Mine sisu juurde

doxorubicin

Lehekülje sisu ei toetata teistes keeltes.

chemical compound

Välised allikad

MedlinePlus drug identifier
CAS Registry Number
MeSH descriptor ID
D004317

teema nimetus kujul: Doxorubicin

Encyclopædia Britannica Online ID
science/doxorubicin

teema nimetus kujul: doxorubicin

MeSH concept ID
DeCS ID
ChEMBL ID
Human Metabolome Database ID
MeSH tree code
ECHA Substance Infocard ID
PDB structure ID
DrugCentral ID
NALT ID
Probes And Drugs ID
LIPID MAPS ID
NDF-RT ID
Freebase
Microsoft Academic ID
LCCN
sh85001015[17]

teema nimetus kujul: Doxorubicin

PubChem CID
UniChem compound ID
PDB ligand ID
KEGG ID
OpenAlex ID
KBpedia ID
InChIKey
DrugBank ID
ChEBI ID
28748[3][23][24]

mapping relation type: täpne vaste

WikiProjectMed ID
UNII
SureChEMBL ID
National Library of Israel J9U ID
ATC code
DSSTOX compound identifier
Guide to Pharmacology Ligand ID
electronic Essential Medicines List medicine ID
KNApSAcK ID
UMLS CUI
DSSTox substance ID
ChemSpider ID
EC number
245-495-6[1]
NSC number
GND
InChI
WordNet 3.1 Synset ID
03234852-n[31]
RxNorm ID
HSDB ID

üksikjuht nähtusest

type of chemical entity

mille alamklass

anthracycline polyketide

osa objektist

doxorubicin metabolic process[33]

subjektil on roll: participant

response to doxorubicin[33]

subjektil on roll: reactant

doxorubicin transport[33]

subjektil on roll: cargo

ABC-type doxorubicin transporter activity[33]

subjektil on roll: cargo

kasutus

keemiline struktuur

image of molecular model or crystal lattice model

kujutab: ball-and-stick model

mass/kaal

543,174 aatommassiühik[18]

stereoisomer of

epirubicin[34]
3,5,12-Trihydroxy-3-(hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxyhexopyranoside[34]

chemical formula

C₂₇H₂₉NO₁₁[18]

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[18]

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[18]

active ingredient in

Adriamycin[35]

World Health Organisation international non-proprietary name

doxorubicin[19]

found in taxon

Actinoallomurus[70]
Ixora coccinea[72]
Dracocephalum kotschyi[73]
Xylopia laevigata[74]
Streptomyces venezuelae[76]
Penicillium variabile[77][78]
Annona muricata[79][80][81]
Xylopia aromatica[82]
Ophioparma ventosa[84]
Moorea producens[85]
Streptomyces atratus[86]
Annona senegalensis[87]
Pestalotiopsis palmarum[88]
Viola abyssinica[89]
Eurycoma longifolia[90][90]
Ochrolechia parella[91]
Trichodesmium thiebautii[92]
Oscillatoria thiebautii[92]
Zinnia grandiflora[93]
Macrohyporia cocos[94]
Wolfiporia cocos[94]
Ipomoea nil[95]
Aspergillus sclerotiorum[96]
Laurencia tristicha[97]
Annona cherimolia[98]
Annona cherimola[98]
Penicillium brocae[99]
Quambalaria cyanescens[100]
Cordyceps farinosa[102]
Hamigera fusca[103]
Fusarium oxysporum[104]
Trichoderma cornu-damae[105]
Talaromyces aculeatus[78]
Annona mucosa[106]
Fusarium solani[107]
Alstonia macrophylla[108]
Streptomyces violascens[109]
Teratosphaeria[116]
Dothiora[118]
Actinoalloteichus[119]
Alternaria[120]
Verrucosispora[121]
Myrothecium[122]
Nocardiopsis[123]
Dendrodochium[124]
Chrysosporium[125]
Oscillatoria[126]
Okeania[126]

