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Doxorubicinone

CAS No.: 24385-10-2

Chemical Name:: Doxorubicinone

Synonyms: Ccris 7633;ADRIAMYCINONE;Doxorubicinone;Epirubicin aglycon;adriamycinaglycone;Epirubicin aglycone;Doxorubicin aglycone;Doxorubicinone-13C-D3;D2-N-Nitroso desmethyldoxycycline;Doxorubicin Hydrochloride EP Impurity D

CBNumber:: CB2121622

Molecular Formula:: C21H18O9

Molecular Weight:: 414.36

MOL File:: 24385-10-2.mol

MSDS File:: SDS

Modify Date:: 2025/3/19 16:27:22

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Doxorubicinone Properties

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
InChIKey	IBZGBXXTIGCACK-CWKPULSASA-N
SMILES	C1(OC)=C2C(C(=O)C3=C(C2=O)C(O)=C2C(C[C@@](O)(C(CO)=O)C[C@@H]2O)=C3O)=CC=C1
CAS DataBase Reference	24385-10-2

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS08,GHS06

Signal word

Danger

Hazard statements

H311-H350-H340-H331-H360-H301

Precautionary statements

P280-P302+P352-P312-P322-P361-P363-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501-P261-P271-P304+P340-P311-P321-P403+P233-P405-P501

HS Code

29147000

NFPA 704

	0
4		0

Doxorubicinone Chemical Properties,Uses,Production

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

Uses

A metabolite of Doxorubicin (Dx).

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.

Doxorubicinone Preparation Products And Raw materials

Raw materials

Preparation Products

(7S,9S)-9-(1,2-dihydroxyethyl)-6,7,9,11-tetrahydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione

Doxorubicinone Suppliers

Global( 81)Suppliers

Supplier	Tel	Country	ProdList	Advantage	Inquiry
CLEARSYNTH LABS LTD.	+91-22-45045900	Hyderabad, India	6257	58	Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd	+91-172-5066494	Haryana, India	6739	58	Inquiry
Pharma Affiliates	172-5066494	Haryana, India	6754	58	Inquiry
BOC Sciences	16314854226; +16314854226	United States	19654	58	Inquiry
R&D Scientific Inc.	+1-2266000236	Canada	1759	58	Inquiry
Moxin Chemicals	+8617320513646	China	10886	58	Inquiry
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	United States	32202	58	Inquiry
AFINE CHEMICALS LIMITED	+86-0571-85134551	China	15393	58	Inquiry
Dayang Chem (Hangzhou) Co.,Ltd.	+86-0571-88938639 +8617705817739	China	52849	58	Inquiry
Alfa Chemistry		United States	24072	58	Inquiry

Supplier	Advantage
CLEARSYNTH LABS LTD.	58
Pharmaffiliates Analytics and Synthetics P. Ltd	58
Pharma Affiliates	58
BOC Sciences	58
R&D Scientific Inc.	58
Moxin Chemicals	58
TargetMol Chemicals Inc.	58
AFINE CHEMICALS LIMITED	58
Dayang Chem (Hangzhou) Co.,Ltd.	58
Alfa Chemistry	58

24385-10-2(Doxorubicinone)Related Search:

Galarubicin hydrochloride Leurubicin Adriamycin Doxorubicinone Pirarubicin

Nemorubicin Epirubicin EPIRUBICIN HYDROCHLORIDE 7-O-(2,6-Dideoxy-2-fluorotalopyranose)adriamycinone NAPHTHACENE

N-trifluoroacetyladriamycin Esorubicin Detorubicin 7-O-(2,6-dideoxy-2-fluoro--5-C-(trifluoromethyl)talopyranosyl)adriamycinone N-(3-pyridylmethyl)adriamycin

N,N-dimethyldoxorubicin N-trifluoroacetyladriamycin-14-O-hemiadipate 14-salicyloyldaunorubicin

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Epirubicin aglycon 5,12-Naphthacenedione, 7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-8-(hydroxyacetyl)-1-methoxy-, (8S-cis)- Ccris 7633 8-glycoloyl-7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-1-methoxy-5,12-Naphthacenedione Doxorubicin aglycone Doxorubicinone Epirubicin aglycone 5,12-Naphthacenedione, 7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-8-(hydroxyacetyl)-1-methoxy-, (8S,10S)- 7,8,9,10-Tetrahydro-6,8,10,11-tetrahydroxy-8-(hydroxy acetyl)-1-methoxy-(8S-cis)-5,12-naphthacenedione ADRIAMYCINONE (8S,10S)-7,8,9,10-Tetrahydro-6,8,10,11-tetrahydroxy 8-(hydroxyacetyl)-1-methoxy-5,12-naphthacenedione adriamycinaglycone Doxorubicinone (Doxorubicin EP Impurity D,Epirubicin EP Impurity A) 5,12-Naphthacenedione, 7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-8-(2-hydroxyacetyl)-1-methoxy-, (8S,10S)- Doxorubicin Hydrochloride EP Impurity D Doxorubicinone-13C-D3 DoxorubicinoneQ: What is Doxorubicinone Q: What is the CAS Number of Doxorubicinone Q: What is the storage condition of Doxorubicinone Q: What are the applications of Doxorubicinone Doxorubicinone ((8S,10S)-6,8,10,11-Tetrahydroxy-8-(hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetr (1225758) (8S,10S)-6,8,10,11-tetrahydroxy-8-(hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione (doxorubicin aglycone, doxorubicinone). (8S,10S)-10[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-8-(bromoacetyl)-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione, Doxorubicin EP Impurity D/Epirubicin hydrochloride EP impurity A D2-N-Nitroso desmethyldoxycycline (8S,10S)-6,8,10,11-Tetrahydroxy-8-(2-hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione (8S,10S)-6,8,10,11-Tetrahydroxy-8-(hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydronaphthacene-5,12-dion 24385-10-2 C21H18O9 Intermediates & Fine Chemicals Pharmaceuticals Metabolites & Impurities Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals