Aurantio-obtusin CAS NO.67979-25-3

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Quick Details

ProName: Aurantio-obtusin
CasNo: 67979-25-3
Molecular Formula: C17H14O7=330.29
Appearance: detailed see specifications
Application: analysis,activity test,Botanical Refer...
DeliveryTime: 1-3?working?days?after?confirming?the?...
PackAge: According to the clients requirement.
Port: China main port
ProductionCapacity: 1 Metric Ton/Day
Purity: ≥98%
Storage: Store at 2~8°C
Transportation: by air or by ocean shipping
LimitNum: 10 Milligram
Plant of Origin: Chinese herbal medicine
Testing Method: NMR/MS/HPLC
Product Ecification: 1mg-1kg
Heavy Metal: <10ppm
Voluntary Standards: company standard
Storage: Store in dry, dark and ventilated plac...
PackAge: Brown vial HDPE plastic bottle

Superiority

Hubei CuiRan Biotechnology Co., Ltd is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine，Traditional Chinese Medicine), Natural Active Pharmaceutical Ingredients worldwide. From small quantities for R&D or reference standard, to large quantities for customizing or manufacturing, Biopurify emphasizes on consistent and reliable services for his customers.
With excellent quality products and good service, we have clients from more than dozens countries and regions, and we pride ourselves in providing our customers with a total satisfaction experiences.
We are doing our best to be your reliable partner for high quality Phytochemicals and Reference Standards from china.

Our main services:
A. Supply active ingredients and reference standards ofTraditional Chinese Medicine, from mgs to kgs scale.
B. Custom extraction and purification, target Herb Active Ingredients
C. Custom synthesis and semi-synthesis for Natural Active Ingredients
D. CR, CM and PD services from lab scale, pilot scale to commercial scale(GMP is also available)
E.Traditional Chinese Medicine compounds library

1.Provide traditional Chinese medicine reference materials and natural active ingredients;
2.More than 2200 compounds are available for selection, continuously building high-quality natural product libraries for drug research and development;
3.Provide various screening libraries and more inhibitor products;
4.Provide separation and structural determination of natural products;
5.Laboratory scale pilot to commercial scale collaborative research and process development services.More than 180 experiences in phytochemistry (still increasing)
Each product has passed very strict testing (NMR/MS/HPLC)
Agents from many countries

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.

Details

Chemical Properties of Aurantio-obtusin

Cas No.	67979-25-3	SDF
PubChem ID	155011	Appearance	Orange powder
Formula	C₁₇H₁₄O₇	M.Wt	330.29
Type of Compound	Anthraquinones	Storage	Desiccate at -20°C
Solubility	Soluble in chloroform, DMSO and methan
Chemical Name	1,3,7-trihydroxy-2,8-dimethoxy-6-methylanthracene-9,10-dione
SMILES	CC1=C(C(=C2C(=C1)C(=O)C3=CC(=C(C(=C3C2=O)O)OC)O)OC)O
Standard InChIKey	RNXZPKOEJUFJON-UHFFFAOYSA-N
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.

Source of Aurantio-obtusin

The seeds of Cassia obtusifolia L.

