52328-96-8

Basic information

• Product Name: BisdeMethoxycurcuMin
• Synonyms: (Z,E,E)-5-Hydroxy-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one
• CAS NO: 52328-96-8
• Molecular Formula: C₁₉H₁₆O₄
• Molecular Weight: 308.32794
• Mol File: 52328-96-8.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 553.4±50.0 °C(Predicted)
• Appearance: /
• Density: 1.319±0.06 g/cm3(Predicted)
• PKA: 8.37±0.60(Predicted)
• CAS DataBase Reference: BisdeMethoxycurcuMin(CAS DataBase Reference)
• NIST Chemistry Reference: BisdeMethoxycurcuMin(52328-96-8)
• EPA Substance Registry System: BisdeMethoxycurcuMin(52328-96-8)

Safety Data

• Hazardous Substances Data: 52328-96-8(Hazardous Substances Data)

Usage

General Description

BisdeMethoxycurcuMin is a chemical compound derived from the plant Curcuma longa, also known as turmeric. It is a derivative of curcumin, the active compound in turmeric known for its anti-inflammatory and antioxidant properties. BisdeMethoxycurcuMin has been shown to have similar potential health benefits, including its ability to reduce inflammation, combat oxidative stress, and potentially help with conditions such as arthritis, diabetes, and certain types of cancer. Research on this compound is ongoing, and it is being studied for its potential applications in the field of medicine and healthcare.

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 123-54-6 acetylacetone 
• 2887-07-2 4-formylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 100-52-7 benzaldehyde 
• 30802-00-7 p-coumaroyl-coenzyme A 
• 524-14-1 S-(hydrogen malonyl)coenzyme A 

Downstream Products

• 160096-61-7 1E,6E-1,7-bis(4-methoxyphenyl)hepta-1,6-diene-3,5-dione 
• 113482-94-3 1,7-bis(4-hydroxyphenyl)heptane-3,5-dione 
• 41137-85-3 (+/-)-5-hydroxy-1,7-bis-(4'-hydroxyphenyl)-3-heptanone 
• 98886-08-9 Acetic acid 4-[(1E,3Z,6E)-7-(4-acetoxy-phenyl)-3-hydroxy-5-oxo-hepta-1,3,6-trienyl]-phenyl ester 

Relevant articles and documents

Phenolic 1,3-diketones attenuate lipopolysaccharide-induced inflammatory response by an alternative magnesium-mediated mechanism

Background and Purpose: Toll-like receptor 4 (TLR4) plays a key role in the induction of inflammatory responses both in peripheral organs and the CNS. Curcumin exerts anti-inflammatory functions by interfering with LPS-induced dimerization of TLR4–myeloid

Versatility of the Curcumin Scaffold: Discovery of Potent and Balanced Dual BACE-1 and GSK-3β Inhibitors

The multitarget approach has gained increasing acceptance as a useful tool to address complex and multifactorial maladies such as Alzheime?s disease (AD). The concurrent inhibition of the validated AD targets β-secretase (BACE-1) and glycogen synthase kin

Structural basis for the one-pot formation of the diarylheptanoid scaffold by curcuminoid synthase from Oryza sativa

Curcuminoid synthase (CUS) from Oryza sativa is a plant-specific type III polyketide synthase (PKS) that catalyzes the remarkable one-pot formation of the C6-C7-C6 diarylheptanoid scaffold of bis-demethoxycurcumin, by the condensation of two molecules of 4-coumaroyl-CoA and one molecule of malonyl-CoA. The crystal structure of O. sativa CUS was solved at 2.5-? resolution, which revealed a unique, downward expanding active-site architecture, previously unidentified in the known type III PKSs. The large active-site cavity is long enough to accommodate the two C 6-C3 coumaroyl units and one malonyl unit. Furthermore, the crystal structure indicated the presence of a putative nucleophilic water molecule, which forms hydrogen bond networks with Ser351-Asn142-H 2O-Tyr207- Glu202, neighboring the catalytic Cys174 at the active-site center. These observations suggest that CUS employs unique catalytic machinery for the one-pot formation of the C6-C7-C 6 scaffold. Thus, CUS utilizes the nucleophilic water to terminate the initial polyketide chain elongation at the diketide stage. Thioester bond cleavage of the enzyme-bound intermediate generates 4-coumaroyldiketide acid, which is then kept within the downward expanding pocket for subsequent decarboxylative condensation with the second 4-coumaroyl-CoA starter, to produce bisdemethoxycurcumin. The structure-based site-directed mutants, M265L and G274F, altered the substrate and product specificities to accept 4-hydroxyphenyl- propionyl-CoA as the starter to produce tetrahydrobisdemethoxy- curcumin. These findings not only provide a structural basis for the catalytic machinery of CUS but also suggest further strategies toward expanding the biosynthetic repertoire of the type III PKS enzymes.