[2R[2R(4R,8R*)]]-3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol

(+)-gamma-Tocopherol

HCID 92729CAS 54-28-4

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Grundinformationen

Standard-SMILES: Cc1c(O)cc2c(c1C)O[C@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)CC2
InChIKey: QUEDXNHFTDJVIY-DQCZWYHMSA-N
Summenformel: C28H48O2
Durchschnittliche Molmasse: 416,7 g/mol
Monoisotopische Masse: 416,36543078

Überblick

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.

Namen und Bezeichner

Bevorzugter Name: (+)-gamma-Tocopherol
IUPAC: (2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol
Lokaler Name: [2R[2R*(4R*,8R*)]]-3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol
Englischer Name: D-gamma-Tocopherol
Summenformel: C28H48O2
Molmasse: 416.68

Namen und Synonyme

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

Weitere Namen anzeigen

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

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 10,3
Polarare Oberfläche (TPSA): 29,5 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 12
Schwere Atome: 30
Formalladung: 0
Komplexität: 475

Experimentelle und physikochemische Eigenschaften

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

Physikochemische Eigenschaften

Siedepunkt: 200 °C · 200 °C (0.1 mmHg)
Dichte: 0.9882 · 0.9882 (rough estimate)
Brechungsindex: 20 · n20/D 1.505
Flammpunkt: 9 ℃ · 9℃
storage temp.: -20 °C · -20°C
Löslichkeit: Chloroform (Sparingly), Ethanol (Slightly), Methanol (Sparingly)
Aggregatzustand: Viscous Liquid
pka: 11.05 · 11.05±0.40(Predicted)
Farbe: Clear light brown
Merck: 13 · 13,9573
BRN: 93072 · 93072
Stabilität: Light Sensitive
Kosmetik-Inhaltsstoffe Funktionen: ANTIOXIDANTFRAGRANCESKIN CONDITIONING - MISCELLANEOUSSKIN CONDITIONING - OCCLUSIVE
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 Datenbank: 54 · 54-28-4(CAS DataBase Reference)
EPA chemische Informationen: D-.gamma.-Tocopherol (54-28-4)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 3 Einträge

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.

Gefahrenhinweise

Regulatory Information · 3 Einträge

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

Sicherheitsdaten

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
Speicherklasse: 10 - Combustible liquids

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 2 Einträge

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