Norbixin disodium | CAS#CAS#33261-81-3 | anti-atherogenic

MedKoo Cat#: 125439 | Name: Norbixin disodium

Description:

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

Norbixin, a carotenoid derived from the seeds of Bixa orellana (annatto), exhibits notable bioactivities including antioxidant, anti-inflammatory, and anticancer effects. Studies have shown that norbixin scavenges reactive oxygen species (ROS) with an IC₅₀ ranging from 15–40 µM in various cell-free assays, indicating strong antioxidant potential. It inhibits NF-κB activation and downregulates COX-2 expression in LPS-stimulated macrophages, reducing pro-inflammatory cytokine production (e.g., TNF-α and IL-6) by up to 60% at concentrations of 25–50 µM. Additionally, norbixin has demonstrated cytotoxic effects against several cancer cell lines—such as HeLa and MCF-7—with IC₅₀ values around 40–60 µM, suggesting its potential as a chemopreventive agent.

Chemical Structure

Norbixin disodium

CAS#33261-81-3 (sodium)

Theoretical Analysis

MedKoo Cat#: 125439

Name: Norbixin disodium

CAS#: 33261-81-3 (sodium)

Chemical Formula: C24H26Na2O4

Exact Mass: 0.0000

Molecular Weight: 424.45

Elemental Analysis: C, 67.92; H, 6.17; Na, 10.83; O, 15.08

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

33261-81-3 (sodium) 542-40-5 (free base)

Synonym

Norbixin disodium; Disodium 6,6'-diapo-psi,psi-carotenedioate; EINECS 251-432-3; UNII-CP502EJ59J; CP502EJ59J

IUPAC/Chemical Name

sodium (2E,4E,6E,8E,10E,12E,14E,16E,18E)-4,8,13,17-tetramethylicosa-2,4,6,8,10,12,14,16,18-nonaenedioate

InChi Key

APLSESHXCGENDZ-ZKAUOVOBSA-L

InChi Code

InChI=1S/C24H28O4.2Na/c1-19(11-7-13-21(3)15-17-23(25)26)9-5-6-10-20(2)12-8-14-22(4)16-18-24(27)28;;/h5-18H,1-4H3,(H,25,26)(H,27,28);;/q;2*+1/p-2/b6-5+,11-7+,12-8+,17-15+,18-16+,19-9+,20-10+,21-13+,22-14+;;

SMILES Code

CC(=CC=CC=C(C)C=CC=C(C)C=CC(=O)[O-])C=CC=C(C)C=CC(=O)[O-].[Na+].[Na+]

Appearance

To be determined

Purity

>98% (or refer to the Certificate of Analysis)

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 424.45 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.

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: Liu H, Zhang J, Xiong Y, Peng S, McClements DJ, Zou L, Liang R, Liu W. Improving norbixin dispersibility and stability by liposomal encapsulation using the pH-driven method. J Sci Food Agric. 2022 Mar 30;102(5):2070-2079. doi: 10.1002/jsfa.11546. Epub 2021 Oct 7. PMID: 34569077. 2: Somacal S, Quatrin A, Ruviaro AR, Conte L, da Silva DT, Roehrs M, da Veiga ML, Duarte MMF, de Bem AF, Augusti PR, Emanuelli T. Norbixin, a natural dye that improves serum lipid profile in rabbits and prevents LDL oxidation. Food Res Int. 2022 Sep;159:111522. doi: 10.1016/j.foodres.2022.111522. Epub 2022 Jun 16. PMID: 35940777. 3: Saini RK, Prasad P, Lokesh V, Shang X, Shin J, Keum YS, Lee JH. Carotenoids: Dietary Sources, Extraction, Encapsulation, Bioavailability, and Health Benefits-A Review of Recent Advancements. Antioxidants (Basel). 2022 Apr 18;11(4):795. doi: 10.3390/antiox11040795. PMID: 35453480; PMCID: PMC9025559. 4: A R, Agrawal N, Kumar H, Nath V, Kumar V. Norbixin, an apocarotenoid derivative activates PPARγ in cardiometabolic syndrome: Validation by in silico and in vivo experimental assessment. Life Sci. 2018 Sep 15;209:69-77. doi: 10.1016/j.lfs.2018.08.001. Epub 2018 Aug 2. PMID: 30076922. 5: Møller AH, Jahangiri A, Danielsen M, Madsen B, Joernsgaard B, Vaerbak S, Hammershøj M, Dalsgaard TK. Mechanism behind the degradation of aqueous norbixin upon storage in light and dark environment. Food Chem. 2020 Apr 25;310:125967. doi: 10.1016/j.foodchem.2019.125967. Epub 2019 Dec 4. PMID: 31838372. 6: Bertho G, Oumezziane IE, Caradeuc C, Guibout L, Balducci C, Dinan L, Dilda PJ, Camelo S, Lafont R, Giraud N. Structural analysis of unstable norbixin isomers guided by pure shift nuclear magnetic resonance. Magn Reson Chem. 2022 May;60(5):504-514. doi: 10.1002/mrc.5252. Epub 2022 Feb 7. PMID: 35075680. 7: Fernandes AC, Almeida CA, Albano F, Laranja GA, Felzenszwalb I, Lage CL, de Sa CC, Moura AS, Kovary K. Norbixin ingestion did not induce any detectable DNA breakage in liver and kidney but caused a considerable impairment in plasma glucose levels of rats and mice. J Nutr Biochem. 2002 Jul;13(7):411-420. doi: 10.1016/s0955-2863(02)00177-8. PMID: 12121828. 8: Anantharaman A, Priya RR, Hemachandran H, Sivaramakrishna A, Babu S, Siva R. Studies on interaction of norbixin with DNA: multispectroscopic and in silico analysis. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Jun 5;144:163-9. doi: 10.1016/j.saa.2015.02.049. Epub 2015 Feb 20. PMID: 25754392. 9: Smith TJ, Li XE, Drake MA. Short communication: norbixin and bixin partitioning in Cheddar cheese and whey. J Dairy Sci. 2014;97(6):3321-7. doi: 10.3168/jds.2013-7614. Epub 2014 Apr 3. PMID: 24704237. 10: Tupuna-Yerovi DS, Paese K, Flôres SH, Guterres SS, Rios A. Addition of norbixin microcapsules obtained by spray drying in an isotonic tangerine soft drink as a natural dye. J Food Sci Technol. 2020 Mar;57(3):1021-1031. doi: 10.1007/s13197-019-04135-4. Epub 2019 Oct 22. PMID: 32123423; PMCID: PMC7026349.