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D7696

Sigma-Aldrich

Demethoxycurcumin

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

Sinónimos:

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

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5 MG
US$ 211,00
25 MG
US$ 853,00

US$ 211,00

Fecha estimada de envío07 de abril de 2025

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5 MG
US$ 211,00
25 MG
US$ 853,00

About This Item

Fórmula empírica (notación de Hill):
C20H18O5
Número de CAS:
22608-11-3
Peso molecular:
338.35
MDL number:
MFCD03427310
UNSPSC Code:
12352205
PubChem Substance ID:
329798785
NACRES:
NA.77

US$ 211,00

Fecha estimada de envío07 de abril de 2025

Solicitar un pedido a granel

Nombre del producto

Demethoxycurcumin, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

orange

solubility

DMSO: ≥10 mg/mL

storage temp.

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+

Inchi Key

HJTVQHVGMGKONQ-LUZURFALSA-N

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1 of 4

Este artículo
C7727C1386B6938
Demethoxycurcumin ≥98% (HPLC)

D7696

Demethoxycurcumin

Curcumin ≥94% (curcuminoid content), ≥80% (Curcumin)

C7727

Curcumin

Curcumin from Curcuma longa (Turmeric), powder

C1386

Curcumin

Bisdemethoxycurcumin ≥98% (HPLC), solid

B6938

Bisdemethoxycurcumin

assay

≥98% (HPLC)

assay

≥80% (Curcumin), ≥94% (curcuminoid content)

assay

-

assay

≥98% (HPLC)

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage condition

protect from light

storage condition

-

storage condition

-

storage condition

-

solubility

DMSO: ≥10 mg/mL

solubility

ethanol: 1 mg/mL, DMSO: >11 mg/mL, 0.5 M NaOH: soluble (then immediately diluted in PBS)

solubility

ethanol: 10 mg/mL, DMSO: >11 mg/mL (lit.)(lit.), 0.5 M NaOH: soluble (then immediately dilute in PBS [lit.])(lit.)

solubility

DMSO: ≥20 mg/mL

Biochem/physiol Actions

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
0000344621
0000344621
0000230081
0000230077
0000225601

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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

USP

USP

1151866

Curcuminoids

Curcumin United States Pharmacopeia (USP) Reference Standard

USP

1151855

Curcumin

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
Umang Singh et al.
Free radical research, 45(3), 317-325 (2010-11-03)
Three curcumin analogues viz., bisdemethoxy curcumin, monodemethoxy curcumin, and dimethoxycurcumin that differ at the phenolic substitution were synthesized. These compounds have been subjected for free radical reactions with DPPH radicals, superoxide radicals (O(2)(•-)), singlet oxygen ((1)O(2)) and peroxyl radicals (CCl(3)O(2)(•))
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
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
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
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