, also known as 13-Dihydroadriamycin hydrochloride, is a secondary alcohol metabolite derived from Doxorubicin.

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Doxorubicinol hydrochloride Chemical Structure

Doxorubicinol hydrochloride, CAS 63950-05-0

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Biological Description

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Description	Doxorubicinol hydrochloride, also known as 13-Dihydroadriamycin hydrochloride, is a secondary alcohol metabolite derived from Doxorubicin.
In vitro	Doxorubicinol hydrochloride is generated through a two-electron, NADPH-dependent reduction of the Doxorubicin (C13) side-chain carbonyl group, resulting in a secondary alcohol[1]. Compared to Doxorubicin (DOX), Doxorubicinol hydrochloride exhibits substantially reduced DNA binding activity. Unlike Doxorubicin, which primarily accumulates in the nucleus, Doxorubicinol hydrochloride is predominantly localized within the cytoplasm or lysosomes[1].
In vivo	In vivo studies on tumor-bearing mice have demonstrated that Nilotinib, functioning as an ABCB1 inhibitor, enhances the accumulation of Doxorubicin and Doxorubicinol hydrochloride in cancer tissues. This suggests that the diminished anticancer efficacy of Doxorubicinol hydrochloride may be due to its elevated affinity for ABC transporters, resulting in a reduced intracellular concentration[1]. Furthermore, when compared to wild-type mice, mdr1a(-/-) mice exhibit a 1.6-fold increase in the terminal half-life and a 1.2-fold increase in the area under the plasma concentration-time curve for Doxorubicin. Additionally, the retention of Doxorubicin and its metabolite Doxorubicinol hydrochloride is significantly extended in the hearts of mdr1a(-/-) mice[2].

Synonyms	13-Dihydroadriamycin hydrochloride
Molecular Weight	582.0
Formula	C27H32ClNO11
CAS No.	63950-05-0

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

References and Literature

1. Kamil Piska, et al. Metabolic carbonyl reduction of anthracyclines - role in cardiotoxicity and cancer resistance. Reducing enzymes as putative targets for novel cardioprotective and chemosensitizing agents. Invest New Drugs. 2017 Jun;35(3):375-385. 2. J van Asperen, et al. Increased accumulation of doxorubicin and doxorubicinol in cardiac tissue of mice lacking mdr1a P-glycoprotein. Br J Cancer. 1999 Jan;79(1):108-13.

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Keywords

Doxorubicinol hydrochloride 63950-05-0 13-Dihydroadriamycin Hydrochloride 13-Dihydroadriamycin hydrochloride Doxorubicinol Hydrochloride inhibitor inhibit

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