Vitamin E succinate

Base Information

• Chemical Name: Vitamin E succinate
• CAS No.: 4345-03-3
• Deprecated CAS: 120246-47-1,53532-12-0,55134-51-5,18126-01-7,3361-16-8,4006-99-9,53532-12-0,55134-51-5
• Molecular Formula: C33H54O5
• Molecular Weight: 530.789
• Hs Code.: 2936280000
• European Community (EC) Number: 224-403-8,241-433-7
• UNII: LU4B53JYVE
• DSSTox Substance ID: DTXSID2026151
• Nikkaji Number: J24.824J
• Wikidata: Q27283185
• NCI Thesaurus Code: C74963
• RXCUI: 1426447
• Metabolomics Workbench ID: 143506
• ChEMBL ID: CHEMBL81421
• Mol file: 4345-03-3.mol

Synonyms:Butanedioicacid, mono[(2R)-3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-yl]ester (9CI);Butanedioic acid,mono[3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl]ester, [2R-[2R*(4R*,8R*)]]-;Succinic acid, mono[2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-6-chromanyl]ester, (+)- (8CI);α-Tocopherol Acid Succinate;6-Chromanol,2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, hydrogen succinate, (+)-(8CI);(+)-α-Tocopheryl succinate;CV 104;Covitol 1210;NSC 173849;Tocopherol succinate;Vitamin E acid succinate;Vitamin E d-a-tocosuccinate;Vitamin E hemisuccinate;Vitamin E succinate;α-Tocopheryl Succinate;VES;alpha-Tocopherol acid succinate, D-;

Chemical Property of Vitamin E succinate

Chemical Property:

• Appearance/Colour: White powder.
• Vapor Pressure: 0Pa at 20℃
• Melting Point: ~76°C(lit.)
• Boiling Point: 625.8 °C at 760 mmHg
• PKA: 4.35±0.17(Predicted)
• Flash Point: 187 °C
• PSA: 72.83000
• Density: 1.002 g/cm³
• LogP: 8.90480
• Storage Temp.: 2-8°C
• Solubility.: Practically insoluble in water, very soluble in methylene chloride, soluble in acetone and in anhydrous ethanol.
• XLogP3: 10.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 17
• Exact Mass: 530.39712482
• Heavy Atom Count: 38
• Complexity: 720

Purity/Quality:

99% ^*data from raw suppliers

α-TocopherylSuccinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=C(C2=C1OC(CC2)(C)CCCC(C)CCCC(C)CCCC(C)C)C)OC(=O)CCC(=O)O)C
• Isomeric SMILES: CC1=C(C(=C(C2=C1O[C@](CC2)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C)OC(=O)CCC(=O)O)C
• Description: Tocopherol succinate (4345-03-3) is a potent antioxidant. Protects mice from gamma-radiation by induction of granulocyte-colony stimulating factor.1,2?Tocopherol succinate induces apoptosis in human gastric cancer cells3?and inhibits proliferation of mesothelioma cells by down-regulation of fibroblast growth factor receptor-14. Induces apoptosis in neuroblastoma cells.5
• Uses: A potent antioxidant tocopherol A potent novel antineoplastic agent with high selectivity and cooperativity with tumor necrosis factor-related apoptosis-inducing ligand (Apo2 ligand). It inhibits proliferation of mesothelioma cells by selective down-regulation of fibroblast growth factor receptors. Furthermore, it has been shown to enhance the anti-tumor effect of dendritic cell vaccines. A potent novel antineoplastic agent with high selectivity and cooperativity with tumor necrosis factor-related apoptosis-inducing ligand (Apo2 ligand). It inhibits proliferation of mesothelioma cells by selective down-regulation of fibroblast growth factor receptors. Furthermore, it has been shown to enhance the anti-tumor effect of dendritic cell vaccines.

Technology Process of Vitamin E succinate

There total 5 articles about Vitamin E succinate 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: 99.0%

succinic acid anhydride (108-30-5) + Tocopherol (59-02-9,18920-62-2) → vitamin E succinate (4345-03-3)

Guidance literature:

In toluene; at 60 ℃; for 5h;

Reference yield: 73.0%

succinic acid (110-15-6) + Tocopherol (59-02-9,18920-62-2) → vitamin E succinate (4345-03-3)

Guidance literature:

succinic acid; With dicyclohexyl-carbodiimide; dmap; In dichloromethane; for 0.166667 - 0.25h; Ultrasonication;

Tocopherol; In dichloromethane; at 25 ℃;

Reference yield:

delta tocopherol (119-13-1,78656-14-1) → vitamin E succinate (4345-03-3)

Guidance literature:

Multi-step reaction with 2 steps

1: durch Chlormethylierung und Reduktion

2: pyridine

With pyridine;

upstream raw materials:

succinic acid anhydride

Tocopherol

delta tocopherol

5,8-dimethyltocol

Downstream raw materials:

N-methylmorpholine hydrochloride

hexa(ethylene glycol) tocopherol succinate

2'-O-(4''-O-tocopherylsuccinoyl)paclitaxel

α-tocopheryl quinone

Refernces

• 1、 Yushkova, Yu. V.,Morozov,Chernyak,Grigor’ev. "Synthesis of ionic biologically active conjugates from trolox and α-tocopherol succinates". . p. 1015 - 1019. Retrieved 2016.
• 2、 -. "Aqueous phase preparation method of isoxazoline compound participating in vitamin E micro-micelle". Paragraph 0036-0038. . Retrieved 2021/11/21.