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Brazilin

Cat No.:V16978 Purity: ≥98%
Brazilin is a red dye precursor developed from the heartwood of several tropical hardwood species.
Brazilin
Brazilin Chemical Structure CAS No.: 474-07-7
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
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Product Description
Brazilin is a red dye precursor developed from the heartwood of several tropical hardwood species. Brazilin inhibits cell growth/proliferation, promotes apoptosis and induces autophagy through the AMPK/mTOR pathway. Brazilin displays chondroprotective and anti~inflammatory activity.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
PC12 cells are not significantly cytotoxically affected by brazilin (40 µM, 24 h) [4]. In PC12 cells, brazilin (10 µM, 1 h) lessens H2O2-induced (200 µM, 24 h) cytotoxicity [4]. H2O2-induced (200 μM, 24 h) cytotoxicity in PC12 cells was antagonistic by brazilin (10 μM, 1 h) [4].
ln Vivo
Brazilin (10 mg/kg, ip, 28 d) can cause mice to exhibit behaviors resembling anxiety and despair brought on by CMS [4.
Cell Assay
Cell Viability Assay[4]
Cell Types: PC12 cell line
Tested Concentrations: 10, 20 μM].
Incubation Duration: 1 hour
Experimental Results: The decrease in cell viability induced by 200 µM H2O2 was attenuated at 10 µM and 20 µM concentrations. (47.83% and 91.51% of the control values respectively)
Animal Protocol
Animal/Disease Models: Chronic mild stress (CMS) mouse model [4]
Doses: 10 mg/kg
Route of Administration: intraperitoneal (ip) injection, one time/day for 28 days.
Experimental Results: Dramatically shortened the feeding latency.
References

[1]. 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.

[2]. [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.

[3]. 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.

[4]. Brazilin Treatment Produces Antidepressant- and Anxiolytic-Like Effects in Mice. Biol Pharm Bull. 2019, 42, 8.

Additional Infomation
Brazilin is a organic heterotetracyclic compound that is a red pigment obtained from the wood of Caesalpinia echinata (Brazil-wood) or Caesalpinia sappan (sappan-wood). It has a role as a plant metabolite, a histological dye, an antineoplastic agent, a biological pigment, an anti-inflammatory agent, an apoptosis inducer, an antioxidant, an antibacterial agent, a NF-kappaB inhibitor and a hepatoprotective agent. It is an organic heterotetracyclic compound, a member of catechols and a tertiary alcohol.
Brazilin has been reported in Caesalpinia violacea, Guilandina bonduc, and other organisms with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H14O5
Molecular Weight
286.2794
Exact Mass
286.084
CAS #
474-07-7
PubChem CID
73384
Appearance
Yellow to brown solid powder
Density
1.6±0.1 g/cm3
Boiling Point
555.8±50.0 °C at 760 mmHg
Melting Point
156-157ºC
Flash Point
289.9±30.1 °C
Vapour Pressure
0.0±1.6 mmHg at 25°C
Index of Refraction
1.774
LogP
1.32
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
0
Heavy Atom Count
21
Complexity
416
Defined Atom Stereocenter Count
2
SMILES
C1C2=CC(=C(C=C2[C@H]3[C@@]1(COC4=C3C=CC(=C4)O)O)O)O
InChi Key
UWHUTZOCTZJUKC-JKSUJKDBSA-N
InChi Code
InChI=1S/C16H14O5/c17-9-1-2-10-14(4-9)21-7-16(20)6-8-3-12(18)13(19)5-11(8)15(10)16/h1-5,15,17-20H,6-7H2/t15-,16+/m0/s1
Chemical Name
(6aS,11bR)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~33.33 mg/mL (~116.42 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.73 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (8.73 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.4931 mL 17.4654 mL 34.9308 mL
5 mM 0.6986 mL 3.4931 mL 6.9862 mL
10 mM 0.3493 mL 1.7465 mL 3.4931 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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