L-Hyoscyamine (Daturine)

Alias: Daturine
Cat No.:V1200 Purity: ≥98%
L-Hyoscyamine (Daturine), a natural tropane alkaloid and plant toxin, is the the levo-isomer of atropine and is used for controlling symptoms associated with disorders of the gastrointestinal (GI) tract.
L-Hyoscyamine (Daturine) Chemical Structure CAS No.: 101-31-5
Product category: AChR Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
500mg
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Other Forms of L-Hyoscyamine (Daturine):

  • Hyoscyamine sulfate hydrate
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

L-Hyoscyamine (Daturine), a natural tropane alkaloid and plant toxin, is the the levo-isomer of atropine and is used for controlling symptoms associated with disorders of the gastrointestinal (GI) tract. It is a secondary metabolite extracted from certain plants such as mandrake, Solanaceae, henbane, angel's trumpets, jimsonweed, tomato, the sorcerers' tree, and deadly nightshade. It acts as a highly potent AChR inhibitor with IC50 of 7.5 nM.

Biological Activity I Assay Protocols (From Reference)
ln Vitro

In vitro activity: -hyoscyamine increases the turnover number of GTPase activity from 0.19 min-1 to 2.11 min-1 in the steady-state kinetic measurements. R-(+)-hyoscyamine results in displacement of [3H]NMS binding to the muscarinic acetylcholine receptor subtypes (m1-m5) with pKi value of 8.67, 8.51, 7.46, 8.56 and 8.53, respectively. Hyoscyamine prevents the agonist-induced stimulation of cAMP production with EC50 of 7.8 nM in CHO cells. S-(-)-hyoscyamine enhances the forskolin-stimulated synthesis of cyclic AMP in rat cardiac (both atrial and ventricular) membranes by up to 24%.

ln Vivo
The length of the migrating MMC cycle is prolonged by L-Hyoscyamine (Daturine; 5–20 mg/kg; IV)[1].
Animal Protocol
Animal/Disease Models: Rats[1]
Doses: 5, 10, 20 mg/kg
Route of Administration: IV
Experimental Results: Prolonged the migrating myoelectric complex (MMC) cycle length.
References
[1]. Lars Göran Axelsson, et al. Regulatory role of 5-HT and muscarinic receptor antagonists on the migrating myoelectric complex in rats. Eur J Pharmacol. 2003 Apr 25;467(1-3):211-8.
[2]. Harald John, et al. Application of an enantioselective LC-ESI MS/MS procedure to determine R- and S-hyoscyamine following intravenous atropine administration in swine. Drug Test Anal. Mar-Apr 2012;4(3-4):194-8.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C17H23NO3
Molecular Weight
289.37
CAS #
101-31-5
Related CAS #
L-Hyoscyamine sulfate;620-61-1;L-Hyoscyamine-d3
SMILES
O(C([C@@]([H])(C([H])([H])O[H])C1C([H])=C([H])C([H])=C([H])C=1[H])=O)C1([H])C([H])([H])[C@@]2([H])C([H])([H])C([H])([H])[C@@]([H])(C1([H])[H])N2C([H])([H])[H]
Synonyms
Daturine
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO:58 mg/mL (200.4 mM)
Water:<1 mg/mL
Ethanol:58 mg/mL (200.4 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.64 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (8.64 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (8.64 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 30% Propylene glycol , 5% Tween 80 , 65% D5W: 5 mg/mL

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.4558 mL 17.2789 mL 34.5578 mL
5 mM 0.6912 mL 3.4558 mL 6.9116 mL
10 mM 0.3456 mL 1.7279 mL 3.4558 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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