Biological Activity of Aurantio-obtusin

Description	Aurantio-obtusin possesses anti-allergic, vasorelaxation, hypotensive and hypolipidemic effects, it is a promising osteoanabolic compound with potential therapeutic applications in the prevention of osteoporosis and other metabolic bone diseases. Aurantio-obtusin can inhibit allergic responses in IgE-mediated mast cells and anaphylactic models, it suppresses degranulation, histamine production, and reactive oxygen species generation and inhibits the production and mRNA expression of tumor necrosis factor-α and interleukin-4, and also suppresses the prostaglandin E2 production and expression of cyclooxygenase 2.
Targets	TNF-α \| NO \| Akt \| NOS \| PI3K \| Serine \| COX \| ROS \| PGE \| IL Receptor
In vitro	Cassia tora Seed Extract and Its Active Compound Aurantio-obtusin Inhibit Allergic Responses in IgE-Mediated Mast Cells and Anaphylactic Models.[Pubmed: 26434611 ] J Agric Food Chem. 2015 Oct 21;63(41):9037-46. Cassia tora seed is widely used due to its various biological properties including anticancer, antidiabetic, and anti-inflammatory effects. However, there has been no report of the effects of C. tora seed extract (CTE) on immunoglobulin E (IgE)-mediated allergic responses. METHODS AND RESULTS: In this research, we demonstrated the effects of CTE and its active compound Aurantio-obtusin on IgE-sensitized allergic reactions in mast cells and passive cutaneous anaphylaxis (PCA). CTE and Aurantio-obtusin suppressed degranulation, histamine production, and reactive oxygen species generation and inhibited the production and mRNA expression of tumor necrosis factor-α and interleukin-4. CTE and Aurantio-obtusin also suppressed the prostaglandin E2 production and expression of cyclooxygenase 2. Furthermore, CTE and Aurantio-obtusin suppressed IgE-mediated FcεRI signaling such as phosphorylation of Syk, protein kinase Cμ, phospholipase Cγ, and extracellular signal-regulated kinases. CTE and Aurantio-obtusin blocked mast cell-dependent PCA in IgE-mediated mice. CONCLUSIONS: These results suggest that CTE and Aurantio-obtusin are a beneficial treatment for allergy-related diseases. Aurantio-obtusin stimulates chemotactic migration and differentiation of MC3T3-E1 osteoblast cells.[Pubmed: 24841966] Planta Med. 2014 May;80(7):544-9. Osteoporosis is one of the major metabolic bone diseases and is among the most challenging noncommunicable diseases to treat. Although there is an increasing interest in identifying bioactive molecules for the prevention and management of osteoporosis, such studies principally focus only on differentiation and mineralization of osteoblasts or inhibition of osteoclast activity. Stimulation of osteoblast migration must be a promising osteoanabolic strategy for improved metabolic bone disease therapy. METHODS AND RESULTS: In this study, we show that an anthraquinone derivative, Aurantio-obtusin, stimulated chemotactic migration of MC3T3-E1 osteoblast cells in a concentration-dependent manner. The use of a real-time chemotaxis analyzing system, TAXIScan, facilitated the evaluation of both velocity and directionality of osteoblast migration in response to the compound. Besides migration, the compound stimulated osteoblast differentiation and mineralization. CONCLUSIONS: Taken together, the data presented in this paper demonstrate that Aurantio-obtusin is a promising osteoanabolic compound of natural origin with potential therapeutic applications in the prevention of osteoporosis and other metabolic bone diseases.
In vivo	Metabolomics-based Study of the Lipid Regulating Effect of Aurantio-obtusin on Hyperlipidemia Rats.[Reference: WebLink] Journal of Analytical Science,2016, 32(2):178-82. The influences of Aurantio-obtusin on endogenous metabolites in blood of hyperlipemia rats were investigated by metabonomics method in order to find the related biomarkers. METHODS AND RESULTS: The rat model was established by hyperlipidemia rats that were raised by high fat diet and then treated with intragastric administration of Aurantio-obtusin.Metabolites in plasma of hyperlipidemia rats were accurately analyzed by gas chromatography-mass spectrometry.In order to find out the potential biomarkers,principal component analysis,partial least squares discriminant analysis and random forest algorithm were used to study the changes of endogenous metabolite profiles in rats before modeling after modeling and after drug treatments.Ten potential biomarkers were obtained as the final achievement:alanine,glycine,valine,isoleucine,fumaric acid,serine,1,5-anhydro-D-ghlcitol,linoleic acid,stearic acid and cholesterol. CONCLUSIONS: This investigation demonstrates that aurantio has a good lipid regulating effect mainly by affecting the body amino acid and fatty acid metabolism.

