U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C27H31NO10
Molecular Weight 529.5357
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DAUNORUBICINOL

SMILES

[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=HJEZFVLKJYFNQW-PRFXOSGESA-N
InChI=1S/C27H31NO10/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/t10-,11-,14-,16-,17-,22+,27-/m0/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Two allelic variants of aldo-keto reductase 1A1 exhibit reduced in vitro metabolism of daunorubicin.
2008 May
Cancer biomarker AKR1B10 and carbonyl metabolism.
2009 Mar 16
Daunorubicin metabolism in leukemic cells isolated from patients with acute myeloid leukemia.
2010 Dec
AKR1B10 induces cell resistance to daunorubicin and idarubicin by reducing C13 ketonic group.
2011 Aug 15
Curcumin is a tight-binding inhibitor of the most efficient human daunorubicin reductase--Carbonyl reductase 1.
2015 Jun 5
Patents
Name Type Language
DAUNORUBICINOL
Common Name English
LEUKAEMOMYCIN D
Common Name English
13-DIHYDRODAUNOMYCIN
Common Name English
DUBORIMYCIN
Common Name English
13-DIHYDRODAUNORUBICIN
Common Name English
5,12-NAPHTHACENEDIONE, 10-((3-AMINO-2,3,6-TRIDEOXY-.ALPHA.-L-LYXO-HEXOPYRANOSYL)OXY)-7,8,9,10-TETRAHYDRO-6,8,11-TRIHYDROXY-8-((1S)-1-HYDROXYETHYL)-1-METHOXY-, (8S,10S)-
Systematic Name English
DAUNOMYCINOL
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1594
Created by admin on Fri Dec 15 16:16:49 GMT 2023 , Edited by admin on Fri Dec 15 16:16:49 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID20950699
Created by admin on Fri Dec 15 16:16:49 GMT 2023 , Edited by admin on Fri Dec 15 16:16:49 GMT 2023
PRIMARY
PUBCHEM
443832
Created by admin on Fri Dec 15 16:16:49 GMT 2023 , Edited by admin on Fri Dec 15 16:16:49 GMT 2023
PRIMARY
FDA UNII
YDU8YIP30L
Created by admin on Fri Dec 15 16:16:49 GMT 2023 , Edited by admin on Fri Dec 15 16:16:49 GMT 2023
PRIMARY
DRUG CENTRAL
4719
Created by admin on Fri Dec 15 16:16:49 GMT 2023 , Edited by admin on Fri Dec 15 16:16:49 GMT 2023
PRIMARY
NCI_THESAURUS
C1062
Created by admin on Fri Dec 15 16:16:49 GMT 2023 , Edited by admin on Fri Dec 15 16:16:49 GMT 2023
PRIMARY
MESH
C000847
Created by admin on Fri Dec 15 16:16:49 GMT 2023 , Edited by admin on Fri Dec 15 16:16:49 GMT 2023
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CAS
28008-55-1
Created by admin on Fri Dec 15 16:16:49 GMT 2023 , Edited by admin on Fri Dec 15 16:16:49 GMT 2023
PRIMARY
CHEBI
31059
Created by admin on Fri Dec 15 16:16:49 GMT 2023 , Edited by admin on Fri Dec 15 16:16:49 GMT 2023
PRIMARY
CHEBI
75296
Created by admin on Fri Dec 15 16:16:49 GMT 2023 , Edited by admin on Fri Dec 15 16:16:49 GMT 2023
PRIMARY