Phytantriol

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Phytantriol
Phytantriol.svg
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
3D model (JSmol)
1866094
ChEBI
ECHA InfoCard 100.070.818 Edit this at Wikidata
EC Number
  • 277-923-2
UNII
  • 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
  • CC(C)CCCC(C)CCCC(C)CCCC(C)(C(CO)O)O
Properties
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)
Soluble in water, ethanol, and propylene glycol
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H317, H413
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).

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[edit]

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

Uses[edit]

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[edit]

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

See also[edit]

References[edit]

  1. ^ a b c d e f "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.