Curcumin
SIAL/00280590 - primary reference standard
Synonym: (E,E)
CAS Number: 458-37-7
Empirical Formula (Hill Notation): C21H20O6
Molecular Weight: 368.38
EC Number: 207-280-5
MDL Number: MFCD00008365
Linear Formula: [HOC6H3(OCH3)CH=CHCO]2CH2
Product Type: Chemical
| form | powder or crystals |
| grade | primary reference standard |
| InChI | 1S/C21H20O6/c1-26-20-11-1 |
| InChI key | VFLDPWHFBUODDF-FCXRPNKRSA |
| manufacturer/tradename | HWI |
| shelf life | limited shelf life, expiry date on the label |
| SMILES string | COc1cc(C=CC(=O)CC(=O)C |
| technique(s) | gas chromatography (GC): suitable |
| HPLC: suitable | |
| vapor density | 13 (vs air) |
| Application: | It has been used as reference standard in 1H NMR and LC–MS/MS analysis for the quantification of curcumin in turmeric. |
| Application: | Reference Standard in the analysis of herbal medicinal products |
| 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. |
| General description: | 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. |
| General description: | Produced and qualified by HWI pharma services GmbH. Exact content by quantitative NMR can be found on the certificate. |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Colour Index Number | 75300 |
| UNSPSC | 85151701 |