2999-26-0

Basic information

• Product Name: 2,5-Cyclohexadien-1-one, 2,6-diacetyl-3,5-dihydroxy-4,4-dimethyl-
• CAS NO: 2999-26-0
• Molecular Formula: C12H14O5
• Molecular Weight: 238.24
• Mol File: 2999-26-0.mol

Chemical Properties

• CAS DataBase Reference: 2,5-Cyclohexadien-1-one, 2,6-diacetyl-3,5-dihydroxy-4,4-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Cyclohexadien-1-one, 2,6-diacetyl-3,5-dihydroxy-4,4-dimethyl-(2999-26-0)
• EPA Substance Registry System: 2,5-Cyclohexadien-1-one, 2,6-diacetyl-3,5-dihydroxy-4,4-dimethyl-(2999-26-0)

Safety Data

• Hazardous Substances Data: 2999-26-0(Hazardous Substances Data)

Usage

Uses

Used in Flavor and Fragrance Industry:
2,5-Cyclohexadien-1-one, 2,6-diacetyl-3,5-dihydroxy-4,4-dimethylis used as a key ingredient in the production of flavor and fragrance products due to its distinctive sweet, floral scent. Its natural presence in plant extracts and essential oils contributes to the authenticity and complexity of the scents in various consumer products.
Used in Pharmaceutical Research:
2,5-Cyclohexadien-1-one, 2,6-diacetyl-3,5-dihydroxy-4,4-dimethylis being studied for its potential applications in the pharmaceutical industry, particularly for its antioxidant and anti-inflammatory properties. These characteristics make it a promising candidate for the development of new drugs and treatments, especially in the areas of inflammation and oxidative stress-related conditions.
Used in Natural Product Formulation:
Given its natural occurrence in plant extracts and essential oils, 2,5-Cyclohexadien-1-one, 2,6-diacetyl-3,5-dihydroxy-4,4-dimethylis used in the formulation of natural products, such as dietary supplements and topical applications. Its presence in these products is valued for its aromatic qualities and potential health benefits derived from its antioxidant and anti-inflammatory actions.

Upstream product

• 2161-86-6 2,4-diacetylphloroglucinol 
• 108-73-6 3,5-dihydroxyphenol 

Downstream Products

• 16302-39-9 2-acetyl-3,5-dihydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one 
• 2065-00-1 2,5-cyclohexadien-1-one, 3,5-dihydroxy-4,4-dimethyl- 
• 144686-10-2 ceroptene 
• 133056-30-1 syzygiol 
• 144686-12-4 2-(β-hydroxycinnamoyl)-3,5-dihydroxy-6,6-dimethyl-2,4-cyclohexadien-1-one 
• 144686-11-3 2-(2,3-dibromo-3-phenylpropionyl)-3-hydroxy-5-methoxy-6,6-dimethyl-2,4-cyclohexadien-1-one 
• 70100-03-7 dehydro-3,3′-bis(acetyl)-5,5′-methylenedifilicinic acid 
• 12777-70-7 tetraalbaspidin-ABBA 
• 114174-63-9 2-acetyl-3-hydroxy-4,4-dimethyl-5-methoxy-2,5-cyclohexadien-1-one 
• 167027-19-2 Bis-{2,4-dihydroxy-5-[(E)-3-(4-hydroxy-phenyl)-acryloyl]-3,3-dimethyl-6-oxo-cyclohexa-1,4-dienyl}-acetic acid 
• 867296-34-2 3-Hydroxy-2-[(E)-3-(4-hydroxy-phenyl)-acryloyl]-5-methoxy-4,4-dimethyl-cyclohexa-2,5-dienone 
• 867296-31-9 p-hydroxycinnamoylfilicinic acid 

Relevant articles and documents

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The stems of Dryopteris crassirhizoma, one of the main components of Lianhua-Qingwen Formula (LQF) was traditionally used for heat-clearing and detoxifying. Dryocrassin ABBA is a key antiviral component in the herbal medicine while the compound is hard to

Spectrometric assay for horseradish peroxidase activity based on the linkage of conjugated system formed by oxidative decarboxylation

Horseradish peroxidase (HRP)-catalyzed oxidation of 2,2-bis[3-acethylfilicinic acid-5-yl]acetic acid (BAFA, 4) produces Dehydro-3,3’-diacetyl-5,5’-methylenedifilicinic acid (DDMF, 3). A new photometric hydrogen donor (4) for peroxidase (POD)-catalyzed oxi

Synthesis and P-glycoprotein induction activity of colupulone analogs

Brain amyloid-beta (Aβ) plaques are one of the primary hallmarks associated with Alzheimer's disease (AD) pathology. Efflux pump proteins located at the blood-brain barrier (BBB) have been reported to play an important role in the clearance of brain Aβ, among which the P-glycoprotein (P-gp) efflux transporter pump has been shown to play a crucial role. Thus, P-gp has been considered as a potential therapeutic target for treatment of AD. Colupulone, a prenylated phloroglucinol isolated from Humulus lupulus, is known to activate pregnane-X-receptor (PXR), which is a nuclear receptor controlling P-gp expression. In the present work, we aimed to synthesize and identify analogs of colupulone that are potent P-gp inducer(s) with an ability to enhance Aβ transport across the BBB. A series of colupulone analogs were synthesized by modifications at both prenyl as well as acyl domains. All compounds were screened for P-gp induction activity using a rhodamine 123 based efflux assay in the P-gp overexpressing human adenocarcinoma LS-180 cells, wherein all compounds showed significant P-gp induction activity at 5 μM. In the western blot studies in LS-180 cells, compounds 3k and 5f were able to induce P-gp as well as LRP1 at 1 μM. The effect of compounds on the Aβ uptake and transport was then evaluated. Among all tested compounds, diprenylated acyl phloroglucinol 5f displayed a significant increase (29%) in Aβ transport across bEnd3 cells grown on inserts as a BBB model. The results presented here suggest the potential of this scaffold to enhance clearance of brain Aβ across the BBB and thus its promise for development as a potential anti-Alzheimer agent.