irigenin
5,7,3'-trimethoxy-6,4',5'-trimethoxyisoflavone
 
Notes:
None found
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      Product(s):
      548-76-5 Irigenin 98%
      Irigenin is a natural compound isolated from the rhizomes of Belamcanda chinen
       
       
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CAS Number: 548-76-5Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 208-958-3
FDA UNII: 6O4NX37350
Nikkaji Web: J6.451C
XlogP3-AA: 2.60 (est)
Molecular Weight: 360.31912000
Formula: C18 H16 O8
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
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
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 93.68 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Alfa Biotechnology
For experimental / research use only.
irigenin 98%
BOC Sciences
For experimental / research use only.
Irigenin 98%
Odor: characteristic
Use: Irigenin is a natural compound isolated from the rhizomes of Belamcanda chinen
Carbosynth
For experimental / research use only.
Irigenin
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Safety Information:
 
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
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for irigenin usage levels up to:
 not for fragrance use.
 
Recommendation for irigenin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5464170
National Institute of Allergy and Infectious Diseases: Data
 5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxychromen-4-one
Chemidplus: 0000548765
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References:
 5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxychromen-4-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5464170
Pubchem (cas): 548-76-5
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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
KEGG (GenomeNet): C17957
HMDB (The Human Metabolome Database): Search
FooDB: FDB008016
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 bean butter bean shoot
Search Trop  Picture
 not found in nature
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Synonyms:
4H-1-benzopyran-4-one, 5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-
5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-4-benzopyrone
5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-4H-chromen-4-one
5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxychromen-4-one
5,7,3'-trimethoxy-6,4',5'-trimethoxyisoflavone
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Articles:
PubMed: Ionic-liquid-based ultrasound-assisted extraction of isoflavones from Belamcanda chinensis and subsequent screening and isolation of potential α-glucosidase inhibitors by ultrafiltration and semipreparative high-performance liquid chromatography.
PubMed: 8-Hydroxyirilone 5-methyl ether and 8-hydroxyirilone, new antioxidant and α-amylase inhibitors isoflavonoids from Iris germanica rhizomes.
PubMed: Irigenin, a novel lead from Western Himalayan chemiome inhibits Fibronectin-Extra Domain A induced metastasis in Lung cancer cells.
PubMed: Ultrafiltration-LC-MS combined with semi-preparative HPLC for the simultaneous screening and isolation of lactate dehydrogenase inhibitors from Belamcanda chinensis.
PubMed: LC-MS Guided Isolation of Bioactive Principles from Iris hookeriana and Bioevaluation of Isolates for Antimicrobial and Antioxidant Activities.
PubMed: Belamcanda chinensis (L.) DC-An ethnopharmacological, phytochemical and pharmacological review.
PubMed: Characterization of in vitro metabolites of irisflorentin by rat liver microsomes using high-performance liquid chromatography coupled with tandem mass spectrometry.
PubMed: Belamcandae chinensis rhizome--a review of phytochemistry and bioactivity.
PubMed: [Chemical constituents from rhizomes of Iris germanica].
PubMed: Dynamic changes of flavonoids contents in the different parts of rhizome of Belamcanda chinensis during the thermal drying process.
PubMed: Chemical constituents of the ethyl acetate extract of Belamcanda chinensis (L.) DC roots and their antitumor activities.
PubMed: New constituents from the rhizomes of Egyptian Iris germanica L.
PubMed: Characterisation and quantification of flavonoids in Iris germanica L. and Iris pallida Lam. resinoids from Morocco.
PubMed: Simultaneous determination of tectorigenin, irigenin and irisflorentin in rat plasma and urine by UHPLC-MS/MS: application to pharmacokinetics.
PubMed: Characterization and determination of the major constituents in Belamcandae Rhizoma by HPLC-DAD-ESI-MS(n).
PubMed: Preparative isolation and purification of seven isoflavones from Belamcanda chinensis.
PubMed: Application of complexation high-speed counter-current chromatography in the separation of 5-hydroxyisoflavone isomers from Belamcanda chinensis (L.) DC.
PubMed: Antimutagenic and anti-oxidant activities of isoflavonoids from Belamcanda chinensis (L.) DC.
PubMed: Preparative isolation and purification of flavonoids from the Chinese medicinal herb Belamcanda by high-speed countercurrent chromatography.
PubMed: Antiproliferative activity on human cancer cell lines after treatment with polyphenolic compounds isolated from Iris pseudopumila flowers and rhizomes.
PubMed: Isolation and purification of isoflavonoids from Rhizoma Belamcandae by two-dimensional preparative high-performance liquid chromatography with column switch technology.
PubMed: The rapid identification of isoflavonoids from Belamcanda chinensis by LC-NMR and LC-MS.
PubMed: Quality evaluation of Rhizoma Belamcandae (Belamcanda chinensis (L.) DC.) by using high-performance liquid chromatography coupled with diode array detector and mass spectrometry.
PubMed: Inhibitory effects of Irigenin from the rhizomes of Belamcanda chinensis on nitric oxide and prostaglandin E(2) production in murine macrophage RAW 264.7 cells.
PubMed: Analysis of DNA in endometrial cancer cells treated with phyto-estrogenic compounds using comparative genomic hybridisation microarrays.
PubMed: Phenolic constituents of the rhizomes of the Thai medicinal plant Belamcanda chinensis with proliferative activity for two breast cancer cell lines.
PubMed: [Study on the fingerprints of Belamcanda chinensis (L.) DC by capillary electrophoresis].
PubMed: Phytoestrogens derived from Belamcanda chinensis have an antiproliferative effect on prostate cancer cells in vitro.
PubMed: Cancer chemopreventive in vitro activities of isoflavones isolated from Iris germanica.
PubMed: Alkylated benzoquinones from Iris kumaonensis.
PubMed: Isoflavonoids from the rhizomes of Belamcanda chinensis and their effects on aldose reductase and sorbitol accumulation in streptozotocin induced diabetic rat tissues.
PubMed: [Determination of five isoflavones in Belamcanda Chinensis by RP-HPLC].
PubMed: [Analysis of isoflavones in Belamcanda chinensis (L.)DC. and Iris tectorum Maxim by square wave voltammetry].
PubMed: Synthesis of isoflavones. V. Irigenin and tectorigenin.
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