2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-6-ol

• ChemBase ID: 102208
• Molecular Formular: C29H50O2
• Molecular Mass: 430.7061
• Monoisotopic Mass: 430.38108084
• SMILES: CC(C)CCCC(C)CCCC(C)CCCC1(C)CCc2c(C)c(O)c(C)c(C)c2O1
• Canonical SMILES: CC(CCCC1(C)CCc2c(O1)c(C)c(c(c2C)O)C)CCCC(CCCC(C)C)C
• InChI: InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3
• InChIKey: GVJHHUAWPYXKBD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-6-ol
• IUPAC Traditional name: α tocopherol; vita E
• Synonyms: (±)-α-Tocopherol; α-Tocopherol; DL-alpha-Tocopherol; Vitamin E; DL-α-TOCOPHEROL; 5,7,8-Trimethyltocol; 2,5,7,8-Tetramethyl-2-(4',8',12'-trimethyltridecyl)-6-chromanol; D-α-TOCOPHEROL; DL-all-rac-α-Tocopherol; (±)-α-Tocopherol; all-rac-α-Tocopherolum; DL-α-生育酚; DL-α-生育酚; 维生素 E; (±)-α-生育酚; DL-α-维生素 E

Database IDs

• CAS Number: 10191-41-0; 59-02-9
• EC Number: 200-412-2; 233-466-0
• MDL Number: MFCD00072051; MFCD00006848
• Beilstein Number: 94012
• Merck Index: 1410021
• PubChem SID: 162088418; 24889393; 24900118; 24855623; 24871420
• PubChem CID: 2116
• E Number: E307

CALCULATED PROPERTIES

• Acid pKa: 10.802178
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 10.507715
• LogD (pH = 7.4): 10.507546
• Log P: 10.507717
• Molar Refractivity: 135.3741 cm^3
• Polarizability: 52.98319 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 2.5 - 3.5°C; 2-4°C
• Boiling Point: 200 - 220°C @ 0.1 mm Hg; 200-220°C/0.1mm
• Flash Point: 113 °C; 235.4 °F; 240°C(464°F)
• Density: 0.95 g/ml; 0.950; 0.950 g/mL at 20 °C(lit.)
• Refractive Index: 1.5050; n20/D 1.506

Safety Information

• Storage Condition: 0°C, Store Under Nitrogen, Protect from light; 2-8°C, Store Under Nitrogen, Protect from light
• Storage Warning: Light Sensitive
• RTECS: DJ2900000; GA8746000
• German water hazard class: 1
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ~95%; ≥95.5%; ≥96% (HPLC); ≥96.0%; ≥97.0% (HPLC); 97+%
• Grade: analytical standard; Ph Eur; SAJ special grade
• Packaging: ampule of 100 mg
• Ignition Residue: ≤0.1%
• Impurities: ≤0.002% heavy metals (as Pb); ≤0.2% acid
• Biological Source: synthetic
• Feature: standard type fat soluble vitamin
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Pharmacopeia Traceability: traceable to PhEur T1550000; traceable to USP 1667600
• Empirical Formula (Hill Notation): C29H50O2

DETAILS

MP Biomedicals - 02100562

Purity: ~95%
1 ml = approx. 0.95 g

MP Biomedicals - 02152147

Mixed isomers from vegetable oil.
Yellow to reddish oil

Sigma Aldrich - T3251

Biochem/physiol Actions
Antioxidant; shown to protect cells from oxidative stress.
Packaging
5, 25, 100, 500 g in glass bottle

Sigma Aldrich - 258024

Packaging
5, 100, 500 g in glass bottle
Biochem/physiol Actions
Tocopherols (TCP) (vitamin E) are a series (α, β, γ and δ) of chiral organic molecules that vary in their degree of methylation of the phenol moiety of the chromanol ring. Tocopherols are lipid soluble anti-oxidants that protect cell membranes from oxidative damage. α-Tocopherol is the form of tocopherol preferentially absorbed by homo sapiens. Various isofroms and analogues of tocopherol have opposing and differentiated regulatory activities in vivo.

Sigma Aldrich - 95240

Other Notes
Review: Vitamin E: Application of the principles of physical organic chemistry to the exploration of its structure and function1
Unit Definition
1 U corresponds to 1 USP-U acc. USP XXIII, 1631 (1995)

Sigma Aldrich - 47783

Frequently Asked Questions
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