Yangonin
Yangonin structure
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Common Name | Yangonin | ||
|---|---|---|---|---|
| CAS Number | 500-62-9 | Molecular Weight | 258.269 | |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 487.6±45.0 °C at 760 mmHg | |
| Molecular Formula | C15H14O4 | Melting Point | 155-157ºC | |
| MSDS | Chinese USA | Flash Point | 219.7±28.8 °C | |
Use of YangoninYangonin exhibits affinity for the human recombinant cannabinoid CB1 receptor with an IC50 and a Ki of 1.79 ± 0.53 μM and 0.72±0.21 μM, respectively. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | yangonin |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Yangonin exhibits affinity for the human recombinant cannabinoid CB1 receptor with an IC50 and a Ki of 1.79 ± 0.53 μM and 0.72±0.21 μM, respectively. |
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| Related Catalog | |
| Target |
CB1 Receptor:1.79 μM (IC50) CB1 Receptor:0.72 μM (Ki) RelA |
| In Vitro | Yangonin is one of the six major kavalactones found in Piper methysticum.Yangonin potently inhibits NF-κB activation through suppression of the transcriptional activity of the RelA/p65 subunit of NF-κB. Yangonin significantly inhibits the induced expression of the NF-κB-reporter gene. However, Yangonin does not interfere with TNF-α-induced inhibitor of κBα (IκBα) degradation, p65 nuclear translocation, and DNA-binding activity of NF-κB. Yangonin inhibits not only the induced NF-κB activation by overexpression of RelA/p65, but also transactivation activity of RelA/p65. Yangonin does not inhibit TNF-α-induced activation of p38, but it significantly impairs activation of ERK 1/2 and stress-activated protein kinase/JNK[2]. |
| Cell Assay | HeLa cells are seeded at 1×105 cells/mL in 96-well plates containing 100 μL of DMEM medium with 10% FBS and incubated overnight. Yangonin is dissolved in DMSO and DMSO is added to all plates to compensate the same volume of DMSO. After 24 h, the cells are pretreated with different concentrations of Yangonin (0.1-3 μM) for 1 h, followed by stimulation with or without TNF-α for 24 h. Subsequently, cells are cultured with MTT solution (5 mg/mL) for 3 h. The viable cells convert MTT to formazan, which generates a blue-purple color after dissolving in 150 μL of DMSO. The absorbance at 570 nm is measured by an ELISA plate reader[2]. |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Boiling Point | 487.6±45.0 °C at 760 mmHg |
| Melting Point | 155-157ºC |
| Molecular Formula | C15H14O4 |
| Molecular Weight | 258.269 |
| Flash Point | 219.7±28.8 °C |
| Exact Mass | 258.089203 |
| PSA | 48.67000 |
| LogP | 1.75 |
| Vapour Pressure | 0.0±1.2 mmHg at 25°C |
| Index of Refraction | 1.578 |
| InChIKey | XLHIYUYCSMZCCC-VMPITWQZSA-N |
| SMILES | COc1ccc(C=Cc2cc(OC)cc(=O)o2)cc1 |
| Storage condition | 2-8°C |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| RIDADR | NONH for all modes of transport |
|---|---|
| HS Code | 2932999099 |
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 8 | |
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| DownStream 1 | |
CAS#:3155-49-5
CAS#:54108-46-2
CAS#:123-11-5
CAS#:675-10-5
CAS#:672-89-9
CAS#:1092383-57-7
CAS#:771-03-9
CAS#:943-89-5![4-methoxy-6-[2-(4-methoxyphenyl)ethyl]pyran-2-one structure](https://image.chemsrc.com/caspic/299/3155-52-0.png)
CAS#:3155-52-0This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| HS Code | 2932999099 |
|---|---|
| Summary | 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
This table lists relevant public references with title, journal and publication metadata for this compound.
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Fatal kavalactone intoxication by suicidal intravenous injection.
