Phytantriol

Phytantriol

Names
IUPAC name 3,7,11,15-Tetramethylhexadecane-1,2,3-triol
Other names C20-triol, tetramethyl trihydroxyhexadecane, 3,7,11,15,-tetramethyl-1,2,3,-trihydroxyhexadecane, curasan, haircare complex, CLR, AEC phytantriol, PTL, C20-triole, panteen, PTR [1]
Identifiers
CAS Number	74563-64-7  Y
3D model (JSmol)	Interactive image
Beilstein Reference	1866094
ChEBI	CHEBI:47770
ChemSpider	2286035
ECHA InfoCard	100.070.818
EC Number	277-923-2
PubChem CID	3018525
UNII	8LVI07A72W  Y
CompTox Dashboard (EPA)	DTXSID10868315
InChI InChI=1S/C20H42O3/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-20(5,23)19(22)15-21/h16-19,21-23H,6-15H2,1-5H3 Key: CGIHFIDULQUVJG-UHFFFAOYSA-N
SMILES CC(C)CCCC(C)CCCC(C)CCCC(C)(C(CO)O)O
Properties
Chemical formula	C20H42O3
Molar mass	330.553 g·mol−1
Appearance	Pale yellow or clear viscous liquid
Odor	sweetish
Density	0.905 g/ml
Melting point	5–10 °C (41–50 °F; 278–283 K)
Boiling point	145 °C (1.45 ×10−5 psi) 300 °C (14.69 psi)
Solubility in water	Soluble in water, ethanol, and propylene glycol
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H317, H413
Precautionary statements	P261, P264, P272, P273, P280, P302+P352, P321, P332+P313, P333+P313, P362, P363, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Phytantriol is an aliphatic alcohol used in cosmetic products and as a food additive. ^{[1] [2]} At room temperature it is a viscous liquid that is colourless to light yellow and with a sweetish odour. ^{[3] [1]}

Preparation

Phytantriol is prepared by oxidizing isophytol in formic acid, hydrolysis of the product with an inorganic base, and isolation. ^[1]

Uses

As a cosmetic ingredient, phytantriol functions to increase moisture retention in skin and hair and helps vitamins and amino acids penetrate. ^[4] As of 2002 it is found in about 100 cosmetic products, such as hair conditioners, shampoos, and hair tonics, in concentrations from 0.0002% to 1%. ^[1]

Phytantriol is an amphiphile that is the second most used in making cubosomes. ^[5]

Toxicology

Oral LD₅₀ values were >5000 mg/kg in rats and mice. ^[1]

See also

• Phytol
• Isophytol

References

1. "Final report on the safety assessment of phytantriol". International Journal of Toxicology. 26 Suppl 1: 107–114. 27 January 2018. doi: 10.1080/10915810601163947 . PMID   17365138.
2. Mus-Veteau, Isabelle (2014). Membrane Proteins Production for Structural Analysis. Springer. p. 298. ISBN   9781493906628.
3. "Phytantriol" (PDF). DSM.
4. Barauskas, Justas; Landh, Tomas (November 2003). "Phase Behavior of the Phytantriol/Water System". Langmuir. 19 (23): 9562–9565. doi:10.1021/la0350812.
5. Schwarz, James A.; Contescu, Cristian I.; Putyera, Karol (2004). Dekker Encyclopedia of Nanoscience and Nanotechnology. CRC Press. p. 887. ISBN   9780824750473.