N-[(2S,3R)-3-Amino-2-hydroxy-1-oxo-4-phenylbutyl]-L-leucine N-[(2S,3R)-3-氨基-2-羟基-4-苯丁酰]-L-亮氨酸

CAS 58970-76-6 MFCD00083262

化学结构图

58970-76-6
SMILES: CC(C)C[C@H](NC(=O)[C@@H](O)[C@H](N)CC1C=CC=CC=1)C(O)=O

化学属性

Mol. FormulaC16H24N2O4
Mol. Weight308.38
Melting Point245 °C (dec.) (lit.)

别名和识别编码

Chemical NameN-[(2S,3R)-3-Amino-2-hydroxy-1-oxo-4-phenylbutyl]-L-leucine
Synonym Bestatin N-[(2S,3R)-3-氨基-2-羟基-4-苯基丁酰基]-L-亮氨酸 3-(R)-Amino-2-(S)-hydroxy-4-phenylbutanoyl-(S)-leucine NK 421 ([2S,3R]-3-氨基-2-羟基-4-苯基丁酰基)-L-亮氨酸 Ubenimex
MDL NumberMFCD00083262
PubChem Substance ID24871835
EC Number261-529-2
CAS Number58970-76-6
Chemical Name TranslationN-[(2S,3R)-3-氨基-2-羟基-4-苯丁酰]-L-亮氨酸
Wiswesser Line Notation1Y1&1YVQMVYQYZ1R
Beilstein Registry Number4704312
Reaxys-RN4704312
Merck Number9842
LabNetwork Molecule IDLN01253476
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分类

  • {SNA} A to C, A-AM, Aminopeptidase N, Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology, Chemical Biology, Chemical Synthesis, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Enzymes, Inhibitors, and Substrates, Leucine Derivatives,

相关文献及参考

  • [2]. Qian X, et al. Inhibition of p38 MAPK Phosphorylation Is Critical for Bestatin to Enhance ATRA-Induced Cell Differentiation in Acute Promyelocytic Leukemia NB4 Cells. Am J Ther. 2016 May-Jun;23(3):e680-9.
  • [3]. Lis M, et al. The effects of bestatin on humoral response to sheep erythrocytes in non-treated and cyclophosphamide-immunocompromised mice. Immunopharmacol Immunotoxicol. 2013 Feb;35(1):133-8
  • [4]. Poloz Y, et al. Bestatin inhibits cell growth, cell division, and spore cell differentiation in Dictyostelium discoideum. Eukaryot Cell. 2012 Apr;11(4):545-57
  • [1]. Hossain A, et al. Protective effects of bestatin in the retina of streptozotocin-induced diabetic mice. Exp Eye Res. 2016 Aug;149:100-6
  • [1]. Hossain A, et al. Protective effects of bestatin in the retina of streptozotocin-induced diabetic mice. Exp Eye Res. 2016 Aug;149:100-6
  • [2]. Qian X, et al. Inhibition of p38 MAPK Phosphorylation Is Critical for Bestatin to Enhance

安全信息

WGK Germany3
RTECSOH2915000
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 780 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Skin and Appendages - hair
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
   JJANAX Japanese Journal of Antibiotics.  (Japan Antibiotics Research Assoc.,
   2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan)  V.21-    1968-
   Volume(issue)/page/year: 36,2971,1983

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1900 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Skin and Appendages - hair
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
   JJANAX Japanese Journal of Antibiotics.  (Japan Antibiotics Research Assoc.,
   2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan)  V.21-    1968-
   Volume(issue)/page/year: 36,2971,1983

TYPE OF TEST            : LD - Lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >4 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JJANAX Japanese Journal of Antibiotics.  (Japan Antibiotics Research Assoc.,
   2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan)  V.21-    1968-
   Volume(issue)/page/year: 36,2971,1983

TYPE OF TEST            : LD - Lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : >1200 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JJANAX Japanese Journal of Antibiotics.  (Japan Antibiotics Research Assoc.,
   2-20-8 Kamiosaki, Shinag

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1250 mg/kg
SEX/DURATION            : female 16-20 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - extra-embryonic structures
   (e.g., placenta, umbilical cord)
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   HMMRA2 Hormone and Metabolic Research.  (Georg Thieme Verlag, Postfach 732,
   D-7000 Stuttgart 1, Fed. Rep. Ger.)  V.1-    1969- Volume(issue)/page/year:
   21,366,1989

系列性分类

  1. Chemical Synthesis 化学合成
  2. Chemical Biology 生物化学
  3. Peptide Chemistry 多肽化学
  4. Unnatural Amino Acid Derivatives 人工合成氨基酸
  5. Leucine Derivatives - Unnatural Amino Acid Derivatives
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Aminopeptidase
  1. Medical Research Areas
  2. Metabolism
  3. Aminopeptidase  (氨肽酶)

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