VES

Names

[ Name ]:
VES

[Synonym ]:
a-Tocopheryl Succinate
Butanedioic Acid (2R-(2R*(4R*,8R*)))-mono(3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) Ester
a-Tocopheryl Acid Succinate
α-Tocopheryl acid succinate
(+)-α-Tocopheryl succinate
VES
EINECS 224-403-8
D-α-Tocopherol succinate
(+)-2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-6-chromanyl Hydrogen Succinate
a-Tocopherol Acid Succinate
mono((2R)-3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) butanedioate
Butanedioic acid Mono((2R)-3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl) Ester
d-alpha-Tocopherol succinate(E)
a-Tocopheryl Hydrogen Succinate
Butanedioic acid, mono[(2R)-3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-yl] ester
4-Oxo-4-({(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-yl}oxy)butanoic acid
a-Tocopherol Hemisuccinate
Vitamin E Succinate
MFCD00072055
Covitol 1210
(+)-a-Tocopheryl Succinate

Biological Activity

[Description]:

D-α-Tocopherol Succinate (Vitamin E succinate) is an antioxidant tocopherol and a salt form of vitamin E. D-α-Tocopherol Succinate inhibits Cisplatin (HY-17394)-induced cytotoxicity. D-α-Tocopherol Succinate can be used for the research of cancer[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

[In Vitro]

D-α-Tocopherol Succinate (1-20 μM; 24 hours) shows cytotoxicity to HEI-OC1 cells[1]. D-α-Tocopherol Succinate (10 μM; 48 hours) protects HEI-OC1 cells against cisplatin-induced ototoxicity and inhibits caspase-3 activity[1]. D-α-Tocopherol Succinate (0-50 μM; 18 hours) shows cytotoxicity to TC-1 tumor cells[2]. Cell Cytotoxicity Assay[1] Cell Line: HEI-OC1 cell line Concentration: 1-20 μM Incubation Time: 24 hours Result: Significantly induced cytotoxicity at a concentration of 20 μM and showed a higher cytotoxicity potency compared with 10 μM. Cell Viability Assay[1] Cell Line: HEI-OC1 cell line Concentration: 10 μM Incubation Time: 48 hours Result: Increased cisplatin-induced cell population. Inhibited cisplatin-induced necrotic, ROS production and late apoptosis. Decreased cleaved PARP and inhibited the expression of caspase-3 which related to cisplatin-induced apoptosis. Cell Cytotoxicity Assay[2] Cell Line: TC-1 tumor cells Concentration: 0, 25 and 50 μM Incubation Time: 18 hours Result: Dose-dependently showed cytotoxic and induced a higher percentage of necrotic TC-1 cells as opposed to apoptotic cells.

[In Vivo]

D-α-Tocopherol Succinate (1-2 mg/kg; i.p. three times at 2 day intervals from TC-1 tumor cells injection for 10 days to 14 days) shows antitumor effects to mice with TC-1 tumor[2]. Animal Model: Six- to eight-week-old female C57BL/6 mice with TC-1 tumor cells[2] Dosage: 1 and 2 mg/kg Administration: Intraperitoneal injection; 1 and 2 mg/kg three times at 2 day intervals; from TC-1 tumor cells injection for 10 days to 14 days Result: Dreased the tumor volume, especially with a dose of 2 mg/kg.

[References]

[1]. Kim SK, et al. The effects of the antioxidant α-tocopherol succinate on cisplatin-induced ototoxicity in HEI-OC1 auditory cells. Int J Pediatr Otorhinolaryngol. 2016 Jul;86:9-14.

[2]. Kang TH, et al. Treatment of tumors with vitamin E suppresses myeloid derived suppressor cells and enhances CD8+ T cell-mediated antitumor effects. PLoS One. 2014 Jul 29;9(7):e103562.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
625.8±55.0 °C at 760 mmHg

[ Melting Point ]:
~76 °C(lit.)

[ Molecular Formula ]:
C₃₃H₅₄O₅

[ Molecular Weight ]:
530.779

[ Flash Point ]:
187.0±25.0 °C

[ Exact Mass ]:
530.397095

[ PSA ]:
72.83000

[ LogP ]:
11.88

[ Vapour Pressure ]:
0.0±1.9 mmHg at 25°C

[ Index of Refraction ]:
1.498

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: EJ9984000

CHEMICAL NAME :: Butanedioic acid, mono(3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimet hyltridecyl)-2H-1- benzopyran-6-yl) ester, (2R-(2R*(4R*,8R*)))-

CAS REGISTRY NUMBER :: 4345-03-3

LAST UPDATED :: 199701

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C33-H54-O5

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >7 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JAFCAU Journal of Agricultural and Food Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC 20037) V.1- 1953- Volume(issue)/page/year: 25,273,1977 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X1129 No. of Facilities: 19 (estimated) No. of Industries: 1 No. of Occupations: 9 No. of Employees: 934 (estimated) No. of Female Employees: 506 (estimated)

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
1

[ RTECS ]:
EJ9984000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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VES