alpha-Tocopherol (C29H50O2): structure, properties and hazards

Names and identifiers

IUPAC name: (2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol
Synonyms: vitamin E, E307, D-alpha-Tocopherol
+ 36 more
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, (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
Molecular formula: C₂₉H₅₀O₂
Empirical formula: C₂₉H₅₀O₂
Molecular weight: 430.7 g/mol
Exact mass: 430.38108
CAS number: 59-02-9
PubChem CID: 14985
Canonical SMILES: CC1=C(C2=C(CCC(O2)(C)CCCC(C)CCCC(C)CCCC(C)C)C(=C1O)C)C
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
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
InChIKey: GVJHHUAWPYXKBD-IEOSBIPESA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

Appearance: Liquid[1]

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms: 31
Rings: 2
Aromatic rings: 1
Fraction sp³ carbons (Fsp3): 0.79
H-bond donors: 1
H-bond acceptors: 2
Rotatable bonds: 12
TPSA (Å²): 29.5
Formal charge: 0
XLogP3: 10.7 PubChem
Complexity: 503 PubChem
Stereocenters: 3 definedCIP: C7: R · C12: R · C17: R
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C80.87%
H11.70%
O7.43%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: 8.84 Crippen (Wildman and Crippen 1999)
log S (water solubility): -7.43 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3.78 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 430.72
log P ≤ 5 (Crippen): 8.84
H-bond donors ≤ 5: 1
H-bond acceptors ≤ 10: 2

Breaks 1 of the four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Warning

Most widely reported: 22 company reports to ECHA. Source [2].

Harmful or irritant

H317May cause an allergic skin reaction (68.2% of reports)

Precautionary statements: P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, P501

View all classifications (3)

[2] European Chemicals Agency (ECHA) · 291 reportsThis chemical does not meet GHS hazard criteria for 92.8% (270 of 291) of all reports.
[2] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 31.8% (7 of 22) of reports.
[2] European Chemicals Agency (ECHA) · 22 reports · WarningH317

Safety data sheets on the supplier’s page: Smolecule, Alfa Chemistry, Yuhao Chemical.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]EPA Chemical Data Reporting (CDR) · Public domain (US EPA) · via PubChem · retrieved 2026-10-14
[2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[4]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[6]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
[7]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.

Similar structures

Tanimoto similarity on Morgan fingerprints (radius 2) with RDKit 2026.09, at least 45%.