CAS Number19309-14-9
Synonyms(E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenyl-2-propen-1-one; (2E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenyl-2-propen-1-one; (2E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenylprop-2-en-1-one; Cardamomin; alpinetin chalcone; Cardamonin
Molecular FormulaC16H14O4
Molecular Weight270.28
Purity≥98 (HPLC)%
Density1.3±0.1 g/cm3
Boiling Point484.5±45.0 °C at 760 mmHg
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 19309-14-9 |
| Catalog No. | 2A-9038071 |
| Chinese Name | 小豆蔻明 |
| Synonyms | (E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenyl-2-propen-1-one; (2E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenyl-2-propen-1-one; (2E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenylprop-2-en-1-one; Cardamomin; alpinetin chalcone; Cardamonin |
| Molecular Formula | C16H14O4 |
| Molecular Weight | 270.28 |
| Purity | ≥98 (HPLC) |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 484.5±45.0 °C at 760 mmHg |
| Appearance | powder |
| Water Solubility | DMSO: ≥20mg/mL |
| Storage Condition | Store at +4°C |
| Application | Cardamonin is a novel hTRPA1 cation channel antagonist with an IC50 value of 454 nM. |
| HTC | 2914509090 |
| PubChem ID | 329775163 |
| MDL Number | MFCD00238554 |
| SMILES | O=C(/C=C/C1=CC=CC=C1)C2=C(O)C=C(O)C=C2OC |
| InChI | 1S/C16H14O4/c1-20-15-10-12(17)9-14(19)16(15)13(18)8-7-11-5-3-2-4-6-11/h2-10,17,19H,1H3/b8-7+ |
| InChI Key | NYSZJNUIVUBQMM-BQYQJAHWSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| MSDS | msds/38071_1_19309_14_9.pdf |
| Bioactivity | Cardamonin is a novel antagonist of hTRPA1 cation channel with an IC50 of 454 nM. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> TRP Channel Natural Products >> Flavonoids Research Areas >> Neurological Disease Target IC50: 454 nM (hTRPA1 cation channel)[1] In Vitro Cardamonin selectively blocksTRPA1 activation (IC50=454 nM) while does not interact with TRPV1 nor TRPV4 channel. Docking analysis of cardamonin demonstrates a compatible interaction with A-967079-binding site of TRPA1. Cardamonin does not significantly reduce HEK293 cell viability, nor does it impair cardiomyocyte constriction[1]. Cardamonin suppresses the expression of Tgase-2, cyclooxygenase-2 (COX-2), and p65 (nuclear factor-κB) in a concentration-dependent manner, and restores the expression of IκB in MG63 and Raw264.7 cells[2]. In Vivo Cardamonin (3-30 mg/kg, orally administered) significantly inhibits PBQ-induced writhing. CDN also produces a significant, dose-dependent increase in the withdrawal response latencies in carrageenan-induced hyperalgesia[2]. Cell Assay HEK293 cells are treated with cardamonin (0-90 μM). The cells treated in the absence of the test compound are the negative control. After incubated for 24 h, Cell Titer-Glo reagent is added to the cells and Luminescence is acquired on the plate reader[1]. Animal Admin Rats: The rats are divided into groups of six according to their nociceptive pressure thresholds, after which carrageenan (0.1 mL, 1%) is injected into the plantar surface of the left hind paw. The rats received vehicle or cardamonin (3-30 mg/kg) or indomethacin (3 mg/kg) orally 2 h after carrageenan injection and are evaluated for paw hyperalgesia 0, 1 and 2 h after administration of compounds. Indomethacin is used as a positive control[2]. Mice: Acute pain is induced by an intraperitoneal injection of 0.2 mL of 0.02% PBQ 54 min after oral administration of cardamonin. Six minutes after the PBQ injection, the total number of writhes is counted for 6 min. The control animals received an appropriate volume of dosing vehicle (80% saline, 10% ethanol and 10% Tween 80). Indomethacin is used as a positive control[2]. References [1]. Wang S, et al. Cardamonin, a Novel Antagonist of hTRPA1 Cation Channel, Reveals Therapeutic Mechanism of Pathological Pain. Molecules. 2016 Aug 29;21(9). pii: E1145. [2]. Park MK, et al. Novel anti-nociceptive effects of cardamonin via blocking expression of cyclooxygenase-2 andtransglutaminase-2. Pharmacol Biochem Behav. 2014 Mar;118:10-5. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 484.5±45.0 °C at 760 mmHg Molecular Formula C16H14O4 Molecular Weight 270.280 Flash Point 182.7±22.2 °C Exact Mass 270.089203 PSA 66.76000 LogP 3.62 Appearance of Characters yellow Vapour Pressure 0.0±1.3 mmHg at 25°C Index of Refraction 1.658 InChIKey NYSZJNUIVUBQMM-BQYQJAHWSA-N SMILES COc1cc(O)cc(O)c1C(=O)C=Cc1ccccc1 Storage condition Store at +4°C Water Solubility DMSO: ≥20mg/mL |
| Use of | Properties Name (2E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenyl-2-propen-1-one Synonym More Synonyms Cardamonin Biological Activity Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> TRP Channel Natural Products >> Flavonoids Research Areas >> Neurological Disease References [2]. Park MK, et al. Novel anti-nociceptive effects of cardamonin via blocking expression of cyclooxygenase-2 andtransglutaminase-2. Pharmacol Biochem Behav. 2014 Mar;118:10-5. Chemical & Physical Properties Molecular Formula C16H14O4 Exact Mass 270.089203 PSA 66.76000 Appearance of Characters yellow Index of Refraction 1.658 InChIKey NYSZJNUIVUBQMM-BQYQJAHWSA-N |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 5.5% Ordinary tariff: 30.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Danger Regulations: 3077 International Maritime Transport Danger Regulations: 3077 International Air Transport Danger Regulations: 3077 14.2 Names specified by the United Nations (UN) European land transport hazard regulations: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (CARDAMONIN) IMDG: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. International air transport hazard regulations: Environmentally hazardous substance, solid, n.o.s. (CARDAMONIN) 14.3 Transport hazard categories European land transport Dangerous Regulations: 9 International sea transport Dangerous Regulations: 9 International air transport Dangerous Regulations: 9 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Dangerous Regulations: Yes International Maritime Transport Dangerous Regulations Maritime Pollutants: Yes International Air Transport Dangerous Regulations: Yes 14.6 Special reminder to users further information Dangerous goods are individually packaged, with liquids exceeding 5 liters or solids exceeding 5 kilograms. The outer packaging of each independent package and the combined independent inner package must have EHS on it. Identification (according to European ADR Regulation 2.2.9.1.10, IMDG Regulation 2.10.3), |
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