Structure via PubChem · Public domain (PubChem)
phytol
Sign in to saveAlso known as (E)-phytol, trans-phytol, (2E,7R,11R)-3,7,11,15-Tetramethyl-2-hexadecen-1-ol
Phytol (florasol, phytosol) is an acyclic hydrogenated diterpene alcohol that is used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1, as well as in the fragrance industry. Its other commercial uses include cosmetics, shampoos, toilet soaps, and detergents, as well as in some cannabis distillates as a diluent or for flavoring. It smells grassy and dominates the aroma of certain green teas.
Chemical data
- Formula
- C20H40O
- Molecular weight
- 296.5 g/mol
- IUPAC name
- (E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol
- SMILES
- C[C@@H](CCC[C@@H](C)CCC/C(=C/CO)/C)CCCC(C)C
- InChIKey
- BOTWFXYSPFMFNR-PYDDKJGSSA-N
- XLogP
- 8.2
- Polar surface area
- 20.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
35,926 papers- Phytol metabolism in plants.Progress in lipid research · 2019
- Phytol: A review of biomedical activities.Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association · 2018
- Phytol and its metabolites phytanic and pristanic acids for risk of cancer: current evidence and future directions.European journal of cancer prevention : the official journal of the European Cancer Prevention Organisation (ECP) · 2020
- Phytol in a pharma-medico-stance.Chemico-biological interactions · 2015
- Phytol enhances catalase-dependent ethanol metabolism in liver independent of PPARα.Free radical biology & medicine · 2025
via PubMed
Wikidata facts
- Mass
- 296.3079159
Show 4 more facts
- canonical SMILES
- CC(C)CCCC(C)CCCC(C)CCCC(=CCO)C
- chemical formula
- C₂₀H₄₀O
- isomeric SMILES
- C[C@@H](CCC[C@@H](C)CCC/C(=C/CO)/C)CCCC(C)C
- Commons category
- Phytol
via Wikidata · CC0
~4 min read
Article
12 sectionsContents
- Pharmacology
- Humans
- Rats
- Other vertebrates
- History
- Controversy
- Roles in nature
- Modulator of transcription
- Possible biomedical applications
- Geochemical biomarker
- See also
- References
Phytol (florasol, phytosol) is an acyclic hydrogenated diterpene alcohol that is used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1, as well as in the fragrance industry. Its other commercial uses include cosmetics, shampoos, toilet soaps, and detergents, as well as in some cannabis distillates as a diluent or for flavoring. It smells grassy and dominates the aroma of certain green teas.
Its worldwide use has been estimated to be approximately 0.1–1.0 metric tons per year. ==Pharmacology== ===Humans=== Refsum disease (also known as adult Refsum disease) is an autosomal recessive disorder that results in the accumulation of toxic stores of phytanic acid in tissues and frequently manifests as a variable combination of peripheral polyneuropathy, cerebellar ataxia, retinitis pigmentosa, anosmia, and hearing loss. Although humans cannot derive phytanic acid from chlorophyll, they can convert free phytol into phytanic acid. Thus, patients with Refsum disease should limit their intake of phytanic acid and free phytol. The amount of free phytol in numerous food products has been reported. ===Rats=== Phytol was found to cause pulmonary hemorrhage and necrosis of nose, throat and lung tissue when exposed in aerosol to Sprague Dawley rats, with no safe dose range being established. A majority of the phytol rats turned out dead or moribund, leading to 2nd-day termination of the 14-day study.