CearoinCAS# 52811-37-7 |
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| Cas No. | 52811-37-7 | SDF | Download SDF |
| PubChem ID | 3938139 | Appearance | Powder |
| Formula | C14H12O4 | M.Wt | 244.24 |
| Type of Compound | Phenols | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (2,5-dihydroxy-4-methoxyphenyl)-phenylmethanone | ||
| SMILES | COC1=C(C=C(C(=C1)O)C(=O)C2=CC=CC=C2)O | ||
| Standard InChIKey | NFJVELXCUBWAFL-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C14H12O4/c1-18-13-8-11(15)10(7-12(13)16)14(17)9-5-3-2-4-6-9/h2-8,15-16H,1H3 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | 1. Cearoin induces autophagy, ERK activation and apoptosis in neuroblastoma SH-SY5Y cells, which is mediated primarily by ROS generation, suggesting its therapeutic application for the treatment of neuroblastomas. 2. Cearoin has anti-inflammatory activity, it can markedly inhibit inflammatory responses including LPS-induced NO production by suppressing the expression of iNOS mRNA and LPS-induced mRNA expression of TNFα and CCL2. 3. Cearoin exhibits antiallergic activity. |
| Targets | ERK | ROS | NO | Bcl-2/Bax | Caspase | PARP | NF-kB | TNF-α | IkB | IKK |
Cearoin Dilution Calculator
Cearoin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 4.0943 mL | 20.4717 mL | 40.9433 mL | 81.8867 mL | 102.3583 mL |
| 5 mM | 0.8189 mL | 4.0943 mL | 8.1887 mL | 16.3773 mL | 20.4717 mL |
| 10 mM | 0.4094 mL | 2.0472 mL | 4.0943 mL | 8.1887 mL | 10.2358 mL |
| 50 mM | 0.0819 mL | 0.4094 mL | 0.8189 mL | 1.6377 mL | 2.0472 mL |
| 100 mM | 0.0409 mL | 0.2047 mL | 0.4094 mL | 0.8189 mL | 1.0236 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Cearoin Induces Autophagy, ERK Activation and Apoptosis via ROS Generation in SH-SY5Y Neuroblastoma Cells.[Pubmed:28178193]
Molecules. 2017 Feb 6;22(2). pii: molecules22020242.
Neuroblastomas are the most common solid extracranial tumors in childhood. We investigated the anticancer effect of Cearoin isolated from Dalbergia odorifera in human neuroblastoma SH-SY5Y cells. SH-SY5Y cells were treated with various doses of Cearoin. The viability was measured by MTT assay. DCFDA fluorescence assay and Griess assay were used for the measurement of intracellular reactive oxygen species (ROS) and nitric oxide (NO), respectively. Western blot analysis was performed to clarify the molecular pathway involved. Cearoin induced cell death in a dose-dependent manner. Cearoin increased the phosporylation of ERK, the conversion of LC3B-I to LC3B-II, decrease in Bcl2 expression, the activation of caspase-3, and the cleavage of PARP, indicating the induction of autophagy and apoptosis. Furthermore, Cearoin treatment increased the production of ROS and NO. Co-treatment with the antioxidant N-acetylcysteine completely abolished Cearoin-mediated autophagy, ERK activation and apoptosis, suggesting the critical role of ROS in Cearoin-induced anticancer effects. Moreover, co-treatment with ERK inhibitor PD98059 partially reversed Cearoin-induced cell death, indicating the involvement of ERK in Cearoin anticancer effects. These data reveal that Cearoin induces autophagy, ERK activation and apoptosis in neuroblastoma SH-SY5Y cells, which is mediated primarily by ROS generation, suggesting its therapeutic application for the treatment of neuroblastomas.
Three new flavonoids and antiallergic, anti-inflammatory constituents from the heartwood of Dalbergia odorifera.[Pubmed:9525107]
Planta Med. 1998 Mar;64(2):153-8.
Three new flavonoids, (3R)-4'-methoxy-2',3,7-trihydroxyisoflavanone (11), 7-methoxy-3,3',4',6-tetrahydroxyflavone (18), and 2',7-dihydroxy-4',5'-dimethoxyisoflavone (22), were isolated from the heartwood of Dalbergia odorifera T. Chen. (Leguminosae), together with twenty-two known compounds, (S)-4-methoxydalbergione (1), Cearoin (2), medicarpin (3), formononetin (4), sativanone (5), 3-hydroxy-9-methoxy-coumestan (6), meliotocarpan A (7), isoliquiritigenin (8), stevein (9), liquiritigenin (10), 3',4',7-trihydroxyflavanone (12), butein (13), 3'-hydroxymelanettin (14), koparin (15), bowdichione (16), fisetin (17), melanettin (19), sulfuretin (20), 3'-hydroxydaidzein (21), 3'-O-methylviolanone (23), xenognosin B (24), and dalbergin (25). These flavonoids were evaluated in antiallergic and anti-inflammatory tests. The results showed that (S)-4-methoxydalbergione (1) and Cearoin (2) exhibited antiallergic activity while (S)-4-methoxydalbergione (1), Cearoin (2), butein (13), koparin (15), bowdichione (16), 3'-O-methylviolanone (23), and xenognosin B (24) showed significant anti-inflammatory activity.
Inhibitory effects of flavonoids extracted from Nepalese propolis on the LPS signaling pathway.[Pubmed:27770720]
Int Immunopharmacol. 2016 Nov;40:550-560.
Flavonoids, particularly those derived from plants, harbor biological effects such as anti-inflammation and the inhibition of cancer progression. In the present study, we investigated the effects of 10 kinds of flavonoids isolated from Nepalese propolis on the LPS signaling pathway in order to clarify their anti-inflammatory activities. Five types of flavonoids: isoliquiritigenin, chrysin, 3',4'-dihydroxy-4-methoxydalbergione, 4-methoxydalbergion, and Cearoin, markedly inhibited inflammatory responses including LPS-induced NO production by suppressing the expression of iNOS mRNA and LPS-induced mRNA expression of TNFalpha and CCL2. Their inhibitory effects on LPS-induced inflammatory responses correlated with the intensities of these flavonoids to suppress the LPS-induced activation of nuclear factor kappaB (NF-kappaB), an essential transcription factor for the mRNA expression of iNOS, TNFalpha, and CCL2. Among these flavonoids, 3',4'-dihydroxy-4-methoxydalbergione and 4-methoxydalbergion markedly inhibited the LPS-induced activation of IKK, thereby abrogating the degradation of IkappaBalpha and nuclear localization of NF-kappaB. On the other hand, isoliquiritigenin, chrysin, and Cearoin failed to inhibit these signaling steps, but suppressed the transcriptional activity of NF-kappaB, which caused their anti-inflammatory effects. The results of the present study revealed that these five kinds of flavonoids are the components of Nepalese propolis that exhibit anti-inflammatory activities with a different regulatory mechanism for the activation of NF-kappaB.
