(+)-γ-Tocopherol - ≥96% , CAS No.54-28-4

CAS: 54-28-4 Cat. No.: T113412 Molecular Weight: 416.68 Beilstein Registry Number: 93072 EC Number: 200-201-5 PubChem CID: 92729

GRADE & PURITY ≥96%

Synonyms

(r,r,r)-.gamma.-tocopherol | NCGC00185764-01 | F75916 | SCHEMBL120346 | (2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol | 8EF1Z1238F | (+)-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-6-chromanol | 4(3H)-Quinazolinone, 2-

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Tocopherols are lipid soluble antioxidants that protect cell membranes from oxidative damage.

Specifications

Synonyms

(r, r, r)-.gamma.-tocopherol | NCGC00185764-01 | F75916 | SCHEMBL120346 | (2R)-2, 7, 8-trimethyl-2-[(4R, 8R)-4, 8, 12-trimethyltridecyl]-3, 4-dihydrochromen-6-ol | 8EF1Z1238F | (+)-2, 7, 8-trimethyl-2-(4, 8, 12-trimethyltridecyl)-6-chromanol | 4(3H)-Quinazolinone, 2-

Specifications & Purity

≥96%

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Purity

≥96%

Names and Identifiers

• Pubchem Sid: 504756129
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756129
• Canonical Smiles: CC1=C(C=C2CCC(OC2=C1C)(C)CCCC(C)CCCC(C)CCCC(C)C)O
• IUPAC Name: (2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol
• InChIKey: QUEDXNHFTDJVIY-DQCZWYHMSA-N
• INCHI: 1S/C28H48O2/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/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1
• Isomeric SMILES: CC1=C(C=C2CC[C@@](OC2=C1C)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O
• WGK Germany: 3
• PubChem CID: 92729
• Molecular Weight: 416.68
• Beilstein: 93072

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Quinone and hydroquinone lipids
        • Level5 Vitamin E compounds
          • Level6 Tocopherols

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Quinone and hydroquinone lipids
• Intermediate Tree Nodes: Vitamin E compounds
• Direct Parent: Tocopherols
• Alternative Parents: Diterpenoids 1-benzopyrans Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Oxacyclic compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Tocopherol - Diterpenoid - 1-benzopyran - Benzopyran - Chromane - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Benzenoid - Oxacycle - Organoheterocyclic compound - Ether - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as tocopherols. These are vitamin E derivatives containing a saturated trimethyltridecyl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocotrienols that contain an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain.
• External Descriptors: Vitamin E

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

NR1I2 Tchem Pregnane X receptor (6667 Activities)

Discover Target: NR1I2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AKT1 Tchem Serine/threonine-protein kinase AKT (9192 Activities)

Discover Target: AKT1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NR1H2 Tchem LXR-beta (3841 Activities)

Discover Target: NR1H2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LNCaP (8286 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Boil Point(°C): 200°C
• Molecular Weight: 416.700 g/mol
• XLogP3: 10.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 416.365 Da
• Monoisotopic Mass: 416.365 Da
• Topological Polar Surface Area: 29.500 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 475.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yunping Yao, Guilin Peng, Juan Tian, Xiaodi Qu, Changmo Li.  (2023)  Zeaxanthin Combined with Tocopherol to Improve the Oxidative Stability of Chicken Oil.  Journal of Oleo Science,      [PMID:37989306] [10.5650/jos.ess23079]

2. Pan Gao, Yunpeng Ding, Zhe Chen, Zhangtao Zhou, Wu Zhong, Chuanrong Hu, Dongping He, Xingguo Wang.  (2022)  Characteristics and Antioxidant Activity of Walnut Oil Using Various Pretreatment and Processing Technologies.  Foods,  11  (12): (1698).  [PMID:35741896] [10.3390/foods11121698]

3. Sheng Zhou, Yuxiu Wen, Yiting Duan, Qi Li, Yuan Gao, Xiuzhu Yu.  (2021)  Functional Properties and Composition of New “Nut” Oil Obtained from Xanthium sibiricum Seeds.  EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY,  124  (4): (2100135).  [PMID:] [10.1002/ejlt.202100135]

4. Wenjiang Dong, Qiyu Chen, Changqing Wei, Rongsuo Hu, Yuzhou Long, Ying Zong, Zhong Chu.  (2021)  Comparison of the effect of extraction methods on the quality of green coffee oil from Arabica coffee beans: Lipid yield, fatty acid composition, bioactive components, and antioxidant activity.  ULTRASONICS SONOCHEMISTRY,      [PMID:33965776] [10.1016/j.ultsonch.2021.105578]

5. Liangliang Zhang, Chenyu Liu, Fugui Li, Weihong Qiao.  (2020)  Performance Improvement of Cleaning Formulations for the Exterior Surface of High-Speed Trains.  JOURNAL OF SURFACTANTS AND DETERGENTS,  24  (1): (99-109).  [PMID:] [10.1002/jsde.12464]

