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Chemical Structure| 536-66-3 Chemical Structure| 536-66-3
Chemical Structure| 536-66-3

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4-Isopropylbenzoic acid is an aromatic monoterpene isolated from the stem bark of Bridelia retusa. It has antifungal activity and acts as an inhibitor of mushroom tyrosinase.

Synonyms: Cuminic acid; p-Isopropyl benzoic acid

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Bae, Minwoo ; Dong, Xueyang ; Avila-Pacheco, Julian ; Inyama, Fechi ; Hill-Maini, Vayu ; Clish, Clary , et al.

Abstract: Urolithin A is an anti-aging and anti-inflammatory gut bacterial metabolite derived from ellagic acid (EA), a polyphenol abundant in berries and nuts. The conversion of EA to urolithin A involves multiple chemically challenging phenol dehydroxylation steps that produce urolithins with varying bioactivities. Despite their biological and chemical significance, the bacterial enzymes responsible for urolithin production remain unidentified. Here, we use differential gene expression analysis, anaerobic protein expression, and enzyme assays to identify members of two distinct molybdenum enzyme families (the DMSO reductase family and the xanthine oxidase family) capable of regioselective dehydroxylation and urolithin generation. These two enzyme families have distinct substrate requirements, suggesting they employ different catalytic mechanisms for phenol dehydroxylation. Multi-omics analysis of a human cohort uncovers decreased levels of urolithin A and genes encoding urolithin A-producing enzymes in patients with inflammatory bowel disease (IBD), implying reduced health effects of EA consumption in this setting. Together, this study elucidates the molecular basis of urolithin production, expands the known enzymatic repertoire of the human gut microbiome, and suggests a potential link between gut bacterial urolithin production and host inflammation.

Keywords: Molybdenum enzyme ; Gut microbiome ; Diet ; Polyphenol ; Urolithin

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Product Details of 4-Isopropylbenzoic acid

CAS No. :536-66-3
Formula : C10H12O2
M.W : 164.20
SMILES Code : C1=CC(=CC=C1C(C)C)C(O)=O
Synonyms :
Cuminic acid; p-Isopropyl benzoic acid
MDL No. :MFCD00002564
InChI Key :CKMXAIVXVKGGFM-UHFFFAOYSA-N
Pubchem ID :10820

Safety of 4-Isopropylbenzoic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338
 

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