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Doxorubicin (CUI C0013089) Suggest changes to this concept
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Terms & Properties

Concept Unique Identifier (CUI): C0013089

NCI Thesaurus Code: C456  (see NCI Thesaurus info)

Semantic Type: Pharmacologic Substance

Semantic Type: Organic Chemical

NCIt Definition: An anthracycline antibiotic with antineoplastic activity. Doxorubicin, isolated from the bacterium Streptomyces peucetius var. caesius, is the hydroxylated congener of daunorubicin. Doxorubicin intercalates between base pairs in the DNA helix, thereby preventing DNA replication and ultimately inhibiting protein synthesis. Additionally, doxorubicin inhibits topoisomerase II which results in an increased and stabilized cleavable enzyme-DNA linked complex during DNA replication and subsequently prevents the ligation of the nucleotide strand after double-strand breakage. Doxorubicin also forms oxygen free radicals resulting in cytotoxicity secondary to lipid peroxidation of cell membrane lipids; the formation of oxygen free radicals also contributes to the toxicity of the anthracycline antibiotics, namely the cardiac and cutaneous vascular effects.

NCI-GLOSS Definition: A drug that is used to treat many types of cancer and is being studied in the treatment of other types of cancer. Doxorubicin comes from the bacterium Streptomyces peucetius. It damages DNA and may kill cancer cells. It is a type of anthracycline antitumor antibiotic.

CSP Definition: antineoplastic antibiotic obtained from Streptomyces peucetius; a hydroxy derivative of daunorubicin.

MSH Definition: Antineoplastic antibiotic obtained from Streptomyces peucetius. It is a hydroxy derivative of DAUNORUBICIN.

NPO Definition: An anthracycline which is (1S,3S)-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-trideoxy-?-L-lyxo-hexopyranoside. It has a parent hydride, tetracene, and has substructures that classify it as a deoxy hexoside, and a quinone.

Synonyms & Abbreviations: (see Synonym Details)
(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
(8S-cis)-10-[(3-Amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroacetyl)-1-methoxy-5,12-naphthacenedione
(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
14-hydroxydaunomycin
14-hydroxydaunorubicine
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-(hydroxyacetyl)-1-methoxy-, (8S-cis)-
Adriablastin
adriamycin
Doxorubicin (substance)
Doxorubicin [Chemical/Ingredient]
Doxorubicine
Doxorubicinum
doxorubicin
Hydroxyl Daunorubicin
Hydroxyldaunorubicin
Product containing doxorubicin (medicinal product)
Product containing doxorubicin

External Source Codes: 
NCI Thesaurus Code C456 (see NCI Thesaurus info)
CAS Registry Number 23214-92-8 (see NLM ChemIDplus info)
FDA UNII Code 80168379AG

