Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | 2C17H23NO3.2H2O.H2O4S |
| Molecular Weight | 712.848 |
| Optical Activity | ( - ) |
| Defined Stereocenters | 8 / 8 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O.O.OS(O)(=O)=O.CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)[C@H](CO)C3=CC=CC=C3.CN4[C@H]5CC[C@@H]4C[C@@H](C5)OC(=O)[C@H](CO)C6=CC=CC=C6
InChI
InChIKey=BXSVDJUWKSRQMD-ITMJLNKNSA-N
InChI=1S/2C17H23NO3.H2O4S.2H2O/c2*1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12;1-5(2,3)4;;/h2*2-6,13-16,19H,7-11H2,1H3;(H2,1,2,3,4);2*1H2/t2*13-,14+,15+,16-;;;/m11.../s1
| Molecular Formula | H2O4S |
| Molecular Weight | 98.078 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C17H23NO3 |
| Molecular Weight | 289.3694 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
| Molecular Formula | H2O |
| Molecular Weight | 18.0153 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C17H23NO3 |
| Molecular Weight | 289.3694 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Hyoscyamine as a natural plant alkaloid derivative and anticholinergic. Hyoscyamine is used to treat a variety of stomach/intestinal problems such as cramps and irritable bowel syndrome. It is also used to treat other conditions such as bladder and bowel control problems, cramping pain caused by kidney stones and gallstones, and Parkinson's disease. In addition, it is used to decrease side effects of certain medications (drugs used to treat myasthenia gravis) and insecticides. Hyoscyamine inhibits specifically the actions of acetylcholine on structures innervated by postganglionic cholinergic nerves and on smooth muscles that respond to acetylcholine but lack cholinergic innervation. These peripheral cholinergic receptors are present in the autonomic effector cells of the smooth muscle, cardiac muscle, the sinoatrial node, the atrioventricular node, and the exocrine glands. At therapeutic doses, it is completely devoid of any action on autonomic ganglia. Side effects include dry mouth and throat, increased appetite leading to weight gain, eye pain, blurred vision, restlessness, dizziness, arrhythmia, flushing, and faintness. Additive adverse effects resulting from cholinergic blockade may occur when hyoscyamine is administered concomitantly with other antimuscarinics, amantadine, haloperidol, phenothiazines, monoamine oxidase (MAO) inhibitors, tricyclic antidepressants or some antihistamines.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Hospice use and outcomes in nursing home residents with advanced dementia. | 2010-12 |
|
| Biochemical and structural characterization of recombinant hyoscyamine 6β-hydroxylase from Datura metel L. | 2010-12 |
|
| Optimization of the culture medium composition to improve the production of hyoscyamine in elicited Datura stramonium L. hairy roots using the Response Surface Methodology (RSM). | 2010-11-18 |
|
| High-performance liquid-chromatographic tandem-mass spectrometric methods for atropinesterase-mediated enantioselective and chiral determination of R- and S-hyoscyamine in plasma. | 2010-11-08 |
|
| The pituri story: a review of the historical literature surrounding traditional Australian Aboriginal use of nicotine in Central Australia. | 2010-09-12 |
|
| An anesthetic experience with cesarean section in a patient with vasovagal syncope -A case report-. | 2010-08 |
|
| Differential production of tropane alkaloids in hairy roots and in vitro cultured two accessions of Atropa belladonna L. under nitrate treatments. | 2010-07-27 |
|
| An unusual case of anisocoria by vegetal intoxication: a case report. | 2010-07-20 |
|
| DFT-GIAO(1)H NMR chemical shifts prediction for the spectral assignment and conformational analysis of the anticholinergic drugs (-)-scopolamine and (-)-hyoscyamine. | 2010-06 |
|
