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Merck

08511

Curcumin

analytical standard

Synonym(s):

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

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About This Item

Linear Formula:
[HOC6H3(OCH3)CH=CHCO]2CH2
CAS Number:
458-37-7
Molecular Weight:
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

Key Documents

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Product Name

Curcumin, analytical standard

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+

SMILES string

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

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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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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

08511-BULK: + 08511-VAR: + 08511-10MG:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6969V
WXBF3181V
WXBD9237V
WXBD6646V
WXBD2042V

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Oxygen radical scavenging activity of curcumin.
Kunchandy E and Rao MNA
International Journal of Pharmaceutics, 58(3), 237-240 (1990)
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)
Shahar Lev-Ari et al.
The Journal of nutritional biochemistry, 25(8), 843-850 (2014-05-20)
Non-small cell lung cancer (NSCLC) is the leading cause of cancer-related mortality. Curcumin is involved in various biological pathways leading to inhibition of NSCLC growth. The purpose of this study was to evaluate the effect of curcumin on expression of
Vivian Soetikno et al.
Drug discovery today, 18(15-16), 756-763 (2013-05-09)
Diabetic nephropathy is characterized by a plethora of signaling abnormalities. Recent trials have suggested that intensive glucose-lowering treatment leads to hypoglycemic events, which can be dangerous. Curcumin is the active ingredient of turmeric, which has been widely used in many
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