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EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes

beta-thujaplicin
2,4,6-cycloheptatrien-1-one, 2-hydroxy-6-(1-methylethyl)-

Supplier Sponsors

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GSC104480103863 GSC104480103863
Product(s):
499-44-5 beta-thujaplicin >99.0%(GC)

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GSC104480103863 GSC104480103863
Product(s):
H0142 Hinokitiol >99.0%(GC)
SDS

Name:	2-hydroxy-6-propan-2-ylcyclohepta-2,4,6-trien-1-one
CAS Number:	499-44-5	3D/inchi
ECHA EINECS - REACH Pre-Reg:	207-880-7
FDA UNII:	U5335D6EBI
Nikkaji Web:	J6.176J
Beilstein Number:	2045206
MDL:	MFCD00059582
XlogP3-AA:	2.10 (est)
Molecular Weight:	164.20404000
Formula:	C10 H12 O2
BioActivity Summary:	listing
NMR Predictor:	Predict (works with chrome, Edge or firefox)

Category:fragrance agents

US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:

Google Scholar:	Search
Google Books:	Search
Google Scholar: with word "volatile"	Search
Google Scholar: with word "flavor"	Search
Google Scholar: with word "odor"	Search
Perfumer and Flavorist:	Search
Google Patents:	Search
US Patents:	Search
EU Patents:	Search
Pubchem Patents:	Search
PubMed:	Search
NCBI:	Search

Physical Properties:

Appearance:	colorless to pale yellow crystals (est)
Assay:	98.00 to 100.00
Food Chemicals Codex Listed:	No
Melting Point:	48.00 to 53.00 °C. @ 760.00 mm Hg
Boiling Point:	140.00 °C. @ 10.00 mm Hg
Boiling Point:	303.00 to 304.00 °C. @ 760.00 mm Hg
Vapor Pressure:	0.000089 mmHg @ 25.00 °C. (est)
Flash Point:	> 212.00 °F. TCC ( > 100.00 °C. )
logP (o/w):	1.137 (est)
Soluble in:
	alcohol
	water, 1592 mg/L @ 25 °C (est)
	water, 1200 mg/L @ 25 °C (exp)
Insoluble in:
	water
Stability:
	detergent
	soap

Organoleptic Properties:

Odor Type: woody

Odor Strength:medium

Substantivity:48 hour(s) at 100.00 %

phenolic woody mossy

Odor Description:at 100.00 %. phenolic woody mossy

Odor and/or flavor descriptions from others (if found).

Takasago

Hinokitiol Crystals ≥98% as Hinokitiol

Odor Description:Phenol-like and woody
Can give woody-mossy character in fragrances. Has antibacterial and preservative properties that are useful in drug and cosmetic applications.

Cosmetic Information:

CosIng:	cosmetic data
Cosmetic Uses:	antistatic agents hair conditioning

Suppliers:

For experimental / research use only.

beta-thujaplicin >99.0%(GC)

For experimental / research use only.

beta-Thujaplicin (GC) ≥98%

Kowa Amerian Corporation

beta-Thujaplicin

Odor: characteristic

Use: Hinokitiol is a naturally-derived extract from certain evergreen trees that helps prevent bacteria formation in cosmetic formulations. This all-natural product has a pleasant evergreen odor and improves the shelf life of cosmetics especially after the initial opening & use by consumers. Hinokitiol is also used in dental and dermatological applications for its antimicrobial, antifungal and anti-inflammatory properties.

Santa Cruz Biotechnology

For experimental / research use only.

Thujaplicin ≥98%

Sigma-Aldrich: Aldrich

For experimental / research use only.

beta-Thujaplicin 99%

Hinokitiol Crystals

≥98% as Hinokitiol

Odor: Phenol-like and woody

Use: Can give woody-mossy character in fragrances. Has antibacterial and preservative properties that are useful in drug and cosmetic applications.

The Fragrance Museum

For experimental / research use only.

Hinokitiol >99.0%(GC)

Safety Information:

Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 22 - Harmful if swallowed. S 02 - Keep out of the reach of children. S 20/21 - When using do not eat, drink or smoke. S 37/39 - Wear suitable gloves and eye/face protection.

