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08511

Supelco

Curcumin

analytical standard

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Synonym(s):
(E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Diferuloylmethane, Diferulylmethane, Natural Yellow 3
Linear Formula:
[HOC6H3(OCH3)CH=CHCO]2CH2
CAS Number:
458-37-7
Molecular Weight:
368.38
Colour Index Number:
75300
Beilstein:
2306965
EC Number:
207-280-5
MDL number:
MFCD00008365
UNSPSC Code:
85151701
PubChem Substance ID:
329748594
E Number:
E100
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

SMILES string

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

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+

InChI key

VFLDPWHFBUODDF-FCXRPNKRSA-N

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General description

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

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. 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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Oxygen radical scavenging activity of curcumin.
Kunchandy E and Rao MNA
International Journal of Pharmaceutics, 58(3), 237-240 (1990)
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)
Michal Heger et al.
Pharmacological reviews, 66(1), 222-307 (2013-12-26)
This review addresses the oncopharmacological properties of curcumin at the molecular level. First, the interactions between curcumin and its molecular targets are addressed on the basis of curcumin's distinct chemical properties, which include H-bond donating and accepting capacity of the
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
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