DOXORUBICINOL HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H31NO11.ClH
Molecular Weight	581.996
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of DOXORUBICINOL HYDROCHLORIDE

Structure Search

SMILES

Cl.COC1=C2C(=O)C3=C(O)C4=C(C[C@](O)(C[C@@H]4O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)[C@@H](O)CO)C(O)=C3C(=O)C2=CC=C1

InChI

InChIKey=ORLHIGGRLIJIIM-PNOIAXSSSA-N

InChI=1S/C27H31NO11.ClH/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34;/h3-5,10,13,15-17,22,29-31,33,35-36H,6-9,28H2,1-2H3;1H/t10-,13-,15-,16-,17-,22+,27-;/m0./s1

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Metabolism of doxorubicin to the cardiotoxic metabolite doxorubicinol is increased in a mouse model of chronic glutathione deficiency: A potential role for carbonyl reductase 3.	2015-06-05	25446851
Identification of carbonyl reductase 1 as a resveratrol-binding protein by affinity chromatography using 4'-amino-3,5-dihydroxy-trans-stilbene.	2013	24064738
Two allelic variants of aldo-keto reductase 1A1 exhibit reduced in vitro metabolism of daunorubicin.	2008-05	18276838
Doxorubicin irreversibly inactivates iron regulatory proteins 1 and 2 in cardiomyocytes: evidence for distinct metabolic pathways and implications for iron-mediated cardiotoxicity of antitumor therapy.	2001-12-01	11731422
The role of biotransformation in anthracycline-induced cardiotoxicity in mice.	1993-09	8371139

Name

Type

Language

NSC-268238

Preferred Name

English

DOXORUBICINOL HYDROCHLORIDE

Common Name

English

NSC-268710

Code

English

5,12-NAPHTHACENEDIONE, 10-((3-AMINO-2,3,6-TRIDEOXY-.ALPHA.-L-LYXO-HEXOPYRANOSYL)OXY)-8-(1,2-DIHYDROXYETHYL)-7,8,9,10-TETRAHYDRO-6,8,11-TRIHYDROXY-1-METHOXY-, HYDROCHLORIDE, (8S-(8.ALPHA.,8(R*),10.ALPHA.))-

Systematic Name

English

5,12-NAPHTHACENEDIONE, 10-((3-AMINO-2,3,6-TRIDEOXY-.ALPHA.-L-LYXO-HEXOPYRANOSYL)OXY)-8-((1S)-1,2-DIHYDROXYETHYL)-7,8,9,10-TETRAHYDRO-6,8,11-TRIHYDROXY-1-METHOXY-, HYDROCHLORIDE, (8S,10S)-

Systematic Name

English

13-DIHYDROADRIAMYCIN HYDROCHLORIDE

Common Name

English

Code System Code Type Description

PUBCHEM

152413