Agrocybenine

CAS# 178764-92-6

Agrocybenine

Catalog No. BCN4755----Order now to get a substantial discount!

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Quality Control of Agrocybenine

Number of papers citing our products

Chemical structure

Agrocybenine

3D structure

Chemical Properties of Agrocybenine

Cas No. 178764-92-6 SDF Download SDF
PubChem ID 23278458 Appearance Yellow Powder
Formula C12H18N2O M.Wt 206.3
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 2,2,5,5,7-pentamethyl-1,3-dihydropyrrolo[3,2-b]pyridin-6-one
SMILES CC1=C2C(=NC(C1=O)(C)C)CC(N2)(C)C
Standard InChIKey OTBGQBSPIWKINO-UHFFFAOYSA-N
Standard InChI InChI=1S/C12H18N2O/c1-7-9-8(6-11(2,3)14-9)13-12(4,5)10(7)15/h14H,6H2,1-5H3
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 Agrocybenine

The herbs of Alstonia yunnanensis

Biological Activity of Agrocybenine

DescriptionStandard reference
In vitro

Pyrrolo-isoquinoline and glycosylated pyrrolidine alkaloids from Nigella glandulifera and their anti-PTP1B activity[Reference: WebLink]

Phytochemistry Letters, 2017 , 19 :168-171.


METHODS AND RESULTS:
Two new alkaloids, nigellisoquinomine (1) with a novel pyrrolo-isoquinoline skeleton, and nigellapyrrolidine (2) possessing a rare glycosylated pyrrolidine moiety, together with two known alkaloids, Agrocybenine (3) and 4,6,6-trimethyl-3,4-epoxypiperidin-2-one (4), were isolated from the seeds of Nigella glandulifera Freyn. Their structures were identified by extensive NMR and HR-ESIMS analysis.
CONCLUSIONS:
Compound 1 exhibited potent protein tyrosine phosphatase 1B (PTP1B) inhibitory activity with an IC50 value of 3.65 ± 0.08 uM.

Protocol of Agrocybenine

Structure Identification
Tetrahedron Letters.1996 June 24;37(36):4549–4550.

Agrocybenine, novel class alkaloid from the Korean mushroom Agrocybe cylindracea.[Reference: WebLink]


METHODS AND RESULTS:
A new type alkaloid Agrocybenine was isolated from mushroom Agrocybe cylindracea. The structure of Agrocybenine was elucidated by spectroscopic methods, especially 15N-NMR studies using pulsed field gradient(PFG)-HMBC and HMQC techniques.

Agrocybenine Dilution Calculator

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Agrocybenine Molarity Calculator

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Preparing Stock Solutions of Agrocybenine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.8473 mL 24.2365 mL 48.4731 mL 96.9462 mL 121.1827 mL
5 mM 0.9695 mL 4.8473 mL 9.6946 mL 19.3892 mL 24.2365 mL
10 mM 0.4847 mL 2.4237 mL 4.8473 mL 9.6946 mL 12.1183 mL
50 mM 0.0969 mL 0.4847 mL 0.9695 mL 1.9389 mL 2.4237 mL
100 mM 0.0485 mL 0.2424 mL 0.4847 mL 0.9695 mL 1.2118 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 Agrocybenine

Piperidine Alkaloids with Diverse Skeletons from Anacyclus pyrethrum.[Pubmed:29775308]

J Nat Prod. 2018 Jun 22;81(6):1474-1482.

Fifteen new piperidine derivatives, pyracyclumines A-J (1-10), including five pairs of enantiomers, (+)-1/(-)-1 to (+)-5/(-)-5, together with three known compounds, Agrocybenine (11), 4,6,6-trimethyl-5,6-dihydro-2(1 H)-pyridone (12), and 3,5,5-trimethyl-1,5-dihydro-2 H-pyrrol-2-one (13), were isolated from the roots of Anacyclus pyrethrum. Pyracyclumines A, B, and H (1, 2, and 8) possess a novel 6/5/6/6 dimeric piperidine skeleton, a unique 6/5/6 dimeric piperidine skeleton, and a 1,4,6-triazaindan skeleton, respectively. Pyracyclumine C (3) is based on a rare cyclopentane-piperidine framework. The structures of the isolated compounds were established by analysis of their NMR and HRESIMS data. The racemic pyracyclumines A-E (1-5) were further separated by chiral HPLC to give the enantiomers (+)-1/(-)-1 to (+)-5/(-)-5, for which the absolute configurations were determined by comparison of their experimental and calculated ECD spectra. The plausible biogenetic pathways of these piperidine alkaloids were proposed starting from the basic units of compounds 12 and 13. All of the isolated compounds were tested for their inhibitory effects on menin-mixed lineage leukemia 1 protein-protein interaction.

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