Hazards identification

Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements

Pictogram

Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 500 mg/kg BEHAVIORAL: FOOD INTAKE (ANIMAL) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: OTHER CHANGES National Technical Information Service. Vol. OTS0570591 intravenous-mouse LD50 128 mg/kg BEHAVIORAL: ANALGESIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Yakugaku Zasshi. Journal of Pharmacy. Vol. 91, Pg. 550, 1971. intraperitoneal-mouse LD50 85 mg/kg Journal of Medicinal Chemistry. Vol. 6, Pg. 755, 1963.
Dermal Toxicity:
skin-rabbit LD50 > 2000 mg/kg BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: FOOD INTAKE (ANIMAL) National Technical Information Service. Vol. OTS0570591 subcutaneous-mouse LD50 541 mg/kg BEHAVIORAL: ANALGESIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Yakugaku Zasshi. Journal of Pharmacy. Vol. 91, Pg. 550, 1971. subcutaneous-guinea pig LD50 500 mg/kg Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 48, Pg. 722, 1959.
Inhalation Toxicity:
Not determined

Safety in Use Information:

Category:
fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for beta-thujaplicin usage levels up to:
	0.1000 % in the fragrance concentrate.

Recommendation for beta-thujaplicin flavor usage levels up to:
	not for flavor use.

Safety References:

EPI System: View

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

EPA Substance Registry Services (TSCA):499-44-5

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :3611

National Institute of Allergy and Infectious Diseases:Data

2-hydroxy-6-propan-2-ylcyclohepta-2,4,6-trien-1-one

Chemidplus:0000499445

RTECS:GU4200000 for cas# 499-44-5

References:

	2-hydroxy-6-propan-2-ylcyclohepta-2,4,6-trien-1-one
NIST Chemistry WebBook:	Search Inchi
Canada Domestic Sub. List:	499-44-5
Pubchem (cid):	3611
Pubchem (sid):	134977780

Other Information:

(IUPAC):	Atomic Weights of the Elements 2011 (pdf)
Videos:	The Periodic Table of Videos
tgsc:	Atomic Weights use for this web site
(IUPAC):	Periodic Table of the Elements
CHEBI:	View
CHEMBL:	View
KEGG (GenomeNet):	C09904
HMDB (The Human Metabolome Database):	HMDB35213
FooDB:	FDB013860
Export Tariff Code:	2914.40.9000
Typical G.C.
VCF-Online:	VCF Volatile Compounds in Food
ChemSpider:	View
Wikipedia:	View

