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Substance Name: Carubicin [INN]
RN: 50935-04-1
UNII: E7437K3983
InChIKey: XREUEWVEMYWFFA-CSKJXFQVSA-N

Note

  • A very toxic anthracycline-type antineoplastic related to DAUNORUBICIN, obtained from Actinomadura carminata.

Molecular Formula

  • C26-H27-N-O10

Molecular Weight

  • 513.4963
 

Classification Codes

  • Antibiotics, Antineoplastic
  • Antineoplastic Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Mutation Data
  • Topoisomerase II Inhibitors
  • Topoisomerase Inhibitors
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Names and Synonyms

Name of Substance

  • Carubicin [INN]

MeSH Heading

  • Carubicin

Synonyms

  • (1S,3S)-3-Acetyl-1,2,3,4,6,11-hexahydro-3,5,10,12-tetrahydroxy-6,11-dioxo-1-naphthacenyl-3-amino-2,3,6-tridesoxy-alpha-L-lyxo-hexopyranosid
  • Carminomicin I
  • Carminomycin
  • Carminomycin I
  • Carubicin
  • Carubicina
  • Carubicina [INN-Spanish]
  • Carubicine
  • Carubicine [INN-French]
  • Carubicinum
  • Carubicinum [INN-Latin]
  • CCRIS 6185
  • Karminomitsin
  • NSC-180024
  • UNII-E7437K3983

Systematic Name

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

Registry Numbers

CAS Registry Number

  • 50935-04-1

FDA UNII

  • E7437K3983

System Generated Number

  • 0050935041

Structure Descriptors

InChI

1S/C26H27NO10/c1-9-21(30)13(27)6-16(36-9)37-15-8-26(35,10(2)28)7-12-18(15)25(34)20-19(23(12)32)22(31)11-4-3-5-14(29)17(11)24(20)33/h3-5,9,13,15-16,21,29-30,32,34-35H,6-8,27H2,1-2H3/t9-,13-,15-,16-,21+,26-/m0/s1

InChIKey

XREUEWVEMYWFFA-CSKJXFQVSA-N

Smiles

C[C@@H]1O[C@H](C[C@H](N)[C@@H]1O)O[C@H]2C[C@@](O)(Cc3c(O)c4C(=O)c5cccc(O)c5C(=O)c4c(O)c23)C(=O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1100ug/kg (1.1mg/kg)   Antibiotiki. Vol. 29, Pg. 666, 1984.
mouse LD50 intravenous 3400ug/kg (3.4mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: TREMOR
Antibiotiki. Vol. 28, Pg. 90, 1983.
mouse LD50 oral 7250ug/kg (7.25mg/kg)   Antibiotiki. Vol. 28, Pg. 90, 1983.
mouse LD50 oral 7250ug/kg (7.25mg/kg) BEHAVIORAL: TREMOR

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Antibiotiki. Vol. 28, Pg. 90, 1983.
mouse LD50 subcutaneous 3800ug/kg (3.8mg/kg)   Antibiotiki. Vol. 19, Pg. 57, 1974.
mouse LD50 subcutaneous 3800ug/kg (3.8mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Antibiotiki. Vol. 19, Pg. 57, 1974.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 2.400 (none)   EST
Atmospheric OH Rate Constant 1.46E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.