medical condition treated

munasarjavähk[127]
bladder cancer[127]
neuroblastoma, susceptibility to[128]
hepatoblastoma[128]
transitional cell carcinoma[128]
plasmablastic lymphoma[128]
mature T-cell and NK-cell lymphoma[128]
mantle cell lymphoma[128]
T-cell lymphoma[128]
precursor T-cell lymphoblastic leukemia[128]
chronic lymphocytic leukemia[128]
acute myeloid leukemia[128]
invasive ductal carcinoma[128]
precursor T-cell acute lymphoblastic leukemia[128]
non-Hodgkin lymphoma[128]
primary mediastinal B-cell lymphoma[128]
bone sarcoma[128]
post-transplant lymphoproliferative disorder[128]
lümfoom[128]
hematologic cancer[128]
B-cell lymphoma[128]
diffuse large B-cell lymphoma[128]
low-grade serous carcinoma

physically interacts with

DNA topoisomerase II alpha[129]

subjektil on roll: Ensüümiinhibiitor

DNA topoisomerase II alpha[130]

subjektil on roll: Inhibiitor

pregnancy category

Australian pregnancy category D
US pregnancy category D

subjektil on roll

DNA polymerase inhibitors[131]
topoisomerase inhibitor[131]
antineoplastic antibiotics[132]
topoisomerase II inhibitor[132]
essential medicine
anthracycline antibiotic[133]

stylized name

DOXOrubicin[134]

