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PHR2209 Supelco

Curcumin

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym: (E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Curcumin, 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

  •  MDL number MFCD00008365

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Properties

Related Categories Analytical Standards, Analytical/Chromatography, C-D, Pharmaceutical Secondary Standards, Pharmacopeia & Metrological Institutes Standards More...
grade   certified reference material
  pharmaceutical secondary standard
vapor density   13 (vs air)
packaging   pkg of 50 mg
pharmacopeia traceability   traceable to USP 1151855
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

Description

General description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

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.

Analysis Note

These secondary standards offer multi-traceability to the USP, EP and BP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAC3389 in the Documents slot below. This is an example certificate only and may not be the lot that you receive.

Safety & Documentation

Safety Information

WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
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