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Lipoxamycin

Names

[ CAS No. ]:
32886-15-0

[ Name ]:
Lipoxamycin

[Synonym ]:
lipoxamycin

Biological Activity

[Description]:

Lipoxamycin is an antifungal antibiotic and a potent serine palmitoyltransferase inhibitor with an IC50 of 21 nM[1][2].

[Related Catalog]:

Research Areas >> Infection
Signaling Pathways >> Anti-infection >> Fungal

[Target]

Serine palmitoyltransferase[1]


[In Vitro]

Lipoxamycin has antifungal activity against a panel of humanpathogenic fungi with better potency against some of the Candida species (MIC values, 0.25-16 µg/mL). Cryptococcus neoformans is the most sensitive organism, followed by various species of Candida. Other filamentous fungi are sensitive to the Lipoxamycin in disk diffusion assays[1]. Lipoxamycin has a long alkyl chain and an amino-containing polar head group. Lipoxamycin is on the same order of potency as the sphingofungins and also have potent activity against the mammalianenzyme[1].

[In Vivo]

Lipoxamycin is highly toxic in mice when applied subeutaneously or topically. Toxicity may be mechanism based, since studies with a Chinese hamster ovary cell mutant have shown that the serine palmitoyltransferase is an essential enzymein mammalian cells[1].

[References]

[1]. S M Mandala, et al. Inhibition of Serine Palmitoyl-Transferase Activity by Lipoxamycin. J Antibiot (Tokyo). 1994 Mar;47(3):376-9.

[2]. H A Whaley. The Structure of Lipoxamycin, a Novel Antifungal Antibiotic. J Am Chem Soc. 1971 Jul 28;93(15):3767-9.

Chemical & Physical Properties

[ Molecular Formula ]:
C19H36N2O5

[ Molecular Weight ]:
372.50000

[ Exact Mass ]:
372.26200

[ PSA ]:
120.93000

[ LogP ]:
2.91930

Safety Information

[ HS Code ]:
2924199090

Customs

[ HS Code ]: 2924199090

[ Summary ]:
2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%


Related Compounds