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Hinokitiol

$52

  • Brand : BIOFRON

  • Catalogue Number : BD-P0568

  • Specification : 98.0%(GC)

  • CAS number : 499-44-5

  • Formula : C10H12O2

  • Molecular Weight : 164.2

  • PUBCHEM ID : 3611

  • Volume : 25mg

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Catalogue Number

BD-P0568

Analysis Method

Specification

98.0%(GC)

Storage

-20℃

Molecular Weight

164.2

Appearance

Powder

Botanical Source

This product is isolated and purified from the herbs of Platycladus orientalis

Structure Type

Category

SMILES

CC(C)C1=CC(=O)C(=CC=C1)O

Synonyms

Isopropyltropolone/2-Hydroxy-6-(propan-2-yl)cyclohepta-2,4,6-trien-1-one/B-THUJAPLICIN/2,4,6-cycloheptatrien-1-one, 2-hydroxy-6-(1-methylethyl)-/2-Hydroxy-6-(propan-2-yl)cyclohepta-2,4,6-trien-1-on/beta-thujaplicin/4-ISOPROPYLTROPOLONE/2-Hydroxy-4-isopropylcyclohepta-2,4,6-trien-1-one/2,4,6-Cycloheptatrien-1-one, 2-hydroxy-4-(1-methylethyl)-/β-Thujaplicine/Hinokitiol/β-Thujaplicin/Hinokitol/2-Hydroxy-4-isopropyl-2,4,6-cycloheptatrien-1-one/2-hydroxy-4-(1-methylethyl)-2,4,6-cycloheptatrien-1-one

IUPAC Name

Applications

Density

1.1±0.1 g/cm3

Solubility

Flash Point

128.1±18.5 °C

Boiling Point

303.4±35.0 °C at 760 mmHg

Melting Point

50-52 °C(lit.)

InChl

InChl Key

FUWUEFKEXZQKKA-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:499-44-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

31546393

Abstract

Hydrogel membranes are often used as physical barriers in oral tissue reconstruction and facial surgery to isolate connective and epithelial tissues and form a closed space for undisturbed bone healing. In this study, gelatin and hyaluronic acid were crosslinked with genipin and loaded with a hinokitiol additive as a bacteriostatic agent for potential applications as regeneration membranes. This bifunctional membrane had biocompatibility and antibacterial activities on each membrane side for proper biodegradation. Different membrane groups of gelatin/hyaluronic acid were obtained via a solution casting technique and were genipin crosslinked. The membrane groups were further loaded with adequate hinokitiol at a loading concentration of up to 0.16 g/L (hinokitiol to phosphate buffered saline). Fourier transform infrared spectroscopy showed that gelatin and hyaluronic acid were crosslinked with genipin through cross-linking amide bond (CONH) formation with a cross-linking degree of over 84%. The groups with hinokitiol showed substantial antibacterial activity. Meanwhile, the addition of hinokitiol on hydrogel membranes did not significantly affect the tensile strength. However, it decreased the solubility of the membranes by slowing down the relaxation and degradation of their molecular junctions as hinokitiol is a hydrophobic compound with low permeability. Consequently, the degradation of hydrogel membranes with hinokitiol was delayed. In vitro cytocompatibility indicated that the cell viability of the groups with hinokitiol increased with incubation time, demonstrating that cell viability and proliferation were not affected by cell culture testing.

Copyright © 2019 Elsevier B.V. All rights reserved.

KEYWORDS

Antibacterial; Bifunctional; Biocompatibility; Crosslinked; Hydrogel membrane

Title

Characterization of genipin-crosslinked gelatin/hyaluronic acid-based hydrogel membranes and loaded with hinokitiol: In vitro evaluation of antibacterial activity and biocompatibility.

Author

Chang KC1, Lin DJ2, Wu YR1, Chang CW1, Chen CH1, Ko CL3, Chen WC4.

