ChemicalBook > CAS DataBase List > D-gamma-Tocotrienol

D-gamma-Tocotrienol

Product Name: D-gamma-Tocotrienol
CAS No.: 14101-61-2
Chemical Name: D-gamma-Tocotrienol
Synonyms: γ-Tocotrienol;γ-Tocotrienol;D-G-TOCOTRIENOL;D-γ-Tocotrienol;Gama-Tocotrienol;D-GAMMA-TOCOTRIENOL;(R)-gamma-Tocotrienol;(-)-gamma-Tocotrienol;TOCOTRIENOL, D-GAMMA-;Senecionine Impurity 4
CBNumber: CB71241238
Molecular Formula: C28H42O2
Formula Weight: 410.63
MOL File: 14101-61-2.mol

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D-gamma-Tocotrienol Property

Boiling point:: 530.8±49.0 °C(Predicted)
Density: 0.964±0.06 g/cm3(Predicted)
storage temp.: −20°C
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form: Liquid
pka: 11.05±0.40(Predicted)
color: Very Dark Yellow
biological source: Elaeis guineensis
Stability:: Light Sensitive
InChIKey: OTXNTMVVOOBZCV-WAZJVIJMSA-N
SMILES: [C@@]1(C)(CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/C)OC2=C(C)C(C)=C(O)C=C2CC1
LogP: 10.300 (est)

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Safety

WGK Germany: 2

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 49634
Product name: γ-Tocotrienol
Purity: analytical standard
Packaging: 100mg
Price: $1870
Updated: 2025/07/31

Cayman Chemical

Product number: 10008494
Product name: γ-Tocotrienol
Purity: ≥98%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 10008494
Product name: γ-Tocotrienol
Purity: ≥98%
Packaging: 5mg
Price: $116
Updated: 2024/03/01

Cayman Chemical

Product number: 10008494
Product name: γ-Tocotrienol
Purity: ≥98%
Packaging: 10mg
Price: $214
Updated: 2024/03/01

Cayman Chemical

Product number: 10008494
Product name: γ-Tocotrienol
Purity: ≥98%
Packaging: 25mg
Price: $421
Updated: 2024/03/01

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D-gamma-Tocotrienol Chemical Properties,Usage,Production

Description

γ-Tocotrienol is a form of vitamin E that has been found in rice bran and has diverse biological activities. It reduces cell death induced by hydrogen peroxide, paraquat, S-nitrocysteine, SIN-1 , or L-buthionine-(S,R)-sulfoximine (BSO; ) in rat striatal cultures when used at concentrations ranging from 0.1 to 10 μM. γ-Tocotrienol (20 μM) induces apoptosis in malignant sympathoadrenal (+SA) mouse mammary epithelial cells. In vivo, γ-tocotrienol (15, 30, and 150 mg/kg) reduces blood pressure and plasma lipid peroxide levels in spontaneously hypertensive rats. [Matreya, LLC. Catalog No. 2111]

Chemical Properties

g:d:aTocotrienol 1.6:0.4:1

Uses

γ-Tocotrienol exhibits antioxidant properties and belongs to the vitamin E family. It is naturally found in wheat germ oil and bran. In addition, α-tocopherol and γ-tocotrienol derivatives are potential lead compounds for developing?anticancer and?antiproliferative agents against?MCF-7 and MDA-MB-231 breast cancer cells and the A549 lung cancer cells.

Definition

ChEBI: A tocotrienol that is chroman-6-ol substituted by methyl groups at positions 2, 7 and 8 and a farnesyl chain at position 2.

in vivo

γ-Tocotrienol’s liposomal formulation, GT3-Nano (20 mol% γ-Tocotrienol), (10 mg/kg, 6 mol%; i.v.; single dose, observed for 100 d) is highly effective in mitigating the marrow-suppressive effects of sublethal and lethal TBI in mice^[3].
GT3-Nano (50 mg/kg; i.v.; ) can facilitate rapid recovery of hematopoietic components in mice treated with the endoradiotherapeutic agent ¹⁵³Sm-EDTMP^[3].