Potential Blenders and core components note

For Odor

No odor group found for these

eremophila mitchelli wood oil australia
FR

chamaecyparis obtusa wood oil
FR

octanal propylene glycol acetal
FL/FR

10-

undecenoic acid
FL/FR

acidic

acidic

2-

methyl-2-pentenoic acid
FL/FR

amber

amber butanol
FR

amber decane
FR

sports

amber fragrance
FR

amber spirolene
FR

ambergris tincture
FL/FR

ambroxide
FL/FR

labdanum oil
FL/FR

animal

2-iso

butyl quinoline
FR

balsamic

amyris wood oil
FL/FR

siam

benzoin absolute
FL/FR

dextro,laevo-iso

iso

bornyl acetate
FL/FR

fir carboxylate
FR

guaiyl butyrate
FR

juniper berry absolute
FL/FR

myrrh resin
FL/FR

opoponax resin (commiphora erythraea var. glabrescens engler)
FL/FR

spruce needle absolute
FL/FR

styrax oil (liquidambar styraciflua)
FL/FR

burnt

rum ether
FL/FR

camphoreous

beta-homo

cyclocitral
FL/FR

cheesy

2-

heptanone
FL/FR

chocolate

2,5-

dimethyl pyrazine
FL/FR

citrus

grapefruit mercaptan
FL/FR

(+)-

nootkatone
FL/FR

bitter

orange peel oil
FL/FR

tetrahydromyrcenol
FR

tetrahydromyrcenyl acetate
FR

earthy

(-)-alpha-

floral

angel essence fragrance
FR

cananga oil china
FL/FR

citronellyl acetate
FL/FR

dihydrojasmone
FL/FR

dihydrolinalool
FL/FR

floral undecenone
FR

hawthorn ethanol
FR

beta-

ionone
FL/FR

alpha-

irone
FL/FR

linalyl anthranilate
FL/FR

alpha-iso

methyl ionone (70% min.)
FL/FR

methyl ionyl acetate
FL/FR

mimosa concrete france
FL/FR

beta-

orris rhizome concrete butter (iris pallida)
FL/FR

vetiver pentanone
FR

fruity

apple ketal
FL/FR

3-

benzyl-4-heptanone
FL/FR

bread thiophene
FL/FR

cyclohexanone diethyl acetal
FL/FR

fruity butanate
FR

linalool oxide acetates
FL/FR

menthyl isovalerate
FL/FR

green

galbanum oleoresin
FL/FR

geranic acid
FL/FR

alpha-

hexyl cinnamaldehyde dimethyl acetal
FR

para-

methyl hydratropaldehyde
FL/FR

(Z)-5-

octen-1-yl propionate
FL/FR

rose leaf absolute (rosa centifolia)
FL/FR

seaweed absolute (fucus vesiculosus et serratus)
FL/FR

herbal

apium graveolens seed oil
FL/FR

apium graveolens seed oil india
FL/FR

alpha-

canarium luzonicum oil
FL/FR

celery seed oil CO2 extract
FL/FR

celery seed oil replacer
FR

celery specialty
FR

herbal dioxane
FR

herbal undecanone
FR

hyssop oil
FL/FR

lavandin water absolute
FL/FR

spike

lavender absolute
FL/FR

origanum oil
FL/FR

curled

parsley leaf oil
FL/FR

curled

parsley seed oil
FL/FR

alpha-

pinene
FL/FR

pinocarveol
FL/FR

common

tansy flower oil
FR

tea leaf absolute
FL/FR

terpinolene
FL/FR

valerian rhizome oil china
FL/FR

melon

(Z)-6-

minty

(-)-iso

mossy

oakmoss concrete
FR

oakmoss phenol
FR

treemoss absolute
FR

veramoss (IFF)
FR

musk

(E)-12-

musk decenone
FR

musty

ketoiso

nutty

3-

acetyl pyridine
FL/FR

2,6-

powdery

alpha-

methyl ionone
FL/FR

(E)-alpha-

methyl ionone (44-50%)
FL/FR

smoky

2,6-

dimethoxyphenol
FL/FR

pyroligneous acids
FL/FR

spicy

allspice berry oil
FL/FR

allspice leaf oil
FL/FR

atractylis root oil
FR

4-

carvomenthenol
FL/FR

alpha-

caryophyllene alcohol
FL/FR

beta-

caryophyllene alcohol
FL/FR

cassia leaf oil
FL/FR

cinnamon leaf oil ceylon
FL/FR

clove bud absolute
FL/FR

clove bud oil
FL/FR

clove bud oil CO2 extract
FL/FR

4-

ethyl guaiacol
FL/FR

eugenyl acetate
FL/FR

galangal root oil
FL/FR

ginger root oil china
FL/FR

nutmeg oil
FL/FR

terpenic

cypress leaf oil
FR

juniper branch oil
FR

pine needle oil dwarf
FL/FR

thujonic

alpha-

vanilla

vanillin propylene glycol acetal
FL/FR

waxy

tridecanoic acid
FL/FR

woody

amber formate
FR

bois de rose leaf oil brazil
FL/FR

iso

bornyl isovalerate
FL/FR

bornyl valerate
FL/FR

2-tert-

butyl cyclohexanone
FR

(+)-

beta-

caryophyllene oxide
FL/FR

cedarwood oil atlanta
FR

cedarwood oil himalaya
FR

cedarwood oil virginia
FR

alpha-

cedrene epoxide
