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Columbianadin

Alias: CBN; Columbianadin
Cat No.:V13531 Purity: ≥98%
Columbianadin is a natural coumarin from Heracleum hemsleyanum (Umbelliferae) and is known to have a variety of bioactivities like anti~inflammatory and anti-cancer effects.
Columbianadin
Columbianadin Chemical Structure CAS No.: 5058-13-9
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
50mg
Other Sizes
Official Supplier of:
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Product Description
Columbianadin is a natural coumarin from Heracleum hemsleyanum (Umbelliferae) and is known to have a variety of bioactivities like anti~inflammatory and anti-cancer effects.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Colon cancer cell proliferation is significantly inhibited by colonnadin (CBN). At moderate concentrations (up to 25 μM), colondinadin produces apoptosis; at high concentrations (50 μM), it induces necroptosis. The regulation of caspase-9, caspase-3, Bax, Bcl-2, Bim, and Bid is linked to the induction of apoptosis by Columbianadin, while RIP-3 and caspase-8 are linked to the generation of necroptosis. Furthermore, columbanadin causes an imbalance in internal antioxidant enzymes as catalase, GPx-1, SOD-1, and SOD-2 as well as the buildup of ROS. The most effective growth inhibitory action on human colorectal cancer cells was demonstrated by colonidin. Consequently, in order to provide a comprehensive mechanism of Columbianadin-mediated growth inhibition, additional research was carried out employing HCT116 cells. Following 48 and 72 hours of incubation, respectively, cells treated with varying doses of Columbianadin (0-100 μM) displayed dose- and time-dependent growth inhibition, with IC50 values of 47.2 and 32.4 μM. Following a 48-hour treatment with Columbianadin at varying doses (12.5, 25 and 50 μM), HCT116 cells showed a reduction in the number of cells and an increase in floating cells. Round and dead cells showed noticeable morphological alterations when exposed to 25 and 50 μM Columbianadin [1].
ln Vivo
The tissue distribution of intravenous given Columbianadin (CBN) and Columbianetin (CBT) in rats was effectively studied using this analytical approach. The study's findings demonstrate that, following an intravenous injection, colondanadin can be found in all of the tissues that were chosen. Columbianadin is quickly absorbed by rat tissues, and in the majority of those tissues, it can be converted to CBT via metabolism. The heart had the largest absorption of Columbianadin among the tissues tested, indicating that it could be one of Columbianadin's primary target tissues [2].
References

[1]. Columbianadin Inhibits Cell Proliferation by Inducing Apoptosis and Necroptosis in HCT116 Colon Cancer Cells. Biomol Ther (Seoul). 2016 May 1;24(3):320-7.

[2]. Tissue distribution study of columbianadin and its active metabolite columbianetin in rats. Biomed Chromatogr. 2016 Feb;30(2):256-62.

Additional Infomation
Columbianadin is an alpha,beta-unsaturated carboxylic ester obtained by formal condensation of the carboxy group of angelic acid with the hydroxy group of 2-[(8S)-2-oxo-8,9-dihydro-2H-furo[2,3-h][1]benzopyran-8-yl]propan-2-ol. It has a role as an anti-inflammatory agent, an apoptosis inducer, a hepatoprotective agent, an antineoplastic agent, a rat metabolite and a plant metabolite. It is a furanocoumarin and an alpha,beta-unsaturated carboxylic ester. It is functionally related to an angelic acid.
Columbianadin has been reported in Semenovia dasycarpa, Cnidium monnieri, and other organisms with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H20O5
Molecular Weight
328.364
Exact Mass
328.131
CAS #
5058-13-9
PubChem CID
6436246
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
482.3±45.0 °C at 760 mmHg
Melting Point
166ºC
Flash Point
212.7±28.8 °C
Vapour Pressure
0.0±1.2 mmHg at 25°C
Index of Refraction
1.569
LogP
3.95
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
4
Heavy Atom Count
24
Complexity
589
Defined Atom Stereocenter Count
1
SMILES
C/C=C(/C)\C(=O)OC(C)(C)[C@@H]1CC2=C(O1)C=CC3=C2OC(=O)C=C3
InChi Key
JRIBPWOXWIRQOQ-GHAIFCDISA-N
InChi Code
InChI=1S/C19H20O5/c1-5-11(2)18(21)24-19(3,4)15-10-13-14(22-15)8-6-12-7-9-16(20)23-17(12)13/h5-9,15H,10H2,1-4H3/b11-5-/t15-/m0/s1
Chemical Name
2-[(8S)-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl]propan-2-yl (Z)-2-methylbut-2-enoate
Synonyms
CBN; Columbianadin
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 : ~25 mg/mL (~76.14 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 3.5 mg/mL (10.66 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (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 35.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.0454 mL 15.2272 mL 30.4544 mL
5 mM 0.6091 mL 3.0454 mL 6.0909 mL
10 mM 0.3045 mL 1.5227 mL 3.0454 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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Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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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.
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