Hinokitiol

Hinokitiol[1]
Skeletal formula of hinokitiol
Ball-and-stick model of the hinokitiol molecule
Names
Preferred IUPAC name
2-Hydroxy-6-(propan-2-yl)cyclohepta-2,4,6-trien-1-one
Other names
β-Thujaplicin; 4-Isopropyltropolone
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.007.165 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C10H12O2/c1-7(2)8-4-3-5-9(11)10(12)6-8/h3-7H,1-2H3,(H,11,12) checkY
    Key: FUWUEFKEXZQKKA-UHFFFAOYSA-N checkY
  • O=C1/C=C(\C=C/C=C1/O)C(C)C
Properties
C10H12O2
Molar mass 164.204 g·mol−1
Appearance Colorless to pale yellow crystals
Melting point 50 to 52 °C (122 to 126 °F; 323 to 325 K)
Boiling point 140 °C (284 °F; 413 K) at 10 mmHg
1.2 g/L (0 °C)
Solubility in ethanol 20 g/L[2]
Solubility in dimethyl sulfoxide 30 g/L[2]
Solubility in dimethylformamide 12.5 g/L[2]
Hazards
Flash point 140 °C (284 °F; 413 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Hinokitiol (β-thujaplicin) is a natural monoterpenoid found in the wood of trees in the family Cupressaceae. It is a tropolone derivative and one of the thujaplicins.[3] Hinokitiol is used in oral and skin care products,[4][5] and is a food additive used in Japan.[6]

  1. ^ β-Thujaplicin Archived 2011-07-16 at the Wayback Machine at Sigma-Aldrich
  2. ^ a b c "Hinokitiol - Product Information" (PDF). www.caymanchem.com. Cayman Chemical.
  3. ^ Chedgy RJ, Lim YW, Breuil C (May 2009). "Effects of leaching on fungal growth and decay of western redcedar". Canadian Journal of Microbiology. 55 (5): 578–86. doi:10.1139/W08-161. PMID 19483786.
  4. ^ "Hinokitiol | 499-44-5". www.chemicalbook.com.
  5. ^ Suzuki, Joichiro; Tokiwa, Tamami; Mochizuki, Maho; Ebisawa, Masato; Nagano, Takatoshi; Yuasa, Mohei; Kanazashi, Mikimoto; Gomi, Kazuhiro; Arai, Takashi (2008). "Effects of a newly designed toothbrush for the application of periodontal disease treatment medicine (HinoporonTM) on the plaque removal and the improvement of gingivitis". Nihon Shishubyo Gakkai Kaishi (Journal of the Japanese Society of Periodontology). 50 (1): 30–38. doi:10.2329/perio.50.030.
  6. ^ "The Japan Food chemical Research Faundation". www.ffcr.or.jp.