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.[H][C@@]1(C[C@H](N)[C@H](O)[C@H](C)O1)O[C@H]2C[C@@](O)(CC3=C(O)C4=C(C(=O)C5=C(OC)C=CC=C5C4=O)C(O)=C23)[C@H](C)O

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
Two allelic variants of aldo-keto reductase 1A1 exhibit reduced in vitro metabolism of daunorubicin.	2008 May	18276838
Cancer biomarker AKR1B10 and carbonyl metabolism.	2009 Mar 16	19028477
AKR1B10 induces cell resistance to daunorubicin and idarubicin by reducing C13 ketonic group.	2011 Aug 15	21640744
Curcumin is a tight-binding inhibitor of the most efficient human daunorubicin reductase--Carbonyl reductase 1.	2015 Jun 5	25541467

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 19:50:13 UTC 2023` Edited by `admin` on `Sat Dec 16 19:50:13 UTC 2023`
Record UNII	2JQ6974KH2
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Daunorubicinol hydrochloride

Common 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)- α-

Systematic Name

English

13-Dihydrodaunorubicin hydrochloride

Systematic Name

English

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

Systematic Name

English

Dihydrodaunomycin hydrochloride

Common Name

English

Code System Code Type Description

CAS

28008-53-9

Created by admin on Sat Dec 16 19:50:13 UTC 2023 , Edited by admin on Sat Dec 16 19:50:13 UTC 2023

PRIMARY

FDA UNII

2JQ6974KH2

Created by admin on Sat Dec 16 19:50:13 UTC 2023 , Edited by admin on Sat Dec 16 19:50:13 UTC 2023

PRIMARY

PUBCHEM

168012705

Created by admin on Sat Dec 16 19:50:13 UTC 2023 , Edited by admin on Sat Dec 16 19:50:13 UTC 2023

PRIMARY

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