Apohyoscine

CAS# 535-26-2

Apohyoscine

2D Structure

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Apohyoscine

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Chemical Properties of Apohyoscine

Cas No. 535-26-2 SDF Download SDF
PubChem ID 442994 Appearance White powder
Formula C17H19NO3 M.Wt 285.34
Type of Compound Alkaloids Storage Desiccate at -20°C
Synonyms Apohyoscine
Solubility Soluble in DMSO, n-hexane and methan
SMILES CN1C2CC(CC1C3C2O3)OC(=O)C(=C)C4=CC=CC=C4
Standard InChIKey JJNVDCBKBUSUII-SVFSVNPNSA-N
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.

Protocol of Apohyoscine

Structure Identification
Planta Medica, 1980,38(4):356-358.

Metabolism of hyoscine fed to the aerial parts of Solandra grandiflora.[Reference: WebLink]


METHODS AND RESULTS:
(-)-Hyoscine infiltrated into the aerial parts of S. grandiflora was transformed to ( plus or minus )-hyoscine, Apohyoscine, ( plus or minus )-norhyoscine, scopine and oscine.

Phytochemistry,1976,15(2): 287-9.

Biosynthesis of C6-C3 acids in Datura innoxia[Reference: WebLink]


METHODS AND RESULTS:
Datura innoxia plants were fed via the roots with cinnamic acid-[214C], (±)-phenyllactic (2-hydroxy-3-phenylpropanoic) acid-[214C] and phenylalanine-[2-14C]. In each case Apohyoscine, hyoscine, hyoscyamine and littorine were isolated from the aerial parts, and hyoscine, hyoscyamine and littorine from the roots. Cinnamic acid was not incorporated into the acid moieties of the alkaloids. Phenyllactic acid served as a better precursor than phenylalanine for tropic acid (hyoscine and hyoscyamine) and atropic acid (Apohyoscine).
CONCLUSIONS:
Phenylalanine served as an effective precursor for the phenyllactic acid moiety of Littorine.

Apohyoscine Dilution Calculator

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Apohyoscine Molarity Calculator

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Preparing Stock Solutions of Apohyoscine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.5046 mL 17.523 mL 35.0459 mL 70.0918 mL 87.6148 mL
5 mM 0.7009 mL 3.5046 mL 7.0092 mL 14.0184 mL 17.523 mL
10 mM 0.3505 mL 1.7523 mL 3.5046 mL 7.0092 mL 8.7615 mL
50 mM 0.0701 mL 0.3505 mL 0.7009 mL 1.4018 mL 1.7523 mL
100 mM 0.035 mL 0.1752 mL 0.3505 mL 0.7009 mL 0.8761 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 Apohyoscine

Alkaloids of Datura ferox from Argentina.[Pubmed:8847888]

J Ethnopharmacol. 1995 Dec 1;49(2):81-9.

Chromatographic procedures (HPLC, GC-MS) are outlined in this paper for the analysis of alkaloids in poisonous Datura ferox seeds of Argentina, from which previously only quantitative analysis for scopolamine was known. Five additional tropane alkaloids are now identified as 3 alpha-tigloyloxytropane (tigloyltropeine), 3-phenylacetoxy-6 beta,7 beta-epoxytropane (3-phenylacetoxyscopine), aposcopolamine (Apohyoscine), 7 beta-hydroxy-6 beta-propenyloxy-3 alpha-tropoyloxytropane, traces of 7 beta-hydroxy-6 beta-isovaleroyloxy-3 alpha-tigloyloxytropane and a pyrrolidine alkaloid, hygrine. Two new structures, 3-phenylacetoxy-6 beta,7 beta-epoxytropane (3-phenylacetoxyscopine) and 7 beta-hydroxy-6 beta-propenyloxy-3 alpha-tropolyoxytropane, are proposed on the basis of their spectra. Hyoscyamine, nicotine and tropane N-oxides were not detected in all samples studied.

Liquid chromatographic determination of hyoscine (scopolamine) in urine using solid phase extraction.[Pubmed:1643390]

Biomed Chromatogr. 1992 Jul-Aug;6(4):198-204.

A sensitive method for the determination of hyoscine (scopolamine) in urine is described. After concentration and "clean-up" on C18 and CN solid phase extraction columns, hyoscine was quantified by high performance liquid chromatography with coulometric detection (oxidation at +0.9 V). The limit of detection was 5 ng per sample and the precision for 5 mL samples containing 2 ng/mL was 12.3%. The method was applied to urine samples collected from 12 volunteers wearing Scopoderm TTS patches. The mean excretion rate of unmetabolized hyoscine was 0.45 micrograms/h and 87% of the total hyoscine was present as conjugates. Apohyoscine (aposcopolamine) was identified as a urinary metabolite. The significance of this with regard to hyoscine assays is discussed.

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