CAS 86361-55-9|Gnetol
Introduction：Basic information about CAS 86361-55-9|Gnetol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Gnetol | ||
|---|---|---|---|
| CAS Number | 86361-55-9 | Molecular Weight | 244.243 |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 540.8±30.0 °C at 760 mmHg |
| Molecular Formula | C14H12O4 | Melting Point | 87 - 90ºC |
| MSDS | / | Flash Point | 269.7±19.2 °C |
Names
| Name | 2-[(1E)-2-(3,5-Dihydroxyphenyl)ethenyl]-1,3-benzenediol |
|---|---|
| Synonym | More Synonyms |
Gnetol BiologicalActivity
| Description | Gnetol is a phenolic compound isolated from the root of Gnetum ula Brongn. Gnetol potently inhibits COX-1 (IC50 of 0.78 μM) and HDAC. Gnetol is a potent tyrosinase inhibitor with an IC50 of 4.5 μM for murine tyrosinase and suppresses melanin biosynthesis. Gnetol has antioxidant, antiproliferative, anticancer and hepatoprotective activity. Gnetol also possesses concentration-dependent α-Amylase, α-glucosidase, and adipogenesis activities[1][2][3]. |
|---|---|
| Related Catalog | Research Areas >>CancerSignaling Pathways >>Immunology/Inflammation >>COXSignaling Pathways >>Metabolic Enzyme/Protease >>TyrosinaseResearch Areas >>Metabolic DiseaseSignaling Pathways >>Cell Cycle/DNA Damage >>HDACSignaling Pathways >>Epigenetics >>HDAC |
| Target | COX-1:0.78 μM (IC50) Tyrosinase:4.5 μM (IC50) HDAC |
| In Vitro | The antiproliferative activities of Gnetol are tested in HCT-116, Hep-G2, MDA-MB-231, and PC-3 cell lines by measuring cell viability after treatment with 4.1 μM, 40.9 μM, 204.7 μM, 409.4 μM, and 1023.6 μM. Gnetol shows concentration-dependent reductions in cell viability in cancer cell lines with greatest activity in colorectal cancer[1]. Gnetol at 200 µg/mL significantly offers the highest protection of 54.3% against the toxicant. A lower dose of Gnetol (50 µg/mL) also shields the cell line from the toxic effects of CCl4[3]. The ligand molecule TGF-β and PPARα protein show that Gnetol has the binding affinity of 7.0 and 8.4, respectively[3]. |
| In Vivo | Male Sprague-Dawley rats were cannulated and dosed either intravenously with Gnetol (10 μg/kg) or orally (100 mg/kg). After oral and intravenous administration, Gnetol is detected in both serum and urine as the parent compound and as a glucuronidated metabolite. The bioavailability of Gnetol is determined to be 6%. Gnetol is rapidly glucuronidated and is excreted in urine and via nonrenal routes[1]. Pretreatment of Male NIH Swiss mice (20-35 g) with Gnetol (50mg/kg, SC) is able to increase the latency period to response in analgesia models[1]. |
| References | [1]. Remsberg CM, et al. Preclinical Pharmacokinetics and Pharmacodynamics and Content Analysis of Gnetol in Foodstuffs. Phytother Res. 2015 Aug;29(8):1168-79. [2]. Ohguchi K, et al. Gnetol as a potent tyrosinase inhibitor from genus Gnetum. Biosci Biotechnol Biochem. 2003 Mar;67(3):663-5. [3]. Jinadatta P, et al. In silico, in vitro: antioxidant and antihepatotoxic activity of gnetol from Gnetum ula Brongn. Bioimpacts. 2019;9(4):239-249. |
Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Boiling Point | 540.8±30.0 °C at 760 mmHg |
| Melting Point | 87 - 90ºC |
| Molecular Formula | C14H12O4 |
| Molecular Weight | 244.243 |
| Flash Point | 269.7±19.2 °C |
| Exact Mass | 244.073563 |
| PSA | 80.92000 |
| LogP | 3.73 |
| Vapour Pressure | 0.0±1.5 mmHg at 25°C |
| Index of Refraction | 1.801 |
| InChIKey | DQULNTWGBBNZSC-SNAWJCMRSA-N |
| SMILES | Oc1cc(O)cc(C=Cc2c(O)cccc2O)c1 |
Safety Information
| Hazard Codes | Xn |
|---|---|
| HS Code | 2907299090 |
Customs
| HS Code | 2907299090 |
|---|---|
| Summary | 2907299090 polyphenols; phenol-alcohols。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:5.5%。general tariff:30.0% |
Synonyms
| 2-[(E)-2-(3,5-Dihydroxyphenyl)vinyl]-1,3-benzenediol |
| Thieno[3,4-b]-1,4,7-trioxonin,2,3,5,6-tetrahydro |
| 2,3',5',6-tetrahydroxy-trans-stilbene |
| 1,3-Benzenediol, 2-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]- |
| 2,3,5,6-tetrahydrothieno[3,4-b][1,4,7]trioxonin |
