Chemical Properties benefits Safety
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Hinokitiol

Chemical Properties benefits Safety
Product Name
Hinokitiol
CAS No.
499-44-5
Chemical Name
Hinokitiol
Synonyms
2,4,6-Cycloheptatrien-1-one, 2-hydroxy-4-(1-methylethyl)-;β-thujaplicin;Hinokitol;BETA-THUJAPLICIN;BETA-THUJAPLICINE;2-HYDROXY-4-ISOPROPYL-2,4,6-CYCLOHEPTATRIENE;2-HYDROXY-4-ISOPROPYLCYCLOHEPTA-2,4,6-TRIEN-1-ONE;HINOKITIOL;B-THUJAPLICIN;Hinokitiol>
CBNumber
CB8714323
Molecular Formula
C10H12O2
Formula Weight
164.2
MOL File
499-44-5.mol
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Hinokitiol Property

Melting point:
50-52 °C(lit.)
Boiling point:
140 °C10 mm Hg(lit.)
Density 
1.0041 (rough estimate)
refractive index 
1.5190 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml).
form 
solid
pka
7.06±0.30(Predicted)
color 
White
Odor
at 100.00 %. phenolic woody mossy
Odor Type
woody
Merck 
14,9390
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 4 months.
LogP
1.137 (est)
CAS DataBase Reference
499-44-5(CAS DataBase Reference)
NIST Chemistry Reference
2,4,6-Cycloheptatrien-1-one, 2-hydroxy-4-(1-methylethyl)-(499-44-5)
EPA Substance Registry System
2,4,6-Cycloheptatrien-1-one, 2-hydroxy-4-(1-methylethyl)- (499-44-5)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36
WGK Germany 
3
RTECS 
GU4200000
HS Code 
2914290090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P262Do not get in eyes, on skin, or on clothing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P284Wear respiratory protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P391Collect spillage. Hazardous to the aquatic environment

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
469521
Product name
β-Thujaplicin
Purity
99%
Packaging
5g
Price
$129
Updated
2024/03/01
TCI Chemical
Product number
H0142
Product name
Hinokitiol
Purity
>99.0%(GC)
Packaging
1g
Price
$41
Updated
2024/03/01
TCI Chemical
Product number
H0142
Product name
Hinokitiol
Purity
>99.0%(GC)
Packaging
5g
Price
$106
Updated
2024/03/01
Cayman Chemical
Product number
17538
Product name
Hinokitiol
Purity
≥98%
Packaging
25mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
17538
Product name
Hinokitiol
Purity
≥98%
Packaging
50mg
Price
$65
Updated
2024/03/01
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Hinokitiol Chemical Properties,Usage,Production

Chemical Properties

Hinokitiol is a tropolone derivative containing an unsaturated seven-membered carbon ring. It is a monoterpenoid – cyclohepta-2,4,6-trien-1-one substituted by a hydroxy group at position 2 and an isopropyl group at position 4. It is a enol and a cyclic ketone. It derives from a hydride of a cyclohepta-1,3,5-triene. Thujaplicins are soluble in organic solvents and aqueous buffers.Hinokitiol provides acetone on vigorous oxidation and gives the saturated monocyclic diol upon catalytic hydrogenation.It is stable to alkali and acids, forming salts or remaining unchanged, but does not convert to catechol derivatives. Hinokitiol, as other thujaplicins and tropolones, reversibly binds metal ions. It forms complex salts with metal ions.

benefits

Hinokitiol (β-thujaplicin) is a naturally occurring antioxidant, found in the heartwood of certain plants. It acts as a metal chelator and, also, enhances the activity of superoxide dismutase (Huang et al., 2015). It was found to be very protective in the assay. It has not been previously studied as a HC protectant. In addition to its antioxidant properties, hinokitiol has been shown to reduce inflammation via suppression of NFκB, and metalloproteinases, and to activate caspase 3. The former activities could contribute to its protective effect.
Hinokitiol is a superpower ingredient that has anti-inflammatory, antioxidant, antibacterial, anti-fungal and anti-melanogenic properties. Best of all, hinokitiol is as gentle as it is powerful. Hinokitiol’s properties allow it to target the inflammatory redness and blemishes seen in rosacea and acne. Hinokitiol is effective against P. acnes bacteria, and there is no known acquired resistance to it, unlike other prescription antibiotics.

Safety

The safety of hinokitiol has been tested in rats and no carcinogenic effect to rats was found.In 2006, hinokitiol was categorized under the Domestic substances list (DSL) in Canada as non-persistent, non-bioaccumulative and non-toxic to aquatic organisms.

Description

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 is used in oral and skin care products,and is a food additive used in Japan.

Uses

Hinokitiol 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.

Uses

Antibacterial additive in foods, cosmetics, eye drops and toothpaste.

Definition

ChEBI: A monoterpenoid that is cyclohepta-2,4,6-trien-1-one substituted by a hydroxy group at position 2 and an isopropyl group at position 4. Isolated from Thuja plicata and Chamaecyparis obtusa, it exhibits antimicrobial activities.