FR

cedrol methyl ether
FR

cistus twig/leaf oil
FL/FR

copaiba balsam
FL/FR

dacrydium franklinii wood oil
FR

dihydro-alpha-terpinyl acetate
FR

(E)-

ethyl geranate
FR

frankincense resin
FL/FR

(E)-

germacrene D
FL/FR

guaiacwood acetates
FR

labdanum concrete
FR

longifolene
FL/FR

marine formate
FR

methyl cedryl ketone
FL/FR

methyl sandal
FR

2-

methyl-1-(5',5',6'-trimethyl bicyclo(2.2.1)hept-2'-yl) propan-2-ol
FR

patchouli hexanol
FR

rhubarb oxirane
FR

sandal hexanol
FR

sandal pentenone
FR

sandalwood oil west australia (santalum spicatum)
FR

alpha-

santalyl butyrate
FL/FR

thuja occidentalis leaf oil
FL/FR

tobacco nonene
FR

treemoss resinoid replacer
FR

violet propanol
FR

woody cyclohexanone
FR

woody nonane (ethoxy)
FR

For Flavor

No flavor group found for these

ambergris tincture
FL/FR

ambroxide
FL/FR

alpha-

(+)-

beta-

caryophyllene alcohol
FL/FR

alpha-

caryophyllene alcohol
FL/FR

cyclohexanone diethyl acetal
FL/FR

(E)-

germacrene D
FL/FR

linalool oxide acetates
FL/FR

(E)-alpha-

methyl ionone (44-50%)
FL/FR

octanal propylene glycol acetal
FL/FR

alpha-

santalyl butyrate
FL/FR

seaweed absolute (fucus vesiculosus et serratus)
FL/FR

tridecanoic acid
FL/FR

10-

undecenoic acid
FL/FR

amber

amber

labdanum oil
FL/FR

balsamic

juniper berry absolute
FL/FR

myrrh resin
FL/FR

opoponax resin (commiphora erythraea var. glabrescens engler)
FL/FR

spruce needle absolute
FL/FR

styrax oil (liquidambar styraciflua)
FL/FR

burnt

rum ether
FL/FR

camphoreous

dextro,laevo-iso

(-)-alpha-

pinocarveol
FL/FR

cheesy

2-

heptanone
FL/FR

citrus

grapefruit mercaptan
FL/FR

(+)-

nootkatone
FL/FR

bitter

orange peel oil
FL/FR

ketoiso

cooling

4-

carvomenthenol
FL/FR

beta-homo

cyclocitral
FL/FR

floral

bois de rose leaf oil brazil
FL/FR

cananga oil china
FL/FR

citronellyl acetate
FL/FR

dihydrojasmone
FL/FR

dihydrolinalool
FL/FR

linalyl anthranilate
FL/FR

alpha-iso

methyl ionone (70% min.)
FL/FR

mimosa concrete france
FL/FR

orris rhizome concrete butter (iris pallida)
FL/FR

fruity

apple ketal
FL/FR

3-

benzyl-4-heptanone
FL/FR

bread thiophene
FL/FR

menthyl isovalerate
FL/FR

alpha-

methyl ionone
FL/FR

valerian rhizome oil china
FL/FR

green

canarium luzonicum oil
FL/FR

galbanum oleoresin
FL/FR

geranic acid
FL/FR

para-

methyl hydratropaldehyde
FL/FR

(Z)-6-

beta-

(Z)-5-

octen-1-yl propionate
FL/FR

rose leaf absolute (rosa centifolia)
FL/FR

herbal

apium graveolens seed oil
FL/FR

apium graveolens seed oil india
FL/FR

celery seed oil CO2 extract
FL/FR

hyssop oil
FL/FR

lavandin water absolute
FL/FR

spike

lavender absolute
FL/FR

origanum oil
FL/FR

curled

parsley leaf oil
FL/FR

curled

parsley seed oil
FL/FR

medicinal

2,6-

dimethoxyphenol
FL/FR

minty

(-)-iso

musty

2,5-

dimethyl pyrazine
FL/FR

nutty

3-

acetyl pyridine
FL/FR

2,6-

pine

pine needle oil dwarf
FL/FR

smoky

pyroligneous acids
FL/FR

sour

2-

methyl-2-pentenoic acid
FL/FR

spicy

allspice berry oil
FL/FR

allspice leaf oil
FL/FR

siam

benzoin absolute
FL/FR

cassia leaf oil
FL/FR

cinnamon leaf oil ceylon
FL/FR

clove bud absolute
FL/FR

clove bud oil
FL/FR

clove bud oil CO2 extract
FL/FR

eugenyl acetate
FL/FR

galangal root oil
FL/FR

ginger root oil china
FL/FR

nutmeg oil
FL/FR

tea

tea leaf absolute
FL/FR

vanilla

vanillin propylene glycol acetal
FL/FR

woody

amyris wood oil
FL/FR

iso

bornyl acetate
FL/FR

iso

bornyl isovalerate
FL/FR

bornyl valerate
FL/FR

beta-

caryophyllene oxide
FL/FR

cistus twig/leaf oil
FL/FR

copaiba balsam
FL/FR

4-

ethyl guaiacol
FL/FR

frankincense resin
FL/FR

beta-

ionone
FL/FR

alpha-

irone
FL/FR

longifolene
FL/FR

methyl cedryl ketone
FL/FR

methyl ionyl acetate
FL/FR

alpha-

pinene
FL/FR

terpinolene
FL/FR

thuja occidentalis leaf oil
FL/FR

Potential Uses:

	antibacterial agents
FR	balsam
FR	cedar
FR	herbal
FR	moss
FR	oriental
	preservatives
FR	woody

Occurrence (nature, food, other):note

	anise seed oil star china @ 0.19% Data GC Search Trop Picture
	cedarwood oils Search PMC Picture
	hiba oil Search Trop Picture
	juniper Search Trop Picture

Synonyms:

2,4,6-	cycloheptatrien-1-one, 2-hydroxy-4-(1-methylethyl)-
2,4,6-	cycloheptatrien-1-one, 2-hydroxy-4-isopropyl-
2,4,6-	cycloheptatrien-1-one, 2-hydroxy-6-(1-methylethyl)-
	hinokitiol
	hinokitiol crystals
	hinokitiol crystals (takasago)
	hinokitol
2-	hydroxy-4-(1-methyl ethyl)-2,4,6-cycloheptatrien-1-one
2-	hydroxy-4-(1-methylethyl)-2,4,6-cycloheptatrien-1-one
2-	hydroxy-4-(methylethyl)cyclohepta-2,4,6-trien-1-one
2-	hydroxy-4-isopropyl-2,4, 6-cycloheptatrien-1-one
2-	hydroxy-4-isopropyl-2,4,6-cyclohepta-2,4,6-trien-1-one
2-	hydroxy-4-isopropyl-2,4,6-cycloheptatrien-1-one
2-	hydroxy-4-isopropyl-cyclohepta-2,4,6-trienone
2-	hydroxy-4-isopropylcyclohepta-2,4,6-trien-1-one
2-	hydroxy-4-isopropylcyclohepta-2,4,6-trienone
2-	hydroxy-6-(propan-2-yl)cyclohepta-2,4,6-trien-1-one
2-	hydroxy-6-isopropyl-2,4,6-cycloheptatrien-1-one
2-	hydroxy-6-propan-2-ylcyclohepta-2,4,6-trien-1-one
beta-iso	propyl tropolon
4-iso	propyl tropolone
iso	propyl tropolone
4-iso	propyltropolone
beta-	thujaplicin
beta-	thujaplicine
	tropolone, 4-isopropyl-

Articles:

PubMed:Toxicity of hiba oil constituents and spray formulations to American house dust mites and copra mites.

PubMed:A novel synthetic pathway for tropolone ring formation via the olefin monoterpene intermediate terpinolene in cultured Cupressus lusitanica cells.

PubMed:Hinokitiol inhibits cell growth through induction of S-phase arrest and apoptosis in human colon cancer cells and suppresses tumor growth in a mouse xenograft experiment.

PubMed:Hinokitiol, a natural tropolone derivative, offers neuroprotection from thromboembolic stroke in vivo.

PubMed:Determination of hinokitiol in skin lotion by high-performance liquid chromatography-ultraviolet detection after precolumn derivatization with 4-fluoro-7-nitro-2,1,3-benzoxadiazole.

PubMed:Effect of mouth cleaning with hinokitiol-containing gel on oral malodor: a randomized, open-label pilot study.

PubMed:Tetsuo Nozoe's "Autograph Books by Chemists 1953-1994": an essay.

PubMed:Hinokitiol inhibits platelet activation ex vivo and thrombus formation in vivo.

PubMed:In vitro antimicrobial and anticancer potential of hinokitiol against oral pathogens and oral cancer cell lines.

PubMed:Stress-related activities induced by predator odor may become indistinguishable by hinokitiol odor.

PubMed:In vitro and in vivo anti-plasmodial activity of essential oils, including hinokitiol.

PubMed:The furan route to tropolones: probing the antiproliferative effects of β-thujaplicin analogs.

