(E)-curcumin III
bis(p-hydroxycinnamoyl)methane
Identification
| Name | (E)-curcumin III |
| IUPAC | (1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione |
| CAS Number | 33171-05-0 |
| FDA UNII | 2EFO1BP34R |
| Molecular Formula | C19 H16 O4 |
| Molecular Weight | 308.33332000 |
| MDL Number | MFCD03419284 |
| Nikkaji Number | J468.370F |
Regulatory
| FDA/DG SANTE Petitions, Reviews, Notices | GRN 460 |
| JECFA Food Additive | Curcumin |
| GSFA Codex | Curcumin (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
| CosIng | cosmetic data |
| Cosmetic Uses | antioxidants |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | antioxidants |
| Recommendation for (E)-curcumin III usage levels up to | not for fragrance use. |
| Recommendation for (E)-curcumin III flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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.