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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
Molecular Weight:
164.2
MDL Number:
MFCD00040180
MOL File:
499-44-5.mol
MSDS File:
SDS
Last updated:2024-04-23 19:22:53

Hinokitiol Properties

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)
EWG's Food Scores 1-2
FDA UNII U5335D6EBI
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS09
Signal word  Danger
Hazard statements  H300+H310+H330-H315-H319-H410
Precautionary statements  P501-P273-P260-P270-P262-P271-P264-P280-P284-P391-P337+P313-P305+P351+P338-P361+P364-P332+P313-P301+P310+P330-P302+P352+P310-P304+P340+P310-P403+P233-P405
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36
WGK Germany  3
RTECS  GU4200000
HS Code  2914290090
NFPA 704
0
2 0

Hinokitiol price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 469521 β-Thujaplicin 99% 499-44-5 5g $129 2024-03-01 Buy
TCI Chemical H0142 Hinokitiol >99.0%(GC) 499-44-5 1g $41 2024-03-01 Buy
TCI Chemical H0142 Hinokitiol >99.0%(GC) 499-44-5 5g $106 2024-03-01 Buy
Cayman Chemical 17538 Hinokitiol ≥98% 499-44-5 25mg $37 2024-03-01 Buy
Cayman Chemical 17538 Hinokitiol ≥98% 499-44-5 50mg $65 2024-03-01 Buy
Product number Packaging Price Buy
469521 5g $129 Buy
H0142 1g $41 Buy
H0142 5g $106 Buy
17538 25mg $37 Buy
17538 50mg $65 Buy

Hinokitiol Chemical Properties,Uses,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

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

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.

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

52732-22-6
6299-16-7
499-44-5
Synthesis of Hinokitiol from Boric acid, mono(1-methylethyl) ester and 9-(4-phenylphenyl)carbazole
Global( 262)Suppliers
Supplier Tel Email Country ProdList Advantage
Shandong Natural Micron Pharm Tech Co.,LTD
+86-18653895227 info@nmpharmtech.com China 94 58
Xi'an MC Biotech, Co., Ltd.
029-89275612 +8618991951683 mcbio_sales@163.com China 2255 58
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12456 58
Hebei Guanlang Biotechnology Co,.LTD
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Hebei Dangtong Import and export Co LTD
+8615632927689 admin@hbdangtong.com China 991 58
Firsky International Trade (Wuhan) Co., Ltd
+8615387054039 admin@firsky-cn.com China 436 58
Shaanxi Haibo Biotechnology Co., Ltd
+undefined18602966907 qinhe02@xaltbio.com China 1000 58
Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652 info@fdachem.com China 7934 58
hebei hongtan Biotechnology Co., Ltd
+86-86-1913198-3935 +8617331935328 sales03@chemcn.cn China 951 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60

View Lastest Price from Hinokitiol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Hinokitiol pictures 2024-04-26 Hinokitiol
499-44-5
US $0.00 / Kg/Drum 1KG 99% 200mt Jinan Finer Chemical Co., Ltd
Hinokitiol pictures 2024-04-26 Hinokitiol
499-44-5
US $356.00-310.00 / kg 1kg 99% 5000kg Hebei Dangtong Import and export Co LTD
Hinokitiol pictures 2024-04-26 Hinokitiol
499-44-5
US $30.00 / kg 1kg 98% 2000kg hebei hongtan Biotechnology Co., Ltd
  • Hinokitiol pictures
  • Hinokitiol
    499-44-5
  • US $0.00 / Kg/Drum
  • 99%
  • Jinan Finer Chemical Co., Ltd
  • Hinokitiol pictures
  • Hinokitiol
    499-44-5
  • US $356.00-310.00 / kg
  • 99%
  • Hebei Dangtong Import and export Co LTD
  • Hinokitiol pictures
  • Hinokitiol
    499-44-5
  • US $30.00 / kg
  • 98%
  • hebei hongtan Biotechnology Co., Ltd
HINOKITIOL B-THUJAPLICIN 2-HYDROXY-4-ISOPROPYL-2,4,6-CYCLOHEPTATRIEN-1-ONE 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-(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 Thujaplicin, beta Tropolone, 4-isopropyl- 4-ISOPROPYLTROPOLONE 2-hydroxy-4-isopropyl-2,4,6-cyclohepta-2,4,6-trien-1-one Isopropyltropolone 4-Isopropyl-2-hydroxy-2,4,6-cycloheptatrien-1-one β-Thujaplicine 2-Hydroxy-4-isopropyl-2,4,6-cycloheptatrien-1-one, Hinokitiol 2-HYDROXY-4-(PROPAN-2-YL)CYCLOHEPTA-2,4,6-TRIEN-1-ONE Hinokitiol Hinokitiol Hinokitiol> BETA-THUJAPLICIN BETA-THUJAPLICINE 2-HYDROXY-4-ISOPROPYLCYCLOHEPTA-2,4,6-TRIEN-1-ONE 2-HYDROXY-4-ISOPROPYL-2,4,6-CYCLOHEPTATRIENE Hinokitol 2,4,6-Cycloheptatrien-1-one, 2-hydroxy-4-(1-methylethyl)- β-thujaplicin 4-Vinylbenzyl chloride 1592-20-7 499-44-5 499-44-4 Tropolones & Azulenes Tropolones Carbonyl Compounds C10 Building Blocks Ketones Organic Building Blocks Tropolones & Azulenes Tropolones 499-44-5