(E)-curcumin III

bis(p-hydroxycinnamoyl)methane

CAS: 33171-05-0 C19 H16 O4 MW: 308.33332000

Identification

Name(E)-curcumin III
IUPAC(1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
CAS Number33171-05-0
FDA UNII2EFO1BP34R
Molecular FormulaC19 H16 O4
Molecular Weight308.33332000
MDL NumberMFCD03419284
Nikkaji NumberJ468.370F

Regulatory

FDA/DG SANTE Petitions, Reviews, NoticesGRN 460
JECFA Food AdditiveCurcumin
GSFA CodexCurcumin (100(i))

Physical Properties

Assay 98.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 551.00 to 552.00 °C. @ 760.00 mm Hg (est)
Flash Point 574.00 °F. TCC ( 301.30 °C. ) (est)
logP (o/w) 3.155 (est)
Soluble in water, 32.69 mg/L @ 25 °C (est)

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesantioxidants

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryantioxidants
Recommendation for (E)-curcumin III usage levels up tonot for fragrance use.
Recommendation for (E)-curcumin III flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

turmeric

Synonyms

(E)- curcumin III 1,6- heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-, (1E,6E)- 1,6- heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-, (E,E)- (1E,6E)-1,7-bis-(4- hydroxy-phenyl)-hepta-1,6-diene-3,5-dione bis(p- hydroxycinnamoyl)methane bis(para- hydroxycinnamoyl)methane (E,E)-1,7-bis(4- hydroxyphenyl)-1,6-heptadiene-3,5-dione (1E,6E)-1,7-bis(4- hydroxyphenyl)hepta-1,6-diene-3,5-dione PubMed: Quick supramolecular solvent-based microextraction for quantification of low curcuminoid content in food. PubMed: Concurrent inhibition of enzymatic activity and NF-Y-mediated transcription of Topoisomerase-IIα by bis-DemethoxyCurcumin in cancer cells. PubMed: Bioactivity of turmeric-derived curcuminoids and related metabolites in breast cancer. PubMed: Curcumin: from chemistry to chemistry-based functions. PubMed: Antioxidant properties of Mannich bases. PubMed: Production of Curcuminoids in different in vitro organs of Curcuma longa. PubMed: Design, synthesis and biological activity of new polyenolic inhibitors of matrix metalloproteinases: a focus on chemically-modified curcumins. PubMed: Evaluation of naturally occurring curcuminoids and related compounds against mosquito larvae. PubMed: Studies on curcumin and curcuminoids. XLVI. Photophysical properties of dimethoxycurcumin and bis-dehydroxycurcumin. PubMed: Phytochemical and cytotoxic investigations of Curcuma mangga rhizomes. PubMed: Dimethoxycurcumin, a structural analogue of curcumin, induces apoptosis in human renal carcinoma caki cells through the production of reactive oxygen species, the release of cytochrome C, and the activation of caspase-3. PubMed: Development of binding assays to screen ligands for Plasmodium falciparum thioredoxin and glutathione reductases by ultrafiltration and liquid chromatography/mass spectrometry. PubMed: Curcumin derivatives: molecular basis of their anti-cancer activity. PubMed: New synthetic glucosyl-curcuminoids, and their (1)H and (13)C NMR characterization, from Curcuma longa L. PubMed: Dimethoxycurcumin, a synthetic curcumin analogue with higher metabolic stability, inhibits NO production, inducible NO synthase expression and NF-kappaB activation in RAW264.7 macrophages activated with LPS. PubMed: HPLC-photodiode array detection analysis of curcuminoids in Curcuma species indigenous to Indonesia. PubMed: Comparative effects of curcuminoids on endothelial heme oxygenase-1 expression: ortho-methoxy groups are essential to enhance heme oxygenase activity and protection. PubMed: Modulation of the function of the multidrug resistance-linked ATP-binding cassette transporter ABCG2 by the cancer chemopreventive agent curcumin. PubMed: Comparison of Anti-inflammatory Activities of Six Curcuma Rhizomes: A Possible Curcuminoid-independent Pathway Mediated by Curcuma phaeocaulis Extract. PubMed: Microemulsion electrokinetic chromatography for separation and analysis of curcuminoids in turmeric samples. PubMed: Metabolism of curcuminoids in tissue slices and subcellular fractions from rat liver. PubMed: Elucidation of anti-allergic activities of curcumin-related compounds with a special reference to their anti-oxidative activities. PubMed: Biochemical mechanism of modulation of human P-glycoprotein (ABCB1) by curcumin I, II, and III purified from Turmeric powder. PubMed: Quantitative determination of curcuminoids in Curcuma rhizomes and rapid differentiation of Curcuma domestica Val. and Curcuma xanthorrhiza Roxb. by capillary electrophoresis. PubMed: Protection of pancreatic beta-cell by the potential antioxidant bis-o-hydroxycinnamoyl methane, analogue of natural curcuminoid in experimental diabetes. PubMed: In vitro peroxynitrite scavenging activity of diarylheptanoids from Curcuma longa. PubMed: Studies on the role of some synthetic curcuminoid derivatives in the inhibition of tumour specific angiogenesis. PubMed: Syntheses of Curcumin Bioconjugates and Study of Their Antibacterial Activities against beta-Lactamase-Producing Microorganisms. PubMed: Inhibition of cytochrome P450 isozymes by curcumins in vitro and in vivo. PubMed: Effects of turmeric on the activities of benzo(a)pyrene-induced cytochrome P-450 isozymes. PubMed: Cytotoxicity, antioxidant and anti-inflammatory activities of curcumins I-III from Curcuma longa. PubMed: A simple and efficient separation of the curcumins, the antiprotozoal constituents of Curcuma longa. PubMed: Novel bioactivities of Curcuma longa constituents. PubMed: Antimutagenic and anticarcinogenic activity of natural and synthetic curcuminoids. PubMed: Anti-tumour and antioxidant activity of natural curcuminoids. PubMed: [Terpenoids and curcuminoids of the rhizoma of Curcuma xanthorrhiza Roxb]. PubMed: Curcumin as an inhibitor of cancer. PubMed: Curcumins as inhibitors of nitrosation in vitro. PubMed: Curcumin, demethoxycurcumin and bisdemethoxycurcumin differentially inhibit morphine's rewarding effect in rats. PubMed: Curcumin.