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Merck

1151855

USP

Curcumin

United States Pharmacopeia (USP) Reference 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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About This Item

Fórmula lineal:
[HOC6H3(OCH3)CH=CHCO]2CH2
Número de CAS:
Peso molecular:
368.38
Colour Index Number:
75300
Beilstein/REAXYS Number:
2306965
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

pharmaceutical primary standard

vapor density

13 (vs air)

API family

curcumin

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

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

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application


  • Evaluating the dose-dependent effects of curcumin nano-micelles on rumen fermentation, nitrogen metabolism, and nutrient digestibility in heat-stressed fattening lambs: This study investigates the application of high-purity curcumin in improving animal health and productivity under climate stress, highlighting its potential as a bioactive compound in veterinary nutritional research (Bokharaeian et al., 2024).

  • Curcumin reduces myocardial ischemia-reperfusion injury, by increasing endogenous H2S levels and further modulating m6A: This research underscores curcumin′s bioactive role in cardiovascular protection, offering insights into its mechanism of action within cell signaling pathways related to heart health (Cui et al., 2024).

  • Targeting CD8+ T cells with natural products for tumor therapy: Revealing insights into the mechanisms: This review discusses the therapeutic applications of curcumin in cancer treatment, focusing on its interaction with cellular mechanisms and its potential as a molecular marker in immunotherapy (Wang et al., 2024).

  • Senolytic effects on dental pulp stem cell′s proliferation and differentiation during long-term expansion: This article examines curcumin′s potential to influence cell growth and repair processes, pertinent to its research applications in dental and regenerative medicine (Wang et al., 2024).

  • Future aspects of plant derived bioactive metabolites as therapeutics to combat benign prostatic hyperplasia: This review highlights curcumin′s role as a leading natural compound in pharmacological research, focusing on its anti-inflammatory and neuroprotective properties for treating conditions like benign prostatic hyperplasia (Krishnamoorthi et al., 2024).

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.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Marie-Hélène Teiten et al.
Molecular nutrition & food research, 57(9), 1619-1629 (2013-06-12)
Epigenetic alterations correspond to changes in DNA methylation, covalent modifications of histones, or altered miRNA expression patterns. These three mechanisms are interconnected and appear to be key players in tumor progression and failure of conventional chemotherapy. Dietary components emerged as
Issac Abraham Sybiya Vasantha Packiavathy et al.
Food chemistry, 148, 453-460 (2013-11-23)
Urinary tract infection is caused primarily by the quorum sensing (QS)-dependent biofilm forming ability of uropathogens. In the present investigation, an anti-quorum sensing (anti-QS) agent curcumin from Curcuma longa (turmeric) was shown to inhibit the biofilm formation of uropathogens, such
Andreas Koeberle et al.
Journal of medicinal chemistry, 57(13), 5638-5648 (2014-06-13)
The anticarcinogenic and anti-inflammatory properties of curcumin have been extensively investigated, identifying prostaglandin E2 synthase (mPGES)-1 and 5-lipoxygenase (5-LO), key enzymes linking inflammation with cancer, as high affinity targets. A comparative structure-activity study revealed three modifications dissecting mPGES-1/5-LO inhibition, namely
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
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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