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Daphnicyclidin H

CAS# 385384-29-2

Daphnicyclidin H

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Chemical structure

Daphnicyclidin H

3D structure

Chemical Properties of Daphnicyclidin H

Cas No. 385384-29-2 SDF Download SDF
PubChem ID 135464296 Appearance Powder
Formula C23H29NO5 M.Wt 399.48
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name methyl (1R,2S,6S,15S,16R)-9-hydroxy-11-(2-hydroxyethyl)-2,15-dimethyl-18-oxo-4-azapentacyclo[11.4.1.04,16.06,15.010,14]octadeca-9,11,13-triene-12-carboxylate
SMILES CC1CN2CC3CCC(=C4C(=C(C5=C4C3(C2CC1C5=O)C)C(=O)OC)CCO)O
Standard InChIKey CFEKASCYRHLTIH-UHCAAFETSA-N
Standard InChI InChI=1S/C23H29NO5/c1-11-9-24-10-12-4-5-15(26)17-13(6-7-25)18(22(28)29-3)19-20(17)23(12,2)16(24)8-14(11)21(19)27/h11-12,14,16,25-26H,4-10H2,1-3H3/t11-,12-,14-,16-,23-/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 Daphnicyclidin H

The stems of Daphniphyllum humile and D.teijsmanni.

Biological Activity of Daphnicyclidin H

DescriptionDaphnicyclidin H is a natural product from Daphniphyllum humile and D.teijsmanni.

Protocol of Daphnicyclidin H

Structure Identification
Zhongguo Zhong Yao Za Zhi. 2011 Nov;36(22):3134-6.

Chemical studies on alkaloids of Chinese medicinal herbs Daphniphyllum macropodum.[Pubmed: 22375393]

To study the alkaloids of the Chinese medicinal herbs Daphniphyllum macropodum for in search for new bioactive substances.
METHODS AND RESULTS:
The CHCl3 extract of D. macropodum was subjected to repeated column chromatography on silica gel to afford four pure compounds (1-4). Their structures were determined on the basis of detailed spectroscopic analysis and comparison with the data reported in the literature. The four known compounds were isolated and elucidated as Daphniphyllum alkaloids with different carbon skeletons, namely longistylumphylline A (1), deoxycalyciphylline B (2), daphnicyclidin B (3) and Daphnicyclidin H (4), respectively.
CONCLUSIONS:
All compounds were isolated from the titled plant for the first time. The discovery of daphnicyclidin B (3) and Daphnicyclidin H (4) further confirmed the biogenetic relationship between the two compounds and the previously reported macropodumines A-C, found in the same plant.

Chem Biodivers. 2006 Nov;3(11):1255-9.

A zwitterionic alkaloid, containing a rare cyclopentadienyl anion unit, from the stem barks of Daphniphyllum macropodum Miq.[Pubmed: 17193239 ]


METHODS AND RESULTS:
A new Daphniphyllum alkaloid daphnicyclidin L (1), containing a rare cyclopentadienyl anion, which is stabilized as a zwitterion by an internal iminium counterion, was isolated from the stem barks of Daphniphyllum macropodum Miq., together with four known alkaloids: daphnicyclidin D (2), Daphnicyclidin H (3), deoxyyuzurimine (4), and yuzurimine (5). The structures were elucidated on the basis of spectroscopic data.
CONCLUSIONS:
The configuration of 1 was elucidated by single-crystal X-ray diffraction crystallography.

Daphnicyclidin H Dilution Calculator

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Preparing Stock Solutions of Daphnicyclidin H

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.5033 mL 12.5163 mL 25.0325 mL 50.0651 mL 62.5814 mL
5 mM 0.5007 mL 2.5033 mL 5.0065 mL 10.013 mL 12.5163 mL
10 mM 0.2503 mL 1.2516 mL 2.5033 mL 5.0065 mL 6.2581 mL
50 mM 0.0501 mL 0.2503 mL 0.5007 mL 1.0013 mL 1.2516 mL
100 mM 0.025 mL 0.1252 mL 0.2503 mL 0.5007 mL 0.6258 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 Daphnicyclidin H

A zwitterionic alkaloid, containing a rare cyclopentadienyl anion unit, from the stem barks of Daphniphyllum macropodum Miq.[Pubmed:17193239]

Chem Biodivers. 2006 Nov;3(11):1255-9.

A new Daphniphyllum alkaloid daphnicyclidin L (1), containing a rare cyclopentadienyl anion, which is stabilized as a zwitterion by an internal iminium counterion, was isolated from the stem barks of Daphniphyllum macropodum Miq., together with four known alkaloids: daphnicyclidin D (2), Daphnicyclidin H (3), deoxyyuzurimine (4), and yuzurimine (5). The structures were elucidated on the basis of spectroscopic data. The configuration of 1 was elucidated by single-crystal X-ray diffraction crystallography.

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