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Substance Name: Ubenimex [INN:JAN]
RN: 58970-76-6
UNII: I0J33N5627
InChIKey: VGGGPCQERPFHOB-RDBSUJKOSA-N

Note

  • Growth inhibitor.

Molecular Formula

  • C16-H24-N2-O4

Molecular Weight

  • 308.376
 

Classification Codes

  • Adjuvants, Immunologic
  • Anti-Bacterial Agents
  • Anti-HIV Agents
  • Anti-Infective Agents
  • Anti-Retroviral Agents
  • Antibiotics, Antineoplastic
  • Antineoplastic Agents
  • Antiviral Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Immunologic Factors
  • Natural Product
  • Protease Inhibitors
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Ubenimex
  • Ubenimex [INN:JAN]

Synonyms

  • (-)-N-((2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl)-L-leucine
  • 3-(R)-Amino-2-(S)-hydroxy-4-phenylbutanoyl-(S)-leucine
  • Bestatin
  • BRN 4704312
  • EINECS 261-529-2
  • NK 421
  • NSC 265489
  • Ubenimex
  • Ubenimexum
  • Ubenimexum [Latin]
  • UNII-I0J33N5627

Systematic Names

  • (-)-N-((2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl)-L-leucine
  • (3-Amino-2-hydroxy-4-phenylbutanoyl)-L-leucine
  • (S-(R*,S*))-N-(3-Amino-2-hydroxy-4-phenylbutyroyl)-L-leucine
  • L-Leucine, N-(3-amino-2-hydroxy-1-oxo-4-phenylbutyl)-, (S-(R*,S*))-

Registry Numbers

CAS Registry Number

  • 58970-76-6

FDA UNII

  • I0J33N5627

System Generated Number

  • 0058970766

Structure Descriptors

InChI

InChI=1S/C16H24N2O4/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11/h3-7,10,12-14,19H,8-9,17H2,1-2H3,(H,18,20)(H,21,22)/t12-,13+,14+/m1/s1

InChIKey

VGGGPCQERPFHOB-RDBSUJKOSA-N

Smiles

CC(C)C[C@H](NC(=O)[C@@H](O)[C@H](N)Cc1ccccc1)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 1200mg/kg (1200mg/kg)   Japanese Journal of Antibiotics. Vol. 36, Pg. 2971, 1983.
mouse LD oral > 4gm/kg (4000mg/kg)   Japanese Journal of Antibiotics. Vol. 36, Pg. 2971, 1983.
mouse LD50 intraperitoneal 190mg/kg (190mg/kg)   Japanese Journal of Antibiotics. Vol. 36, Pg. 2971, 1983.
mouse LD50 intraperitoneal 190mg/kg (190mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Japanese Journal of Antibiotics. Vol. 36, Pg. 2971, 1983.
mouse LD50 subcutaneous 1300mg/kg (1300mg/kg)   Japanese Journal of Antibiotics. Vol. 36, Pg. 2971, 1983.
mouse LD50 subcutaneous 1300mg/kg (1300mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Japanese Journal of Antibiotics. Vol. 36, Pg. 2971, 1983.
rat LD oral > 2gm/kg (2000mg/kg)   Japanese Journal of Antibiotics. Vol. 36, Pg. 2971, 1983.
rat LD50 intraperitoneal 780mg/kg (780mg/kg)   Japanese Journal of Antibiotics. Vol. 36, Pg. 2971, 1983.
rat LD50 intraperitoneal 780mg/kg (780mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Japanese Journal of Antibiotics. Vol. 36, Pg. 2971, 1983.
rat LD50 subcutaneous 1900mg/kg (1900mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER		 Japanese Journal of Antibiotics. Vol. 36, Pg. 2971, 1983.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 234.5 deg C   EXP
log P (octanol-water) 0.180 (none)   EST
Atmospheric OH Rate Constant 1.37E-10 cm3/molecule-sec 25 EST

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