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Phytol
[CAS# 150-86-7]

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Identification
ClassificationFlavors and spices >> Synthetic spice >> Alcoholic spice >> Terpene alcohol
NamePhytol
Synonyms(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol
Molecular StructureCAS # 150-86-7, Phytol
Molecular FormulaC20H40O
Molecular Weight296.53
CAS Registry Number150-86-7
EC Number205-776-6
SMILESC[C@@H](CCC[C@@H](C)CCC/C(=C/CO)/C)CCCC(C)C
Properties
Density0.8±0.1 g/cm3, Calc.*
Index of Refraction1.46, Calc.*
Boiling Point335.5 °C (760 mmHg), Calc.*
Flash Point157.5±8.9 °C, Calc.*
*Calculated using Advanced Chemistry Development (ACD/Labs) Software.
Safety Data
Hazard Symbolssymbol symbol   GHS07;GHS09 Warning  Details
Risk StatementsH315-H400-H410  Details
Safety StatementsP264-P273-P280-P302+P352-P321-P332+P317-P362+P364-P391-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Skin irritationSkin Irrit.2H315
Chronic hazardous to the aquatic environmentAquatic Chronic1H410
Acute hazardous to the aquatic environmentAquatic Acute1H400
Chronic hazardous to the aquatic environmentAquatic Chronic4H413
Skin sensitizationSkin Sens.1BH317
Eye irritationEye Irrit.2H319
Specific target organ toxicity - single exposureSTOT SE3H335
SDSAvailable
up Discovery and Applications
Phytol is an acyclic diterpene alcohol commonly found in nature as a component of chlorophyll, from which it can be obtained through hydrolysis. It was first identified in studies of plant chlorophyll degradation, where researchers isolated the compound as a key side-chain constituent. The structural elucidation of phytol was made possible through advances in chromatography and spectroscopic techniques, which confirmed its role as a naturally occurring diterpenoid.

Phytol is widely used in the production of vitamins, particularly in the synthesis of vitamin E (tocopherols) and vitamin K1 (phylloquinone). Its role as a precursor in these biochemical pathways has been well documented, and industrial processes have been developed to convert phytol into these essential nutrients. The compound's presence in chlorophyll-rich sources, such as algae and higher plants, provides a renewable raw material for commercial vitamin synthesis.

In the fragrance industry, phytol is used as an ingredient in perfumes and cosmetic formulations. It contributes a mild, fresh, and slightly floral aroma, making it a desirable component in scented personal care products. Due to its chemical properties, phytol also functions as a fixative in fragrance compositions, helping to stabilize volatile compounds and prolong the scent's longevity.

Phytol has applications in the formulation of surfactants and emulsifiers, where its amphiphilic nature allows it to interact with both hydrophilic and lipophilic substances. It has been investigated for use in industrial and cosmetic emulsions, as well as in certain biodegradable detergents. The ability of phytol-derived compounds to function in these systems has been the subject of research into environmentally friendly surfactant alternatives.

In the pharmaceutical field, phytol has been studied as a starting material for the synthesis of bioactive molecules. Its diterpene structure serves as a scaffold for the development of various derivatives with potential applications in medicinal chemistry. Research has focused on its chemical modifications to produce functionalized compounds with specific biological activities.

The established role of phytol in multiple industries highlights its significance as a naturally derived compound with well-documented applications. Standardized extraction and synthesis methods ensure its availability for commercial use, while ongoing research continues to explore its chemical versatility and potential industrial applications.

References

2024. Phytol exerts sedative-like effects and modulates the diazepam and flumazenil's action, possibly through the GABAA receptor interaction pathway. Neuroscience Letters, 820.
DOI: 10.1016/j.neulet.2024.138007

2024. Phytol and α-Bisabolol Synergy Induces Autophagy and Apoptosis in A549 Cells and Additional Molecular Insights through Comprehensive Proteome Analysis via Nano LC-MS/MS. Anti-Cancer Agents in Medicinal Chemistry, 24(10).
DOI: 10.2174/0118715206289038240214102951

2024. Investigating the pharmacological potential of phytol on experimental models of gastric ulcer in rats. Naunyn-Schmiedeberg's Archives of Pharmacology, 397(10).
DOI: 10.1007/s00210-024-03085-9
Market Analysis Reports
List of Reports Available for Phytol
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