6. Dan Zhou, Qinlong Shi, Jiangbo Pan, Min Liu, Yi Long, Fahuan Ge.  (2019)  Effectively improve the quality of camellia oil by the combination of supercritical fluid extraction and molecular distillation (SFE-MD).  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2019.04.075]

7. Dongwei Wei, Weizhi Huo, Guangmeng Li, Qiuling Xie, Yanbin Jiang.  (2017)  The combined effects of lysozyme and ascorbic acid on microstructure and properties of zein-based films.  CHINESE JOURNAL OF CHEMICAL ENGINEERING,      [PMID:] [10.1016/j.cjche.2017.07.005]

8. Pengfei Han, Jiawei Cheng, Jingyi Wang, Jingren He, Rui Zhang, Muci Wu, Yin Xiong.  (2024)  Comparative study on chemical compositions and volatile profiles of seed oils from five common Cucurbitaceae species.  Food Chemistry-X,      [PMID:39310891] [10.1016/j.fochx.2024.101816]

9. Linwei Zhao, Donghua Wang, Jiaye Yu, Xu Wang, Tong Wang, Dianyu Yu, Walid Elfalleh.  (2024)  Complex phospholipid liposomes co-encapsulated of proanthocyanidins and α-tocopherol: Stability, antioxidant activity and in vitro digestion simulation.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2024.104899]

10. Hongyu Wu, Li Zhang, Ruiguo Cui, Chuxuan Zhang, Man Xu, Weiwei Liu, Mengshi Wang, Ruijie Liu, Long Xu, Lijun Song.  (2024)  Effect of screw pressing temperature on apricot (Prunus armeniaca L.) kernels oil quality properties and apricot kernels protein isolate functional properties.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2024.117002]

11. Wan-zhen Li, Zi-liang Song, Jun-le Li, Jia-hui Yu, Du-jian Deng, Xiao-qing Cai, Martin J.T. Reaney, Zi-zhe Cai, Yong Wang.  (2024)  Stability of tryptophan-containing LOs in flaxseed oil and their response towards γ-tocopherol.  FOOD CHEMISTRY,      [PMID:38531298] [10.1016/j.foodchem.2024.139026]

12. Kangyu Zhao, Mengfei Xie, Xin Long, Ping Lan, Zizhe Cai, Yong Wang.  (2025)  Synergistic interaction between maillard reaction product and γ-tocopherol in enhancing the oxidation stability of flaxseed oil.  FOOD RESEARCH INTERNATIONAL,      [PMID:41074373] [10.1016/j.foodres.2025.117140]

13. Yunping Yao, Yuanyuan Jia, Yifan Yu, Changmo Li.  (2025)  Preserving pungency and color: thermal/storage stability of bioactive compounds in chili oil and shelf-life extension strategies.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2025.107212]

14. Pan Gao, Yu Li, Yong Yang, Yuling Zheng, Jiaojiao Yin, Xinghe Zhang, Xingguo Wang.  (2025)  Effect of Solvent Polarity on the Antioxidant Interactions of γ-Tocopherol, β-Sitosterol, and Ellagic Acid in Iron Walnut Oil.  JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY,      [PMID:] [10.1002/aocs.70015]

15. Pan Gao, Xinlian Zhao, Xiaoming Jiang, Yuling Zheng, Xinghe Zhang, Wu Zhong, Xingguo Wang.  (2025)  Exploring the Interactive Effects of γ-Tocopherol, Ellagic Acid, and β-Sitosterol in Iron Walnut Oil.  EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY,      [PMID:] [10.1002/ejlt.70031]

16. Ruiqi Yang, Ze Li, Lulu Dong, Yiran Heng, Lianglei Song, Lijun Guo, Xiangping Pei, Yan Yan, Chenhui Du.  (2025)  Analysis of Components in Ziziphi Spinosae Semen Before and After Processing Based on Targeted and Untargeted Metabolomics.  Foods,  14  (21): (3771).  [PMID:41227741] [10.3390/foods14213771]

17. Shuo Zou, Hongzeng Ai, Pengkai Xie, Yee-Ying Lee, Ying Huang, Hong Shyang Pei, Mingchen Xu, Yong Wang, Zhen Zhang.  (2025)  Design and mechanistic insights of diacylglycerol-based microemulsions for enhanced transdermal delivery: experimental optimization and molecular dynamics simulation.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:41205530] [10.1016/j.jcis.2025.139399]

18. Mengting Cui, Qingpeng Gao, Jinling Bai, Mengting Fu, Zhiyu Liu, Zhixin Ouyang, Liyun Kong, Le Ma.  (2025)  A Rapid and Sensitive Method for the Determination of Vitamin E and Carotenoids in Vegetables and Fruits Using Deep Eutectic Solvent-Based Dispersive Liquid-Liquid Microextraction.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:41478027] [10.1016/j.chroma.2025.466656]