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Curcumin

matrix substance for MALDI-MS, ≥99.5% (HPLC)

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

  • CAS Number 458-37-7

  • Linear Formula [HOC6H3(OCH3)CH=CHCO]2CH2

  • Molecular Weight 368.38

  •  Colour Index Number 75300

  •  Beilstein/REAXYS Number 2306965

  •  EC Number 207-280-5

  •  MDL number MFCD00008365

  •  PubChem Substance ID 329768129

  •  NACRES NA.21

Curcumin matrix substance for MALDI-MS, ≥99.5% (HPLC)
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Properties

Related Categories Analytical Reagents, Analytical/Chromatography, Mass Spectrometry (MS), Matrix Substances for MALDI-MS, Spectroscopy More...
Quality Level   100
grade   matrix substance for MALDI-MS
vapor density   13 (vs air)
assay   ≥99.5% (HPLC)
form   powder
application(s)   MALDI-MS: suitable
mp   183-188 °C
cation traces   Na: ≤50 mg/kg
storage temp.   2-8°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
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Description

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.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
MI5230000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

UHPLC Analysis of Curcumins on Ascentis® Express RP-Amide

From our library of Articles, Sigma-Aldrich presents UHPLC Analysis of Curcumins on Ascentis® Express RP-Amide
Keywords: Vitamins

UHPLC Analysis of Turmeric Curcumin Herbal Supplement on Ascentis® Express RP-Amide

From our library of Articles, Sigma-Aldrich presents UHPLC Analysis of Turmeric Curcumin Herbal Supplement on Ascentis® Express RP-Amide
Keywords: Chromatography, Sample preparations, Vitamins

UHPLC Analysis of Turmeric Standards on Ascentis® Express RP-Amide

From our library of Articles, Sigma-Aldrich presents UHPLC Analysis of Turmeric Standards on Ascentis® Express RP-Amide
Keywords: Chromatography, Vitamins

Peer-Reviewed Papers
15

References

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