gamma-Tocotrienol
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MedKoo CAT#: 561439

CAS#: 14101-61-2

Description: gamma-Tocotrienol is one of the four types of tocotrienol, a type of vitamin E. gamma-Tocotrienol is a radioprotector, antioxidant, and shows antitumor and antihypertensive effects in vivo.


Chemical Structure

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gamma-Tocotrienol
CAS# 14101-61-2

Theoretical Analysis

MedKoo Cat#: 561439
Name: gamma-Tocotrienol
CAS#: 14101-61-2
Chemical Formula: C28H42O2
Exact Mass: 410.32
Molecular Weight: 410.642
Elemental Analysis: C, 81.90; H, 10.31; O, 7.79

Price and Availability

Size Price Availability Quantity
5mg USD 245
10mg USD 420
25mg USD 820
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Synonym: Plastochromanol; D-gamma-Tocotrienol; gamma-Tocotrienol; gamma Tocotrienol; gammaTocotrienol;

IUPAC/Chemical Name: (2R)-2,7,8-Trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,4-dihydrochromen-6-ol

InChi Key: OTXNTMVVOOBZCV-WAZJVIJMSA-N

InChi Code: InChI=1S/C28H42O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h11,13,15,19,29H,8-10,12,14,16-18H2,1-7H3/b21-13+,22-15+/t28-/m1/s1

SMILES Code: OC1=CC(CC[C@](CC/C=C(C)/CC/C=C(C)/CC/C=C(C)/C)(C)O2)=C2C(C)=C1C

Appearance: Solid powder

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: Soluble in DMSO

Shelf Life: >2 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:

Product Data:
Biological target: γ-Tocotrienol is an active form of vitamin E.
In vitro activity: Treatment with increasing doses of γ-tocotrienol for 24 h reduced the proliferation of U937 and KG-1 cells in a dose-dependent manner with a half inhibitory concentration (IC50) of 29.43 and 25.23 µM, respectively. γ-tocotrienol also induced a dose and time-dependent decrease in the proliferation of both cell lines after 48 h of treatment with IC50s of 22.47 and 24.01 µM for U937 and KG-1 cells respectively (Figure 1). Reference: Nutrients. 2019 Nov 17;11(11):2808. https://pubmed.ncbi.nlm.nih.gov/31744219/
In vivo activity: In γT3-fed animal, there was significant (p < 0.05) changes in the DNA methylation pattern of four genes (Gata3, Irf4, Nr4a3, and Rora) out of the 22 genes in the DNA methylation array in tumour-induce mice compared to no tumour group (Fig. 3B). Reference: Curr Res Immunol. 2021 Oct 9;2:169-174. https://pubmed.ncbi.nlm.nih.gov/35492388/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 10.0 24.35
DMSO 55.0 133.94
Ethanol 10.0 24.35

Preparing Stock Solutions

The following data is based on the product molecular weight 410.64 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
Formulation protocol: 1. Ramdas P, Radhakrishnan AK, Abdu Sani AA, Kumari M, Anandha Rao JS, Abdul-Rahman PS. Advancing the Role of Gamma-Tocotrienol as Proteasomes Inhibitor: A Quantitative Proteomic Analysis of MDA-MB-231 Human Breast Cancer Cells. Biomolecules. 2019 Dec 21;10(1):19. doi: 10.3390/biom10010019. PMID: 31877708; PMCID: PMC7022772. 2. Ghanem P, Zouein A, Mohamad M, Hodroj MH, Haykal T, Abou Najem S, Naim HY, Rizk S. The Vitamin E Derivative Gamma Tocotrienol Promotes Anti-Tumor Effects in Acute Myeloid Leukemia Cell Lines. Nutrients. 2019 Nov 17;11(11):2808. doi: 10.3390/nu11112808. PMID: 31744219; PMCID: PMC6893610. 3. Garg S, Garg TK, Wise SY, Fatanmi OO, Miousse IR, Savenka AV, Basnakian AG, Singh VK, Hauer-Jensen M. Effects of Gamma-Tocotrienol on Intestinal Injury in a GI-Specific Acute Radiation Syndrome Model in Nonhuman Primate. Int J Mol Sci. 2022 Apr 22;23(9):4643. doi: 10.3390/ijms23094643. PMID: 35563033; PMCID: PMC9100017. 4. Radhakrishnan AK, Anandha Rao JS, Subramaniam S, Ramdas P. Gamma-tocotrienol modifies methylation of HOXA10, IRF4 and RORα genes in CD4+ T-lymphocytes: Evidence from a syngeneic mouse model of breast cancer. Curr Res Immunol. 2021 Oct 9;2:169-174. doi: 10.1016/j.crimmu.2021.10.001. PMID: 35492388; PMCID: PMC9040081.
In vitro protocol: 1. Ramdas P, Radhakrishnan AK, Abdu Sani AA, Kumari M, Anandha Rao JS, Abdul-Rahman PS. Advancing the Role of Gamma-Tocotrienol as Proteasomes Inhibitor: A Quantitative Proteomic Analysis of MDA-MB-231 Human Breast Cancer Cells. Biomolecules. 2019 Dec 21;10(1):19. doi: 10.3390/biom10010019. PMID: 31877708; PMCID: PMC7022772. 2. Ghanem P, Zouein A, Mohamad M, Hodroj MH, Haykal T, Abou Najem S, Naim HY, Rizk S. The Vitamin E Derivative Gamma Tocotrienol Promotes Anti-Tumor Effects in Acute Myeloid Leukemia Cell Lines. Nutrients. 2019 Nov 17;11(11):2808. doi: 10.3390/nu11112808. PMID: 31744219; PMCID: PMC6893610.
In vivo protocol: 1. Garg S, Garg TK, Wise SY, Fatanmi OO, Miousse IR, Savenka AV, Basnakian AG, Singh VK, Hauer-Jensen M. Effects of Gamma-Tocotrienol on Intestinal Injury in a GI-Specific Acute Radiation Syndrome Model in Nonhuman Primate. Int J Mol Sci. 2022 Apr 22;23(9):4643. doi: 10.3390/ijms23094643. PMID: 35563033; PMCID: PMC9100017. 2. Radhakrishnan AK, Anandha Rao JS, Subramaniam S, Ramdas P. Gamma-tocotrienol modifies methylation of HOXA10, IRF4 and RORα genes in CD4+ T-lymphocytes: Evidence from a syngeneic mouse model of breast cancer. Curr Res Immunol. 2021 Oct 9;2:169-174. doi: 10.1016/j.crimmu.2021.10.001. PMID: 35492388; PMCID: PMC9040081.

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