EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

(E)-curcumin III
bis(p-hydroxycinnamoyl)methane

Supplier Sponsors

Name:(1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
CAS Number: 33171-05-0Picture of molecule3D/inchi
Other(deleted CASRN):104024-29-5
FDA UNII: 2EFO1BP34R
Nikkaji Web:J468.370F
MDL:MFCD03419284
XlogP3-AA:3.30 (est)
Molecular Weight:308.33332000
Formula:C19 H16 O4
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:antioxidants
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 FDA/DG SANTE Petitions, Reviews, Notices:
GRN 460 Curcuminoids purified from turmeric (Curcuma longa L.) View - notice PDF
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: antioxidants
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Bisdemethoxycurcumin 98%
BOC Sciences
For experimental / research use only.
Bisdemethoxycurcumin >98%
Odor: characteristic
Use: Bisdemethoxycurcumin is one of the three major forms of curcuminoids found in the rhizomes of turmeric. Bisdemethoxycurcumin displays antioxidant, anti-inflammatory as well as chemotherapeutic activity.
Coompo
For experimental / research use only.
Bisdemethoxycurcumin from Plants ≥98%
Odor: characteristic
Use: Antiedemic, anti-inflammatory agent. Bile stimulant showing hepatoprotective props. Possesses bactericidal and fungicidal props. Antitumour agent functioning through apoptosis. Nutriceutical. Shows antioxidant activity. Bisdemethoxycurcumin (BDMC) is a derivative or curcumin, and represents one of the major active components of curcumin products isolated from Curcumae sp. BDMC shares similar anti-inflammatory properties with demethoxycurcumin. It inhibits LPS-induced nitric oxide (NO) production and expression of iNOS and COX2 in RAW264.7 cells by blocking NF-kB activation. BDMC also displays unique properties in that it enhances Abeta clearance by upregulating expression MGAT3 and TLR genes. BDMC potently inhibits AKR1B10.
Nacalai USA
For experimental / research use only.
Curcumin 3
Sigma-Aldrich: Sigma
For experimental / research use only.
Bisdemethoxycurcumin ≥98% (HPLC), solid
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
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.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Scientific Opinion on the re-evaluation of curcumin (E 100) as a food additive
View page or View pdf

EPI System: View
ClinicalTrials.gov:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5315472
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
(1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
Chemidplus:0033171050
 
References:
 (1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5315472
Pubchem (sid):135104109
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):Search
FDA Listing of Food Additive Status:View
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 turmeric
Search Trop Picture
 
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
 

Articles:

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-II╬▒ 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.
 
Notes:
None found
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