Ubenimex

Source: Wikipedia, the free encyclopedia.
Ubenimex[1]
Names
IUPAC name
N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutanoyl]-L-leucine
Systematic IUPAC name
(2S)-2-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanoic acid
Other names
Bestatin; N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine
Identifiers
3D model (
JSmol
)
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard
 100.055.917 Edit this at Wikidata
EC Number
  • 261-529-2
KEGG
UNII
  • 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
    Key: VGGGPCQERPFHOB-RDBSUJKOSA-N
  • CC(C)C[C@@H](C(=O)O)NC(=O)[C@H]([C@@H](CC1=CC=CC=C1)N)O
Properties
C16H24N2O4
Molar mass 308.378 g·mol−1
Melting point 245 °C (473 °F; 518 K) (decomposes)
Hazards
GHS labelling:[2]
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ubenimex (

acute myelocytic leukemia[8] and lymphedema.[9]
It is derived from
Streptomyces olivoreticuli.[10] Ubenimex has been found to inhibit the enzymatic degradation of oxytocin, vasopressin, enkephalins, and various other peptides and compounds.[citation needed
]

Crystal structure of ubenimex
Crystal structure of ubenimex in the binding pocket of leukotriene A4 hydrolase. Rendered from PDB 1HS6.

See also

References

  1. ^ N-((2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl)-L-leucine at Sigma-Aldrich
  2. ^ "Ubenimex". pubchem.ncbi.nlm.nih.gov. Retrieved 12 December 2021.
  3. PMID 931798
    .
  4. PMID 8043014
    .
  5. PMID 10374877
    .
  6. PMID 10985965
    .
  7. S2CID 28486489
    .
  8. PMID 12938265
    .
  9. PMID 28490670
    .
  10. PMID 16216010
    .

External links
Retrieved from "https://en.wikipedia.org/w/index.php?title=Ubenimex&oldid=1175852530"