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548-76-5,MFCD00597047
Catalog No.:AA00DGY6

548-76-5 | Irigenin

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Purity
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Price(USD)
Quantity
  
1mg
97%
in stock  
$32.00   $22.00
- +
5mg
97%
in stock  
$78.00   $55.00
- +
10mg
97%
in stock  
$116.00   $82.00
- +
25mg
97%
in stock  
$161.00   $113.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00DGY6
Chemical Name:
Irigenin
CAS Number:
548-76-5
Molecular Formula:
C18H16O8
Molecular Weight:
360.3148
MDL Number:
MFCD00597047
SMILES:
COc1cc(cc(c1OC)O)c1coc2c(c1=O)c(O)c(c(c2)O)OC
Properties
Computed Properties
 
Complexity:
549  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
4  
XLogP3:
2.6  

Downstream Synthesis Route
548-76-5    75-03-6   
7-ethoxy-5-hydroxy-3-(3-hydroxy-4,5-dimethoxy-phenyl)-6-methoxy-chromen-4-one 

[1]JournalOfScientificandIndustrialResearch,1954,vol.13B,p.1

548-76-5    7732-18-5   
KOH-solution 
  64-18-6    487-71-8    99339-45-4 

[1]ChemischeBerichte,1893,vol.26,p.2019

iridyne 
  548-76-5 

[1]ChemischeBerichte,1893,vol.26,p.2019

Literature

Title: Chemical constituents of the ethyl acetate extract of Belamcanda chinensis (L.) DC roots and their antitumor activities.

Journal: Molecules (Basel, Switzerland) 20120524

Title: New constituents from the rhizomes of Egyptian Iris germanica L.

Journal: Molecules (Basel, Switzerland) 20120302

Title: Characterisation and quantification of flavonoids in Iris germanica L. and Iris pallida Lam. resinoids from Morocco.

Journal: Phytochemical analysis : PCA 20120101

Title: Simultaneous determination of tectorigenin, irigenin and irisflorentin in rat plasma and urine by UHPLC-MS/MS: application to pharmacokinetics.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20111201

Title: Characterization and determination of the major constituents in Belamcandae Rhizoma by HPLC-DAD-ESI-MS(n).

Journal: Journal of pharmaceutical and biomedical analysis 20110910

Title: Application of complexation high-speed counter-current chromatography in the separation of 5-hydroxyisoflavone isomers from Belamcanda chinensis (L.) DC.

Journal: Journal of chromatography. A 20110408

Title: Preparative isolation and purification of seven isoflavones from Belamcanda chinensis.

Journal: Phytochemical analysis : PCA 20110101

Title: Modeling natural anti-inflammatory compounds by molecular topology.

Journal: International journal of molecular sciences 20110101

Title: Antimutagenic and anti-oxidant activities of isoflavonoids from Belamcanda chinensis (L.) DC.

Journal: Mutation research 20100201

Title: Isolation and purification of isoflavonoids from Rhizoma Belamcandae by two-dimensional preparative high-performance liquid chromatography with column switch technology.

Journal: Biomedical chromatography : BMC 20091001

Title: Quality evaluation of Rhizoma Belamcandae (Belamcanda chinensis (L.) DC.) by using high-performance liquid chromatography coupled with diode array detector and mass spectrometry.

Journal: Journal of chromatography. A 20090313

Title: Terameprocol, a methylated derivative of nordihydroguaiaretic acid, inhibits production of prostaglandins and several key inflammatory cytokines and chemokines.

Journal: Journal of inflammation (London, England) 20090101

Title: The rapid identification of isoflavonoids from Belamcanda chinensis by LC-NMR and LC-MS.

Journal: Chemical & pharmaceutical bulletin 20081001

Title: 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.

Journal: Life sciences 20060411

Title: Analysis of DNA in endometrial cancer cells treated with phyto-estrogenic compounds using comparative genomic hybridisation microarrays.

Journal: Planta medica 20050501

Title: Phenolic constituents of the rhizomes of the Thai medicinal plant Belamcanda chinensis with proliferative activity for two breast cancer cell lines.

Journal: Journal of natural products 20050301

Title: Phytoestrogens derived from Belamcanda chinensis have an antiproliferative effect on prostate cancer cells in vitro.

Journal: The Journal of urology 20041201

Title: [Study on the fingerprints of Belamcanda chinensis (L.) DC by capillary electrophoresis].

Journal: Se pu = Chinese journal of chromatography 20040501

Title: Cancer chemopreventive in vitro activities of isoflavones isolated from Iris germanica.

Journal: Planta medica 20030101

Title: Alkylated benzoquinones from Iris kumaonensis.

Journal: Phytochemistry 20021201

Title: Isoflavonoids from the rhizomes of Belamcanda chinensis and their effects on aldose reductase and sorbitol accumulation in streptozotocin induced diabetic rat tissues.

Journal: Archives of pharmacal research 20020601

Title: Amin A, et al. Irigenin, a novel lead from Western Himalayan chemiome inhibits Fibronectin-Extra Domain A induced metastasis in Lung cancer cells. Sci Rep. 2016 Nov 16;6:37151.

Title: Xu Y, et al. Irigenin sensitizes TRAIL-induced apoptosis via enhancing pro-apoptotic molecules in gastric cancer cells. Biochem Biophys Res Commun. 2018 Feb 12;496(3):998-1005.

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