Hinokitiol

Hinokitiol

Names
IUPAC name 2-Hydroxy-6-propan-2-ylcyclohepta-2,4,6-trien-1-one
Other names β-Thujaplicin; 4-Isopropyltropolone
Identifiers
CAS Number	499-44-5 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:10447 N
ChemSpider	3485 Y
ECHA InfoCard	100.007.165
KEGG	D04876 Y
PubChem CID	3611
InChI InChI=1S/C10H12O2/c1-7(2)8-4-3-5-9(11)10(12)6-8/h3-7H,1-2H3,(H,11,12) Y Key: FUWUEFKEXZQKKA-UHFFFAOYSA-N Y InChI=1/C10H12O2/c1-7(2)8-4-3-5-9(11)10(12)6-8/h3-7H,1-2H3,(H,11,12) Key: FUWUEFKEXZQKKA-UHFFFAOYAT
SMILES O=C1/C=C(\C=C/C=C1/O)C(C)C
Properties
Chemical formula	C10H12O2
Molar mass	164.20 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
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).
N  (what is YN ?)
Infobox references

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. Hinokitiol has inhibitory effects on Chlamydia trachomatis and may be clinically useful as a topical drug.

The name originates from the fact it was originally isolated in Taiwanese hinoki in 1936. It is actually almost absent in Japanese hinoki while it is contained in high concentration (about 0.04% of heartwood mass) in Juniperus cedrus, Hiba cedar wood (Thujopsis dolabrata) and Western red cedar (Thuja plicata). It can be readily extracted from the cedarwood with solvent and ultrasonication.