Synonym: Curcumin; (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
Empirical Formula (Hill Notation): C21H20O6
Molecular Weight: 368.38
MDL Number: MFCD00008365
Linear Formula: [HOC6H3(OCH3)CH=CHCO]2CH2
Product Type: Chemical
| agency |
traceable to USP 1151855 |
| CofA |
current certificate can be downloaded |
| form |
solid |
| grade |
certified reference material |
| |
pharmaceutical secondary standard |
| 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 |
| packaging |
pkg of 50 mg |
| SMILES string |
COc1cc(C=CC(=O)CC(=O)C=Cc2ccc(O)c(OC)c2)ccc1O |
| storage temp. |
-10 to -25°C |
| vapor density |
13 (vs air) |
| Analysis Note: |
These secondary standards offer multi-traceability to the USP, EP and BP primary standards, where they are available. |
| 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. |
| 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. |
| 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 |
| 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. |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Storage Temp. |
-10 to -25°C |
| Colour Index Number |
75300 |
| UNSPSC |
41116107 |
