5,7,3'-trimethoxy-6,4',5'-trimethoxyisoflavone

CAS: 548-76-5 C18 H16 O8 MW: 360.31912000

Identification

Nameirigenin
IUPAC5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxychromen-4-one
CAS Number548-76-5
EINECS208-958-3
FDA UNII6O4NX37350
Molecular FormulaC18 H16 O8
Molecular Weight360.31912000
Nikkaji NumberJ6.451C

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 93.68 mg/L @ 25 °C (est)

No sensory data available

Safety Information

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

Categorynatural substances and extractives
Recommendation for irigenin usage levels up tonot for fragrance use.
Recommendation for irigenin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

bean butter bean shoot not found in nature

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 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.