Other Properties: Property Definitions
Name Value Source
ACTIVE 1 SNOMEDCT_US
AQL AA AD AE AG AI AN BI BL CF CH CL CS CT EC HI IM IP ME PD PK PO RE SD ST TO TU UR MSH
CASE_SIGNIFICANCE_ID 900000000000448009 SNOMEDCT_US
CHARACTERISTIC_TYPE_ID 900000000000011006 SNOMEDCT_US
CHEBI_ID CHEBI:28748 NCI
Chemical_Formula C27H29NO11 NCI
CODE NPO_788 NPO
Contributing_Source FDA NCI
CTV3ID x01Ae SNOMEDCT_US
CTV3ID XUW1H SNOMEDCT_US
DB_XR_ID CHEBI:28748 NPO
DC 1 MSH
DEFINITION_STATUS_ID 900000000000074008 SNOMEDCT_US
DID 0192-2072 CSP
DX 19730101 MSH
EFFECTIVE_TIME 20020131 SNOMEDCT_US
EFFECTIVE_TIME 20020731 SNOMEDCT_US
FDA_UNII_CODE 80168379AG DRUGBANK
FDA_UNII_CODE 80168379AG NDFRT
HN 78(73) MSH
LEVEL Ingredient NDFRT
MDA 19990101 MSH
MESH_DEFINITION Antineoplastic antibiotic obtained from Streptomyces peucetius. It is a hydroxy derivative of DAUNORUBICIN. NDFRT
MESH_DUI D004317 NDFRT
MESH_NAME Doxorubicin NDFRT
MESH_UI M0006784 NDFRT
MMR 20160705 MSH
MN D02.455.426.559.847.562.050.200.175 MSH
MN D04.615.562.050.200.175 MSH
MN D09.408.051.059.200.175 MSH
MODIFIER_ID 900000000000451002 SNOMEDCT_US
NDFRT_KIND DRUG_KIND NDFRT
NDFRT_KIND INGREDIENT_KIND NDFRT
NUI N0000006795 NDFRT
NUI N0000147829 NDFRT
PA D000903 MSH
PA D059005 MSH
PM 78; see ADRIAMYCIN 1973-77 MSH
RDF_ID CHEBI_28748 NPO
RN 80168379AG MSH
RR 23214-92-8 (Doxorubicin) MSH
RR 25316-40-9 (HCl) MSH
RR 82F2G7BL4E MSH
RXAUI 109630 RXNORM
RXAUI 2070304 RXNORM
RXAUI 3094040 RXNORM
RXAUI 3142670 RXNORM
RXAUI 3142671 RXNORM
RXAUI 3149090 RXNORM
RXAUI 3149093 RXNORM
RXAUI 3728914 RXNORM
RXAUI 6395285 RXNORM
RXAUI 6396214 RXNORM
RXCUI 3639 RXNORM
SID APRD00185 DRUGBANK
SOS anticancer drug that inhibits protein activity related to DNA synthesis NPO
SPL_SET_ID 00634b2b-4e48-4178-8877-28582af894ad MTHSPL
SPL_SET_ID 0f153c1e-efce-4276-8273-d9e4c8455d16 MTHSPL
SPL_SET_ID 102358dc-2109-4829-b333-b99417334e39 MTHSPL
SPL_SET_ID 1d5beebf-77f3-47ca-a9a1-5f64f42fed07 MTHSPL
SPL_SET_ID 1fd148fb-0fbc-4b6f-b790-23546fb46a71 MTHSPL
SPL_SET_ID 201037df-9a76-4d0b-9c2b-aba6b74e8dc2 MTHSPL
SPL_SET_ID 21d9c619-7e94-49e2-ac41-31e9ea96554a MTHSPL
SPL_SET_ID 21dea217-18e8-431a-8445-3b9d2871aed3 MTHSPL
SPL_SET_ID 33ddfdb1-b4bc-464d-a186-49c4b156279f MTHSPL
SPL_SET_ID 5f71f79a-4f14-472d-b982-e28c3ce8f972 MTHSPL
SPL_SET_ID 6bcde92b-e584-4919-866a-68847ea201ba MTHSPL
SPL_SET_ID 939cfd5f-a496-43b3-a883-dbf4651310d4 MTHSPL
SPL_SET_ID ae80bd3a-b99a-4e01-a444-b9d05687f00e MTHSPL
SPL_SET_ID b4a04cb3-5301-4bbb-9544-43e2e778ecd3 MTHSPL
SPL_SET_ID c40405d1-e70c-40d3-be44-f6815b1fe45a MTHSPL
SPL_SET_ID e0349f98-42fa-4003-b6d8-a1db1401b0ef MTHSPL
SPL_SET_ID fbc48fa5-0bfb-4957-b13c-a56bb7a13b56 MTHSPL
SUBSET_MEMBER 900000000000497000~MAPTARGET~x01Ae SNOMEDCT_US
SUBSET_MEMBER 900000000000497000~MAPTARGET~XUW1H SNOMEDCT_US
SUBSET_MEMBER 900000000000508004~ACCEPTABILITYID~900000000000548007 SNOMEDCT_US
SUBSET_MEMBER 900000000000508004~ACCEPTABILITYID~900000000000549004 SNOMEDCT_US
SUBSET_MEMBER 900000000000509007~ACCEPTABILITYID~900000000000548007 SNOMEDCT_US
SUBSET_MEMBER 900000000000509007~ACCEPTABILITYID~900000000000549004 SNOMEDCT_US
TERMUI T013191 MSH
TH BAN (19XX) MSH
TH FDA SRS (2014) MSH
TH INN (19XX) MSH
TH NLM (2014) MSH
TH USAN (1973) MSH
TYPE_ID 900000000000003001 SNOMEDCT_US
TYPE_ID 900000000000013009 SNOMEDCT_US
UI1_HAS_ROLE payload agent role~NPO_635 NPO
VANDF_RECORD 50.416^2356^Active/Master NDFRT
VANDF_RECORD 50.6^428^Active/Master NDFRT
VUID 4019737 NDFRT

Additional Concept Data:  (none)

URL to Bookmark: https://ncim-stage.nci.nih.gov/ncimbrowser/ConceptReport.jsp?dictionary=NCI Metathesaurus&code=C0013089

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