PubMed:In vitro and in vivo therapeutics of β-thujaplicin on LPS-induced inflammation in macrophages and septic shock in mice.

PubMed:Preventive effects of β-thujaplicin against UVB-induced MMP-1 and MMP-3 mRNA expressions in skin fibroblasts.

PubMed:Effects of a combination of hinokitiol (β-thujaplicin) and an organic acid mixture on ruminal fermentation in heifers fed a high-grain diet.

PubMed:In vitro Na+/K+-ATPase inhibitory activity and antimicrobial activity of sesquiterpenes isolated from Thujopsis dolabrata.

PubMed:A 13-week subchronic toxicity study of hinokitiol administered in the diet to F344 rats.

PubMed:Zinc-dependent effects of small molecules on the insulin-sensitive transcription factor FOXO1a and gluconeogenic genes.

PubMed:Structural insights into the hot spot amino acid residues of mushroom tyrosinase for the bindings of thujaplicins.

PubMed:Inhibitory effects of hinokitiol on tyrosinase activity and melanin biosynthesis and its antimicrobial activities.

PubMed:Hinokitiol activates the hypoxia-inducible factor (HIF) pathway through inhibition of HIF hydroxylases.

PubMed:Time-kill assay results for a linalool-hinokitiol-based eyelid cleanser for lid hygiene.

PubMed:In vitro skin permeation of hinokitiol loaded in vesicles composed of behenyltrimethylammonium chloride and stearic acid.

PubMed:Synthesis of tropolone derivatives and evaluation of their in vitro neuroprotective activity.

PubMed:High-performance liquid chromatography with dual-wavelength ultraviolet detection for measurement of hinokitiol in personal care products.

PubMed:p27-Associated G1 arrest induced by hinokitiol in human malignant melanoma cells is mediated via down-regulation of pRb, Skp2 ubiquitin ligase, and impairment of Cdk2 function.

PubMed:Effects of leaching on fungal growth and decay of western redcedar.

PubMed:Volatile and non-volatile monoterpenes produced by elicitor-stimulated Cupressus lusitanica cultured cells.

PubMed:Antiviral activity of the zinc ionophores pyrithione and hinokitiol against picornavirus infections.

PubMed:High production of beta-thujaplicin glycosides by immobilized plant cells of Nicotiana tabacum.

PubMed:Hinokitiol, a natural tropolone derivative, inhibits TNF-alpha production in LPS-activated macrophages via suppression of NF-kappaB.

PubMed:In vivo hair growth promotion effects of cosmetic preparations containing hinokitiol-loaded poly(epsilon-caprolacton) nanocapsules.

PubMed:Antifungal mechanism of hinokitiol against Candida albicans.

PubMed:In vitro permeation study of hinokitiol: effects of vehicles and enhancers.

PubMed:Antifungal properties of ethanolic extract and its active compounds from Calocedrus macrolepis var. formosana (Florin) heartwood.

PubMed:The mechanism of the bactericidal activity of hinokitiol.

PubMed:Growth inhibitory effect of shelf life extending agents on Bacillus subtilis IAM 1026.

PubMed:Reactive oxygen species, nitric oxide, and their interactions play different roles in Cupressus lusitanica cell death and phytoalexin biosynthesis.

PubMed:Analysis of western redcedar (Thuja plicata Donn) heartwood components by HPLC as a possible screening tool for trees with enhanced natural durability.

PubMed:Lack of hinokitiol (beta-thujaplicin) carcinogenicity in F344/DuCrj rats.

PubMed:Hinokitiol, a metal chelator derived from natural plants, suppresses cell growth and disrupts androgen receptor signaling in prostate carcinoma cell lines.

PubMed:The excellence of Aomori Hiba (Hinokiasunaro) in its use as building materials of Buddhist temples and Shinto shrines.

PubMed:Differential regulation of melanosomal proteins after hinokitiol treatment.

PubMed:Therapeutic effects of beta-thujaplicin eardrops on canine Malassezia-related otitis externa.

PubMed:Mosquito larvicidal activity of active constituent derived from Chamaecyparis obtusa leaves against 3 mosquito species.

PubMed:Effects of beta-thujaplicin on anti-Malassezia pachydermatis remedy for canine otitis externa.

