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1143-70-0,MFCD20275235
Catalog No.:AA000AY5

1143-70-0 | 3,8-Dihydroxy-6H-benzo[c]chromen-6-one

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1mg
99%
in stock  
$6.00   $4.00
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10mg
99%
in stock  
$7.00   $5.00
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100mg
99%
in stock  
$9.00   $7.00
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250mg
99%
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$12.00   $8.00
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25g
99%
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$156.00   $110.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA000AY5
Chemical Name:
3,8-Dihydroxy-6H-benzo[c]chromen-6-one
CAS Number:
1143-70-0
Molecular Formula:
C13H8O4
Molecular Weight:
228.2002
MDL Number:
MFCD20275235
SMILES:
Oc1ccc2c(c1)oc(=O)c1c2ccc(c1)O
Properties
Computed Properties
 
Complexity:
317  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
XLogP3:
2.3  

Literature

Title: Phase II Conjugates of Urolithins Isolated from Human Urine and Potential Role of β-Glucuronidases in Their Disposition.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20170601

Title: In vitro antioxidant and antiproliferative effects of ellagic acid and its colonic metabolite, urolithins, on human bladder cancer T24 cells.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20130901

Title: Biological significance of urolithins, the gut microbial ellagic Acid-derived metabolites: the evidence so far.

Journal: Evidence-based complementary and alternative medicine : eCAM 20130101

Title: Intestinal ellagitannin metabolites ameliorate cytokine-induced inflammation and associated molecular markers in human colon fibroblasts.

Journal: Journal of agricultural and food chemistry 20120912

Title: Ellagic acid and polyhydroxylated urolithins are potent catalytic inhibitors of human topoisomerase II: an in vitro study.

Journal: Journal of agricultural and food chemistry 20120912

Title: Ellagitannin metabolites, urolithin A glucuronide and its aglycone urolithin A, ameliorate TNF-α-induced inflammation and associated molecular markers in human aortic endothelial cells.

Journal: Molecular nutrition & food research 20120501

Title: Metabolism of oak leaf ellagitannins and urolithin production in beef cattle.

Journal: Journal of agricultural and food chemistry 20120328

Title: Urolithin as a converging scaffold linking ellagic acid and coumarin analogues: design of potent protein kinase CK2 inhibitors.

Journal: ChemMedChem 20111209

Title: In vivo anti-inflammatory and antioxidant properties of ellagitannin metabolite urolithin A.

Journal: Bioorganic & medicinal chemistry letters 20111001

Title: Metabolites of the ellagitannin geraniin and their antioxidant activities.

Journal: Planta medica 20110701

Title: Anti-inflammatory properties of a pomegranate extract and its metabolite urolithin-A in a colitis rat model and the effect of colon inflammation on phenolic metabolism.

Journal: The Journal of nutritional biochemistry 20100801

Title: Effects of fruit ellagitannin extracts, ellagic acid, and their colonic metabolite, urolithin A, on Wnt signaling.

Journal: Journal of agricultural and food chemistry 20100414

Title: Occurrence of urolithins, gut microbiota ellagic acid metabolites and proliferation markers expression response in the human prostate gland upon consumption of walnuts and pomegranate juice.

Journal: Molecular nutrition & food research 20100301

Title: Pomegranate ellagitannin-derived compounds exhibit antiproliferative and antiaromatase activity in breast cancer cells in vitro.

Journal: Cancer prevention research (Philadelphia, Pa.) 20100101

Title: Effects of pomegranate chemical constituents/intestinal microbial metabolites on CYP1B1 in 22Rv1 prostate cancer cells.

Journal: Journal of agricultural and food chemistry 20091125

Title: Urolithins, intestinal microbial metabolites of Pomegranate ellagitannins, exhibit potent antioxidant activity in a cell-based assay.

Journal: Journal of agricultural and food chemistry 20091111

Title: Interaction of polyphenolic metabolites with human serum albumin: a circular dichroism study.

Journal: Chemical & pharmaceutical bulletin 20090901

Title: A concise synthesis of glucuronide metabolites of urolithin-B, resveratrol, and hydroxytyrosol.

Journal: Carbohydrate research 20090727

Title: Dissimilar in vitro and in vivo effects of ellagic acid and its microbiota-derived metabolites, urolithins, on the cytochrome P450 1A1.

Journal: Journal of agricultural and food chemistry 20090624

Title: Gene expression, cell cycle arrest and MAPK signalling regulation in Caco-2 cells exposed to ellagic acid and its metabolites, urolithins.

Journal: Molecular nutrition & food research 20090601

Title: Pomegranate juice and extracts provide similar levels of plasma and urinary ellagitannin metabolites in human subjects.

Journal: Journal of medicinal food 20080601

Title: Pomegranate ellagitannin-derived metabolites inhibit prostate cancer growth and localize to the mouse prostate gland.

Journal: Journal of agricultural and food chemistry 20070919

Title: Urolithins, ellagic acid-derived metabolites produced by human colonic microflora, exhibit estrogenic and antiestrogenic activities.

Journal: Journal of agricultural and food chemistry 20060308

Title: Identification of urolithin a as a metabolite produced by human colon microflora from ellagic acid and related compounds.

Journal: Journal of agricultural and food chemistry 20050713

Title: Metabolism of antioxidant and chemopreventive ellagitannins from strawberries, raspberries, walnuts, and oak-aged wine in humans: identification of biomarkers and individual variability.

Journal: Journal of agricultural and food chemistry 20050126

Title: Gong Z, et al. Urolithin A attenuates memory impairment and neuroinflammation in APP/PS1 mice.

Title: Wang Y, et al. In vitro antiproliferative and antioxidant effects of urolithin A, the colonic metabolite of ellagic acid, on hepatocellular carcinomas HepG2 cells. Toxicol In Vitro. 2015 Aug;29(5):1107-15.

Title: Zhao W, et al. Metabolite of ellagitannins, urolithin A induces autophagy and inhibits metastasis in human sw620colorectal cancer cells. Mol Carcinog. 2018 Feb;57(2):193-200.

Title: Ishimoto H, et al. In vivo anti-inflammatory and antioxidant properties of ellagitannin metabolite urolithin A. Bioorg Med Chem Lett. 2011 Oct 1;21(19):5901-4.

Title: Qiu Z, et al. In vitro antioxidant and antiproliferative effects of ellagic acid and its colonic metabolite, urolithins, on human bladder cancer T24 cells. Food Chem Toxicol. 2013 Sep;59:428-37.

Title: González-Sarrías A, et al. Antiproliferative activity of the ellagic acid-derived gut microbiota isourolithin A and comparison with its urolithin A isomer: the role of cell metabolism.Eur J Nutr. 2017 Mar;56(2):831-841.

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Tags:1143-70-0 Molecular Formula|1143-70-0 MDL|1143-70-0 SMILES|1143-70-0 3,8-Dihydroxy-6H-benzo[c]chromen-6-one