Atalaphylline

CAS# 28233-35-4

Atalaphylline

2D Structure

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Atalaphylline

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Chemical Properties of Atalaphylline

Cas No. 28233-35-4 SDF Download SDF
PubChem ID 442887 Appearance Yellow powder
Formula C23H25NO4 M.Wt 379.4
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 1,3,5-trihydroxy-2,4-bis(3-methylbut-2-enyl)-10H-acridin-9-one
SMILES CC(=CCC1=C2C(=C(C(=C1O)CC=C(C)C)O)C(=O)C3=C(N2)C(=CC=C3)O)C
Standard InChIKey GLXYKTASIIUSRC-UHFFFAOYSA-N
Standard InChI InChI=1S/C23H25NO4/c1-12(2)8-10-15-20-18(23(28)16(21(15)26)11-9-13(3)4)22(27)14-6-5-7-17(25)19(14)24-20/h5-9,25-26,28H,10-11H2,1-4H3,(H,24,27)
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.

Atalaphylline Dilution Calculator

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Atalaphylline Molarity Calculator

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Preparing Stock Solutions of Atalaphylline

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6357 mL 13.1787 mL 26.3574 mL 52.7148 mL 65.8935 mL
5 mM 0.5271 mL 2.6357 mL 5.2715 mL 10.543 mL 13.1787 mL
10 mM 0.2636 mL 1.3179 mL 2.6357 mL 5.2715 mL 6.5894 mL
50 mM 0.0527 mL 0.2636 mL 0.5271 mL 1.0543 mL 1.3179 mL
100 mM 0.0264 mL 0.1318 mL 0.2636 mL 0.5271 mL 0.6589 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 Atalaphylline

Redetermination and absolute configuration of atalaphylline.[Pubmed:21579697]

Acta Crystallogr Sect E Struct Rep Online. 2010 Jan 9;66(Pt 2):o252-3.

THE TITLE ACRIDONE ALKALOID [SYSTEMATIC NAME: 1,3,5-trihydr-oxy-2,4-bis-(3-methyl-but-2-en-yl)acridin-9(10H)-one], C(23)H(25)NO(4), has previously been reported as crystallizing in the chiral ortho-rhom-bic space group P2(1)2(1)2(1) [Chantrapromma et al. (2010 ). Acta Cryst. E66, o81-o82] but the absolute configuration could not be determined from data collected with Mo radiation. The absolute configuration has now been determined by refinement of the Flack parameter with data collected using Cu radiation. All features of the mol-ecule and its crystal packing are similar to those previously described.

Atalaphylline.[Pubmed:21580180]

Acta Crystallogr Sect E Struct Rep Online. 2009 Dec 9;66(Pt 1):o81-2.

THE TITLE ACRIDONE ALKALOID [SYSTEMATIC NAME: 1,3,5-trihydr-oxy-2,4-bis-(3-methyl-but-2-en-yl)acridin-9(10H)-one], C(23)H(25)NO(4), known as Atalaphylline, was isolated from Atalantia monophylla Correa, a mangrove plant. The mol-ecule contains three fused planar rings with an r.m.s. deviation of 0.026 (2) A. Both 3-methyl-but-2-enyl substituents are in a (-)anticlinal conformation. An intra-molecular N-Hcdots, three dots, centeredO hydrogen bond generates an S(5) ring motif, while an intra-molecular O-Hcdots, three dots, centeredO hydrogen bond generates an S(6) ring motif. In the crystal structure, the mol-ecules are linked into screw chains along [010] by inter-molecular O-Hcdots, three dots, centeredO hydrogen bonds. These chains are stacked along the a axis by pi-pi inter-actions with centroid-centroid distances of 3.6695 (13) and 3.6696 (13) A.

Potential anti-allergic acridone alkaloids from the roots of Atalantia monophylla.[Pubmed:18817938]

Phytochemistry. 2008 Oct;69(14):2616-20.

Acridone alkaloids, cycloAtalaphylline-A (1), N-methylcyclo-Atalaphylline-A (2) and N-methylbuxifoliadine-E (3), were isolated from the dichloromethane and acetone extracts of the root of Atalantia monophylla along with eight known acridone alkaloids: buxifoliadine-A (4), buxifoliadine-E (5), N-methylAtalaphylline (6), Atalaphylline (7), citrusinine-I (8), N-methylataphyllinine (9), yukocitrine (10) and junosine (11) and two known coumarins: auraptene (12) and 7-O-geranylscopoletin (13). Their structures were elucidated on the basis of spectroscopic analyses. Compounds 2, 5 and 8 possessed appreciable anti-allergic activity in RBL-2H3 cells model with IC(50) values of 40.1, 6.1 and 18.7 microM, respectively.

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