on omadusega: Tall Man lettering

väljaandja: FDA

teema nimetus kujul: Doxorubicin

Commonsi kategooria

Doxorubicin

Viited

  1. 1,0 1,1 1,2 1,3 1,4 1,5 Global Substance Registration System, 17. november 2016, inglise keel, doxorubicin, 80168379AG
  2. CAS Common Chemistry, 8. aprill 2021, AOJJSUZBOXZQNB-TZSSRYMLSA-N, https://commonchemistry.cas.org/detail?cas_rn=23214-92-8
  3. 3,0 3,1 ChEMBL, 17. november 2016, inglise keel, DOXORUBICIN, CHEMBL53463
  4. 4,0 4,1 4,2 inferred from InChIKey
  5. 5,0 5,1 5,2 5,3 5,4 5,5 5,6 AOJJSUZBOXZQNB-TZSSRYMLSA-N, InChIKey
  6. ECHA Substance Infocard database, 27. detsember 2018, 100.041.344, Doxorubicin, CAS no.: 23214-92-8
  7. Protein Data Bank, 19. oktoober 2016, inglise keel, 1D12, 1D12
  8. Protein Data Bank, 19. oktoober 2016, inglise keel, 1I1E, 1I1E
  9. Protein Data Bank, 19. oktoober 2016, inglise keel, 4DX7, 4DX7
  10. Protein Data Bank, 19. oktoober 2016, inglise keel, 1P20, 1P20
  11. Protein Data Bank, 19. oktoober 2016, inglise keel, 2DR6, 2DR6
  12. Protein Data Bank, 19. oktoober 2016, inglise keel, 4ZVM, 4ZVM
  13. Protein Data Bank, 19. oktoober 2016, inglise keel, 151D, 151D
  14. Protein Data Bank, 19. oktoober 2016, inglise keel, 1DA9, 1DA9
  15. 15,0 15,1 UniChem
  16. Freebase Data Dumps, 28. oktoober 2013
  17. Integrated Authority File
  18. 18,0 18,1 18,2 18,3 18,4 18,5 18,6 PubChem, 17. november 2016, inglise keel, 31703, doxorubicin
  19. 19,0 19,1 ChEBI, 19. oktoober 2016, inglise keel, doxorubicin, 28748
  20. 20,0 20,1 OpenAlex, 26. jaanuar 2022, https://docs.openalex.org/download-snapshot/snapshot-data-format
  21. KBpedia, 9. juuli 2020
  22. ChEBI release 2020-09-01
  23. ChEBI release 2019-10-02
  24. International Chemical Identifier, InChI=1S/C27H29NO11/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/t10-,13-,15-,17-,22+,27-/m0/s1
  25. National Library of Israel Names and Subjects Authority File
  26. DrugBank, inglise keel, 17. november 2015, 00997, Doxorubicin
  27. IUPHAR/BPS Guide to PHARMACOLOGY, 17. november 2016, inglise keel, 7069, doxorubicin
  28. UMLS 2023, 25. mai 2023, inferred by common MeSH mappings on source and on Wikidata
  29. Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard
  30. ChemSpider, 17. november 2016, inglise keel, 29400, Doxorubicin
  31. GF WordNet
  32. Hazardous Substances Data Bank, 10. mai 2021, 28. oktoober 2019, DOXORUBICIN, 3070
  33. 33,0 33,1 33,2 33,3 Gene Ontology release 2019-11-16
  34. 34,0 34,1 inferred from InChI
  35. RxNorm, 42512, 14. veebruar 2018
  36. Characterization of the Streptomyces peucetius ATCC 29050 genes encoding doxorubicin polyketide synthase
  37. Expression of doxorubicin-daunorubicin resistance genes in different anthracycline-producing mutants of Streptomyces peucetius
  38. Identification and characterization of the afsR homologue regulatory gene from Streptomyces peucetius ATCC 27952.
  39. A bacterial analog of the mdr gene of mammalian tumor cells is present in Streptomyces peucetius, the producer of daunorubicin and doxorubicin
  40. Exploration of geosmin synthase from Streptomyces peucetius ATCC 27952 by deletion of doxorubicin biosynthetic gene cluster
  41. Enhancement of doxorubicin production by expression of structural sugar biosynthesis and glycosyltransferase genes in Streptomyces peucetius.
  42. Self-resistance mechanism in Streptomyces peucetius: overexpression of drrA, drrB and drrC for doxorubicin enhancement
  43. Isolation and genetic manipulation of the antibiotic down-regulatory gene, wblA ortholog for doxorubicin-producing Streptomyces strain improvement
  44. Superoxide dismutase (SOD) genes in Streptomyces peucetius: effects of SODs on secondary metabolites production.
  45. Enhancing macrolide production in Streptomyces by coexpressing three heterologous genes.
  46. Exploration of two epimerase homologs in Streptomyces peucetius ATCC 27952.
  47. The DrrAB efflux system of Streptomyces peucetius is a multidrug transporter of broad substrate specificity
  48. Switching antibiotics production on and off in actinomycetes by an IclR family transcriptional regulator from Streptomyces peucetius ATCC 27952.
  49. One-Pot Combinatorial Biosynthesis of Glycosylated Anthracyclines by Cocultivation of Streptomyces Strains Producing Aglycones and Nucleotide Deoxysugars.
  50. Complete genome sequence of Streptomyces peucetius ATCC 27952, the producer of anticancer anthracyclines and diverse secondary metabolites
  51. Implication of orphan histidine kinase (OhkAsp) in biosynthesis of doxorubicin and daunorubicin in Streptomyces peucetius ATCC 27952
