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Wikidata

(Q18936)

English

doxorubicin

chemical compound

  • 14-hydroxydaunorubicine
  • 14-hydroxydaunomycin
  • (1S,3S)-3-glycoloyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside
  • (8S-cis)-10-[(3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-5,12-naphthacenedione
  • hydroxydaunorubicin
  • adriamycin
In more languages
default for all languages
No label defined

No description defined

Statements

has use
medication
0 references
chemical structure
Doxorubicin.svg
1,583 × 1,212; 4 KB
0 references
mass
543.174 dalton
1 reference
stated in
PubChem
PubChem CID
31703
language of work or name
English
title
doxorubicin (English)
retrieved
17 November 2016
chemical formula
C₂₇H₂₉NO₁₁
1 reference
stated in
PubChem
PubChem CID
31703
language of work or name
English
title
doxorubicin (English)
retrieved
17 November 2016
canonical SMILES
CC1C(C(CC(O1)OC2CC(CC3=C(C4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)O)(C(=O)CO)O)N)O
1 reference
stated in
PubChem
PubChem CID
31703
language of work or name
English
title
doxorubicin (English)
retrieved
17 November 2016
isomeric SMILES
C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C(C4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)O)(C(=O)CO)O)N)O
1 reference
stated in
PubChem
PubChem CID
31703
language of work or name
English
title
doxorubicin (English)
retrieved
17 November 2016
found in taxon
Streptomyces peucetius
34 references
stated in
Characterization of the Streptomyces peucetius ATCC 29050 genes encoding doxorubicin polyketide synthase
stated in
Expression of doxorubicin-daunorubicin resistance genes in different anthracycline-producing mutants of Streptomyces peucetius
stated in
Identification and characterization of the afsR homologue regulatory gene from Streptomyces peucetius ATCC 27952.
stated in
A bacterial analog of the mdr gene of mammalian tumor cells is present in Streptomyces peucetius, the producer of daunorubicin and doxorubicin
stated in
Exploration of geosmin synthase from Streptomyces peucetius ATCC 27952 by deletion of doxorubicin biosynthetic gene cluster
stated in
Enhancement of doxorubicin production by expression of structural sugar biosynthesis and glycosyltransferase genes in Streptomyces peucetius.
stated in
Self-resistance mechanism in Streptomyces peucetius: overexpression of drrA, drrB and drrC for doxorubicin enhancement
stated in
Isolation and genetic manipulation of the antibiotic down-regulatory gene, wblA ortholog for doxorubicin-producing Streptomyces strain improvement
stated in
Superoxide dismutase (SOD) genes in Streptomyces peucetius: effects of SODs on secondary metabolites production.
stated in
Enhancing macrolide production in Streptomyces by coexpressing three heterologous genes.
stated in
Exploration of two epimerase homologs in Streptomyces peucetius ATCC 27952.
stated in
The DrrAB efflux system of Streptomyces peucetius is a multidrug transporter of broad substrate specificity
stated in
Switching antibiotics production on and off in actinomycetes by an IclR family transcriptional regulator from Streptomyces peucetius ATCC 27952.
stated in
One-Pot Combinatorial Biosynthesis of Glycosylated Anthracyclines by Cocultivation of Streptomyces Strains Producing Aglycones and Nucleotide Deoxysugars
stated in
Complete genome sequence of Streptomyces peucetius ATCC 27952, the producer of anticancer anthracyclines and diverse secondary metabolites
stated in
Implication of orphan histidine kinase (OhkAsp) in biosynthesis of doxorubicin and daunorubicin in Streptomyces peucetius ATCC 27952
stated in
Isolation and characterization of a gene from Streptomyces sp. strain C5 that confers the ability to convert daunomycin to doxorubicin on Streptomyces lividans TK24
stated in
Expression and characterization of DrrA and DrrB proteins of Streptomyces peucetius in Escherichia coli: DrrA is an ATP binding protein
stated in
Minimal Streptomyces sp. strain C5 daunorubicin polyketide biosynthesis genes required for aklanonic acid biosynthesis
stated in
Production of the antitumor drug epirubicin (4'-epidoxorubicin) and its precursor by a genetically engineered strain of Streptomyces peucetius
stated in
The Streptomyces peucetius dpsY anddnrX Genes Govern Early and Late Steps of Daunorubicin and Doxorubicin Biosynthesis
stated in
Purification, properties, and characterization of recombinant Streptomyces sp. strain C5 DoxA, a cytochrome P-450 catalyzing multiple steps in doxorubicin biosynthesis
stated in
Doxorubicin overproduction in Streptomyces peucetius: cloning and characterization of the dnrU ketoreductase and dnrV genes and the doxA cytochrome P-450 hydroxylase gene
stated in
Glucose kinases from Streptomyces peucetius var. caesius.
stated in
NdgR, an IclR-like regulator involved in amino-acid-dependent growth, quorum sensing, and antibiotic production in Streptomyces coelicolor
stated in
Precursor for biosynthesis of sugar moiety of doxorubicin depends on rhamnose biosynthetic pathway in Streptomyces peucetius ATCC 27952.
stated in
Identification of the duplicated genes for S-adenosyl-l-methionine synthetase (metK1-sp and metK2-sp) in Streptomyces peucetius var. caesius ATCC 27952.
stated in
Improvement in doxorubicin productivity by overexpression of regulatory genes in Streptomyces peucetius
stated in
Enhanced doxorubicin production by Streptomyces peucetius using a combination of classical strain mutation and medium optimization
stated in
The Streptomyces peucetius drrC gene encodes a UvrA-like protein involved in daunorubicin resistance and production
stated in
Interspecies DNA microarray analysis identifies WblA as a pleiotropic down-regulator of antibiotic biosynthesis in Streptomyces
stated in
Genome analyses of Streptomyces peucetius ATCC 27952 for the identification and comparison of cytochrome P450 complement with other Streptomyces
stated in
Limitations in doxorubicin production from Streptomyces peucetius
stated in
Isolation and characterization of stable mutants of Streptomyces peucetius defective in daunorubicin biosynthesis
medical condition treated
Commons category
Doxorubicin
0 references

Identifiers

HSDB ID
3070
1 reference
stated in
Hazardous Substances Data Bank
HSDB ID
3070
publication date
28 October 2019
title
DOXORUBICIN (English)
retrieved
10 May 2021
NSC number
759155
0 references
MeSH descriptor ID
D004317
subject named as
Doxorubicin
0 references
MeSH concept ID
M0006784
0 references
KEGG ID
D03899
1 reference
stated in
ChEBI
ChEBI ID
28748
language of work or name
English
title
doxorubicin (English)
retrieved
19 October 2016
PDB ligand ID
DM2
0 references
DeCS ID
24023
0 references
Microsoft Academic ID
2780097476
0 references
2781303535
0 references
NALT ID
10464
0 references
WordNet 3.1 Synset ID
03234852-n
1 reference
stated in
GF WordNet
 
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