Daunorubicinol hydrochloride

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H31NO10.ClH
Molecular Weight	565.997
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of Daunorubicinol 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](C)O)C(O)=C3C(=O)C2=CC=C1

InChI

InChIKey=LQLMJJJLWJUAMM-VSTLEVLBSA-N

InChI=1S/C27H31NO10.ClH/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33;/h4-6,10-11,14,16-17,22,29-30,32,34-35H,7-9,28H2,1-3H3;1H/t10-,11-,14-,16-,17-,22+,27-;/m0./s1

HIDE SMILES / InChI

Molecular Formula	C27H31NO10
Molecular Weight	529.5357
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Curcumin is a tight-binding inhibitor of the most efficient human daunorubicin reductase--Carbonyl reductase 1.	2015-06-05	25541467
AKR1B10 induces cell resistance to daunorubicin and idarubicin by reducing C13 ketonic group.	2011-08-15	21640744
Daunorubicin metabolism in leukemic cells isolated from patients with acute myeloid leukemia.	2010-12	20670211
Cancer biomarker AKR1B10 and carbonyl metabolism.	2009-03-16	19028477
Two allelic variants of aldo-keto reductase 1A1 exhibit reduced in vitro metabolism of daunorubicin.	2008-05	18276838

Patents

Substance Class	Chemical Created by `admin` on `Wed Apr 02 17:23:33 GMT 2025` Edited by `admin` on `Wed Apr 02 17:23:33 GMT 2025`
Record UNII	2JQ6974KH2
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

Daunorubicinol hydrochloride

Common Name

English

Dihydrodaunomycin hydrochloride

Preferred Name

English

L-lyxo-Hexopyranoside, 1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-3-(1-hydroxyethyl)-10-methoxy-6,11-dioxo-1-naphthacenyl 3-amino-2,3,6-trideoxy-, hydrochloride, (1S,3S)- ?-

Systematic Name

English

13-Dihydrodaunorubicin hydrochloride

Systematic Name

English

5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-?-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-[(1S)-1-hydroxyethyl]-1-methoxy-, hydrochloride (1:1), (8S,10S)-

Systematic Name

English

5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-?-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(1-hydroxyethyl)-1-methoxy-, hydrochloride, [8S-[8?,8(R*),10?]]-

Systematic Name

English

Code System Code Type Description

CAS

28008-53-9

Created by admin on Wed Apr 02 17:23:33 GMT 2025 , Edited by admin on Wed Apr 02 17:23:33 GMT 2025

PRIMARY

FDA UNII

2JQ6974KH2

Created by admin on Wed Apr 02 17:23:33 GMT 2025 , Edited by admin on Wed Apr 02 17:23:33 GMT 2025

PRIMARY

PUBCHEM

168012705

Created by admin on Wed Apr 02 17:23:33 GMT 2025 , Edited by admin on Wed Apr 02 17:23:33 GMT 2025

PRIMARY

Related Record Type Details


					YDU8YIP30L

DAUNORUBICINOL

PARENT -> SALT/SOLVATE

Amount: