B6938

Bisdemethoxycurcumin

≥98% (HPLC), solid

• Synonym(s): (1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
• Empirical Formula (Hill Notation): C₁₉H₁₆O₄
• CAS Number: 33171-05-0
• Molecular Weight: 308.33
• MDL number: MFCD03419284
• UNSPSC Code: 12352205
• PubChem Substance ID: 329773290
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: solid
• solubility: DMSO: ≥20 mg/mL
• storage temp.: 2-8°C
• SMILES string: Oc1ccc(cc1)\C=C\C(=O)CC(=O)\C=C\c2ccc(O)cc2
• InChI: 1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-12,20-21H,13H2/b11-5+,12-6+
• InChI key: PREBVFJICNPEKM-YDWXAUTNSA-N

Description

Application

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)

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.

Bisdemethoxycurcumin (BMDC) is a stable dimethoxy derivative of curcumin and is useful as a supplement in cell culture medium. It also possesses antimicrobial, antioxidative and neuroprotective functionality.

Inhibitor of NF-kB transcriptional activity

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable