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MedKoo Cat#: 585062 | Name: Betanin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Betanin is a red glycosidic food dye obtained from beets.

Chemical Structure

Betanin
Betanin
CAS#7659-95-2

Theoretical Analysis

MedKoo Cat#: 585062

Name: Betanin

CAS#: 7659-95-2

Chemical Formula: C24H26N2O13

Exact Mass: 550.1435

Molecular Weight: 550.47

Elemental Analysis: C, 52.37; H, 4.76; N, 5.09; O, 37.78

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 Weeks
10g USD 400.00 2 Weeks
25g USD 650.00 2 Weeks
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Related CAS #
No Data
Synonym
Betanin; Betanine; Phytolaccanin
IUPAC/Chemical Name
(E)-1-((Z)-2-(2,6-dicarboxy-2,3-dihydropyridin-4(1H)-ylidene)ethylidene)-6-hydroxy-5-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)indolin-1-ium-2-carboxylate
InChi Key
DHHFDKNIEVKVKS-UWTTYFQQSA-N
InChi Code
InChI=1S/C24H26N2O13/c27-8-17-18(29)19(30)20(31)24(39-17)38-16-6-10-5-14(23(36)37)26(13(10)7-15(16)28)2-1-9-3-11(21(32)33)25-12(4-9)22(34)35/h1-3,6-7,12,14,17-20,24,27,29-31H,4-5,8H2,(H4,28,32,33,34,35,36,37)/t12?,14?,17-,18-,19+,20-,24-/m1/s1
SMILES Code
O=C(O)C1=C/C(CC(N1)C(O)=O)=C\C=[N+]2C(CC3=C/2C=C(C(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@H](O4)CO)=C3)O)C([O-])=O
Appearance
Solid powder
Purity
Red Beet extract diluted with Dextrin
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 550.47 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Toth S, Jonecova Z, Maretta M, Curgali K, Kalpakidis T, Pribula M, Kusnier M, Fagova Z, Fedotova J, La Rocca G, Rodrigo L, Caprnda M, Zulli A, Ciccocioppo R, Mechirova E, Kruzliak P. The effect of Betanin parenteral pretreatment on Jejunal and pulmonary tissue histological architecture and inflammatory response after Jejunal ischemia-reperfusion injury. Exp Mol Pathol. 2019 Aug 1;110:104292. doi: 10.1016/j.yexmp.2019.104292. [Epub ahead of print] PubMed PMID: 31377235. 2: Motawi TK, Ahmed SA, El-Boghdady NA, Metwally NS, Nasr NN. Protective effects of betanin against paracetamol and diclofenac induced neurotoxicity and endocrine disruption in rats. Biomarkers. 2019 Aug 5:1-7. doi: 10.1080/1354750X.2019.1642958. [Epub ahead of print] PubMed PMID: 31305161. 3: Nowacka M, Tappi S, Wiktor A, Rybak K, Miszczykowska A, Czyzewski J, Drozdzal K, Witrowa-Rajchert D, Tylewicz U. The Impact of Pulsed Electric Field on the Extraction of Bioactive Compounds from Beetroot. Foods. 2019 Jul 5;8(7). pii: E244. doi: 10.3390/foods8070244. PubMed PMID: 31284456. 4: Choo KY, Ong YY, Lim RLH, Tan CP, Ho CW. Study on bioaccessibility of betacyanins from red dragon fruit (Hylocereus polyrhizus). Food Sci Biotechnol. 2019 Feb 6;28(4):1163-1169. doi: 10.1007/s10068-018-00550-z. eCollection 2019 Aug. PubMed PMID: 31275716; PubMed Central PMCID: PMC6595088. 5: Kosa SA, Zaheer Z. Betanin assisted synthesis of betanin@silver nanoparticles and their enhanced adsorption and biological activities. Food Chem. 2019 Nov 15;298:125014. doi: 10.1016/j.foodchem.2019.125014. Epub 2019 Jun 22. PubMed PMID: 31260973. 6: He J, Siddique F, Lischka H, Quina FH, Aquino AJA. Conical intersections and the weak fluorescence of betalains. Photochem Photobiol Sci. 2019 Aug 1;18(8):1972-1981. doi: 10.1039/c9pp00131j. Epub 2019 Jul 1. PubMed PMID: 31259994. 7: Tutunchi P, Roufegarinejad L, Hamishehkar H, Alizadeh A. Extraction of red beet extract with β-cyclodextrin-enhanced ultrasound assisted extraction: A strategy for enhancing the extraction efficacy of bioactive compounds and their stability in food models. Food Chem. 2019 Nov 1;297:124994. doi: 10.1016/j.foodchem.2019.124994. Epub 2019 Jun 11. PubMed PMID: 31253277. 8: Kumorkiewicz A, Szmyr N, Popenda Ł, Pietrzkowski Z, Wybraniec S. Alternative Mechanisms of Betacyanin Oxidation by Complexation and Radical Generation. J Agric Food Chem. 2019 Jul 3;67(26):7455-7465. doi: 10.1021/acs.jafc.9b01168. Epub 2019 Jun 24. PubMed PMID: 31244196. 9: Garcia-Saavedra NM, Barros L, Reis FS, Roriz CL, Alves MJ, García-Hernandez M, Pérez-Rodríguez ML, Sánchez-Mata MC, Ramírez-Moreno E, Ferreira ICFR. Chemical characterization and biological activities of two varieties of xoconostle fruits Opuntia joconostle F.A.C. Weber ex Diguet and Opuntia matudae Scheinvar. Food Funct. 2019 Jun 19;10(6):3181-3187. doi: 10.1039/c9fo00737g. PubMed PMID: 31143908. 10: Liu S, Zheng X, Pan J, Peng L, Cheng C, Wang X, Zhao C, Zhang Z, Lin Y, XuHan X, Lai Z. RNA-sequencing analysis reveals betalains metabolism in the leaf of Amaranthus tricolor L. PLoS One. 2019 Apr 25;14(4):e0216001. doi: 10.1371/journal.pone.0216001. eCollection 2019. PubMed PMID: 31022263; PubMed Central PMCID: PMC6483260. 11: Belhadj Slimen I, Chabaane H, Chniter M, Mabrouk M, Ghram A, Miled K, Behi I, Abderrabba M, Najar T. Thermoprotective properties of Opuntia ficus-indica f. inermis cladodes and mesocarps on sheep lymphocytes. J Therm Biol. 2019 Apr;81:73-81. doi: 10.1016/j.jtherbio.2019.02.018. Epub 2019 Feb 27. PubMed PMID: 30975426. 12: Smeriglio A, Bonasera S, Germanò MP, D'Angelo V, Barreca D, Denaro M, Monforte MT, Galati EM, Trombetta D. Opuntia ficus-indica (L.) Mill. fruit as source of betalains with antioxidant, cytoprotective, and anti-angiogenic properties. Phytother Res. 2019 May;33(5):1526-1537. doi: 10.1002/ptr.6345. Epub 2019 Mar 24. PubMed PMID: 30907039. 13: Spórna-Kucab A, Kumorkiewicz A, Szmyr N, Szneler E, Wybraniec S. Separation of betacyanins from flowers of Amaranthus cruentus L. in a polar solvent system by high-speed counter-current chromatography. J Sep Sci. 2019 May;42(9):1676-1685. doi: 10.1002/jssc.201801172. Epub 2019 Mar 14. PubMed PMID: 30793517. 14: Vieira Teixeira da Silva D, Dos Santos Baião D, de Oliveira Silva F, Alves G, Perrone D, Mere Del Aguila E, M Flosi Paschoalin V. Betanin, a Natural Food Additive: Stability, Bioavailability, Antioxidant and Preservative Ability Assessments. Molecules. 2019 Jan 28;24(3). pii: E458. doi: 10.3390/molecules24030458. PubMed PMID: 30696032; PubMed Central PMCID: PMC6384587. 15: Amjadi S, Hamishehkar H, Ghorbani M. A novel smart PEGylated gelatin nanoparticle for co-delivery of doxorubicin and betanin: A strategy for enhancing the therapeutic efficacy of chemotherapy. Mater Sci Eng C Mater Biol Appl. 2019 Apr;97:833-841. doi: 10.1016/j.msec.2018.12.104. Epub 2018 Dec 27. PubMed PMID: 30678974. 16: Mohd Hazli UHA, Abdul-Aziz A, Mat-Junit S, Chee CF, Kong KW. Solid-liquid extraction of bioactive compounds with antioxidant potential from Alternanthera sesillis (red) and identification of the polyphenols using UHPLC-QqQ-MS/MS. Food Res Int. 2019 Jan;115:241-250. doi: 10.1016/j.foodres.2018.08.094. Epub 2018 Aug 29. PubMed PMID: 30599938. 17: Grzesik M, Bartosz G, Stefaniuk I, Pichla M, Namieśnik J, Sadowska-Bartosz I. Dietary antioxidants as a source of hydrogen peroxide. Food Chem. 2019 Apr 25;278:692-699. doi: 10.1016/j.foodchem.2018.11.109. Epub 2018 Nov 30. PubMed PMID: 30583431. 18: Nan J, Nan C, Ye J, Qian L, Geng Y, Xing D, Rahman MSU, Huang M. EGCG protects cardiomyocytes against hypoxia-reperfusion injury through inhibition of OMA1 activation. J Cell Sci. 2019 Jan 25;132(2). pii: jcs220871. doi: 10.1242/jcs.220871. PubMed PMID: 30518622. 19: Barba-Espin G, Glied-Olsen S, Dzhanfezova T, Joernsgaard B, Lütken H, Müller R. Preharvest application of ethephon and postharvest UV-B radiation improve quality traits of beetroot (Beta vulgaris L. ssp. vulgaris) as source of colourant. BMC Plant Biol. 2018 Dec 3;18(1):316. doi: 10.1186/s12870-018-1556-2. PubMed PMID: 30509181; PubMed Central PMCID: PMC6276243. 20: Imamura T, Isozumi N, Higashimura Y, Miyazato A, Mizukoshi H, Ohki S, Mori M. Isolation of amaranthin synthetase from Chenopodium quinoa and construction of an amaranthin production system using suspension-cultured tobacco BY-2 cells. Plant Biotechnol J. 2019 May;17(5):969-981. doi: 10.1111/pbi.13032. Epub 2018 Dec 5. PubMed PMID: 30451369; PubMed Central PMCID: PMC6587806.

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