CAS Number499-44-5
SynonymsIsopropyltropolone; 2-Hydroxy-6-(propan-2-yl)cyclohepta-2,4,6-trien-1-one; B-THUJAPLICIN; 2-Hydroxy-6-(propan-2-yl)cyclohepta-2,4,6-trien-1-on; beta-thujaplicin; 4-ISOPROPYLTROPOLONE; MFCD00040180; 2-Hydroxy-4-isopropylcyclohepta-2,4,6-trien-1-one; β-Thujaplicine; EINECS 207-880-7; 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
Molecular FormulaC10H12O2
Molecular Weight164.20
Purity99%
Density1.1±0.1 g/cm3
Boiling Point140 °C/10 mmHg (lit.)
Melting Point50-52 °C (lit.)
AppearanceSolid;White to Light yellow powder to crystal
EINECS207-880-7
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 499-44-5 |
| Catalog No. | 2A-9010850 |
| Chinese Name | 桧木醇 |
| Synonyms | Isopropyltropolone; 2-Hydroxy-6-(propan-2-yl)cyclohepta-2,4,6-trien-1-one; B-THUJAPLICIN; 2-Hydroxy-6-(propan-2-yl)cyclohepta-2,4,6-trien-1-on; beta-thujaplicin; 4-ISOPROPYLTROPOLONE; MFCD00040180; 2-Hydroxy-4-isopropylcyclohepta-2,4,6-trien-1-one; β-Thujaplicine; EINECS 207-880-7; 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 |
| Molecular Formula | C10H12O2 |
| Molecular Weight | 164.20 |
| Purity | 99 |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 140 °C/10 mmHg (lit.) |
| Melting Point | 50-52 °C (lit.) |
| Appearance | Solid;White to Light yellow powder to crystal |
| Water Solubility | Water solubility: Practically insoluble; soluble i |
| Storage Condition | Store sealed and placed in a ventilated, dry envir |
| Application | Hinokitiol is a volatile oil component isolated from Japanese cypress. It can reduce the expression of Nrf2, reduce the expression of DNMT1 and UHRF1 mRNA and protein, and has anti-infectious, antioxi |
| EINECS | 207-880-7 |
| HTC | 2914400090 |
| PubChem ID | 24870612 |
| MDL Number | MFCD00040180 |
| SMILES | CC(C)C1=CC=CC(=O)C(O)=C1 |
| InChI | 1S/C10H12O2/c1-7(2)8-4-3-5-9(11)10(12)6-8/h3-7H,1-2H3,(H,11,12) |
| InChI Key | FUWUEFKEXZQKKA-UHFFFAOYSA-N |
| NACRES Code | NA.22 |
| UNSPSC | 12352100 |
| MSDS | msds/10850_1_499_44_5.pdf |
| Bioactivity | Hinokitiol is a component of essential oils isolated from Chymacyparis obtusa, reduces Nrf2 expression, and decreases DNMT1 and UHRF1 mRNA and protein expression, with anti-infective, anti-oxidative, and anti-tumor activities. Related Catalog Signaling Pathways >> Epigenetics >> DNA Methyltransferase Signaling Pathways >> NF-κB >> Keap1-Nrf2 Natural Products >> Terpenoids and Glycosides Research Areas >> Cancer Research Areas >> Infection Target DNMT1 Nrf2 In Vitro In U87MG and T98G glioma cell lines, hinokitiol demonstrates a dose-dependent decrease in viability, with IC50 values of 316.5 ± 35.5 and 152.5 ± 25.3 µM, respectively. Hinokitiol represses ALDH activity and self-renewal ability in glioma stem cells, and inhibits in vitro oncogenicity. Hinokitiol also reduces Nrf2 expression in glioma stem cells in a dose-dependent manner[1]. Hinokitiol (0-100 μM) inhibits colon cancer cell growth in a dose- and time-dependent manner. Hinokitiol (5, 10 μM) decreases DNMT1 and UHRF1 mRNA and protein expression, and increases TET1 expression via enhancement of 5hmC level in HCT-116 cells. Furthermore, hinokitiol reduces methylation status and restores mRNA expression of MGMT, CHST10, and BTG4 genes[2]. Cell Assay U87MG and T98G glioma cells are cultured in Dulbecco's modified Eagle's medium with Ham's F12 medium (DMEM/F-12) containing 10% fetal bovine serum. Cell viability is determined using MTT to evaluate the cytotoxicity of hinokitiol. Cells are seeded in 24-well plates (1×105 cells/well) in the presence of various concentration of hinokitiol or vehicle at 37°C for 24 h followed by incubation with MTT reagent. The blue formazan crystals of viable cells are dissolved in DMSO and then evaluated spectrophotometrically at 570 nm. DMSO-treated group is set as 100%, and data are presented as percentage of DMSO control. IC50 values are calculated by the GraFit software. References [1]. Ouyang WC, et al. Hinokitiol suppresses cancer stemness and oncogenicity in glioma stem cells by Nrf2 regulation. Cancer Chemother Pharmacol. 2017 Aug;80(2):411-419. [2]. Seo JS, et al. Hinokitiol induces DNA demethylation via DNMT1 and UHRF1 inhibition in colon cancer cells. BMC Cell Biol. 2017 Feb 27;18(1):14. Chemical & Physical Properties Density 1.1±0.1 g/cm3 Boiling Point 303.4±35.0 °C at 760 mmHg Melting Point 50-52 °C(lit.) Molecular Formula C10H12O2 Molecular Weight 164.201 Flash Point 128.1±18.5 °C Exact Mass 164.083725 PSA 37.30000 LogP 1.89 Vapour Pressure 0.0±1.4 mmHg at 25°C Index of Refraction 1.554 InChIKey FUWUEFKEXZQKKA-UHFFFAOYSA-N SMILES CC(C)c1cccc(O)c(=O)c1 |
| Use of | Properties Articles32 Name β-thujaplicin Synonym More Synonyms Hinokitiol Biological Activity Related Catalog Signaling Pathways >> Epigenetics >> DNA Methyltransferase Signaling Pathways >> NF-κB >> Keap1-Nrf2 Natural Products >> Terpenoids and Glycosides Research Areas >> Cancer Research Areas >> Infection References [1]. Ouyang WC, et al. Hinokitiol suppresses cancer stemness and oncogenicity in glioma stem cells by Nrf2 regulation. Cancer Chemother Pharmacol. 2017 Aug;80(2):411-419. [2]. Seo JS, et al. Hinokitiol induces DNA demethylation via DNMT1 and UHRF1 inhibition in colon cancer cells. BMC Cell Biol. 2017 Feb 27;18(1):14. Chemical & Physical Properties Molecular Formula C10H12O2 Exact Mass 164.083725 PSA 37.30000 Index of Refraction 1.554 InChIKey FUWUEFKEXZQKKA-UHFFFAOYSA-N |
| Tax Rebate | 9.0% |
| Supervision | none |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: inconsistent with United Nations classification standards Hinoki alcohol Modification number: 5 Module 14. Shipping information UN number: not specified |
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