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Substance Name: Cycloleucine
RN: 52-52-8
UNII: 0TQU7668EI
InChIKey: NILQLFBWTXNUOE-UHFFFAOYSA-N

Note

  • An amino acid formed by cyclization of leucine. It has cytostatic, immunosuppressive and antineoplastic activities.

Molecular Formula

  • C6-H11-N-O2

Molecular Weight

  • 129.1579
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
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Names and Synonyms

Name of Substance

  • Cycloleucine

MeSH Heading

  • Cycloleucine

Synonyms

  • 1-Amino-cyclopentanecarboxylic acid
  • 1-Aminocyclopentane-1-carboxylic acid
  • 4-14-00-00974 (Beilstein Handbook Reference)
  • ACP
  • ACPC
  • AI3-26442
  • BRN 0636626
  • CB 1639
  • Cycloleucin
  • Cycloleucine
  • Cyclopentanecarboxylic acid, 1-amino-
  • Cyclopentanecarboxylic acid, 1-amino-, L-
  • EINECS 200-144-6
  • HSDB 5195
  • NSC 1026
  • UNII-0TQU7668EI
  • WR 14,997
  • X 201

Systematic Names

  • 1-Aminocyclopentane-1-carboxylic acid
  • Cyclopentanecarboxylic acid, 1-amino-

Registry Numbers

CAS Registry Number

  • 52-52-8

FDA UNII

  • 0TQU7668EI

Other Registry Number

  • 15313-85-6

System Generated Number

  • 0000052528

Structure Descriptors

InChI

1S/C6H11NO2/c7-6(5(8)9)3-1-2-4-6/h1-4,7H2,(H,8,9)

InChIKey

NILQLFBWTXNUOE-UHFFFAOYSA-N

Smiles

C1(C(=O)O)(CCCC1)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 4gm/kg (4000mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 469, 1971.
dog LD50 intravenous 300mg/kg (300mg/kg)   Journal of Medicinal and Pharmaceutical Chemistry. Vol. 3, Pg. 1, 1961.
dog LD50 oral 300mg/kg (300mg/kg)   Journal of Medicinal and Pharmaceutical Chemistry. Vol. 3, Pg. 1, 1961.
guinea pig LD50 oral 140mg/kg (140mg/kg)   Journal of Medicinal and Pharmaceutical Chemistry. Vol. 3, Pg. 1, 1961.
human TDLo oral 60mg/kg (60mg/kg) BEHAVIORAL: ANOREXIA (HUMAN

GASTROINTESTINAL: NAUSEA OR VOMITING
Journal of Medicinal and Pharmaceutical Chemistry. Vol. 3, Pg. 1, 1961.
mouse LD50 intraperitoneal 119mg/kg (119mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
mouse LD50 oral 309mg/kg (309mg/kg)   Journal of Medicinal and Pharmaceutical Chemistry. Vol. 3, Pg. 1, 1961.
mouse LD50 subcutaneous 375mg/kg (375mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
quail LD50 oral > 316mg/kg (316mg/kg)   Ecotoxicology and Environmental Safety. Vol. 6, Pg. 149, 1982.
rat LD50 intravenous 340mg/kg (340mg/kg)   Journal of Medicinal and Pharmaceutical Chemistry. Vol. 3, Pg. 1, 1961.
rat LD50 oral 290mg/kg (290mg/kg)   Journal of Medicinal and Pharmaceutical Chemistry. Vol. 3, Pg. 1, 1961.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 330 dec deg C   EXP
pKa Dissociation Constant 2.62 (none)   EXP
log P (octanol-water) -2.28E+00 (none)   EXP
Water Solubility 5.00E+04 mg/L 25 EXP
Vapor Pressure 2.63E-09 mm Hg 25 EST
Henry's Law Constant 1.54E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.51E-11 cm3/molecule-sec 25 EST

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