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D7696

Sigma-Aldrich

Demethoxycurcumin

≥98% (HPLC), powder, LPS-induced nitric oxide (NO) production inhibitor

Synonym(e):

(E,E)-1-(4-Hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadien-3,5-dion, Curcumin II, Desmethoxycurcumin, Monodemethoxycurcumin

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About This Item

Empirische Formel (Hill-System):
C20H18O5
CAS-Nummer:
22608-11-3
Molekulargewicht:
338.35
MDL-Nummer:
MFCD03427310
UNSPSC-Code:
12352205
PubChem Substanz-ID:
329798785
NACRES:
NA.77

product name

Demethoxycurcumin, ≥98% (HPLC)

Assay

≥98% (HPLC)

Form

powder

Lagerbedingungen

protect from light

Farbe

orange

Löslichkeit

DMSO: ≥10 mg/mL

Lagertemp.

2-8°C

SMILES String

COc1cc(\C=C\C(=O)CC(=O)\C=C\c2ccc(O)cc2)ccc1O

InChI

1S/C20H18O5/c1-25-20-12-15(6-11-19(20)24)5-10-18(23)13-17(22)9-4-14-2-7-16(21)8-3-14/h2-12,21,24H,13H2,1H3/b9-4+,10-5+

InChIKey

HJTVQHVGMGKONQ-LUZURFALSA-N

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Biochem./physiol. Wirkung

Demethoxycurcumin (DMC) is a derivative or curcumin, and represents one of the major active components of curcumin products isolated from Curcumae sp. DMC inhibits LPS-induced nitric oxide (NO) production, and expression of iNOS and COX2 in RAW264.7 cells by blocking NF-kB activation. DMC also inhibits NF-kB dependent iNOS, TNFα and IL-1β expression in LPS-treated rat microglial cells. DMC suppresses expression of MMPs and ICAM-1 in MDA-MB-231 human breast cancer cells by inhibition of NF-kB.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Curcumin from Curcuma longa (Turmeric), powder

Sigma-Aldrich

C1386

Curcumin

Curcumin matrix substance for MALDI-MS, ≥99.5% (HPLC)

Supelco

78246

Curcumin

Curcumin primary reference standard

00280590

Curcumin

Curcumin for synthesis

Sigma-Aldrich

8.20354

Curcumin

Hexahydrocurcumin analytical standard

Supelco

69727

Hexahydrocurcumin

Curcumin, Curcuma longa L. A cell-permeable and irreversible antitumor and anti-inflammatory agent that acts as an inhibitor of 5-lipoxygenase (IC₅₀ = 8 µM) and cyclooxygenase (IC₅₀ = 52 µM).

Sigma-Aldrich

239802

Curcumin, Curcuma longa L.

USP

USP

1151866

Curcuminoide

Curcumin United States Pharmacopeia (USP) Reference Standard

USP

1151855

Curcumin

Supachai Yodkeeree et al.
European journal of pharmacology, 627(1-3), 8-15 (2009-10-13)
Demethoxycurcumin (DMC) is one of the main active compounds of curcuminoids found in turmeric powder, which is used as a spice in Asian cooking and traditional medicine. Recent studies reveal that DMC has several biological activities including anti-inflammation and anti-cancer
T Ahmed et al.
Neuroscience, 169(3), 1296-1306 (2010-06-12)
Alzheimer's disease (AD) is a neurodegenerative disease. There are a limited number of therapeutic options available for the treatment of AD. Curcuminoids (a mixture of bisdemethoxycurcumin, demethoxycurcumin and curcumin) is the main chemical constituent found in turmeric, a well known
Hye Jin Kim et al.
Phytochemical analysis : PCA, 20(5), 372-377 (2009-06-18)
The new ion source technique, direct analysis in real time (DART) atmospheric pressure ionisation, allows high resolution mass measurements of gas, liquid and solid samples. As DART-MS produces [M + H](+) molecular ions of most compounds, relatively simple and clear
Yousuf Aqeel et al.
Experimental parasitology, 132(4), 519-523 (2012-09-27)
Acanthamoeba is an opportunist protist pathogen that is known to infect the cornea to produce eye keratitis and the central nervous system to produce fatal granulomatous encephalitis. Early diagnosis, followed by aggressive treatment using a combination of drugs is a
Mathanaporn Boonrao et al.
Archives of pharmacal research, 33(7), 989-998 (2010-07-28)
Matrix metalloproteinase-3 (MMP-3) is a key enzyme with important implications in the invasion and metastasis of breast cancer cells. Curcumin (Cur), demethoxycurcumin (DMC), and bisdemethoxycurcumin (BDMC) are major forms of curcuminoids found in turmeric powder with reported anticancer activity. This
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