Doxorubicinone

Synonym(s):(8S,10S)-6,8,10,11-Tetrahydroxy-8-(hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione;(8S,10S)-7,8,9,10-Tetrahydro-6,8,10,11-tetrahydroxy-8-(hydroxyacetyl)-1-methoxy-5,12-naphthacenedione;Adriamycin aglycone;Adriamycinone;Doxorubicin aglycone

CAS NO.：24385-10-2
Empirical Formula: C21H18O9
Molecular Weight: 414.36
MDL number: MFCD00871832
SAFETY DATA SHEET (SDS)
Update Date: 2026-01-13 11:13:44

What is Doxorubicinone?

Description

Doxorubicinone is a metabolite of the anthracycline antitumor antibiotic doxorubicin . Doxorubicinone inhibits mitochondrial succinoxidase from bovine heart and reduces the mitochondrial inner membrane potential in rat heart and liver mitochondria in a concentration-dependent manner. Doxorubicinone (40 μM) increases pentose phosphate pathway flux by 45% and reduces activity of glutathione peroxidase (GPx) and superoxide dismutase (SOD) by 17 and 60%, respectively, in human erythrocytes. It also induces cytotoxicity in patient-derived ovarian cancer colonies in a concentration-dependent manner.

Chemical properties

Red Solid

The Uses of Doxorubicinone

A metabolite of Doxorubicin (Dx).

What are the applications of Application

Doxorubicinone is a metabolite of Doxorubicin (Dx)

Definition

ChEBI: Adriamycinone is a member of tetracenes and a quinone.

General Description

Doxorubicinone (adriamycinone) is an aglycone. It is a metabolite of adriamycin converted in the body, and another metabolite is amycinol [1]. Adriamycin nephropathy (AN) is a rodent model of chronic kidney disease. AN is characterized by podocyte injury followed by glomerulosclerosis, tubulointerstitial inflammation and fibrosis.

References

[1] Emara S, et al. Effect of cyclodextrins on the stability of adriamycin, adriamycinol, adriamycinone and daunomycin. Talanta, 2008; 51: 359-364.

Properties of Doxorubicinone

Melting point:	223-225°C
Boiling point:	741.2±60.0 °C(Predicted)
Density	1.671±0.06 g/cm3(Predicted)
storage temp.	Amber Vial, -20°C Freezer
solubility	Dioxane (Slightly), DMSO (Slightly), Methanol (Slightly)
form	Solid
pka	7.45±0.60(Predicted)
color	Red to Very Dark Red
Stability:	Light Sensitive
InChI	InChI=1S/C21H18O9/c1-30-11-4-2-3-8-14(11)20(28)16-15(17(8)25)18(26)9-5-21(29,12(24)7-22)6-10(23)13(9)19(16)27/h2-4,10,22-23,26-27,29H,5-7H2,1H3/t10-,21-/m0/s1
CAS DataBase Reference	24385-10-2