Ambuic acid

More Information
Product Details
Synonyms	(+)-Ambuic acid
Product Type	Chemical
Properties
Formula	C₁₉H₂₆O₆
MW	350.4
CAS	340774-69-8
Source/Host Chemicals	Isolated from Pestalotiopsis sp.
Purity Chemicals	≥95% (HPLC)
Appearance	Off-white solid.
Solubility	Soluble in DMSO, ethanol or methanol.
InChi Key	UDSQZJMGPSRCEM-HDKVZZTHSA-N
Smiles	CCCCC\C=C\C1=C(CO)[C@@H](O)[C@H]2O[C@@]2(C\C=C(/C)C(O)=O)C1=O
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Keep cool and dry.
Use/Stability	Stable for at least 3 years after receipt when stored at -20°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Description

Antibiotic.
Antibacterial
Antifungal.
Inhibits the biosynthesis of cyclic peptide quormones in Gram-positive bacteria.
Lead compound for antipathogenic drugs that target the quorum-sensing-mediated virulence expression of Gram-positive bacteria.

Product References

Ambuic acid, a highly functionalized cyclohexenone with antifungal activity from Pestalotiopsis spp. and Monochaetia sp: J.Y. Li, et al.; Phytochemistry 56, 463 (2001)
Ambuic acid inhibits the biosynthesis of cyclic peptide quormones in gram-positive bacteria: J. Nakayama, et al.; Antimicrob. Agents Chemother. 53, 580 (2009)
Ambuic acid and torreyanic acid derivatives from the endolichenic fungus Pestalotiopsis sp.: G. Ding, et al.; J. Nat. Prod. 72, 182 (2009)
Characterization of an Autoinducing Peptide Signal Reveals Highly Efficacious Synthetic Inhibitors and Activators of Quorum Sensing and Biofilm Formation in Listeria monocytogenes (2023): KHJ. West, et al.; Biochemistry 62, 2878 (2023)

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