Important Announcement

X

ChemIDplus is moving to PubChem in December 2022.
Please see the NLM Technical Bulletin article for more information.

Skip Navigation
ChemIDplus LiteBrowseAdvanced

Substance Name: Daunorubicin hydrochloride [USAN:USP:JAN]
RN: 23541-50-6
UNII: UD984I04LZ
InChIKey: GUGHGUXZJWAIAS-QQYBVWGSSA-N

Note

  • A very toxic anthracycline aminoglycoside antineoplastic isolated from Streptomyces peucetius and others, used in treatment of LEUKEMIA and other NEOPLASMS.

Molecular Formula

  • C27-H29-N-O10.Cl-H

Molecular Weight

  • 563.984
 

Classification Codes

  • Antineoplastic
  • Drug / Therapeutic Agent
  • Mutation Data
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Daunorubicin hydrochloride [USAN:USP:JAN]

Synonyms

  • (1S,3S)-3-Acetyl-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1-naphthacenyl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside hydrochloride
  • 5,12-Naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl))oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)-, hydrochloride
  • AI3-44887
  • CCRIS 915
  • Cerubidine
  • Daunoblastin
  • Daunoblastina
  • Daunomycin chlorohydrate
  • Daunomycin hydrochloride
  • Daunorubicin HCl
  • Daunorubicin hydrochloride
  • Daunoxome
  • EINECS 245-723-4
  • FI 6339 [as the base]
  • NDC 0082-4155
  • NSC 82151
  • Ondena
  • RP 13057 hydrochloride
  • RP 13057 [as the base]
  • Rubidomycin hydrochloride
  • Rubomycin
  • UNII-UD984I04LZ

Systematic Names

  • 5,12-Naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trhydroxy-1-methoxy-, hydrochloride, (8S,10S)-
  • 5,12-Naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)-, hydrochloride
  • 5,12-Naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, hydrochloride, (8S,10S)-
  • Daunomycin, hydrochloride
  • Daunorubicin hydrochloride

Superlist Name

  • Daunorubicin hydrochloride

Registry Numbers

CAS Registry Number

  • 23541-50-6

FDA UNII

  • UD984I04LZ

Other Registry Number

  • 52471-42-8

System Generated Number

  • 0023541506

Molecular Formulas

Molecular Formula

  • C27-H29-N-O10.Cl-H

Molecular Formula Fragments

  • C27-H29-N-O10
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C27H29NO10.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;/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3;1H/t10-,14-,16-,17-,22+,27-;/m0./s1

InChIKey

GUGHGUXZJWAIAS-QQYBVWGSSA-N

Smiles

Cl.COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(=O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intramuscular 23300ug/kg (23.3mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 21, Pg. 359, 1979.
mouse LD50 intraperitoneal 3050ug/kg (3.05mg/kg)   Drugs in Japan Vol. 6, Pg. 437, 1982.
mouse LD50 intravenous 50mg/kg (50mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 693, 1967.
mouse LD50 oral 205mg/kg (205mg/kg)   Drugs in Japan Vol. 6, Pg. 437, 1982.
mouse LD50 subcutaneous 28800ug/kg (28.8mg/kg)   Drugs in Japan Vol. 6, Pg. 437, 1982.
rat LD50 intramuscular 27900ug/kg (27.9mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 21, Pg. 359, 1979.
rat LD50 intraperitoneal 14300ug/kg (14.3mg/kg)   Drugs in Japan Vol. 6, Pg. 437, 1982.
rat LD50 intravenous 14300ug/kg (14.3mg/kg)   Drugs in Japan Vol. 6, Pg. 437, 1982.
rat LD50 oral 290mg/kg (290mg/kg)   Drugs in Japan Vol. 6, Pg. 437, 1982.
rat LD50 subcutaneous 33200ug/kg (33.2mg/kg)   Drugs in Japan Vol. 6, Pg. 437, 1982.