Triangularine

CAS# 87340-27-0

Triangularine

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Chemical structure

Triangularine

3D structure

Chemical Properties of Triangularine

Cas No. 87340-27-0 SDF Download SDF
PubChem ID 5281755 Appearance Oil
Formula C18H25NO5 M.Wt 335.40
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(7R,8R)-7-[(Z)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (Z)-2-(hydroxymethyl)but-2-enoate
SMILES CC=C(C)C(=O)OC1CCN2C1C(=CC2)COC(=O)C(=CC)CO
Standard InChIKey GOENJWUGVSLZDQ-NCLHDQKXSA-N
Standard InChI InChI=1S/C18H25NO5/c1-4-12(3)17(21)24-15-7-9-19-8-6-14(16(15)19)11-23-18(22)13(5-2)10-20/h4-6,15-16,20H,7-11H2,1-3H3/b12-4-,13-5-/t15-,16-/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.

Biological Activity of Triangularine

DescriptionTriangularine is a natural product from Senecio triangularis.

Protocol of Triangularine

Structure Identification
Journal of Natural Products,1991 ,54 (3).

Gc-ms Determination of Pyrrolizidine Alkaloids in Four Senecio Species[Reference: WebLink]


METHODS AND RESULTS:
Four Senecio species were analyzed by gc-ms for their pyrrolizidine alkaloid content. This is the first published report of pyrrolizidine alkaloids in Senecio serra, Senecio dimorphophyllus, and Senecio hydrophyllus. Previously undetermined pyrrolizidine alkaloids from Senecio mikanioides were also tentatively identified. Gc-ms analyses showed the presence of the stereoisomers senecionine {9} and integerrimine {11} in S. dimorphophyllus and complex mixtures of monoester and diester pyrrolizidine alkaloids in the other three species. Tentative structural identifications were made of ten new pyrrolizidine alkaloids. These new alkaloids are isomers of Triangularine, sarracine {13}, 7-angelylplatynecine {5}, 7-angelylretronecine {2a}, and acetylated macronecine-type alkaloids.
CONCLUSIONS:
All three species contained both saturated and unsaturated pyrrolizidine alkaloids, and all had at least ten individual alkaloids. The mass spectral features and gc elution order of these compounds are discussed and the pyrolizidine alkaloid profiles of the plants are compared. The potential toxicity of the three species to range animals is discussed.

Triangularine Dilution Calculator

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Triangularine Molarity Calculator

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Preparing Stock Solutions of Triangularine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9815 mL 14.9076 mL 29.8151 mL 59.6303 mL 74.5379 mL
5 mM 0.5963 mL 2.9815 mL 5.963 mL 11.9261 mL 14.9076 mL
10 mM 0.2982 mL 1.4908 mL 2.9815 mL 5.963 mL 7.4538 mL
50 mM 0.0596 mL 0.2982 mL 0.5963 mL 1.1926 mL 1.4908 mL
100 mM 0.0298 mL 0.1491 mL 0.2982 mL 0.5963 mL 0.7454 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 Triangularine

Generation and characterization of monoclonal antibodies against the pyrrolizidine alkaloid retrorsine.[Pubmed:9581524]

Planta Med. 1998 Apr;64(3):259-63.

Monoclonal antibodies against retrorsine were established using a retrorsine-hemisuccinate::bovine-thyroglobuline conjugate as antigen for immunization. In competitive enzyme-linked immunoassays the specificity of the obtained antibodies was tested with 20 different pyrrolizidine alkaloids. Among these the alkaloids acetylgynuramine, gynuramine, integerrimine, neoplatyphylline, platyphylline, rosmarinine, senecionine, and seneciphylline were able to bind the antibody. There was no cross-reactivity with the alkaloids senkirkine, angeloyl-heliotridine, heliotridine, axillarine, anacrotine, monocrotaline, madurensine, otosenine, retronecine, tussilagine, Triangularine, and jacoline as well as with seneciphylline N-oxide. From this antigen spectrum it can be concluded that besides the necic structure itself the dominant and discriminative epitope consists of the exocyclic ethylidene group of the various diesters.

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