Phytol

Phytol
Compound Structure:
Synonyms: Phytol;trans-Phytol; (E)-Phytol;2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (2E,7R,11R)-;CHEBI:17327;(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol; (2E,7R,11R)-3,7,11,15-tetramethyl-2-hexadecen-1-ol
Compound ID: NMPC-044
PubChem ID:

5280435

Molecular Formula: C20H40O
Canonical SMILES: CC(C)CCCC(C)CCCC(C)CCCC(=CCO)C
InChIKey: BOTWFXYSPFMFNR-PYDDKJGSSA-N
About the compound:

Phytol is an acyclic diterpenoid with the chemical formula hexadec-2-en-1-ol, featuring methyl groups at positions 3, 7, 11, and 15. It has several important roles, functioning as a plant metabolite, a schistosomicide drug, and an algal metabolite. This compound is classified as a diterpenoid and a long-chain primary fatty alcohol. Phytol is a natural product found in various organisms, including Elodea canadensis and Wendlandiaformosana. It is a key component of chlorophyll, and it serves as a precursor for the synthesis of synthetic forms of vitamin E and vitamin K1. Additionally, phytol has been shown to modulate transcription in cells by interacting with transcription factors like PPAR-alpha and retinoid X receptor (RXR). Beyond its biological roles, phytol is widely used in various commercial applications. It is utilized in the fragrance industry and can be found in cosmetics, shampoos, toilet soaps, and detergents. Phytol also has applications in certain cannabis distillates, where it acts as a diluent or flavoring agent. The estimated global usage of phytol ranges from approximately 0.1 to 1.0 metric tons per year, highlighting its significance in various industries.

https://en.wikipedia.org/wiki/Phytol

GHS Hazard Statements

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

H400 (95.12%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

H410 (97.7%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]


Properties:

Chemical and Physical Properties

 

Property Name

Property Value

Molecular Weight

296.5 g/mol

XLogP3-AA

8.2

Hydrogen Bond Donor Count

1

Hydrogen Bond Acceptor Count

1

Rotatable Bond Count

13

Exact Mass

296.307915895 g/mol

Monoisotopic Mass

296.307915895 g/mol

Topological Polar Surface Area

20.2Ų

Heavy Atom Count

21

Formal Charge

0

Complexity

255

Isotope Atom Count

0

Defined Atom Stereocenter Count

2

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

1

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Colourless to yellow viscous liquid; Faint floral aroma

Boiling Point

202.00 to 204.00 °C. @ 10.00 mm Hg

Melting Point

< 25 °C

Density

0.847-0.863

Solubility 

very slightly

Source: PubChem

Source Species: Acanthus montanus
Ageratum conyzoides
Bryophyllum pinnatum
Crateva adansonii
Dioclea reflexa
Eichhornia crassipes
Euphorbia hirta
Ficus asperifolia
Ficus exasperata
Garcinia mannii
Gongronema latifolium
Hibiscus asper
Klainedoxa gabonensis
Macaranga barteri
Pachira glabra
Petiveria alliacea
Phyllanthus amarus
Senecio biafrae
Senna podocarpa
Synedrella nodiflora
Thaumatococcus daniellii
Vernonia amygdalina
Tragia benthamii
Tithonia rotundifolia
Acalypha segetalis
Moringa oleifera
Pentaclethra macrophylla
Plumeria alba
Pteris togoensis
Pyrenacantha staudtii
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