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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
≥98%
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$98.00   $69.00
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100mg
99+%
in stock  
$106.00   $74.00
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250mg
99+%
in stock  
$180.00   $126.00
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5g
99+%
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$1,858.00   $1,300.00
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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
IUPAC Name:
3,8-dihydroxybenzo[c]chromen-6-one
InChI:
InChI=1S/C13H8O4/c14-7-1-3-9-10-4-2-8(15)6-12(10)17-13(16)11(9)5-7/h1-6,14-15H
InChI Key:
RIUPLDUFZCXCHM-UHFFFAOYSA-N
SMILES:
Oc1ccc2c(c1)oc(=O)c1c2ccc(c1)O
Properties
Computed Properties
 
Complexity:
317  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
228.042g/mol
Formal Charge:
0
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
228.203g/mol
Monoisotopic Mass:
228.042g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
66.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.3  

Synonyms
 
3,8-dihydroxy-6H-dibenzo(b,d)pyran-6-one 
urolithin A 
3,8-Dihydroxyurolithin 
3,8-Hydroxydibenzo-alpha-pyrone 
3,8-dihydroxy-urolithin 
AC1NUQB6 
SCHEMBL803408 
CHEMBL1836264 
CTK4A8707 
KS-00000TQI 
DTXSID40150694 
RIUPLDUFZCXCHM-UHFFFAOYSA-N 
urolithin A 
Urolithin A, >=97% (HPLC) 
MFCD20275235 
ZINC13484727 
AKOS028108778 
CS-6305 
AK544544 
DS-19328 
HY-100599 
6H-Dibenzo[b,d]pyran-6-one,3,8-dihydroxy- 
J-003086 
1143-70-0 
2-Biphenylcarboxylic acid, 2',4,4'-trihydroxy-, delta-lactone 
Sid 728419 
C13-H8-O4 
CID5488186 
3,8-dihydroxy-6H-dibenzo[b,d]-pyran-6-one 
C026423 
3,8-dihydroxy-6H-benzo[c]chromen-6-one 
3,8-Dihydroxy-6H-dibenzo(b,d)pyran-6-one 
6H-Dibenzo[b,d]pyran-6-one, 3,8-dihydroxy- 
3,8-dihydroxybenzo[c]chromen-6-one 
3,8-dihydroxy-6h-dibenzo[b,d]pyran-6-one 
6H-Dibenzo(b,d)pyran-6-one, 3,8-dihydroxy- 
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

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