Home Other Building Blocks 474-07-7
474-07-7,MFCD00210817
Catalog No.:AA00DBXK

474-07-7 | Brazilin

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
≥98%
in stock  
$46.00   $32.00
- +
5mg
98% by HPLC
in stock  
$156.00   $109.00
- +
10mg
98% by HPLC
in stock  
$219.00   $153.00
- +
25mg
98% by HPLC
in stock  
$392.00   $274.00
- +
50mg
98% by HPLC
in stock  
$622.00   $435.00
- +
100mg
98% by HPLC
in stock  
$1,029.00   $720.00
- +
500mg
98% by HPLC
in stock  
$3,179.00   $2,226.00
- +
1000mg
98% by HPLC
in stock  
$5,049.00   $3,534.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00DBXK
Chemical Name:
Brazilin
CAS Number:
474-07-7
Molecular Formula:
C16H14O5
Molecular Weight:
286.2794
MDL Number:
MFCD00210817
SMILES:
Oc1ccc2c(c1)OC[C@]1([C@@H]2c2cc(O)c(cc2C1)O)O
Properties
Properties
 
BP:
555.8°C at 760 mmHg  
Form:
Solid  
MP:
156-157℃  
Refractive Index:
1.6200 (estimate)  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
416  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
4  
XLogP3:
1.5  

Literature

Title: Inhibiting ROS-NF-κB-dependent autophagy enhanced brazilin-induced apoptosis in head and neck squamous cell carcinoma.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20170301

Title: Antiallergic asthma properties of brazilin through inhibition of TH2 responses in T cells and in a murine model of asthma.

Journal: Journal of agricultural and food chemistry 20120919

Title: Separation of four homoisoflavonoids from Caesalpinia sappan by high-speed counter-current chromatography.

Journal: Phytochemical analysis : PCA 20120101

Title: Using the pER8:GUS reporter system to screen for phytoestrogens from Caesalpinia sappan.

Journal: Journal of natural products 20110826

Title: Vasorelaxant activity of Sappan Lignum constituents and extracts on rat aorta and mesenteric artery.

Journal: Biological & pharmaceutical bulletin 20100101

Title: Heme oxygenase-1 mediates the inhibitory actions of brazilin in RAW264.7 macrophages stimulated with lipopolysaccharide.

Journal: Journal of ethnopharmacology 20090112

Title: In vitro study for inhibition of NO production about constituents of Sappan Lignum.

Journal: Biological & pharmaceutical bulletin 20070101

Title: Brazilin and the extract from Caesalpinia sappan L. protect oxidative injury through the expression of heme oxygenase-1.

Journal: BioFactors (Oxford, England) 20070101

Title: Synthesis of (+/-)-brazilin using IBX.

Journal: Organic letters 20051222

Title: Effects of brazilin on the production of fructose-2,6-bisphosphate in rat hepatocytes.

Journal: Journal of ethnopharmacology 20051031

Title: Suppression of lipopolysaccharide-induced expression of inducible nitric oxide synthase by brazilin in RAW 264.7 macrophage cells.

Journal: European journal of pharmacology 20050425

Title: Antiplatelet activity of BRX-018, (6aS,cis)-malonic acid 3-acetoxy-6a9-bis-(2-methoxycarbonyl-acetoxy)-6,6a,7,11b-tetrahydro-indeno[2,1-c]chromen-10-yl ester methylester.

Journal: Thrombosis research 20050101

Title: Effects of Brx-019 (acetic acid 3,6a,9-triacetoxy-6,6a,7, 11b-tetrahydro-indeno [2,1-c] chromen-10-yl ester), a Brazilin derivative, on T cell-mediated immune responses in multiple low dose streptozotocin-induced diabetic C57BL/6 male mice.

Journal: Arzneimittel-Forschung 20050101

Title: Mechanism of action of Brazilin on gluconeogenesis in isolated rat hepatocytes.

Journal: Planta medica 20040801

Title: The antibacterial principle of Caesalpina sappan.

Journal: Phytotherapy research : PTR 20040801

Title: Induction of vasorelaxation through activation of nitric oxide synthase in endothelial cells by brazilin.

Journal: European journal of pharmacology 20030502

Title: A DNA strand-nicking principle of a higher plant, Caesalpinia sappan.

Journal: Archives of pharmacal research 20030201

Title: Identification of HIV-1 integrase inhibitors based on a four-point pharmacophore.

Journal: Antiviral chemistry & chemotherapy 19981101

Title: Inhibition of human immunodeficiency virus integrase by bis-catechols.

Journal: Antimicrobial agents and chemotherapy 19950201

Title: Dapson RW, et al. Brazilwood, sappanwood, brazilin and the red dye brazilein: from textile dyeing and folk medicine to biological staining and musical instruments. Biotech Histochem. 2015;90(6):401-23.

Title: Jia Y, et al. [Effect of brazilin on apoptosis and autophagy of tongue cancer Tca8113 cells and its molecular mechanism Nan Fang Yi Ke Da Xue Xue Bao. 2019 Mar 30;39(3):351-356.

Title: Weinmann D, et al, Brazilin blocks catabolic processes in human osteoarthritic chondrocytes via inhibition of NFKB1/p50. J Orthop Res. 2018 Sep;36(9):2431-2438.

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SDS
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