Animal Model:	C57/BL6 mice (6-8 weeks old) treated with the whole-body irradiation^[3]
Dosage:	16, 24, 32, and 50 mg/kg
Administration:	Intravenous injection; observed mice for 100 days
Result:	Demonstrated dose-dependent radioprotection, achieving 90% survival at 50 mg/kg against lethal 9-Gy of total-body irradiation (TBI). And upregulated progenitor bone marrow cells MPP2 and CMP in GT3-Nano-treated mice.

References

[1] AFAF KAMAL-ELDIN Lars ? A. The chemistry and antioxidant properties of tocopherols and tocotrienols[J]. Lipids, 1996, 31 7: 671-701. DOI: 10.1007/bf02522884
[2] FUMITAKA OSAKADA . α-Tocotrienol provides the most potent neuroprotection among vitamin E analogs on cultured striatal neurons[J]. Neuropharmacology, 2004, 47 6: Pages 904-915. DOI: 10.1016/j.neuropharm.2004.06.029
[3] SUMIT SHAH Paul W S. Tocotrienol-induced caspase-8 activation is unrelated to death receptor apoptotic signaling in neoplastic mammary epithelial cells.[J]. Experimental Biology and Medicine, 2004, 229 8: 745-755. DOI: 10.1177/153537020422900806
[4] M A NEWAZ. Nitric oxide synthase activity in blood vessels of spontaneously hypertensive rats: antioxidant protection by gamma-tocotrienol.[J]. Journal of Physiology and Pharmacology, 2003, 54 3: 319-327.
[5] MATTHEW J. KUHN Lorraine M S. Inhibition of 20-hydroxyeicosatetraenoic acid biosynthesis by vitamin E analogs in human and bovine cytochrome P450 microsomes[J]. Journal of Animal Physiology and Animal Nutrition, 2021, 106 1: 55-60. DOI: 10.1111/jpn.13547
[6] M.J. KUHN L. M S. Vitamin E analogs limit in vitro oxidant damage to bovine mammary endothelial cells[J]. Journal of Dairy Science, 2021, 104 6: Pages 7154-7167. DOI: 10.3168/jds.2020-19675

D-gamma-Tocotrienol Preparation Products And Raw materials

Raw materials

Preparation Products

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14101-61-2, D-gamma-TocotrienolRelated Search:

D-gamma-Tocopherol D-γ-Tocotrienol-D6

2H-1-Benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-[(3E,7E)-4,8,12-tr imethyl-3,7,11-tridecatrienyl]-, (2R)- (9CI)

D-G-TOCOTRIENOL

(R-(all-E))-3,4-Dihydro-2,7,8-trimethyl-2-(4,8,12,16,20,24,28,32-octamethyl-3,7,11,15,19,23,27,31-tritriacontaoctaenyl)-2H-1-benzopyran-6-ol

(2R)-2β,7,8-Trimethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrienyl]-3,4-dihydro-2H-1-benzopyran-6-ol

(R)-3,4-Dihydro-2,7,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrienyl]-2H-1-benzopyran-6-ol

(R-(E,E))-3,4-Dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol

(R)-gamma-Tocotrienol

2H-1-Benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-, [R-(E,E)]-

2H-1-Benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrienyl]-, (2R)-

6-Chromanol, 2,7,8-trimethyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)- (7ci,8ci)

7,8-Dimethyltocotrienol

Gama-Tocotrienol

2H-1-Benzopyran-6-ol,3,4-dihydro-2,7,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrien-1-yl]-,(2R)-

D-GAMMA-TOCOTRIENOL

(-)-gamma-Tocotrienol

D-gamma-Tocotrienol (P)

MCF-7/Adr cells,inhibit,multidrug resistance,mdr1,Nuclear factor-κB,γ Tocotrienol,nuclear translocation,Endogenous Metabolite,efflux activity,MDR,Inhibitor,Nuclear factor-kappaB,NF-κB,P-gp,γTocotrienol,γ-Tocotrienol

γ-Tocotrienol

TOCOTRIENOL, D-GAMMA-

(R)-2,7,8-Trimethyl-2-((3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl)chroman-6-ol

Senecionine Impurity 4

gamma-Tocotrienol, Form of vitamin E

γ-Tocotrienol, 10 mM in DMSO

γ-Tocotrienol

D-γ-Tocotrienol

14101-61-2