KaerophyllinCAS# 75590-33-9 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 75590-33-9 | SDF | Download SDF |
| PubChem ID | 6440534 | Appearance | Powder |
| Formula | C21H20O6 | M.Wt | 368.4 |
| Type of Compound | Lignans | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (3E,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4-dimethoxyphenyl)methylidene]oxolan-2-one | ||
| SMILES | COC1=C(C=C(C=C1)C=C2C(COC2=O)CC3=CC4=C(C=C3)OCO4)OC | ||
| Standard InChIKey | CSKOHFAJPKLSBP-MDNIKOHYSA-N | ||
| Standard InChI | InChI=1S/C21H20O6/c1-23-17-5-3-14(9-19(17)24-2)8-16-15(11-25-21(16)22)7-13-4-6-18-20(10-13)27-12-26-18/h3-6,8-10,15H,7,11-12H2,1-2H3/b16-8+/t15-/m0/s1 | ||
| 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. |
||
| 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. |
||
| 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. Kaerophyllin can protect the rat liver from TAA-caused injury and fibrogenesis by suppressing hepatic inflammation and inhibiting HSC activation, possibly through upregulation of PPAR-γ expression. 2. Kaerophyllin inhibits AB-induced LX-2 activation and migration with downregulation of Akt/ERK phosphorylations and NF-κB activity. |
| Targets | TNF-α | PPAR | Akt | ERK | NF-kB | IL Receptor |
Kaerophyllin Dilution Calculator
Kaerophyllin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.7144 mL | 13.5722 mL | 27.1444 mL | 54.2888 mL | 67.861 mL |
| 5 mM | 0.5429 mL | 2.7144 mL | 5.4289 mL | 10.8578 mL | 13.5722 mL |
| 10 mM | 0.2714 mL | 1.3572 mL | 2.7144 mL | 5.4289 mL | 6.7861 mL |
| 50 mM | 0.0543 mL | 0.2714 mL | 0.5429 mL | 1.0858 mL | 1.3572 mL |
| 100 mM | 0.0271 mL | 0.1357 mL | 0.2714 mL | 0.5429 mL | 0.6786 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. | |||||
Calcutta University
University of Minnesota
University of Maryland School of Medicine
University of Illinois at Chicago
The Ohio State University
University of Zurich
Harvard University
Colorado State University
Auburn University
Yale University
Worcester Polytechnic Institute
Washington State University
Stanford University
University of Leipzig
Universidade da Beira Interior
The Institute of Cancer Research
Heidelberg University
University of Amsterdam
University of Auckland
TsingHua University
The University of Michigan
Miami University
DRURY University
Jilin University
Fudan University
Wuhan University
Sun Yat-sen University
Universite de Paris
Deemed University
Auckland University
The University of Tokyo
Korea University
- alpha-Tocopherolquinone
Catalog No.:BCN4305
CAS No.:7559-04-8
- Sodium phosphate monobasic
Catalog No.:BCC8033
CAS No.:7558-80-7
- Sodium phosphate dibasic
Catalog No.:BCC7585
CAS No.:7558-79-4
- 20-Deoxyingenol 3-angelate
Catalog No.:BCN6642
CAS No.:75567-38-3
- Ingenol 3-Angelate
Catalog No.:BCN2961
CAS No.:75567-37-2
- Dencichin
Catalog No.:BCN2555
CAS No.:7554-90-7
- Moxonidine hydrochloride
Catalog No.:BCC5163
CAS No.:75536-04-8
- Nilvadipine
Catalog No.:BCC3799
CAS No.:75530-68-6
- Cedrin
Catalog No.:BCN4748
CAS No.:75513-81-4
- Flupirtine maleate
Catalog No.:BCC4456
CAS No.:75507-68-5
- BI6727 (Volasertib)
Catalog No.:BCC3886
CAS No.:755038-65-4
- BI 2536
Catalog No.:BCC2081
CAS No.:755038-02-9
- Methyl 3,4,5-trimethoxycinnamate
Catalog No.:BCN4589
CAS No.:7560-49-8
- Fludarabine Phosphate (Fludara)
Catalog No.:BCC3681
CAS No.:75607-67-9
- (S)-(+)-α-Methylhistamine dihydrobromide
Catalog No.:BCC6700
CAS No.:75614-93-6
- (-)-Usnic acid
Catalog No.:BCN4306
CAS No.:7562-61-0
- CHAPS
Catalog No.:BCC1476
CAS No.:75621-03-3
- Moracenin B
Catalog No.:BCC8341
CAS No.:75629-19-5
- Gomisin K1
Catalog No.:BCN7030
CAS No.:75629-20-8
- Oncrasin 1
Catalog No.:BCC2390
CAS No.:75629-57-1
- Knightolamine
Catalog No.:BCN1912
CAS No.:75638-70-9
- Chalcostrobamine
Catalog No.:BCN1900
CAS No.:75638-72-1
- DSLET
Catalog No.:BCC5718
CAS No.:75644-90-5
- Boc-D-Asn-OH
Catalog No.:BCC3362
CAS No.:75647-01-7
Kaerophyllin, a new lignan from Chaerophyllum maculatum.[Pubmed:17402063]
Planta Med. 1981 Dec;43(4):378-80.
