Accéder au contenu
MilliporeSigma

C7727

Curcumin

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

Synonyme(s) :

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

Se connecter pour consulter les tarifs organisationnels et contractuels.

Sélectionner une taille de conditionnement

Changer de vue

A propos de cet article

Formule linéaire :
[HOC6H3(OCH3)CH=CHCO]2CH2
Numéro CAS:
Poids moléculaire :
368.38
EC Number:
207-280-5
UNSPSC Code:
12352205
NACRES:
NA.47
PubChem Substance ID:
MDL number:
Colour Index Number:
75300
Beilstein/REAXYS Number:
2306965
Service technique
Besoin d'aide ? Notre équipe de scientifiques expérimentés est là pour vous.
Laissez-nous vous aider


vapor density

13 (vs air)

Quality Level

assay

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

form

powder

mp

175 °C

solubility

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

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°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

Gene Information

General description

Curcumin is a yellow colored polyphenol obtained from the rhizome of Curcuma longa L. It is also known as diferuloyl methane, a symmetric molecule with a seven carbon linker connecting two o-methoxy phenolic groups containing aromatic rings. Curcumin is synthesized by Pabon′s reaction using vanillin and acetyl acetone in the presence of boric oxide. It constitutes an important part of various diets and herbal medicines, especially in the Asian continent for its various salubrious effects on human health.

Application

Curcumin has been used:
  • to study its in vitro effect on the inflammation and expression of tumour factor in patients with chronic kidney diseases
  • to determine its influence when used in combination with high frequency ultrasound on human cervical carcinoma cells
  • to study the possibility of using magnetic purification of curcumin from Curcuma longa by surface active maghemite nanoparticles (SAMNs)
  • to examine its effect on the amyloid-β peptide levels along with the maturation of amyloid-β precursor proteins in various cell lines and primary cortical neurons in mouse
  • as a supplement to evaluate its anti-carcinogenic and anti-apoptotic effect on cancer cells and cardiomyocytes
  • to test its anti-inflammatory effect in human promyelocytic leukemia cell line, the HL-60

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.
Curcumin is postulated to have anti-depressant, anti-stress and neuroprotective effects on humans and other animals. Additionally, it also shows anti-fungal, antiviral, anti-microbial, chemosensitizing, radiosensitizing, and wound healing activities.


Still not finding the right product?

Explore all of our products under


Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number

Vous ne trouvez pas la bonne version ?

Si vous avez besoin d'une version particulière, vous pouvez rechercher un certificat spécifique par le numéro de lot.

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents


Articles

Chronic inflammation is an underlying factor in the development and progression of many of the chronic diseases of aging, such as arthritis, atherosclerosis, diabetes, and cancer.


Curcumin decreases amyloid-beta peptide levels by attenuating the maturation of amyloid-beta precursor protein
Zhang C, et al.
The Journal of Biological Chemistry, 285(37), 28472-28480 (2010)
Cecilia M Shing et al.
Nutrition (Burbank, Los Angeles County, Calif.), 27(9), 967-972 (2011-02-08)
Nutritional compounds that potentially limit inflammation and tissue factor expression may decrease the progression of chronic kidney disease (CKD) and associated cardiovascular disease. This project aimed to determine the effect of curcumin, bovine colostrum, and fish oil on inflammatory cytokine
Gizem Calibasi-Kocal et al.
Journal of B.U.ON. : official journal of the Balkan Union of Oncology, 24(4), 1482-1487 (2019-10-28)
Curcumin is a natural phytopolyphenol compound isolated from the root of turmeric (Curcuma longa) and possesses a wide range of biological properties. The purpose of this study was to evaluate the antiproliferative, wound healing, anti-invasive and anti-migrative effects of curcumin



Numéro d'article de commerce international

RéférenceGTIN
C7727-500MG04061835518029