GLPBio

Ambuic Acid

Catalog No.: GC42780Purity:>95.00%Synonyms: (+)-Ambuic Acid
COASDSData Sheet
Ambuic acid is a cyclohexanone originally isolated from Pestalotiopsis and Monochaetia species that has phytopathogenic antifungal, quorum sensing inhibitory, and antibacterial activities.

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Ambuic Acid
Cas No.: 340774-69-8
500μgIn Stock
$185.00
1
1mgIn Stock
$351.00
1
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    641, 529–536 (2025)
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    610, 366–372 (2022)
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    Cell
    187(9):2288-2304 (2024)
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    183(7):1867-1883 (2020)
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    35, 97–116 (2025)
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    31, 1291–1307 (2021)

Description

Ambuic acid is a cyclohexanone originally isolated from Pestalotiopsis and Monochaetia species that has phytopathogenic antifungal, quorum sensing inhibitory, and antibacterial activities. It is active against P. ultimum (MIC = 7.5 µg/ml) and inhibits the growth of a variety of other phytopathogenic fungi, including F. solani, H. sativum, and C. gramineum, but not P. oryzae, R. solani, or B. cinerea. Ambuic acid inhibits the biosynthesis of cyclic peptides involved in quorum sensing, including gelatinase biosynthesis-activating pheromone (GBAP) in E. faecalis, autoinducing peptide I (AIP-I) in S. aureus, and LsrD698 and LsrD826 in L. innocua. It suppresses abcess formation in a mouse model of skin infection induced by methicillin-resistant S. aureus (MRSA) when administered at a dose of 5 µg and decreases the activity of the agr quorum sensing system in an in vivo reporter assay.

Product Documents

Purity:>95.00%Appearance:A solid
COASDSData Sheet

Chemical Properties

CAS No.
340774-69-8
Synonyms
(+)-Ambuic Acid
Chemical Name
(2E)-4-[(1R,5R,6R)-3-(1E)-1-hepten-1-yl-5-hydroxy-4-(hydroxymethyl)-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methyl-2-butenoic acid
SMILES
OCC1=C(/C=C/CCCCC)C([C@@]2(C/C=C(C)/C(O)=O)[C@H](O2)[C@@H]1O)=O
Molecular Formula
C19H26O6
Molecular Weight
350.4
Solubility
Soluble in ethanol, methanol, DMSO
Storage
Store at -20°C
General tips
Select a suitable solvent according to the product solubility data. Once prepared, aliquot the stock solution to avoid repeated freeze-thaw cycles.
Use stock solutions within 6 months when stored at -80°C or within 1 month when stored at -20°C.
To improve solubility, warm the tube to 37°C and sonicate it for an appropriate period.
Shipping Condition
Evaluation samples are shipped with blue ice. Other available sizes are shipped at room temperature or with blue ice upon request.

CalculatorsMolarity / Dilution / Molecular Weight / Unit Conversion / In Vivo Formulation / Solubility

g/mol

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