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Phytol

Phytol Structure
CAS No.
150-86-7
Chemical Name:
Phytol
Synonyms
PHYTOL;3,7,11,15-TETRAMETHYL-2-HEXADECEN-1-OL;trans-Phytol;Natural Phytol;Phytol, 90.0%(GC);(7R,11R,E)-3,7,11,15-Tetramethylhexadec-2-en-1-ol;PHYTOL;PHYTOL;Phytol>Aids058679
CBNumber:
CB5281473
Molecular Formula:
C20H40O
Molecular Weight:
296.53
MOL File:
150-86-7.mol
MSDS File:
SDS
Modify Date:
2024/8/24 19:19:26

Phytol Properties

Melting point <25 °C
Boiling point 202-204 °C (10 mmHg)
Density 0.85
FEMA 4196 | PHYTOL
refractive index 1.461-1.469
Flash point 179℃ (Cleveland open test)
storage temp. Inert atmosphere,2-8°C
solubility Insoluble in water, miscible with alcohol and oils
form Oil
pka 14.45±0.10(Predicted)
color Light Yellow to Yellow
Odor at 100.00 %. delicate floral balsam powdery waxy
Odor Type floral
JECFA Number 1832
Merck 14,7390
Stability Light Sensitive
InChIKey BOTWFXYSPFMFNR-PFIWFTBQSA-N
LogP 8.23
CAS DataBase Reference 150-86-7(CAS DataBase Reference)
EPA Substance Registry System Phytol (150-86-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H302-H318-H360-H370-H372-H317-H411
Precautionary statements  P501-P273-P272-P260-P270-P202-P201-P264-P280-P302+P352-P391-P308+P311-P362+P364-P333+P313-P301+P312+P330-P305+P351+P338+P310-P405
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  37/39-26-36
RTECS  TJ3490000
HS Code  29052290
Toxicity rabbit,LD50,skin,> 5gm/kg (5000mg/kg),Food and Chemical Toxicology. Vol. 20, Pg. 811, 1982.

Phytol Chemical Properties,Uses,Production

Description

Phytol is a diterpene alcohol obtained from the degradation of chlorophyll and has been used in the synthesis of Vitamins E and K. During the digestion process of ruminants, phytol is liberated from chlorophyll and converted to phytanic acid to be stored in fats. While humans cannot derive phytol from chlorophyll, free phytol, obtained from the consumption of ruminant adipose tissue and dairy products, is readily absorbed in the small intestine and converted to phytanic acid. Phytanic acid accumulates to toxic levels in a number of metabolic disorders, and the conversion of phytol to phytanic acid has been shown to be regulated via the activation of peroxisome proliferator-activated receptor α (PPARα). Phytol and its metabolites have also been reported to activate retinoid X receptors (RXRs; Kis range from 2.3-67.2 μM) and to promote the activity of PPAR/RXR heterodimers. Phytol also demonstrates sedative and anxiolytic effects through interaction with the GABAA receptor, and it has been explored as an antischistosomal agent in a mouse model of schistosomiasis.

Chemical Properties

Colorless to yellow viscous liquid with a faint floral scent, found naturally in jasmine essential oil and tea. It cannot dissolve in water, but is able to dissolve in organic solvents.

Occurrence

Reported found in Herniaria incana lam oil Greece (2.60%) and Witch hazel leaf oil (9.79%).

Uses

trans-Phytol is a reagent that is used in the preparation of α-tocopherol analogs as mitochondrial antioxidants. It is also used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1.

Production Methods

Phytol can be obtained from natural raw materials by a variety of processes. The industrial synthesis of phytol starts from isophytol. The latter is first treated with formic acid to give phytyl formate, from which (Z, E )-phytol (isomer ratio 3 : 7) is obtained by saponification or transesterification.

Definition

ChEBI: Phytol is a diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. It has a role as a plant metabolite, a schistosomicide drug and an algal metabolite. It is a diterpenoid and a long-chain primary fatty alcohol.

Safety Profile

Low toxicity by ingestion and skin contact. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

Phytol Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 364)Suppliers
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[R*,R*-(E)]-3,7,11,15-TETRAMETHYL-2-HEXADECEN-1-OL PHYTOL phytol, mixture of isomers 3,7,11,15-tetramethylhexadec-2-en-1-ol Phytolsynthetic 2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (2E,7R,11R)- (E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol (2E,7R,11R)-3,7,11,15-Tetramethyl-2-hexadecen-1-ol (7R,11R,2E)-3,7,11,15-Tetramethyl-2-hexadecen-1-ol (7R,11R,E)-3,7,11,15-Tetramethyl-2-hexadecene-1-ol (E)-3,7,11,15-Tetramethyl-2-hexadecen-1-ol (2E)(7R,11R)-3,7,11,15-Tetramethylhexadec-2-en-1-ol Aids058679 Aids-058679 Phytol, cis + trans, tech. PHYTOL, DIST (E)-3,7,11,15-Tetramethyl-2-hexadedcen-1-ol (E)-phytol 2,6,10,14-Tetramethylhexadec-14-en-16-ol 2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, [R-[R*,R*-(E)]]- 3,7,11,15-tetramethyl-,(r-(r*,r*-(e)))-2-hexadecen-1-o 3,7,11,15-tetramethyl-,[R-(R*,R*-(E))]-2-Hexadedcen-1-ol 3,7,11,15-tetramethyl-,[theta-[theta,theta-(e)]]-2-hexadecen-1-o Plantalcohol Phytol> Chinese Factory Specializing in Wholesale High Quality Plant Alcohol 150-86-7 Phytol, 90.0%(GC) (7R,11R,E)-3,7,11,15-Tetramethylhexadec-2-en-1-ol trans-Phytol 3,7,11,15-TETRAMETHYL-2-HEXADECEN-1-OL Natural Phytol Phytol / Vitamin K1 Intermediate Nano-Liposomal PHYTOL Water-Soluble PHYTOL cis-cyclohex-3-enyl-1,2-diamine dihydrochloride (2E,7R,11R) Phytol PHYTOL PHYTOL (7R,11R,E)-3,7,11,15-Tetramethyl-2-hexadecen-1-ol Plant alcohol 95%~98% 150-86-7 Terpenes (Others) Terpenes Biochemistry Terpenes Terpenes (Others)