Publish date

2019 Dec;

PMID

31368012

Abstract

Hinokitiol, a natural lipophilic chelator, appears capable of replacing several iron transporters after they have been genetically ablated. Divalent metal-ion transporter (DMT1) is the major iron importer in enterocytes and erythroblasts. We have compared DMT1 and hinokitiol in multiple fashions to learn if the smaller molecule is a suitable substitute using two HEK293 cell lines engineered to overexpress different isoforms of DMT1. Both the macromolecule and the lipophilic chelator enable import of ferrous ions into HEK293 cells. Hinokitiol also mediates ferric ion import but DMT1 cannot do so. While DMT1 can also import Mn2+ ions, hinokitiol lacks this ability. The Michaelis-Menten analysis for kinetics of macromolecular catalysis is also suitable for hinokitiol-supported iron import. To compare hinokitiol to DMT1 relative to other metal ions that DMT1 can transport, we employed an organic extraction procedure with which we initially matched the results obtained for Fe2+, Fe3+ and Mn2+, and then showed that multiple other cations were unlikely to enter via hinokitiol. The small chelator thus shares some functional properties with DMT1, but distinct difference were also noted.

KEYWORDS

Chelator; Ferric; Ferrous; Gene therapy; Iron homeostasis

Title

A direct comparison of divalent metal-ion transporter (DMT1) and hinokitiol, a potential small molecule replacement.

Author

Garrick MD1,2, Garrick LM3, Zhao L3, Collins JF4, Soukup J5, Ghio AJ5.

Publish date

2019 Oct;

PMID

31106894

Abstract

Hinokitiol, a component of the essential oil isolated from Cupressaceae, possesses antibacterial and antifungal activities and has been used in oral care products. In this study, the antibacterial activities of hinokitiol toward various oral, nasal and nasopharyngeal pathogenic bacteria, including Streptococcus mutans, Streptococcus sobrinus, Porphyromonas gingivalis, Aggregatibacter actinomycetemcomitans, Prevotella intermedia, Fusobacterium nucleatum, methicillin-resistant and -susceptible Staphylococcus aureus, antibiotic-resistant and -susceptible Streptococcus pneumoniae, and Streptococcus pyogenes were examined. Growth of all these bacterial strains was significantly inhibited by hinokitiol, minimal inhibitory concentrations of hinokitiol against S. mutans, S. sobrinus, P. gingivalis, P. intermedia, A. actinomycetemcomitans, F. nucleatum, methicillin-resistant S. aureus, methicillin-susceptible S. aureus, antibiotic-resistant S. pneumoniae isolates, antibiotic-susceptible S. pneumoniae, and S. pyogenes being 0.3, 1.0, 1.0, 30, 0.5, 50, 50, 30, 0.3-1.0, 0.5, and 0.3 μg/mL, respectively. Additionally, with the exception of P. gingivalis, hinokitiol exerted bactericidal effects against all bacterial strains 1 hr after exposure. Hinokitiol did not display any significant cytotoxicity toward the human gingival epithelial cell line Ca9-22, pharyngeal epithelial cell line Detroit 562, human umbilical vein endothelial cells, or human gingival fibroblasts, with the exception of treatment with 500 μg/mL hinokitiol, which decreased numbers of viable Ca9-22 cells and gingival fibroblasts by 13% and 12%, respectively. These results suggest that hinokitiol exhibits antibacterial activity against a broad spectrum of pathogenic bacteria and has low cytotoxicity towards human epithelial cells.

© 2019 The Societies and John Wiley & Sons Australia, Ltd.

KEYWORDS

Streptococcus pneumonia; antibacterial agent; hinokitiol

Title

Antibacterial activity of hinokitiol against both antibiotic-resistant and -susceptible pathogenic bacteria that predominate in the oral cavity and upper airways.

Author

Domon H1,2, Hiyoshi T1,3, Maekawa T1,2,3, Yonezawa D1,2,4, Tamura H1,2,3, Kawabata S5, Yanagihara K6, Kimura O7, Kunitomo E8, Terao Y1,2.

Publish date

2019 Jun;