78246
Curcumin
suitable for matrix substance for MALDI-MS, ≥99.5% (HPLC)
Synonym(s):
(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
Linear Formula:
[HOC6H3(OCH3)CH=CHCO]2CH2
CAS Number:
Molecular Weight:
368.38
EC Number:
207-280-5
UNSPSC Code:
41115710
NACRES:
NA.21
PubChem Substance ID:
MDL number:
Colour Index Number:
75300
Beilstein/REAXYS Number:
2306965
Product Name
Curcumin, suitable for matrix substance for MALDI-MS, ≥99.5% (HPLC)
InChI key
VFLDPWHFBUODDF-FCXRPNKRSA-N
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+
SMILES string
COc1cc(\C=C\C(=O)CC(=O)\C=C\c2ccc(O)c(OC)c2)ccc1O
vapor density
13 (vs air)
assay
≥99.5% (HPLC)
form
powder
technique(s)
MALDI-MS: suitable
mp
183-188 °C
cation traces
Na: ≤50 mg/kg
suitability
suitable for matrix substance for MALDI-MS
storage temp.
2-8°C
Quality Level
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Related Categories
Application
- Hybrid Ethylcellulose Polymeric Films: Ag(I)-Based Components and Curcumin as Reinforcing Ingredients for Enhanced Food Packaging Properties: This research discusses the development of hybrid ethylcellulose films integrating curcumin to improve food packaging, emphasizing the analytical chemistry aspects like ingredient compatibility and performance evaluation (Crispini A et al., 2024).
- Intelligent double-layer film based on gellan gum/modified anthocyanin/curcumin/sodium alginate/zinc oxide for monitoring shrimp freshness: This article describes the creation of an intelligent film incorporating curcumin for real-time monitoring of shrimp freshness, showcasing a practical application of curcumin in food safety and shelf-life extension (Li C et al., 2024).
- Cyclodextrin-grafted redox-responsive hydrogel mediated by disulfide bridges for regulated drug delivery: This study examines a curcumin-incorporated cyclodextrin hydrogel, highlighting the use of curcumin in developing advanced drug delivery systems with potential applications in targeted therapy (Xu X et al., 2024).
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
Bharat B Aggarwal et al.
Molecular nutrition & food research, 57(9), 1529-1542 (2013-07-13)
Turmeric, a dried powder derived from the rhizome of Curcuma longa, has been used for centuries in certain parts of the world and has been linked to numerous biological activities including antioxidant, anti-inflammatory, anticancer, antigrowth, anti-arthritic, anti-atherosclerotic, antidepressant, anti-aging, antidiabetic
Yoshikane Yamauchi et al.
Phytotherapy research : PTR, 28(5), 728-735 (2013-08-15)
Resistance to erlotinib in lung cancer cases includes T790M mutant epidermal growth factor receptor and c-Met gene amplification, but other unknown mechanisms account for about 30% of the resistance. Activation of the nuclear factor kappa B (NFkappaB)-related pathways in association
Anggakusuma et al.
Gut, 63(7), 1137-1149 (2013-08-02)
Hepatitis C virus (HCV) infection causes severe liver disease and affects more than 160 million individuals worldwide. People undergoing liver organ transplantation face universal re-infection of the graft. Therefore, affordable antiviral strategies targeting the early stages of infection are urgently
Vivian Soetikno et al.
Drug discovery today, 18(15-16), 756-763 (2013-05-09)
Diabetic nephropathy is characterized by a plethora of signaling abnormalities. Recent trials have suggested that intensive glucose-lowering treatment leads to hypoglycemic events, which can be dangerous. Curcumin is the active ingredient of turmeric, which has been widely used in many
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