Protocol of Aurantio-obtusin

Kinase Assay

Aurantio-obtusin relaxes systemic arteries through endothelial PI3K/AKT/eNOS-dependent signaling pathway in rats.[Pubmed: 26076958 ]

J Pharmacol Sci. 2015 Jul;128(3):108-15.

Aurantio-obtusin is a natural effective compound isolated from Semen Cassiae, which possesses hypotensive and hypolipidemic effects. Although its hypotensive effect have been clarified, mechanisms Aurantio-obtusin relaxes systemic arteries remain unclear. This study was to investigate effects and mechanisms of Aurantio-obtusin on isolated mesenteric arteries (MAs).
METHODS AND RESULTS:
We examined MAs relaxation induced by Aurantio-obtusin on rat isolated MAs, expression and activity of endothelial nitric oxide synthase (eNOS) and protein kinase B (AKT), and nitric oxide (NO) production in bovine artery endothelial cells (BAECs). Findings showed Aurantio-obtusin elicited dose-dependent vasorelaxation with phenylephrine (PE) precontracted rat MA rings (diameter: 200-300 μm), which can be diminished by denudation of endothelium and inhibition of eNOS activity, while having no effect on rat isolated pulmonary artery (PA) rings. Aurantio-obtusin increased NO production by promoting phosphorylations of eNOS at Ser-1177 and Thr-495 in endothelial cells. Aurantio-obtusin also promoted phosphorylations of Akt at Ser-473. PI3K inhibitor LY290042 could diminish vasorelaxation induced by Aurantio-obtusin. Moreover Aurantio-obtusin also elicited dose-dependent vasorelaxation effect with PE precontracted MA rings (diameter: 100-150 μm). Therefore, vasorelaxation induced by Aurantio-obtusin was dependent on endothelium integrity and NO production, which mediated by endothelial PI3K/Akt/eNOS pathway.
CONCLUSIONS:
Results suggest Aurantio-obtusin may offer therapeutic effects in hypertension, as a new potential vasodilator.

Animal Research

Biotransformation of glucoaurantio-obtusin towards aurantio-obtusin increases the toxicity of irinotecan through increased inhibition towards SN-38 glucuronidation.[Pubmed: 24842785]

Phytother Res. 2014 Oct;28(10):1577-80.

The present study aims to investigate the influence of irinotecan's toxicity by the biotransformation of glucoAurantio-obtusin to Aurantio-obtusin.
METHODS AND RESULTS:
Intraperitoneal administration (i.p.) of 100 mg/kg Aurantio-obtusin significantly increased the toxicity of irinotecan, but the i.p. administration of 100 mg/kg glucoAurantio-obtusin showed negligible influence towards irinotecan's toxicity. Furthermore, the mechanism was explained through determining the inhibition potential of glucoAurantio-obtusin and Aurantio-obtusin towards the glucuronidation metabolism of SN-38 that has been regarded to be the major active product responsible for the toxicity of irinotecan. The results showed that Aurantio-obtusin exhibited strong competitive inhibition towards the glucuronidation of SN-38, but negligible inhibition potential of glucoAurantio-obtusin towards SN-38 glucuronidation was observed.
CONCLUSIONS:
These results showed that biotransformation of glucoAurantio-obtusin towards Aurantio-obtusin increased the toxicity of irinotecan through increased inhibition of SN-38 glucuronidation.

Preparing Stock Solutions of Aurantio-obtusin

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.0276 mL	15.1382 mL	30.2764 mL	60.5528 mL	75.6911 mL
5 mM	0.6055 mL	3.0276 mL	6.0553 mL	12.1106 mL	15.1382 mL
10 mM	0.3028 mL	1.5138 mL	3.0276 mL	6.0553 mL	7.5691 mL
50 mM	0.0606 mL	0.3028 mL	0.6055 mL	1.2111 mL	1.5138 mL
100 mM	0.0303 mL	0.1514 mL	0.3028 mL	0.6055 mL	0.7569 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.