Structure via PubChem · Public domain (PubChem)
acivicin
Sign in to saveAlso known as AT 125, U-42,126, Antibiotic AT 125, U 42126, (alphaS,5S)-alpha-amino-3-chloro-2-isoxazoline-5-acetic acid, NSC-163501, (alpha-S,5S)-alpha-amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid, AT-125
Acivicin is an analog of glutamine. It is an inhibitor of gamma-glutamyl transferase.
Chemical data
- Formula
- C5H7ClN2O3
- Molecular weight
- 178.57 g/mol
- IUPAC name
- (2S)-2-amino-2-[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]acetic acid
- SMILES
- C1[C@H](ON=C1Cl)[C@@H](C(=O)O)N
- InChIKey
- QAWIHIJWNYOLBE-OKKQSCSOSA-N
- XLogP
- -2.7
- Polar surface area
- 84.9 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
600 papers- Acivicin in 1985.Advances in enzyme regulation · 1985
- Acivicin. An antitumor antibiotic.Cancer clinical trials · 1981
- Decreased glutamate transport in acivicin resistant Leishmania tarentolae.PLoS neglected tropical diseases · 2021
- In vitro effects of gamma-glutamyltranspeptidase inhibitor acivicin on human myeloid and B lineage cells.Advances in experimental medicine and biology · 1997
- Acivicin induces apoptosis independently of gamma-glutamyltranspeptidase activity.Biochemical and biophysical research communications · 2001
via PubMed
Wikidata facts
- Mass
- 178.015
Show 4 more facts
- chemical formula
- C₅H₇ClN₂O₃
- isomeric SMILES
- C1[C@H](ON=C1Cl)[C@@H](C(=O)O)N
- canonical SMILES
- C1C(ON=C1Cl)C(C(=O)O)N
- World Health Organisation international non-proprietary name
- acivicin
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Research
- Phase I studies
- References
- External links
Acivicin is an analog of glutamine. It is an inhibitor of gamma-glutamyl transferase.
It is a fermentation product of Streptomyces sviceus. It interferes with glutamate metabolism and inhibits glutamate dependent synthesis of enzymes, and is thereby potentially helpful in the treatment of solid tumors.
Excerpted from Wikipedia’s “acivicin” article, available under the CC BY-SA 4.0 licence.