PubMed:Human metallothionein gene expression is upregulated by beta-thujaplicin: possible involvement of protein kinase C and reactive oxygen species.

PubMed:Prooxidant action of hinokitiol: hinokitiol-iron dependent generation of reactive oxygen species.

PubMed:Inhibitory effects of 4-n-butylresorcinol on tyrosinase activity and melanin synthesis.

PubMed:Signal transduction and metabolic flux of beta-thujaplicin and monoterpene biosynthesis in elicited Cupressus lusitanica cell cultures.

PubMed:In vitro inhibitory effects of hinokitiol on proliferation of Chlamydia trachomatis.

PubMed:Oxidative stress in plant cell culture: a role in production of beta-thujaplicin by Cupresssus lusitanica suspension culture.

PubMed:Fungal diversity from western redcedar fences and their resistance to beta-thujaplicin.

PubMed:Acaricidal activity of active constituent isolated in Chamaecyparis obtusa leaves against Dermatophagoides spp.

PubMed:Protection by tropolones against H2O2-induced DNA damage and apoptosis in cultured Jurkat cells.

PubMed:Selective inhibition of HIV-1 reverse transcriptase-associated ribonuclease H activity by hydroxylated tropolones.

PubMed:Biological activity of beta-dolabrin, gamma-thujaplicin, and 4-acetyltropolone, hinokitiol-related compounds.

PubMed:Biological activity of alpha-thujaplicin, the isomer of hinokitiol.

PubMed:Cytotoxic activity of deferiprone, maltol and related hydroxyketones against human tumor cell lines.

PubMed:(-)-Epigallocatechin-3-gallate and hinokitiol reduce melanin synthesis via decreased MITF production.

PubMed:Jasmonate and ethylene signalling and their interaction are integral parts of the elicitor signalling pathway leading to beta-thujaplicin biosynthesis in Cupressus lusitanica cell cultures.

PubMed:Beta-thujaplicin: new quantitative CZE method and adsorption to goethite.

PubMed:Evaluation of developmental toxicity of beta-thujaplicin (hinokitiol) following oral administration during organogenesis in rats.

PubMed:Rapid accumulation and metabolism of polyphosphoinositol and its possible role in phytoalexin biosynthesis in yeast elicitor-treated Cupressus lusitanica cell cultures.

PubMed:Transmission electron microscopy of Schistosoma mansoni cercariae treated with hinokitiol (beta-thujaplicin), a compound for potential skin application against cercarial penetration.

PubMed:[Antimicrobial activity of hinokitiol against Legionella pneumophila].

PubMed:Synthesis and structural characterization of silver(I), aluminium(III) and cobalt(II) complexes with 4-isopropyltropolone (hinokitiol) showing noteworthy biological activities. Action of silver(I)-oxygen bonding complexes on the antimicrobial activities.

PubMed:Monoterpenes produced by Cupressus lusitanica cultured cells including a novel monoterpene (1R, 2S, 6S)-(+)-1,6-epoxy-4(8)-p-menthen-2-ol [corrected].

PubMed:Generation of reactive oxygen species from Hinokitiol under near-UV irradiation.

PubMed:Multiple signalling pathways mediate fungal elicitor-induced beta-thujaplicin biosynthesis in Cupressus lusitanica cell cultures.

PubMed:Antibacterial effect of beta-thujaplicin on staphylococci isolated from atopic dermatitis: relationship between changes in the number of viable bacterial cells and clinical improvement in an eczematous lesion of atopic dermatitis.

PubMed:Biological activity of 4-acetyltropolone, the minor component of Thujopsis dolabrata SIeb. et Zucc. hondai Mak.

PubMed:Feedback regulation of beta-thujaplicin production and formation of its methyl ether in a suspension culture of Cupressus lusitanica.

PubMed:Fungicidal activity of beta-thujaplicin analogues.

PubMed:Production of beta-thujaplicin in Cupressus lusitanica suspension cultures fed with organic acids and monoterpenes.

PubMed:Biological activity of alpha-thujaplicin, the minor component of Thujopsis dolabrata SIEB. et ZUCC. var. hondai MAKINO.

PubMed:Cytotoxic effects of beta-thujaplicin on rat thymocytes and prevention by the compound in tributyltin-induced thymocyte damage.