Forensic Sci. Int. 249 , e7-11, (2015) Kavalactones are a group of compounds found in kava, a beverage or extract prepared from the rhizome of the kava plant (Piper methysticum). Traditionally kava extracts have been used for their anxioly... |
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Interaction of various Piper methysticum cultivars with CNS receptors in vitro.
Planta Med. 67(4) , 306-11, (2001) Methanolic leaf and root extracts of the Hawaiian kava (Piper methysticum Forst.) cultivars, Mahakea, Nene, Purple Moi and PNG, were tested on binding affinities to CNS receptors including GABAA (GABA... |
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Kavalactones fail to inhibit alcohol dehydrogenase in vitro.
Phytomedicine 13(3) , 192-5, (2006) In recent years, Kava kava (Piper methysticum, Forst. f., Piperaceae), a folkloric beverage and popular herbal remedy, has been implicated in a number of liver failure cases. Many hypotheses as to the... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| 4-Methoxy-6-[(E)-2-(4-methoxyphenyl)vinyl]-2H-pyran-2-one |
| 5-Hydroxy-3-methoxy-7-(p-methoxyphenyl)-2,4,6-heptatrienoic Acid d-Lactone |
| 4-Méthoxy-6-[(E)-2-(4-méthoxyphényl)éthènyl]-2H-pyran-2-one |
| 4-methoxy-6-[(E)-2-(4-methoxyphenyl)ethenyl]-2H-pyran-2-one |
| 4-Methoxy-6-((E)-4-methoxystyryl)pyran-2-one |
| 4-Methoxy-6-[b-(p-anisyl)vinyl]-a-pyrone |
| 6-(p-Methoxystyryl)-4-methoxy-a-pyrone |
| Yangonin |
| (E)-4-Methoxy-6-[2-(4-methoxyphenyl)ethenyl]-2H-pyran-2-one |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the English name of yangonin? |
| A: The English name of yangonin is yangonin. |
| Q: What is the LogP of yangonin? |
| A: LogP of yangonin is 1.75. |
| Q: What are the uses of yangonin? |
| A: Main uses of yangonin: Yangonin exhibits affinity for the human recombinant cannabinoid CB1 receptor with an IC50 and a Ki of 1.79 ± 0.53 μM and 0.72±0.21 μM, respectively. |
| Q: What is the polar surface area (PSA) of yangonin? |
| A: Polar surface area (PSA) of yangonin is 48.67000. |
| Q: What is the InChIKey of yangonin? |
| A: InChIKey of yangonin is XLHIYUYCSMZCCC-VMPITWQZSA-N. |
| Q: What are the storage conditions for yangonin? |
| A: Storage conditions for yangonin: 2-8°C. |
| Q: What is the melting point of yangonin? |
| A: Melting point of yangonin is 155-157ºC. |
| Q: What English synonyms does yangonin have? |
| A: English synonyms of yangonin: 4-Methoxy-6-[(E)-2-(4-methoxyphenyl)vinyl]-2H-pyran-2-one, 5-Hydroxy-3-methoxy-7-(p-methoxyphenyl)-2,4,6-heptatrienoic Acid d-Lactone, 4-Méthoxy-6-[(E)-2-(4-méthoxyphényl)éthènyl]-2H-pyran-2-one, 4-methoxy-6-[(E)-2-(4-methoxyphenyl)ethenyl]-2H-pyran-2-one, 4-Methoxy-6-((E)-4-methoxystyryl)pyran-2-one, 4-Methoxy-6-[b-(p-anisyl)vinyl]-a-pyrone, 6-(p-Methoxystyryl)-4-methoxy-a-pyrone, Yangonin, (E)-4-Methoxy-6-[2-(4-methoxyphenyl)ethenyl]-2H-pyran-2-one. |
| Q: What is the molecular weight of yangonin? |
| A: Molecular weight of yangonin is 258.269. |
| Q: What are the downstream products of yangonin? |
| A: Related downstream products(CAS) of yangonin: 3155-52-0. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| BioBioPha |
| naturewill |