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
• Article Data: 3

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

General Description

2,5-Cyclohexadien-1-one, 2,6-diacetyl-3,5-dihydroxy-4,4-dimethyl- is a chemical compound with a molecular formula C12H14O4. It is a yellow crystalline solid with a sweet, floral odor and is commonly used in the production of flavor and fragrance products. 2,5-Cyclohexadien-1-one, 2,6-diacetyl-3,5-dihydroxy-4,4-dimethyl- is also known for its antioxidant and anti-inflammatory properties and is being studied for potential pharmaceutical and medicinal applications. Additionally, it has been identified as a natural constituent of various plant extracts and essential oils, contributing to their aromatic and therapeutic properties.

Upstream product

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

Downstream Products

• 70100-03-7 dehydro-3,3′-bis(acetyl)-5,5′-methylenedifilicinic acid 
• 12777-70-7 tetraalbaspidin-ABBA 
• 144686-11-3 2-(2,3-dibromo-3-phenylpropionyl)-3-hydroxy-5-methoxy-6,6-dimethyl-2,4-cyclohexadien-1-one 
• 144686-12-4 2-(β-hydroxycinnamoyl)-3,5-dihydroxy-6,6-dimethyl-2,4-cyclohexadien-1-one 
• 133056-30-1 syzygiol 
• 144686-10-2 ceroptene 
• 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 
• 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- 

Relevant articles and documents

Total synthesis of dryocrassin ABBA and its analogues with potential inhibitory activity against drug-resistant neuraminidases

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

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.