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alpha-Tocopherol

Also known as D-alpha-Tocopherol, 5,7,8-Trimethyltocol, (+)-alpha-Tocopherol

alpha-Tocopherol chemical structure, C29H50O2, CAS 59-02-9
2D chemical structure

Key facts

What buyers check first

CAS number
59-02-9
Formula
C29H50O2
Molar mass
430.72 g/mol
Physical form
Liquid
HS code
293628
Category
Vitamins, minerals and nutrients
Illustrative photo, closed blue steel drums of liquid in a chemical plant
Typical packagingIllustrative packaging image, not the actual product

What is alpha-Tocopherol?

Plain description, key identifiers and synonyms

(R,R,R)-alpha-tocopherol is an alpha-tocopherol that has R,R,R configuration. The naturally occurring stereoisomer of alpha-tocopherol, it is found particularly in sunflower and olive oils. It has a role as an antioxidant, an antiviral agent, a micronutrient, an EC 2.7.11.13 (protein kinase C) inhibitor, an anticoagulant, a nutraceutical, an immunomodulator, an antiatherogenic agent, a plant metabolite and an algal metabolite. It is an enantiomer of a (S,S,S)-alpha-tocopherol.

alpha-Tocopherol is a pharmaceutical drug.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol
CAS number
59-02-9 CAS number cross-checkedOther or deprecated CAS: 18920-62-2, 2074-53-5, 21-59-0
EC numbers
200-412-2, 215-798-8, 218-197-9
Molecular formula
C29H50O2
UNII
N9PR3490H9
MDL number
MFCD00072045, MFCD00072051
InChIKey
GVJHHUAWPYXKBD-IEOSBIPESA-N
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/t21-,22-,29-/m1/s1
Canonical SMILES
Cc1c(C)c2c(c(C)c1O)CCC(C)(CCCC(C)CCCC(C)CCCC(C)C)O2
Isomeric SMILES
CC1=C(C2=C(CC[C@@](O2)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C(=C1O)C)C

Synonyms

  • D-alpha-Tocopherol
  • 5,7,8-Trimethyltocol
  • (+)-alpha-Tocopherol
  • Phytogermine
  • Eprolin
  • (R,R,R)-alpha-Tocopherol
  • a-Vitamin E
  • Denamone
  • Viteolin
  • Etavit
  • Esorb
  • (2R,4'R,8'R)-alpha-Tocopherol
  • alpha Tocopherol
  • alpha-Vitamin E
  • Aquasol E
  • alpha-Tocopherol, D-
  • d-a-tocopherol
  • Tocopherol alpha
  • DL-Tocopherol
  • Viterra E
  • D-alpha tocopherol
  • (2R)-2,5,7,8-Tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-ol
  • Tenox GT 1
  • Syntopherol
  • Covitol F 1000
Show all 39 synonyms
  • (R)-2,5,7,8-Tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-ol
  • Vitamin Ea
  • a-D-Tocopherol
  • Profecundin
  • Almefrol
  • Emipherol
  • Epsilan
  • Etamican
  • Evitaminum
  • Tokopharm
  • Vascuals
  • Ilitia
  • Tocopherol (R,S)
  • (+)-a-Tocopherol

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Physical form
Liquidexp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
430.72 g/molcalc.
Exact mass
430.3811 Dacalc.
LogP (octanol/water)
8.84calc.
Topological polar surface area
29.46 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
2calc.
Rotatable bonds
12calc.
Heavy atoms
31calc.
Rings
2calc.
Aromatic rings
1calc.
Fraction sp3 carbons
0.79calc.
Formal charge
0calc.
Stereocentres
3calc.
Lipinski rule of five
Passes (1 violation)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, c1ccc2c(c1)CCCO2

c1ccc2c(c1)CCCO2

2 rings, 10 atoms, the Chroman ring system.

