Auraptenol

CAS# 1221-43-8

Auraptenol

Catalog No. BCN6113----Order now to get a substantial discount!

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Quality Control of Auraptenol

Number of papers citing our products

Chemical structure

Auraptenol

3D structure

Chemical Properties of Auraptenol

Cas No. 1221-43-8 SDF Download SDF
PubChem ID 13343541 Appearance Powder
Formula C15H16O4 M.Wt 260.3
Type of Compound Coumarins Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 8-[(2S)-2-hydroxy-3-methylbut-3-enyl]-7-methoxychromen-2-one
SMILES CC(=C)C(CC1=C(C=CC2=C1OC(=O)C=C2)OC)O
Standard InChIKey SQSRYWNOKPJENY-LBPRGKRZSA-N
Standard InChI InChI=1S/C15H16O4/c1-9(2)12(16)8-11-13(18-3)6-4-10-5-7-14(17)19-15(10)11/h4-7,12,16H,1,8H2,2-3H3/t12-/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.

Source of Auraptenol

The fruits of Citrus aurantium

Biological Activity of Auraptenol

Description1. Auraptenol possesses robust antidepressant-like efficacy in mice. 2. Auraptenol attenuates vincristine-induced mechanical hyperalgesia through serotonin 5-HT1A receptors, it has potential to be a novel analgesic for the management of neuropathic pain. 3. Auraptenol shows high inhibitory activities against larval settlement of Balanus albicostatus with EC50values of 3.38 ug m/L.
Targets5-HT Receptor

Auraptenol Dilution Calculator

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Auraptenol Molarity Calculator

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Preparing Stock Solutions of Auraptenol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.8417 mL 19.2086 mL 38.4172 mL 76.8344 mL 96.043 mL
5 mM 0.7683 mL 3.8417 mL 7.6834 mL 15.3669 mL 19.2086 mL
10 mM 0.3842 mL 1.9209 mL 3.8417 mL 7.6834 mL 9.6043 mL
50 mM 0.0768 mL 0.3842 mL 0.7683 mL 1.5367 mL 1.9209 mL
100 mM 0.0384 mL 0.1921 mL 0.3842 mL 0.7683 mL 0.9604 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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References on Auraptenol

Antidepressant-like effects of auraptenol in mice.[Pubmed:24658501]

Sci Rep. 2014 Mar 24;4:4433.

Depression is a major psychiatric disorder affecting nearly 21% of the world population and imposes a substantial health burden on society. Current available antidepressants are not adequate to meet the clinical needs. Here we report that Auraptenol, an active component of the traditional Chinese medicine, angelicae dahuricae radix, had antidepressant-like effects in mice models of depression. In mouse forced swimming test and tail suspension test, two validated models of depression, Auraptenol dose-dependently decreased the immobility duration within the dose range of 0.05-0.4 mg/kg. In addition, the antidepressant-like effects of Auraptenol was significantly averted by a selective serotonin 5-HT1A receptor antagonist WAY100635 (1 mg/kg). These doses that affected the immobile response did not affect locomotor activity. In summary, this study for the first time identified an active component from the herbal medicine angelicae dahuricae radix that possesses robust antidepressant-like efficacy in mice. These data support further exploration for the possibility of developing Auraptenol as a novel antidepressant agent in the treatment of major depression disorders.

Coumarins from the Herb Cnidium monnieri and chemically modified derivatives as antifoulants against Balanus albicostatus and Bugula neritina larvae.[Pubmed:23303279]

Int J Mol Sci. 2013 Jan 9;14(1):1197-206.

In the search for new environmental friendly antifouling (AF) agents, four coumarins were isolated from the herbal plant Cnidium monnieri, known as osthole (1), imperatorin (2), isopimpinellin (3) and Auraptenol (4). Furthermore, five coumarin derivatives, namely 8-epoxypentylcoumarin (5), meranzin hydrate (6), 2'-deoxymetranzin hydrate (7), 8-methylbutenalcoumarin (8), and micromarin-F (9) were synthesized from osthole. Compounds 1, 2, 4, 7 showed high inhibitory activities against larval settlement of Balanus albicostatus with EC(50) values of 4.64, 3.39, 3.38, 4.67 mug mL-1. Compound 8 could significantly inhibit larval settlement of Bugula neritina with an EC(50) value of 3.87 mug mL-1. The impact of functional groups on anti-larval settlement activities suggested that the groups on C-5' and C-2'/C-3' of isoamylene chian could affect the AF activities.

Auraptenol attenuates vincristine-induced mechanical hyperalgesia through serotonin 5-HT1A receptors.[Pubmed:24287473]

Sci Rep. 2013 Nov 29;3:3377.

Common chemotherapeutic agents such as vincristine often cause neuropathic pain during cancer treatment in patients. Such neuropathic pain is refractory to common analgesics and represents a challenging clinical issue. Angelicae dahuricae radix is an old traditional Chinese medicine with demonstrated analgesic efficacy in humans. However, the active component(s) that attribute to the analgesic action have not been identified. This work described the anti-hyperalgesic effect of one coumarin component, Auraptenol, in a mouse model of chemotherapeutic agent vincristine-induced neuropathic pain. We reported that Auraptenol dose-dependently reverted the mechanical hyperalgesia in mice within the dose range of 0.05-0.8 mg/kg. In addition, the anti-hyperalgesic effect of Auraptenol was significantly blocked by a selective serotonin 5-HT1A receptor antagonist WAY100635 (1 mg/kg). Within the dose range studied, Auraptenol did not significantly alter the general locomotor activity in mice. Taken together, this study for the first time identified an active component from the herbal medicine angelicae dahuricae radix that possesses robust analgesic efficacy in mice. These data support further studies to assess the potential of Auraptenol as a novel analgesic for the management of neuropathic pain.

[Coumarins from Leonurus japonicus and their anti-platelet aggregative activity].[Pubmed:25850267]

Zhongguo Zhong Yao Za Zhi. 2014 Nov;39(22):4356-9.

Chemical constituents of Leonurus japonicus were isolated and purified by a combination of various chromatographic techniques including column chromatography over silica gel, Sephadex LH-20, MCI, and Rp C18. Structures of the isolates were determined by spectroscopic analysis as 10 coumarins: bergapten (1), xanthotoxin (2), isopimpinellin (3), isogosferal (4), imperatorin (5), meransin hydrate(6), isomeranzin(7), murrayone(8) , Auraptenol(9), and osthol(10). In addition to compound 9, the others were isolated from the genus Leonurus for the first time. In the in vitro assay, compounds 4 and 8 significantly inhibited the abnormal increase of platelet aggregation induced by ADP.

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