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Substance Name: Streptozocin [USAN:INN]
RN: 18883-66-4
UNII: 5W494URQ81
InChIKey: AGRCPNMCOXLKFO-BDVNFPICSA-N

Note

  • An antibiotic that is produced by Stretomyces achromogenes. It is used as an antineoplastic agent and to induce diabetes in experimental animals.

Molecular Formula

  • C8-H15-N3-O7

Molecular Weight

  • 265.2205
 

Classification Codes

Classification Codes

  • Antibiotics, Antineoplastic
  • Antineoplastic
  • Antineoplastic Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Reproductive Effect
  • Tumor Data

Superlist Classification Codes

  • Overall Carcinogenic Evaluation: Group 2B
  • Reasonably Anticipated to be a Carcinogen
  • Reportable Quantity (RQ) = 1 lb

Names and Synonyms

Name of Substance

  • Streptozocin
  • Streptozocin [USAN:INN]
  • Streptozotocin

MeSH Heading

  • Streptozocin

Synonyms

  • 2-Deoxy-2-(((methylnitrosoamino)carbonyl)amino)-D-glucopyranose
  • 2-Deoxy-2-(3-methyl-3-nitrosoureido)-alpha(and beta)-D-glucopyranose
  • 2-Deoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose
  • AI3-50821
  • CCRIS 562
  • D-Glucopyranose, 2-deoxy-2-(((methylnitrosoamino)carbonyl)amino)-
  • D-Glucose, 2-deoxy-2-(3-methyl-3-nitrosoureido)-
  • EINECS 242-646-8
  • Estreptozocina
  • Estreptozocina [INN-Spanish]
  • HSDB 5119
  • N-D-Glucosyl-(2)-N'-nitrosomethylharnstoff
  • N-D-Glucosyl-(2)-N'-nitrosomethylharnstoff [German]
  • N-D-Glucosyl-(2)-N'-nitrosomethylurea
  • NCI-C03167
  • NRRL 2697
  • NSC 37917
  • NSC 85998
  • NSC-85998
  • RCRA waste number U206
  • Streptozocin
  • Streptozocine
  • Streptozocine [INN-French]
  • Streptozocinium
  • Streptozocinium [Latin]
  • Streptozocinum
  • Streptozocinum [INN-Latin]
  • Streptozotocin
  • STRZ
  • STZ
  • U 9889
  • U-9889
  • UNII-5W494URQ81
  • Zanosar

Systematic Names

  • D-Glucopyranose, 2-deoxy-2-(((methylnitrosoamino)carbonyl)amino)-
  • D-Glucose, 2-deoxy-2-(((methylnitrosoamino)carbonyl)amino)-
  • D-Glucose, 2-deoxy-2-(((methylnitrosoamino)carbonyl)amino)- (9CI)
  • Glucopyranose, 2-deoxy-2-(3-methyl-3-nitrosoureido)-, D-
  • Streptozocin

Superlist Names

  • D-Glucose, 2-deoxy-2-(((methylnitrosoamino)carbonyl)amino)-
  • Glucopyranose, 2-deoxy-2-(3-methyl-3-nitrosoureido)-
  • RCRA waste no. U206
  • Streptozotocin

Registry Numbers

CAS Registry Number

  • 18883-66-4

FDA UNII

  • 5W494URQ81

Other Registry Numbers

  • 11006-80-7
  • 132769-73-4
  • 37793-00-3

System Generated Number

  • 0018883664

Structure Descriptors

InChI

1S/C8H15N3O7/c1-11(10-18)8(17)9-4(2-12)6(15)7(16)5(14)3-13/h2,4-7,13-16H,3H2,1H3,(H,9,17)/t4-,5+,6+,7+/m0/s1

InChIKey

AGRCPNMCOXLKFO-BDVNFPICSA-N

Smiles

CN(N=O)C(=O)N[C@@H](C=O)[C@@H](O)[C@H](O)[C@H](O)CO

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 50mg/kg (50mg/kg)   Journal of Medicinal Chemistry. Vol. 19, Pg. 918, 1976.
human TDLo intravenous 1044mg/kg/5D (1044mg/kg) KIDNEY, URETER, AND BLADDER: OTHER CHANGES

LIVER: LIVER FUNCTION TESTS IMPAIRED

GASTROINTESTINAL: NAUSEA OR VOMITING
Cancer Vol. 34, Pg. 993, 1974.
monkey LDLo intravenous 80mg/kg (80mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Drug and Chemical Toxicology. Vol. 3, Pg. 201, 1980.
mouse LD50 intraperitoneal 360mg/kg (360mg/kg)   Journal of Medicinal Chemistry. Vol. 19, Pg. 918, 1976.
mouse LD50 intravenous 275mg/kg (275mg/kg)   Journal of Medicinal Chemistry. Vol. 19, Pg. 918, 1976.
mouse LD50 parenteral 264mg/kg (264mg/kg)   Cancer Chemotherapy Reports. Vol. 48, Pg. 1, 1965.
mouse LD50 subcutaneous 335mg/kg (335mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
rat LD50 intravenous 138mg/kg (138mg/kg)   Cancer Chemotherapy Reports. Vol. 29, Pg. 91, 1963.
women LDLo intravenous 440mg/kg/65W- (440mg/kg) KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM DUODENUM
Gut. Vol. 12, Pg. 717, 1971.
women TDLo intravenous 13513ug/kg (13.513mg/kg)   New England Journal of Medicine. Vol. 311, Pg. 798, 1984.
women TDLo intravenous 13513ug/kg (13.513mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

BEHAVIORAL: TOXIC PSYCHOSIS
New England Journal of Medicine. Vol. 311, Pg. 798, 1984.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 115 deg C   EXP
log P (octanol-water) -1.45E+00 (none)   EXP
Water Solubility 5070 mg/L 25 EST
Vapor Pressure 1.74E-12 mm Hg 25 EST
Henry's Law Constant 7.85E-22 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.08E-10 cm3/molecule-sec 25 EST

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