  52. Isolation and characterization of a gene from Streptomyces sp. strain C5 that confers the ability to convert daunomycin to doxorubicin on Streptomyces lividans TK24
  53. Expression and characterization of DrrA and DrrB proteins of Streptomyces peucetius in Escherichia coli: DrrA is an ATP binding protein
  54. Minimal Streptomyces sp. strain C5 daunorubicin polyketide biosynthesis genes required for aklanonic acid biosynthesis
  55. Production of the antitumor drug epirubicin (4'-epidoxorubicin) and its precursor by a genetically engineered strain of Streptomyces peucetius
  56. The Streptomyces peucetius dpsY anddnrX Genes Govern Early and Late Steps of Daunorubicin and Doxorubicin Biosynthesis
  57. Purification, properties, and characterization of recombinant Streptomyces sp. strain C5 DoxA, a cytochrome P-450 catalyzing multiple steps in doxorubicin biosynthesis
  58. Doxorubicin overproduction in Streptomyces peucetius: cloning and characterization of the dnrU ketoreductase and dnrV genes and the doxA cytochrome P-450 hydroxylase gene
  59. Glucose kinases from Streptomyces peucetius var. caesius.
  60. NdgR, an IclR-like regulator involved in amino-acid-dependent growth, quorum sensing, and antibiotic production in Streptomyces coelicolor
  61. Precursor for biosynthesis of sugar moiety of doxorubicin depends on rhamnose biosynthetic pathway in Streptomyces peucetius ATCC 27952.
  62. Identification of the duplicated genes for S-adenosyl-l-methionine synthetase (metK1-sp and metK2-sp) in Streptomyces peucetius var. caesius ATCC 27952.
  63. Improvement in doxorubicin productivity by overexpression of regulatory genes in Streptomyces peucetius
  64. Enhanced doxorubicin production by Streptomyces peucetius using a combination of classical strain mutation and medium optimization
  65. The Streptomyces peucetius drrC gene encodes a UvrA-like protein involved in daunorubicin resistance and production
  66. Interspecies DNA microarray analysis identifies WblA as a pleiotropic down-regulator of antibiotic biosynthesis in Streptomyces
  67. Genome analyses of Streptomyces peucetius ATCC 27952 for the identification and comparison of cytochrome P450 complement with other Streptomyces
  68. Limitations in doxorubicin production from Streptomyces peucetius
  69. Isolation and characterization of stable mutants of Streptomyces peucetius defective in daunorubicin biosynthesis
  70. Halogenated Spirotetronates from Actinoallomurus
  71. A comprehensive genome-scale reconstruction of Escherichia coli metabolism--2011.
  72. Ixorapeptide I and ixorapeptide II, bioactive peptides isolated from Ixora coccinea
  73. Xanthomicrol is the main cytotoxic component of Dracocephalum kotschyii and a potential anti-cancer agent
  74. Cytotoxic Alkaloids from the Stem of Xylopia laevigata.
  75. Antioxidant and cell growth activities of beet root pomace extracts
  76. Development of a Streptomyces venezuelae-based combinatorial biosynthetic system for the production of glycosylated derivatives of doxorubicin and its biosynthetic intermediates
  77. Varitatin A, a Highly Modified Fatty Acid Amide from Penicillium variabile Cultured with a DNA Methyltransferase Inhibitor
  78. 78,0 78,1 Inducing Secondary Metabolite Production by Combined Culture of Talaromyces aculeatus and Penicillium variabile.
  79. Additional bioactive acetogenins, annomutacin and (2,4-trans and cis)-10R-annonacin-A-ones, from the leaves of Annona muricata
  80. New cytotoxic monotetrahydrofuran annonaceous acetogenins from Annona muricata
  81. Two new cytotoxic monotetrahydrofuran Annonaceous acetogenins, annomuricins A and B, from the leaves of Annona muricata
  82. Bioactive annonaceous acetogenins from the bark of Xylopia aromatica
  83. Cytotoxic Xanthone Derivatives from the Mangrove-Derived Endophytic Fungus Peniophora incarnata Z4
  84. Minor Pyranonaphthoquinones from the Apothecia of the Lichen Ophioparma ventosa
  85. Cytotoxic Microcolin Lipopeptides from the Marine Cyanobacterium Moorea producens
  86. Antitubercular Ilamycins from Marine-Derived Streptomyces atratus SCSIO ZH16 ΔilaR
  87. Bioactive ent-kaurene diterpenoids from Annona senegalensis
  88. Sinopestalotiollides A-D, cytotoxic diphenyl ether derivatives from plant endophytic fungus Pestalotiopsis palmarum
  89. Cyclotides from an extreme habitat: characterization of cyclic peptides from Viola abyssinica of the Ethiopian highlands
  90. 90,0 90,1 Quassinoids from Eurycoma longifolia
