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B6938

Bisdemethoxycurcumin

Name: Bisdemethoxycurcumin
Brand: SIGMA

≥98% (HPLC), NF-kB transcriptional activity inhibitor, solid

Synonym(s):

(1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione

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About This Item

Empirical Formula (Hill Notation):

C₁₉H₁₆O₄

CAS Number:

33171-05-0

Molecular Weight:

308.33

UNSPSC Code:

12352205

PubChem Substance ID:

329773290

NACRES:

NA.77

MDL number:

MFCD03419284

Assay:

≥98% (HPLC)

Form:

solid

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Properties

Product Name

Bisdemethoxycurcumin, ≥98% (HPLC), solid

Quality Segment

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

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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