Phytantriol

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]

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
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 ºC (1.45 ×10^−5 psi) 300 ºC (14.69 psi)
Solubility in water	Soluble in water, ethanol, and propylene glycol
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H317, H413
GHS precautionary statements	P261, P264, P272, P273, P280, P302+352, P321, P332+313, P333+313, 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

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.