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O-Acetylcyclocalopin A

CAS# 486430-93-7

O-Acetylcyclocalopin A

Catalog No. BCN5586----Order now to get a substantial discount!

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O-Acetylcyclocalopin A: 5mg $903 In Stock
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Quality Control of O-Acetylcyclocalopin A

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Chemical structure

O-Acetylcyclocalopin A

3D structure

Chemical Properties of O-Acetylcyclocalopin A

Cas No. 486430-93-7 SDF Download SDF
PubChem ID 11002243 Appearance Powder
Formula C17H22O7 M.Wt 338.4
Type of Compound Sesquiterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(1'S,2R,3S,3aR,4S,7aS)-2-hydroxy-2,3',4-trimethyl-2',7-dioxospiro[3a,4,5,7a-tetrahydrofuro[2,3-c]pyran-3,6'-cyclohex-3-ene]-1'-yl] acetate
SMILES CC1COC(=O)C2C1C3(CC=C(C(=O)C3OC(=O)C)C)C(O2)(C)O
Standard InChIKey RFOIMKJJHPMORA-CNORLRFSSA-N
Standard InChI InChI=1S/C17H22O7/c1-8-5-6-17(14(12(8)19)23-10(3)18)11-9(2)7-22-15(20)13(11)24-16(17,4)21/h5,9,11,13-14,21H,6-7H2,1-4H3/t9-,11+,13+,14-,16-,17+/m1/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 O-Acetylcyclocalopin A

The Boletus calopus

Biological Activity of O-Acetylcyclocalopin A

DescriptionStandard reference

Protocol of O-Acetylcyclocalopin A

Structure Identification
European Journal of Organic Chemistry, 2002 (17) :2895-2904

Calopins and cyclocalopins - Bitter principles from Boletus calupos and related mushrooms[Reference: WebLink]


METHODS AND RESULTS:
Boletus calopus and closely related mushrooms of the Boletus section Calopodes are characterized by their bitter taste, which is caused mainly by O-Acetylcyclocalopin A (6a), a member of a series of unique δ-lactone derivatives. Besides the simple lactone calopin (1b) and its O-acetyl derivative la, the more complex cyclocalopins 6-12 have been isolated and their structures elucidated.
CONCLUSIONS:
Cyclocalopin D (10a) is an unprecedented α-glucoside in which the sugar residue is bound to an enolic hydroxy group., The chemical conversion of 6b into la established the same stereochemistry for the calopin and cyclocalopin types of metabolites.

O-Acetylcyclocalopin A Dilution Calculator

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Preparing Stock Solutions of O-Acetylcyclocalopin A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9551 mL 14.7754 mL 29.5508 mL 59.1017 mL 73.8771 mL
5 mM 0.591 mL 2.9551 mL 5.9102 mL 11.8203 mL 14.7754 mL
10 mM 0.2955 mL 1.4775 mL 2.9551 mL 5.9102 mL 7.3877 mL
50 mM 0.0591 mL 0.2955 mL 0.591 mL 1.182 mL 1.4775 mL
100 mM 0.0296 mL 0.1478 mL 0.2955 mL 0.591 mL 0.7388 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 O-Acetylcyclocalopin A

Calopins and cyclocalopins - Bitter principles from Boletus calupos and related mushrooms

European Journal of Organic Chemistry, 2002 (17) :2895-2904

Boletus calopus and closely related mushrooms of the Boletus section Calopodes are characterized by their bitter taste, which is caused mainly by O-Acetylcyclocalopin A (6a), a member of a series of unique δ-lactone derivatives. Besides the simple lactone calopin (1b) and its O-acetyl derivative la, the more complex cyclocalopins 6-12 have been isolated and their structures elucidated. Cyclocalopin D (10a) is an unprecedented α-glucoside in which the sugar residue is bound to an enolic hydroxy group., The chemical conversion of 6b into la established the same stereochemistry for the calopin and cyclocalopin types of metabolites.

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