PubMed:Improved beta-thujaplicin production in Cupressus lusitanica suspension cultures by fungal elicitor and methyl jasmonate.

PubMed:Cytotoxicity of the hinokitiol-related compounds, gamma-thujaplicin and beta-dolabrin.

PubMed:Identification of a compound in Chamaecyparis taiwanensis inhibiting the ice-nucleating activity of Pseudomonas fluorescens KUIN-1.

PubMed:Hinokitiol, a selective inhibitor of the platelet-type isozyme of arachidonate 12-lipoxygenase.

PubMed:Antifungal activity of Hinokitiol-related compounds on wood-rotting fungi and their insecticidal activities.

PubMed:Phytogrowth-Inhibitory activities of beta-dolabrin and gamma-thujaplicin, hinokitiol-related compounds and constituents of Thujopsis dolabrata Sieb. et Zucc. var hondai Makino.

PubMed:Apoptosis during iron chelator-induced differentiation in F9 embryonal carcinoma cells.

PubMed:Teratogenicity of thujaplicin in ICR mice.

PubMed:Antimicrobial activity and metalloprotease inhibition of hinokitiol-related compounds, the constituents of Thujopsis dolabrata S. and Z. hondai MAK.

PubMed:Multi-enzymatic glucosylation using Eucalyptus UDP-glucosyltransferase coupled UDPglucose-fermentation by bakers' yeast.

PubMed:Induction of apoptosis by hinokitiol, a potent iron chelator, in teratocarcinoma F9 cells is mediated through the activation of caspase-3.

PubMed:Beta-thujaplicin zinc chelate induces apoptosis in mouse high metastatic melanoma B16BL6 cells.

PubMed:Mechanism of mitochondrial dysfunction and cytotoxicity induced by tropolones in isolated rat hepatocytes.

PubMed:Thujaplicin-copper chelates inhibit replication of human influenza viruses.

PubMed:Effects of zinc oxide on the attachment of Staphylococcus aureus strains.

PubMed:Inhibitory effect of beta-thujaplicin on ultraviolet B-induced apoptosis in mouse keratinocytes.

PubMed:Biological activity of purpurogallin.

PubMed:Induction of differentiation of embryonal carcinoma F9 cells by iron chelators.

PubMed:Hinokitiol induces differentiation of teratocarcinoma F9 cells.

PubMed:[On the antibacterial effect of hinokitiol against Staphylococcus aureus showing double zone phenomenon].

PubMed:Cytotoxic effect of hinokitiol and tropolone on the growth of mammalian cells and on blastogenesis of mouse splenic T cells.

PubMed:[Study on the development of biological-active compounds after the model of natural products].

PubMed:High-performance liquid chromatographic determination of hinokitiol in cosmetics by the formation of difluoroborane compounds.

PubMed:[A clinical re-evaluation of an Hinoporon on periodontal disease using the double blind method].

PubMed:[Methylation of hinokitiol and 7-iodohinokitiol and the syntheses of Schiff bases of hydrazinotropone derivatives and 5-aminohinokitiol].

PubMed:Calcium-independent release of [3H]dopamine by veratridine in pargyline- and reserpine-treated corpus striatum.

PubMed:Allergic contact dermatitis to pyridoxine ester and hinokitiol.

PubMed:The multifunctional actions of beta-thujaplicin on the oxidative energy transformations as a consequence of its lipophilic and chelating properties.

PubMed:Comparison of the effects of tropolone, beta-thujaplicin and U-0521 on the extraneuronal accumulation of isoprenaline in guinea-pig trachealis smooth muscle cells. A quantitative fluorescence histochemical study.

PubMed:The extraneuronal accumulation of isoprenaline in trachea and atria of guinea-pig and cat: a fluorescence histochemical study.

PubMed:The uptake kinetics and metabolism of extraneuronal noradrenaline in guinea-pig trachea as studied with quantitative fluorescence microphotometry.

PubMed:Antibacterial activity of beta-thujaplicin.

PubMed:The effect of light on the antibacterial activity of beta-thujaplicin.

PubMed:Synethesis of beta-dolabrin from beta-thujaplicin (hinokitiol).

PubMed:Antibiotic substances from the heart wood of Thuja plicata D. Don; the constitution of beta-thujaplicin.

Notes:

Occurs in Juniperus communis (juniper)

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