Anticancer Research

Studied in xenograft tumors such lung adenocarcinoma cell, EGFR-TKI-resistantlines PC9-IR and H1975 in which the growth inhibition was observed, a novel antitumormechanism was hypothesized. In summary, the hinokitiol can induce DNAdamage and autophagy (Rodrigues et al. 2015).

References

1) Ido et al (1999) Induction of apoptosis by hinokitiol, a potent iron chelator, in teratocarcinoma F9 cells is mediated through the activation of caspase-3; Cell Prolif., 32 63 2) Suzuki et al. (2000) Hinokitiol, a selective inhibitor of the platelet-type isozyme of arachidonate 12-lipoxygenase; Biochem. Biophys. Res. Commun., 275 885 3) Morita et al. (2007) The mechanism of the bactericidal activity of hinokitiol; Biocontrol Sci., 12 101 4) Liu and Yamauchi (2006) Hinokitiol, a metal chelator derived from natural plants, suppresses cell growth and disrupts androgen receptor signaling in prostate carcinoma cell lines; Biochem. Biophys. Res. Commun., 351 26 5) Lee et al. (2010) Hinokitiol activates the hypoxia-inducible factor (HIF) pathway through inhibition of HIF hydroxylases; Biochem. Biophys. Res. Commun., 396 370

Hinokitiol Preparation Products And Raw materials

Raw materials

Preparation Products

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Hinokitiol Suppliers

BOC Sciences
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View Lastest Price from Hinokitiol manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Hinokitiol 499-44-5
Price
US $999.00-666.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-14
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Hinokitiol 499-44-5
Price
US $200.00-95.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-20
hebei hongtan Biotechnology Co., Ltd
Product
Hinokitiol 499-44-5
Price
US $30.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
2000kg
Release date
2024-03-25

499-44-5, HinokitiolRelated Search:


  • HINOKITIOL
  • BETA-THUJAPLICIN
  • BETA-THUJAPLICINE
  • B-THUJAPLICIN
  • 2-HYDROXY-4-ISOPROPYLCYCLOHEPTA-2,4,6-TRIEN-1-ONE
  • 2-HYDROXY-4-ISOPROPYL-2,4,6-CYCLOHEPTATRIEN-1-ONE
  • 2-HYDROXY-4-ISOPROPYL-2,4,6-CYCLOHEPTATRIENE
  • 2-hydroxy-6-isopropyl-cyclohepta-2,4,6-trien-1-one
  • 2-hydroxy-6-propan-2-yl-cyclohepta-2,4,6-trien-1-one
  • 2-hydroxy-6-propan-2-ylcyclohepta-2,4,6-trien-1-one
  • THUJAPLICIN, BETA- (RG)
  • 2-Hydroxy-4-isopropylcyclohepta-2,4,6-trien-1-one beta-Thujaplicine
  • THUJAPLICIN, BETA-(HINOKITIOL)(P)
  • 2-hydroxy-4-isopropylcyclohepta-2,4,6-trienone
  • Hinokitiol 2-Hydroxy-4-isopropyl-cyclohepta-2,4,6-trien-1-one
  • beta-Thujaplicin 99%
  • 2-HYDROXY-4-(PROPAN-2-YL)CYCLOHEPTA-2,4,6-TRIEN-1-ONE
  • 2-hydroxy-4-(1-methylethyl)-2,4,6-cycloheptatrien-1-one
  • 2,4,6-Cycloheptatrien-1-one, 2-hydroxy-4-isopropyl-
  • 6-cycloheptatrien-1-one,2-hydroxy-4-(1-methylethyl)-4
  • 6-cycloheptatrien-1-one,2-hydroxy-4-isopropyl-4
  • beta-Isopropyltropolon
  • beta-Isopropyltropolone
  • Hinokitol
  • Thujaplicin, beta
  • Tropolone, 4-isopropyl-
  • 4-ISOPROPYLTROPOLONE
  • 2-hydroxy-4-isopropyl-2,4,6-cyclohepta-2,4,6-trien-1-one
  • 2,4,6-Cycloheptatrien-1-one, 2-hydroxy-4-(1-methylethyl)-
  • Isopropyltropolone
  • 4-Isopropyl-2-hydroxy-2,4,6-cycloheptatrien-1-one
  • β-Thujaplicine
  • 2-Hydroxy-4-isopropyl-2,4,6-cycloheptatrien-1-one, Hinokitiol
  • Hinokitiol Hinokitiol
  • Hinokitiol&gt
  • β-thujaplicin
  • 4-Vinylbenzyl chloride 1592-20-7
  • 4-Isopropyltropolone|||β-thujaplicin
  • 499-44-5
  • 499-44-4
  • Tropolones & Azulenes
  • Tropolones
  • Carbonyl Compounds
  • C10
  • Building Blocks
  • Ketones
  • Organic Building Blocks
  • Tropolones
  • Tropolones & Azulenes
  • 499-44-5