00280590

Curcumin

primary reference standard

• Synonyme(s) : (E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Diferuloylmethane, Diferulylmethane, Natural Yellow 3
• Formule linéaire : [HOC₆H₃(OCH₃)CH=CHCO]₂CH₂
• CAS Number: 458-37-7
• Poids moléculaire : 368.38
• Numéro C.I. (Colour Index): 75300
• Beilstein: 2306965
• Numéro CE : 207-280-5
• Numéro MDL: MFCD00008365
• Code UNSPSC : 85151701
• ID de substance PubChem : 329747028
• Nomenclature NACRES : NA.24

Propriétés

• Qualité: primary reference standard
• Densité de vapeur: 13 (vs air)
• Forme: powder or crystals
• Durée de conservation: limited shelf life, expiry date on the label
• Fabricant/nom de marque: HWI
• Technique(s): HPLC: suitable; gas chromatography (GC): suitable
• Chaîne SMILES: 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+
• Clé InChI: VFLDPWHFBUODDF-FCXRPNKRSA-N

Description

Description générale

Curcumin is a bioactive component of turmeric, Curcuma longa. It has a broad spectrum of activities including antioxidant, anti-inflammatory and being anti-cancerous in nature. It has been shown to be a very powerful antioxidant, and has been found to enhance the effects of common anti-cancer drugs. It can also modulate several molecular targets such as cytokines and chemokines, a multitude of enzymes, receptors, transcription factors, cell cycle proteins and cell surface adhesion molecules.

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

It has been used as reference standard in 1H NMR and LC–MS/MS analysis for the quantification of curcumin in turmeric.

Reference Standard in the analysis of herbal medicinal products

Actions biochimiques/physiologiques

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.

Autres remarques

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

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable