Norbixin

Base Information

• Chemical Name: Norbixin
• CAS No.: 542-40-5
• Deprecated CAS: 10424-19-8,33218-17-6
• Molecular Formula: C24H28O4
• Molecular Weight: 380.484
• European Community (EC) Number: 215-735-4,208-810-8
• UNII: E8M59E17AI
• ChEMBL ID: CHEMBL1602127
• DSSTox Substance ID: DTXSID20274024
• Metabolomics Workbench ID: 28963
• NCI Thesaurus Code: C73859
• Nikkaji Number: J12.714K
• Wikidata: Q1997371
• Mol file: 542-40-5.mol

Synonyms:alpha-norbixin;beta-norbixin;norbixin;norbixin, (9-cis)-isomer;norbixin, potassium salt;norbixin, sodium salt

Chemical Property of Norbixin

Chemical Property:

• Melting Point: 240 °C (decomp)
• Boiling Point: 640.4±28.0 °C(Predicted)
• PKA: 4.39±0.10(Predicted)
• PSA: 74.60000
• Density: 1.069±0.06 g/cm3(Predicted)
• LogP: 5.72180
• Storage Temp.: Amber Vial, Hygroscopic, -86°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 380.19875937
• Heavy Atom Count: 28
• Complexity: 740

Purity/Quality:

99.9% ^*data from raw suppliers

Norbixin(>70%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC=CC=C(C)C=CC=C(C)C=CC(=O)O)C=CC=C(C)C=CC(=O)O
• Isomeric SMILES: C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C(=O)O)/C)/C)/C=C/C=C(/C=C/C(=O)O)\C
• Recent ClinicalTrials: Effect of Short-term Annatto Carotenoids Supplementation on Oxidative Stress Status in Healthy Individuals
• Recent NIPH Clinical Trials: Endoscopic Findings of Duodenal Mucosa after Fat Emulsified Food Loading
• Uses: Food coloring; imparts a golden yellow color to butter and cheese. Norbixin is a carotenoid used as cosmetic pigment and food colouring additive.

Technology Process of Norbixin

There total 6 articles about Norbixin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

C43H66Br2O9S → (2E,4E,6E,8E,10E,12E,14E,16E,18E)-4,8,13,17-tetramethylicosa-2,4,6,8,10,12,14 ,16,18-nonaenedioic acid (542-40-5) + (4E,8E,12E,16E)-diethyl 2,19-dibromo-3,18-dihydroxy-4,8,13,17-tetramethyl-10-(phenylsulfonyl)icosa-4,8,12,16-tetraenedioate

Guidance literature:

With potassium methanolate; In cyclohexane; benzene; at 80 ℃; for 18h;

Reference yield: 30.0%

bixin (6983-79-5,39937-23-0) → (2E,4E,6E,8E,10E,12E,14E,16E,18E)-4,8,13,17-tetramethylicosa-2,4,6,8,10,12,14 ,16,18-nonaenedioic acid (542-40-5)

Guidance literature:

bixin; With potassium hydroxide; In methanol; buthanol; at 110 ℃; for 7h; Inert atmosphere;

With sulfuric acid; In water; at 20 ℃; for 0.5h;

With iodine; In methanol;

DOI:10.1002/hlca.200900042

Reference yield:

C44H68Br2O10S → (2E,4E,6E,8E,10E,12E,14E,16E,18E)-4,8,13,17-tetramethylicosa-2,4,6,8,10,12,14 ,16,18-nonaenedioic acid (542-40-5)

Guidance literature:

With potassium methanolate; In cyclohexane; benzene; at 80 ℃; for 18h;

upstream raw materials:

bixin

Refernces

• 1、 Anantharaman, Amrita,Priya, Rajendra Rao,Hemachandran, Hridya,Sivaramakrishna, Akella,Babu, Subramanian,Siva, Ramamoorthy. "Studies on interaction of norbixin with DNA: Multispectroscopic and in silico analysis". . p. 163 - 169. Retrieved 2015.
• 2、 -. "NOVEL INTERMEDIATES FOR PREPARING NORBIXIN OR BIXIN ETHYL ESTER AND METHODS THEREOF". . . Retrieved 2020/10/13.