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W502200

Sigma-Aldrich

Phytol

≥97%, FG

Synonym(s):

3,7,11,15-Tetramethyl-2-hexadecen-1-ol

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About This Item

Linear Formula:
CH3[CH(CH3)(CH2)3]3C(CH3)=CHCH2OH
CAS Number:
Molecular Weight:
296.53
FEMA Number:
4196
Beilstein:
1726098
EC Number:
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG

reg. compliance

EU Regulation 1334/2008 & 872/2012

Assay

≥97%

refractive index

n20/D 1.463 (lit.)

bp

202-204 °C/10 mmHg (lit.)

density

0.85 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

balsam; floral

SMILES string

CC(C)CCCC(C)CCCC(C)CCC\C(C)=C\CO

InChI

1S/C20H40O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h15,17-19,21H,6-14,16H2,1-5H3/b20-15+

InChI key

BOTWFXYSPFMFNR-HMMYKYKNSA-N

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General description

Phytol is a diterpene alcohol commonly used as an aromatic ingredient in many fragrance compounds. In nature, it is found as a part of chlorophyll, vitamin K, vitamin E, and other tocopherols. Some of its lipophilic analogs show potent antitubercular activity.

Application


  • Zein/fucoidan-coated phytol nanoliposome: preparation, characterization, physicochemical stability, in vitro release, and antioxidant activity.: This article explores the development of phytol-loaded nanoliposomes, evaluating their stability, release profile, and antioxidant activity, demonstrating their potential in pharmaceutical applications (Chen et al., 2024).

  • Ethanolic extract of Euphorbia royleana Boiss. reduces metastasis of breast cancer cells and inhibits tumor progression in vivo.: This research demonstrates the anti-cancer properties of Euphorbia royleana, with phytol identified as one of the active compounds contributing to the inhibition of cancer cell metastasis and tumor progression (Gull et al., 2024).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 4 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

368.6 °F

Flash Point(C)

187 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Identification of fatty aldehyde dehydrogenase in the breakdown of phytol to phytanic acid
van den Brink DM, et al.
Molecular genetics and metabolism reports, 82(1), 33-37 (2004)
Antitubercular potential of some semisynthetic analogues of phytol.
Saikia D, et al.
Bioorganic & Medicinal Chemistry Letters, 20(2), 508-512 (2010)
Fragrance material review on phytol.
McGinty D, et al.
Food And Chemical Toxicology, 48, S59-S63 (2010)
Josué de Moraes et al.
PLoS neglected tropical diseases, 8(1), e2617-e2617 (2014-01-07)
Schistosomiasis is a major endemic disease that affects hundreds of millions worldwide. Since the treatment and control of this parasitic disease rely on a single drug, praziquantel, it is imperative that new effective drugs are developed. Here, we report that
Chiara Baccelli et al.
Journal of natural products, 70(6), 910-917 (2007-06-06)
The diterpenes previously isolated from the leaves of Croton zambesicus were tested to evaluate their vasorelaxant activity on the Wistar rat aorta. Their vasorelaxant effect was compared to a series of synthetic trachylobanes and related polycyclic compounds on KCl- or

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