  91. Metabolites from the LichenOchrolechia parellaGrowing under Two Different Heliotropic Conditions⊥
  92. 92,0 92,1 Isolation of Isotrichophycin C and Trichophycins G-I from a Collection of Trichodesmium thiebautii
  93. Zinagrandinolides A-C, cytotoxic delta-elemanolide-type sesquiterpene lactones from Zinnia grandiflora
  94. 94,0 94,1 Cytotoxic Lanostanoids from Poria cocos
  95. Diterpene glycosides from the seeds of Pharbitis nil.
  96. Lovastatin Analogues from the Soil-Derived Fungus Aspergillus sclerotiorum PSU-RSPG178.
  97. Halogenated Sesquiterpenoids from the Red Alga Laurencia tristicha Collected in Taiwan.
  98. 98,0 98,1 Annomolin and annocherimolin, new cytotoxic annonaceous acetogenins from Annona cherimolia seeds
  99. Brocazines A-F, Cytotoxic Bisthiodiketopiperazine Derivatives from Penicillium brocae MA-231, an Endophytic Fungus Derived from the Marine Mangrove Plant Avicennia marina
  100. Quambalarine B, a Secondary Metabolite from Quambalaria cyanescens with Potential Anticancer Properties.
  101. Identification of key structural characteristics of Schisandra chinensis lignans involved in P-glycoprotein inhibition.
  102. Paecilosetin Derivatives as Potent Antimicrobial Agents from Isaria farinosa
  103. Non-geminal Aliphatic Dihalogenation Pattern in Dichlorinated Diaporthins from Hamigera fusca NRRL 35721
  104. Search for cell motility and angiogenesis inhibitors with potential anticancer activity: beauvericin and other constituents of two endophytic strains of Fusarium oxysporum
  105. Macrocyclic Trichothecene Mycotoxins from a Deadly Poisonous Mushroom, Podostroma cornu-damae
  106. A novel constituent from Rollinia mucosa, rollicosin, and a new approach to develop annonaceous acetogenins as potential antitumor agents
  107. Cytotoxic Naphthoquinone and Azaanthraquinone Derivatives from an Endophytic Fusarium solani
  108. Alstoniaphyllines A-C, unusual nitrogenous derivatives from the bark of Alstonia macrophylla
  109. Violapyrones A-G, α-pyrone derivatives from Streptomyces violascens isolated from Hylobates hoolock feces
  110. Meliponamycins: Antimicrobials from Stingless Bee-Associated Streptomyces sp
  111. Cytotoxic Dibohemamines D-F from a Streptomyces Species.
  112. Polyketides and Anthranilic Acid Possessing 6-Deoxy-α-l-talopyranose from a Streptomyces Species.
  113. Komodoquinone A, a Novel Neuritogenic Anthracycline, from Marine Streptomyces sp. KS3
  114. Cytotoxic Bagremycins from Mangrove-Derived Streptomyces sp. Q22.
  115. Bioactive Streptoglutarimides A-J from the Marine-Derived Streptomyces sp. ZZ741
  116. Cytotoxic and Noncytotoxic Metabolites from Teratosphaeria sp. FL2137, a Fungus Associated with Pinus clausa.
  117. Condensation of Macrocyclic Polyketides Produced by Penicillium sp. DRF2 with Mercaptopyruvate Represents a New Fungal Detoxification Pathway
  118. Hormonemate Derivatives from Dothiora sp., an Endophytic Fungus.
  119. Bioactive Alkaloids from the Actinomycete Actinoalloteichus sp. ZZ1866
  120. Chlorinated Dehydrocurvularins and Alterperylenepoxide A from Alternaria sp. AST0039, a Fungal Endophyte of Astragalus lentiginosus
  121. Cytotoxic Kendomycins Containing the Carbacylic Ansa Scaffold from the Marine-Derived Verrucosispora sp. SCSIO 07399
  122. Cytotoxic and Antibacterial Quinone Sesquiterpenes from a Myrothecium Fungus
  123. Cytotoxic p-Terphenyls from a Marine-Derived Nocardiopsis Species
  124. Polyhydroxy Cyclohexanols from a Dendrodochium sp. Fungus Associated with the Sea Cucumber Holothuria nobilis Selenka
  125. Chrysosporazines F-M: P-Glycoprotein Inhibitory Phenylpropanoid Piperazines from an Australian Marine Fish Derived Fungus, Chrysosporium sp. CMB-F294
  126. 126,0 126,1 Ikoamide, an Antimalarial Lipopeptide from an Okeania sp. Marine Cyanobacterium
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  128. 128,00 128,01 128,02 128,03 128,04 128,05 128,06 128,07 128,08 128,09 128,10 128,11 128,12 128,13 128,14 128,15 128,16 128,17 128,18 128,19 Drug Indications Extracted from FAERS, 2. oktoober 2018
  129. IUPHAR/BPS Guide to PHARMACOLOGY, 17. august 2016, 7069, inglise keel
  130. Open Targets Platform, 14. august 2023, https://platform.opentargets.org/drug/CHEMBL53463
  131. 131,0 131,1 N0000147829, 5. märts 2018, NDF-RT
  132. 132,0 132,1 Medical Subject Headings, 15. märts 2018, D004317
  133. N0000147829, 27. veebruar 2018, NDF-RT
  134. https://www.fda.gov/drugs/medication-errors-related-cder-regulated-drug-products/fda-name-differentiation-project, 2. september 2022