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Merck

08511

Curcumin

analytical standard

Sinónimos:

(E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Diferuloylmethane, Diferulylmethane, Natural Yellow 3

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Fórmula lineal:
[HOC6H3(OCH3)CH=CHCO]2CH2
Número CAS:
458-37-7
Peso molecular:
368.38
UNSPSC Code:
85151701
NACRES:
NA.24
E Number:
E100
PubChem Substance ID:
329748594
EC Number:
207-280-5
MDL number:
MFCD00008365
Colour Index Number:
75300
Beilstein/REAXYS Number:
2306965

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Nombre del producto

Curcumin, analytical standard

SMILES string

COc1cc(\C=C\C(=O)CC(=O)\C=C\c2ccc(O)c(OC)c2)ccc1O

InChI key

VFLDPWHFBUODDF-FCXRPNKRSA-N

InChI

1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+

grade

analytical standard

vapor density

13 (vs air)

assay

≥98.0% (HPLC)

form

powder

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

2-8°C

Quality Level

100

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Categorías relacionadas

Application

Curcumin may be used as a reference standard for the determination of curcumin in rat plasma by high-performance liquid chromatography method.

Biochem/physiol Actions

A natural phenolic compound responsible for the yellow color of turmeric. Potent anti-tumor agent that acts against highly diverse tumor-specific pathways. Anti-inflammatory and anti-oxidant. Induces apoptosis in cancer cells and inhibits phorbol ester-induced protein kinase C (PKC) activity. Reported to inhibit production of inflammatory cytokines by peripheral blood monocytes and alveolar macrophages. Potent inhibitor of EGFR tyrosine kinase and IκB kinase. Inhibits inducible nitric oxide synthase (iNOS), cyclooxygenase (COX-2) and 5-lipoxygenase (5-LOX).
A natural phenolic compound. Potent anti-tumor agent having anti-inflammatory and anti-oxidant properties. Curcumin has been cited as a potential chemopreventive agent, in addition to its chemotherapeutic activity. Induces apoptosis in cancer cells and inhibits phorbol ester-induced protein kinase C (PKC) activity. Reported to inhibit production of inflammatory cytokines by peripheral blood monocytes and alveolar macrophages. Potent inhibitor of EGFR tyrosine kinase and IκB kinase. Inhibits inducible nitric oxide synthase (iNOS), cycloxygenase and lipoxygenase. Easily penetrates into the cytoplasm of cells, accumulating in membranous structures such as plasma membrane, endoplasmic reticulum and nuclear envelope.

General description

Curcumin is an anti-inflammatory agent extracted from the roots of Curcuma longa Linn.

Other Notes

This compound is commonly found in plants of the genus: curcuma

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
WXBD6646V
WXBD2042V
WXBD0762V
WXBC9962V
WXBC9216V

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A rapid and simple HPLC method for the determination of curcumin in rat plasma: assay development, validation and application to a pharmacokinetic study of curcumin liposome.
Li J, et al.
Biomedical Chromatography, 23(11), 1201-1207 (2009)
Phase I clinical trial of curcumin, a chemopreventive agent, in patients with highrisk or pre-malignant lesions.
Hsieh CY.
Anticancer Research, 21, 2895-2900 (2001)
Oxygen radical scavenging activity of curcumin.
Kunchandy E and Rao MNA
International Journal of Pharmaceutics, 58(3), 237-240 (1990)
Jingjing Zhu et al.
Biochimica et biophysica acta, 1833(8), 1924-1935 (2013-04-16)
Proprotein convertases (PCs) form a group of serine endoproteases that are essential for the activation of proproteins into their active form. Some PCs have been proposed to be potential therapeutic targets for cancer intervention because elevated PC activity has been
Wing-Hin Lee et al.
Expert opinion on drug delivery, 11(8), 1183-1201 (2014-05-27)
Natural compounds are emerging as effective agents for the treatment of malignant diseases. Curcumin (diferuloylmethane), the active constituent of turmeric extract, has gained significant interest as a plant-based compound with anti-cancer properties. Curcumin is physiologically very well tolerated, with negligible
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