Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Anthramycin [USAN]
RN: 4803-27-4
UNII: 0WZD9Y66WN
InChIKey: VGQOVCHZGQWAOI-YQRHFANHSA-N

Note

  • A broad-spectrum spectrum antineoplastic antibiotic isolated from Streptomyces refuineus var. thermotolerans. It has low toxicity, some activity against Trichomonas and Endamoeba, and inhibits RNA and DNA synthesis. It binds irreversibly to DNA.

Molecular Formula

  • C16-H17-N3-O4

Molecular Weight

  • 315.3273
 

Classification Codes

  • Antibiotics, Antineoplastic
  • Antineoplastic
  • Antineoplastic Agents
  • 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

  • Anthramycin
  • Anthramycin [USAN]
  • Antramycin [INN]

MeSH Heading

  • Anthramycin

Synonyms

  • (E)-5,10,11,11a-Tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-1H-pyrrolo(2,1-c)(1,4)-benzodiazepine-2-acrylamide
  • 2-Propenamide, 3-(5,10,11,11a-tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-1H-pyrrolo(2,1-c)(1,4)benzodiazepin-2-yl)-, (E)-
  • Anthramycin
  • Antramicina
  • Antramicina [INN-Spanish]
  • Antramycin
  • Antramycine
  • Antramycine [INN-French]
  • Antramycinum
  • Antramycinum [INN-Latin]
  • Ro 5-9000
  • UNII-0WZD9Y66WN

Systematic Names

  • 1H-Pyrrolo(2,1-c)(1,4)benzodiazepine-2-acrylamide, 5,10,11,11a-tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-, (E)-
  • 2-Propenamide, 3-(5,10,11,11a-tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-1H-pyrrolo(2,1-c)(1,4)benzodiazepin-2-yl)-, (E)-

Registry Numbers

CAS Registry Number

  • 4803-27-4

FDA UNII

  • 0WZD9Y66WN

System Generated Number

  • 0004803274

Structure Descriptors

InChI

1S/C16H17N3O4/c1-8-2-4-10-13(14(8)21)18-15(22)11-6-9(3-5-12(17)20)7-19(11)16(10)23/h2-5,7,11,15,18,21-22H,6H2,1H3,(H2,17,20)/b5-3+/t11-,15+/m0/s1

InChIKey

VGQOVCHZGQWAOI-YQRHFANHSA-N

Smiles

N12[C@@H](CC(=C2)\C=C\C(N)=O)[C@@H](Nc2c(C1=O)ccc(c2O)C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 650ug/kg (0.65mg/kg)   Toxicology Letters. Vol. 18, Pg. 337, 1983.