4,102 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H317May cause an allergic skin reaction.
Precautionary statements (8)
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P272Contaminated work clothing should not be allowed out of the workplace.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P302 + P352If on skin: Wash with plenty of water.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P333 + P317If skin irritation or rash occurs: Get medical help.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

alpha-Tocopherol suppliers

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Where suppliers are based

113 suppliers in 19 countries

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alpha-Tocopherol price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Industrial uses: Fragrance.

Consumer uses: Fragrance.

Use classes: Preservatives and Antioxidants, Safer Chemical Classes.

Roles

  • algal metabolite
  • antiatherogenic agent
  • anticoagulant
  • antimicrobial agent
  • antioxidant
  • antiviral agent
  • cardiovascular drug
  • enzyme inhibitor
  • eukaryotic metabolite
  • food component
  • hematologic agent
  • immunomodulator
  • metabolite
  • micronutrient
  • nutraceutical
  • nutrient
  • pharmaceutical
  • physiological role
  • plant metabolite
  • protein kinase inhibitor

Functional uses

  • Antioxidant
  • Binder
  • Fragrance
  • Pharmaceutical
  • Preservative
  • Softener and conditioner

Pharmacology

d-Alpha-Tocopherol is a naturally-occurring form of vitamin E, a fat-soluble vitamin with potent antioxidant properties. Considered essential for the stabilization of biological membranes (especially those with high amounts of polyunsaturated fatty acids), d-alpha-Tocopherol is a potent peroxyl radical scavenger and inhibits noncompetitively cyclooxygenase activity in many tissues, resulting in a decrease in prostaglandin production. Vitamin E also inhibits angiogenesis and tumor dormancy through suppressing vascular endothelial growth factor (VEGF) gene transcription. (NCI04)

Regulatory status

Inventories, regulations and trade controls that list this substance

United States

  • Safer Choice ingredient list (USA)
  • TSCA inventory (USA)
    Status: Active in US commerce

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code alpha-Tocopherol is traded under.

HS 2936.28Indicative HS code

Vitamin E and its derivatives

World exports in 2024
$2.27B
+26.5% vs 2023, imports $2.27B
2019 to 2024
Top exporters
  1. China54.5%
  2. Switzerland * partner reported15.5%
  3. Netherlands11.1%
Top importers
  1. United States21.2%
  2. Netherlands10.2%
  3. Germany10.0%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for alpha-Tocopherol is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about alpha-Tocopherol, based on the data on this page

What is alpha-Tocopherol?

(R,R,R)-alpha-tocopherol is an alpha-tocopherol that has R,R,R configuration. The naturally occurring stereoisomer of alpha-tocopherol, it is found particularly in sunflower and olive oils.

What is the CAS number of alpha-Tocopherol?

The CAS registry number of alpha-Tocopherol is 59-02-9. Other or deprecated CAS numbers: 18920-62-2, 2074-53-5, 21-59-0.

What is the molecular formula and weight of alpha-Tocopherol?

The molecular formula of alpha-Tocopherol is C29H50O2 and its molar mass is 430.72 g/mol.

What is alpha-Tocopherol used for?

Industrial uses: Fragrance. Consumer uses: Fragrance. Use classes: Preservatives and Antioxidants, Safer Chemical Classes.

Is alpha-Tocopherol hazardous?

alpha-Tocopherol carries the GHS signal word "Warning". Main hazards: may cause an allergic skin reaction. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of alpha-Tocopherol?

alpha-Tocopherol is usually classified under HS code 293628 (Vitamin E and its derivatives). This is indicative, confirm it with your customs broker before shipping.

Where can I buy alpha-Tocopherol?

CompoundList lists 113 suppliers of alpha-Tocopherol in China, United States, India, Germany and 15 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy alpha-Tocopherol in India?

8 suppliers in India list alpha-Tocopherol on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of alpha-Tocopherol?

Suppliers quote alpha-Tocopherol on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle alpha-Tocopherol

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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