Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Diazooxonorleucine
RN: 157-03-9
UNII: 03J0H273KZ
InChIKey: YCWQAMGASJSUIP-YFKPBYRVSA-N

Note

  • An amino acid that inhibits phosphate-activated glutaminase and interferes with glutamine metabolism. It is an antineoplastic antibiotic produced by an unidentified species of Streptomyces from Peruvian soil. (From Merck Index, 11th ed)

Molecular Formula

  • C6-H9-N3-O3

Molecular Weight

  • 171.1551
 

Classification Codes

  • Antibiotics, Antineoplastic
  • Antimetabolites
  • Antimetabolites, Antineoplastic
  • Antineoplastic Agents
  • Drug / Therapeutic Agent
  • Mutation Data
  • Natural Product
  • Noxae
  • Reproductive Effect
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Diazooxonorleucine

MeSH Heading

  • Diazooxonorleucine

Synonyms

  • 4-04-00-03278 (Beilstein Handbook Reference)
  • 6-Diazo-5-oxo-L-norleucine
  • AI3-26441
  • BRN 1725815
  • DON
  • DON (pharmaceutical)
  • L-6-Diazo-5-oxonorleucine
  • L-DON
  • NSC 7365
  • UNII-03J0H273KZ

Systematic Names

  • L-Norleucine, 6-diazo-5-oxo- (9CI)
  • Norleucine, 6-diazo-5-oxo, L-

Registry Numbers

CAS Registry Number

  • 157-03-9

FDA UNII

  • 03J0H273KZ

Other Registry Numbers

  • 15440-70-7
  • 543-31-7
  • 945678-45-5

System Generated Number

  • 0000157039

Structure Descriptors

InChI

1S/C6H9N3O3/c7-5(6(11)12)2-1-4(10)3-9-8/h3,5H,1-2,7H2,(H,11,12)/t5-/m0/s1

InChIKey

YCWQAMGASJSUIP-YFKPBYRVSA-N

Smiles

[N+](=[N-])=CC(=O)CC[C@@H](C(=O)O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 220mg/kg (220mg/kg) GASTROINTESTINAL: PERITONITIS

LIVER: FATTY LIVER DEGERATION

GASTROINTESTINAL: OTHER CHANGES
Biochemical Pharmacology. Vol. 25, Pg. 1859, 1976.
mouse LD50 intravenous 76mg/kg (76mg/kg)   Antibiotics and Chemotherapy Vol. 6, Pg. 487, 1956.
mouse LD50 oral 197mg/kg (197mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
rat LD50 intracrebral > 200ug/kg (0.2mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 18, Pg. 760, 1966.
rat LD50 intraperitoneal 80mg/kg (80mg/kg)   Clinical Proceedings of the Children's Hospital of the District of Columbia. Vol. 18, Pg. 307, 1962.
rat LD50 unreported 76mg/kg (76mg/kg)   Journal of Endocrinology. Vol. 18, Pg. 204, 1959.