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| | BIS(4-HYDROXYCINNAMOYL)METHANE Basic information |
| Product Name: | BIS(4-HYDROXYCINNAMOYL)METHANE | | Synonyms: | (1E,6E)-1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione;PARAPARADIHYDROXYDICINNAMOYLMETHANE;(E,E)-BisdeMethoxycurcuMin;(E,E)-1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione;CURCUMIN 3;DEMETHOXYCURCUMIN, BIS-;BIS-DESMETHOXYCURCUMIN;BIS(4-HYDROXYCINNAMOYL)METHANE | | CAS: | 33171-05-0 | | MF: | C19H16O4 | | MW: | 308.33 | | EINECS: | 1312995-182-4 | | Product Categories: | Miscellaneous Natural Products | | Mol File: | 33171-05-0.mol |  |
| | BIS(4-HYDROXYCINNAMOYL)METHANE Chemical Properties |
| Melting point | 221-223 ºC | | Boiling point | 551.3±45.0 °C(Predicted) | | density | 1.285 | | storage temp. | 2-8°C | | solubility | DMSO (Slightly), Methanol (Slightly, Heated) | | pka | 8.50±0.46(Predicted) | | form | solid | | color | Orange to Dark Orange | | BRN | 3149384 | | Stability: | Light Sensitive | | LogP | 3.155 (est) |
| WGK Germany | 3 | | HS Code | 29145090 |
| | BIS(4-HYDROXYCINNAMOYL)METHANE Usage And Synthesis |
| Uses | Bisdemethoxycurcumin is one of the three major forms of curcuminoids found in the rhizomes of turmeric. Bisdemethoxycurcumin displays antioxidant, anti-inflammatory as well as chemotherapeutic activit
y. Bisdemethoxycurcumin acts as an inhibitor of human pancreatic α-amylase, a target for type-2 diabetes . | | Uses | Bisdemethoxycurcumin has been used:
- to test its inhibitory effect on cell cycle and mitochondrial function in gastric adenocarcinoma cells
- to test it neuroprotective role against lead (Pb) induced toxicity in dopaminergic and noradrenergic systems of Meriones shawi
- as a standard for calibration curve generation to quantify plasma curcuminoids using high-performance liquid chromatography-diode array detection (HPLC-DAD) and ultraviolet (UV)
| | Definition | ChEBI: Bisdemethoxycurcumin is a beta-diketone that is methane in which two of the hydrogens are substituted by 4-hydroxycinnamoyl groups. It has a role as a metabolite and an EC 3.2.1.1 (alpha-amylase) inhibitor. It is a beta-diketone, a polyphenol, an enone and a diarylheptanoid. It is functionally related to a 4-coumaric acid. | | General Description | This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG | | Biochem/physiol Actions | Bisdemethoxycurcumin (BDMC) is a derivative or curcumin, and represents one of the major active components of curcumin products isolated from Curcumae sp. BDMC shares similar anti-inflammatory properties with demethoxycurcumin. It inhibits LPS-induced nitric oxide (NO) production and expression of iNOS and COX2 in RAW264.7 cells by blocking NF-kB activation. BDMC also displays unique properties in that it enhances Abeta clearance by upregulating expression MGAT3 and TLR genes. BDMC potently inhibits AKR1B10. |
| | BIS(4-HYDROXYCINNAMOYL)METHANE Preparation Products And Raw materials |
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