Acivicin hydrochloride

• CAT Number: I044747
• CAS Number: 161922-40-3
• Molecular Formula: C5H8Cl2N2O3
• Molecular Weight: 215.03
• Purity: ≥95%
• Synonyms: (2S)-2-amino-2-[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]acetic acid;hydrochloride
• InChI: InChI=1S/C5H7ClN2O3.ClH/c6-3-1-2(11-8-3)4(7)5(9)10;/h2,4H,1,7H2,(H,9,10);1H/t2-,4-;/m0./s1
• InChIKey: IXBPTDHBIYEQHX-QYEIVYHBSA-N
• SMILES: C1C(ON=C1Cl)C(C(=O)O)N.Cl

Acivicin hydrochloride (AT-125 hydrochloride), a natural product produced by Streptomyces sviceus, is a γ-glutamyl transpeptidase (GGT) inhibitor. Acivicin hydrochloride can across the blood-brain barrier and has anti-cancer, anti-parasitic properties[1][2].
Acivicin hydrochloride (AT-125 hydrochloride; 0.1-50 μM; 5 days) has an IC50 of 0.7 μM in human HepG2 cells[1].
Acivicin hydrochloride (AT-125 hydrochloride; 5 mg/kg; IP; twice weekly) reduces urinary γ-GT by 70-78%[3].

Reference

[1]. Kreuzer J, et al. Target discovery of acivicin in cancer cells elucidates its mechanism of growth inhibition. Chem Sci. 2014 Dec 1;6(1):237-245. Epub 2014 Sep 26.
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[2]. Chikhale EG, et al. Carrier-mediated transport of the antitumor agent acivicin across the blood-brain barrier. Biochem Pharmacol. 1995 Mar 30;49(7):941-5.
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[3]. Delphine Waniusiow, et al. Toluene-induced hearing loss in acivicin-treated rats. Neurotoxicol Teratol. May-Jun 2008;30(3):154-60.
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