ambuic acid

Product Name: ambuic acid
CAS No.: 340774-69-8
Chemical Name: ambuic acid
Synonyms: ambuic acid;Ambuic acid, antibiotic agent;(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;2-Butenoic acid, 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-, (2E)-
CBNumber: CB21380277
Molecular Formula: C19H26O6
Formula Weight: 350.41
MOL File: 340774-69-8.mol

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ambuic acid Property

storage temp.: Store at -20°C
solubility: DMSO: soluble; Ethanol: soluble; Methanol: soluble
form: A solid
color: Off-white

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 27483
Product name: Ambuic Acid
Purity: ≥95%
Packaging: 500μg
Price: $132
Updated: 2026/04/30

Cayman Chemical

Product number: 27483
Product name: Ambuic Acid
Purity: ≥95%
Packaging: 1mg
Price: $251
Updated: 2026/04/30

Cayman Chemical

Product number: 27483
Product name: Ambuic Acid
Packaging: 500μg
Price: $120
Updated: 2024/03/01

Cayman Chemical

Product number: 27483
Product name: Ambuic Acid
Packaging: 1mg
Price: $228
Updated: 2024/03/01

Usbiological

Product number: 044498
Product name: Ambuic acid
Packaging: 250ug
Price: $303
Updated: 2021/12/16

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ambuic acid Chemical Properties,Usage,Production

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.

Uses

Ambuic acid exhibits antimicrobial activity against Staphylococcus aureus, with IC50 of 43.9 μM for strain ATCC 6538. Ambuic acid is an inhbitor for the biosynthesis of cyclic peptide quorum sensing molecules (quormones) in gram-positive bacteria. Ambuic acid exhibits anti-inflammatory activity through ERK/JNK/MAPK signaling pathway[1][2][3].

storage

+4°C

References

[1] Zhang Q, et al., Anti-inflammatory action of ambuic acid, a natural product isolated from the solid culture of Pestalotiopsis neglecta, through blocking ERK/JNK mitogen-activated protein kinase signaling pathway. Exp Ther Med. 2018 Aug;16(2):1538-1546. DOI:10.3892/etm.2018.6294
[2] Nakayama J, et al., Ambuic acid inhibits the biosynthesis of cyclic peptide quormones in gram-positive bacteria. Antimicrob Agents Chemother. 2009 Feb;53(2):580-6. DOI:10.1128/AAC.00995-08
[3] Ding G, et al., Ambuic acid and torreyanic acid derivatives from the endolichenic fungus Pestalotiopsis sp. J Nat Prod. 2009 Jan;72(1):182-6. DOI:10.1021/np800733y

ambuic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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ambuic acid Suppliers

China 31 United Kingdom 1 United States 4 Global 36

Shanghai EFE Biological Technology Co., Ltd.

Tel: 021-65675885 18964387627
Fax: 021-65675885
Email: info@efebio.com
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Shanghai Hongye Biotechnology Co. Ltd

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Country: China
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BOC Sciences

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Country: United States
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ChemeGen(Shanghai) Biotechnology Co.,Ltd.

Tel: 18818260767
Fax: QQ 3610331285
Email: sales@chemegen.com
Country: China
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Beijing Biocreative Technology Co., Ltd.

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Country: China
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TargetMol Chemicals Inc.

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Email: marketing@tsbiochem.com
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Shanghai Saikerui Biotechnology Co. , Ltd.

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Nanjing Shizhou Biology Technology Co.,Ltd

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Tanmo Quality Inspection Technology Co., Ltd.

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Shanghai Weiyite Biotechnology Co., Ltd

Tel: 15317051735
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340774-69-8, ambuic acidRelated Search:

ambuic acid

(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

2-Butenoic acid, 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-, (2E)-

Ambuic acid, antibiotic agent

340774-69-8