From the methanolic extract of roots of spotted cow parsley (Chaerophyllum maculatum Willd.) a new lignan, named Kaerophyllin, has been isolated and identified as A-(trans-3,4-dimethoxybenzylidene)- beta-(3,4-methylenedioxylbenzyl)-gamma-butyrolactone. Its structure has been established on the basis of the analysis of UV, IR-, (1)H-NMR, (13)C-NMR and mass spectra.
Protective effects of kaerophyllin against liver fibrogenesis in rats.[Pubmed:22103576]
Eur J Clin Invest. 2012 Jun;42(6):607-16.
BACKGROUND: We previously demonstrated that Kaerophyllin, a lignan, isolated from a widely used traditional Chinese herb, Bupleurum scorzonerifolium, leading to the inhibition of hepatic stellate cells (HSCs) activation in vitro. This current study evaluated the in vivo role of Kaerophyllin in protecting the liver against injury and fibrogenesis caused by thioacetamide (TAA) in rats and further explored the underlying mechanisms. MATERIALS AND METHODS: Liver fibrosis in Sprague-Dawley rats was induced by intraperitoneal injection of TAA (200 mg/kg) twice per week for 6 weeks. Animals were divided into five groups: vehicle control, TAA control, TAA + low dose Kaerophyllin, TAA + high dose Kaerophyllin and TAA + curcumin groups. Kaerophyllin (10 or 30 mg/kg) or curcumin (150 mg/mL) was given by gavage twice per day consecutively for 4 weeks starting 2 weeks after TAA injection. Rat HSCs were used to investigate the anti-inflammatory role of Kaerophyllin against tumour necrosis factor alpha (TNF-alpha) in vitro. Peroxisome proliferator-activated receptor-gamma (PPAR-gamma) expression was knocked down in rat HSCs using PPAR-gamma small interfering RNAs. RESULTS: Kaerophyllin significantly protected liver from injury by reducing serum aspartate transaminase and alanine transaminase levels and by improving the histological architecture and fibrosis score. In addition, Kaerophyllin suppressed inflammation by reducing the mRNA of TNF-alpha, interleukin-1beta (IL-1beta) and monocyte chemoattractant protein-1 (MCP-1) genes. In HSCs, Kaerophyllin elevated PPAR-gamma activity and reduced TNF-alpha-stimulated mRNA levels of intracellular adhesion molecule-1 (ICAM-1), MCP-1 and IL-1beta genes, which were reversed by small interfering RNA knockdown of PPAR-gamma gene. CONCLUSIONS: Our results demonstrated that Kaerophyllin protected the rat liver from TAA-caused injury and fibrogenesis by suppressing hepatic inflammation and inhibiting HSC activation, possibly through upregulation of PPAR-gamma expression.
Kaerophyllin inhibits hepatic stellate cell activation by apoptotic bodies from hepatocytes.[Pubmed:21457435]
Liver Int. 2011 May;31(5):618-29.
BACKGROUND: Hepatic stellate cells (HSCs), the key cell type for hepatic fibrosis, become activated and profibrogenic in the presence of hepatocyte apoptotic bodies (ABs). Bupleurum scorzonerifolium (BS), a widely used traditional Chinese herb for liver diseases, was fractionated, and the inhibitory effects of BS extracts on AB-induced HSC migration were screened. The activity-guided fractionation led to a lignan, Kaerophyllin. In this study, the anti-fibrotic effects of Kaerophyllin were studied in the presence of ABs. METHODS: LX-2 cells phagocytosing ultraviolet (UV)-induced HepG2 ABs were investigated by confocal microscopy and flow cytometry. AB-induced HSC activation was evaluated by immunoblotting and real-time PCR analyses. HSC migration was measured by wound-healing assays. RESULTS: HepG2 ABs induced LX-2 activation, with the production of collagen I and alpha-smooth muscle actin, upregulated profibrogenic gene transcriptions and increased NF-kappaB activity, cell migration and phagocytosis. Kaerophyllin from BS antagonized AB-induced HSC migration and activation. CONCLUSIONS: Kaerophyllin inhibited AB-induced LX-2 activation and migration with downregulation of Akt/ERK phosphorylations and NF-kappaB activity. Our study suggests a novel platform for screening anti-fibrotic compounds with ABs.
