CAS 54-28-4 (+)-gamma-Tocopherol (HCID 92729)

概要

Gamma-tocopherol is a tocopherol in which the chroman-6-ol core is substituted by methyl groups at positions 7 and 8. It is found particularly in maize (corn) oil and soya bean (soybean) oils. It has a role as a plant metabolite, a food antioxidant and an algal metabolite. It is a tocopherol and a vitamin E.

名称と識別子

優先名称: (+)-gamma-Tocopherol
IUPAC: (2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol
現地名: (2R)-2,7,8-トリメチル-2-[(4R,8R)-4,8,12-トリメチルトリデシル]-3,4-ジヒドロ-2H-1-ベンゾピラン-6-オール
英語名: D-gamma-Tocopherol
分子式: C28H48O2
分子量: 416.68

名称と別名

gamma-Tocopherol54-28-4(+)-gamma-Tocopherol7,8-Dimethyltocolo-XylotocopherolGamma tocopherolDTXSID90490318EF1Z1238FJ213.540JDTXCID0028957CHEBI:18185(2R)-3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol

名称をさらに表示

(R)-2,7,8-トリメチル-2-[(4R,8R)-4,8,12-トリメチルトリデシル]-3,4-ジヒドロ-2H-1-ベンゾピラン-6-オール(2R)-2β,7,8-トリメチル-2-[(4R,8R)-4,8,12-トリメチルトリデシル]-3,4-ジヒドロ-2H-1-ベンゾピラン-6-オール(2R)-3,4-ジヒドロ-2,7,8-トリメチル-2-[(4R,8R)-4,8,12-トリメチルトリデシル]-2H-1-ベンゾピラン-6-オール(2R)-2,7,8-トリメチル-2-[(4R,8R)-4,8,12-トリメチルトリデシル]-3,4-ジヒドロ-2H-1-ベンゾピラン-6-オールD‐Γ‐トコフェロール(+)-Γ-トコフェロール(R,R,R)-γ-トコフェロールRRR-γ-トコフェロール(R)-2α-[(4R,8R)-4,8,12-トリメチルトリデシル]-2,7,8-トリメチルクロマン-6-オールVITAMIN E(GAMMA)(+)-γ-Tocopherol(+)-γ-TocopherolD-G-TOCOPHEROLD-γ-Tocopherol(+)-g-TocopherolD-GAMMA-TOCOPHEROLVITAMIN E(GAMMA)(RG)

(2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol3,4-Dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-olRRR-gamma-Tocopherol(R,R,R)-gamma-Tocopherol(2R)-3,4-DIHYDRO-2,7,8-TRIMETHYL-2-((4R,8R)-4,8,12-TRIMETHYLTRIDECYL)-2H-1-BENZOPYRAN-6-OL2H-1-Benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-, (2R)-2H-1-Benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)-DTXSID5044075

データベース識別子

CAS: 54-28-4、7616-22-0
PubChem CID: 92729
DTXSID: DTXSID9049031
ChEMBL: CHEMBL2151591
ChEBI: CHEBI:18185
UNII: 8EF1Z1238F
EC Number: 200-201-5
Nikkaji: J213.540J

物性

構造計算による物性

XLogP: 10.3
極性表面積: 29.5 Å²
水素結合供与体数: 1
水素結合受容体数: 2
回転可能結合数: 12
重原子数: 30
形式電荷: 0
複雑度: 475

実験および物理化学的性質

LipidsLipids -> Prenol Lipids [PR] -> Quinones and hydroquinones [PR02] -> Vitamin E [PR0202]

FragrancesFragrance Ingredient (2H-1-Benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)-) -> IFRA transparency List

Solubility128 mg/mL

Boiling Point226.20 °C. @ 760.00 mm Hg

Melting Point-67.50 °C. @ 760.00 mm Hg

Refractive Index[n]D/20 1,503-1,507

物理化学的性質

沸点: 200 °C · 200 °C (0.1 mmHg)
比旋光度: 30 · 30 º (C=2.0 IN ISOOCTANE 25 ºC)
比重(密度): 0.9882 · 0.9882 (rough estimate)
屈折率: 20 · n20/D 1.505
闪点: 9 ℃ · 9℃
貯蔵温度: -20 °C · -20°C
溶解性: クロロホルム（少量）、エタノール（少量）、メタノール（少量）
外見: 粘性液体
酸解離定数(Pka): 11.05 · 11.05±0.40(Predicted)
色: クリアライトブラウン
Merck: 13 · 13,9573
BRN: 93072 · 93072
安定性: 光に敏感
化粧品成分の機能: 抗酸化物質香料スキンコンディショニング - その他皮膚コンディショニング - 閉塞性
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
InChIKey: QUEDXNHFTDJVIY-DQCZWYHMSA-N
SMILES: CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2cc(O)c(C)c(C)c2O1
LogP: 11.44 · 11.440 (est)
CAS データベース: 54 · 54-28-4(CAS DataBase Reference)
EPAの化学物質情報: D-.gamma.-Tocopherol (54-28-4)

化学的性質

化学的特性clear light brown viscous liquid

安全と法規制

GHS分類

GHS Classification · 3 件

This chemical does not meet GHS hazard criteria for 100% (115 of 115) of all reports.

Not Classified

Aggregated GHS information provided per 115 reports by companies from 1 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information · 3 件

Chemical: 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)-

Regulation (EC) No 1333/2008 (amended)

2H-1-Benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-(4R,8R)-4,8,12-trimethyltridecyl-, (2R)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationEvaluation - Tocopherols and their salts and esters

EPA Safer ChemicalChemical: D-gamma-Tocopherol

Hazard Classes and CategoriesNot Classified

安全データ

F: 8-10-23
wgk: 3
tsca: TSCA listed
ridadr: UN1230 - class 3 - PG 2 - Methanol, solution
hs_code: 29362800
risk_code: 11-23/24/25-39/23/24/25
hazard_code: F,T
safety_code: 24/25-45-36/37-16-7
ストレージクラス: 10 - Combustible liquids

化学と産業

薬理情報

MeSH Pharmacological Classification · 2 件

Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.

Organic substances that are required in small amounts for maintenance and growth, but which cannot be manufactured by the human body.

Tissue LocationsAdipose Tissue

Cellular LocationsCytoplasm

用途と製造

Use Classification · 4 件

EPA Safer Chemical Functional Use Classes -> Preservatives and Antioxidants

Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern

Food additives

Fragrance Ingredients

General Manufacturing Information2H-1-Benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)-: ACTIVE

応用分野 · 2 件

使用One of the naturally occurring forms of Vitamin E. Most abundant Tocopherol in soybean and corn oils.

一般的な説明A lipid soluble form of Vitamin E, gamma-Tocopherol is important to human health as an antioxidant and food additive. Vitamin E deficiency, often the result of poor nutrition or low absorption of dietary fat, is monitored in patient serum samples by LC-MS/MS or HPLC.

調製方法 · 1 件

純化方法-Tocopherol is purified by distillation at high vacuum and stored in dark ampoules under N2. UV: max at 298nm (A1cm 1% 92.8). It is insoluble in H2O but soluble in organic solvents. The allophanate (used for separating it from its isomers) has m 136-138o, [] D 18 +3.4o (CHCl3). [Baxter et al. J Am Chem Soc 65 918 1943, Emerson et al. Science 83 421 1936, J Biol Chem 113 319 1936, Beilstein 17/4 V 158.]