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Phytantriol

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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
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 1866094
ChEBI
ECHA InfoCard 100.070.818 Edit this at Wikidata
EC Number
  • 277-923-2
PubChem CID
UNII
CompTox Dashboard (EPA)
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,6-15H2,1-5H3Key: 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
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 psi)
300 °C (14.69 psi)
Solubility in water Soluble in water, ethanol, and propylene glycol
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
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 , 100 kPa). Infobox references
Chemical compound

Phytantriol is an aliphatic alcohol used in cosmetic products and as a food additive. At room temperature it is a viscous liquid that is colourless to light yellow and with a sweetish odour.

Preparation

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

Uses

As a cosmetic ingredient, phytantriol functions to increase moisture retention in skin and hair and helps vitamins and amino acids penetrate. 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%.

Phytantriol is an amphiphile that is the second most used in making cubosomes.

Toxicology

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

See also

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.
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