| Inappropriate prescribing in the hospitalized elderly patient: defining the problem, evaluation tools, and possible solutions. | 2010-04-07 |
|
| "Divine stramonium": the rise and fall of smoking for asthma. | 2010-04 |
|
| Anisodamine production from natural sources: seedlings and hairy root cultures of Argentinean and Colombian Brugmansia candida plants. | 2010-03 |
|
| Production of tropane alkaloids during de-differentiation of Scopolia parviflora calli. | 2010-02-26 |
|
| Cementless total hip replacement: a prospective clinical study of the early functional and radiological outcomes of three different hip stems. | 2010-01 |
|
| Screening pharmaceuticals for possible carcinogenic effects: initial positive results for drugs not previously screened. | 2009-12 |
|
| Tropane alkaloid profiling of hydroponic Datura innoxia Mill. Plants inoculated with Agrobacterium rhizogenes. | 2009-11-12 |
|
| Molecular cloning and characterization of two tropinone reductases in Anisodus acutangulus and enhancement of tropane alkaloid production in AaTRI-transformed hairy roots. | 2009-10-23 |
|
| Yeast cell factory: fishing for the best one or engineering it? | 2009-10-12 |
|
| The symptomatic management of multiple sclerosis. | 2009-10 |
|
| Mechanistic insights into the cytochrome P450-mediated oxidation and rearrangement of littorine in tropane alkaloid biosynthesis. | 2009-09-21 |
|
| Enantiomeric differentiation of atropine/hyoscyamine by (13) C NMR spectroscopy and its application to Datura stramonium extract. | 2009-09-18 |
|
| Allosteric interaction of the anticholinergic drug [N-(4-phenyl)-phenacyl-l-hyoscyamine] (Phenthonium) with nicotinic receptors of post-ganglionic sympathetic neurons of the rat vas deferens. | 2009-08-15 |
|
| Assessment of the initial stability of the Symax femoral stem with EBRA-FCA: a multicentric study of 85 cases. | 2009-05-21 |
|
| Hyoscyamine biosynthesis in Datura stramonium hairy root in vitro systems with different ploidy levels. | 2009-05 |
|
| Molecular cloning and mRNA expression profiling of the first specific jasmonate biosynthetic pathway gene allene oxide synthase from Hyoscyamus niger. | 2009-04 |
|
| Cloning, characterization and analysis of expression profiles of a cDNA encoding a hyoscyamine 6beta-hydroxylase (H6H) from Atropa baetica Willk. | 2009-01 |
|
| Responses of fungi to tropane alkaloids produced by a medicinal plant Hyoscyamus muticus (Egyptian henbane). | 2009 |
|
| The scientific impact of microbial cell factories. | 2008-12-01 |
|
| A study of the teratogenic and fetotoxic effects of large doses of barbital, hexobarbital and butobarbital used for suicide attempts by pregnant women. | 2008-09-27 |
|
| The carbon-skeleton rearrangement in tropane alkaloid biosynthesis. | 2008-08-13 |
|
| [Determination of hyoscyamine and scopolamine in serum and urine of humans by liquid chromatography with tandem mass spectrometry]. | 2008-08 |
|
| Sublingual hyoscyamine spray as premedication for colonoscopy: a randomized double-blinded placebo-controlled trial. | 2008-07 |
|
| Effect of chromium species on phytochemical and physiological parameters in Datura innoxia. | 2008-06 |
|
| Expression of Brugmansia candida Hyoscyamine 6beta-Hydroxylase gene in Saccharomyces cerevisiae and its potential use as biocatalyst. | 2008-05-27 |
|
| Characterization of Atropa belladonna L. compounds by capillary electrophoresis-electrospray ionization-time of flight-mass spectrometry and capillary electrophoresis-electrospray ionization-ion trap-mass spectrometry. | 2008-05 |
|
| Neurogenic bladder: etiology and assessment. | 2008-04 |
|
| Reasons for noncompliance with five-yearly screening flexible sigmoidoscopy. | 2008-02-02 |
|
| Treatment of pyridostigmine-induced AV block with hyoscyamine in a patient with myasthenia gravis. | 2008-02 |
|
| Synthesis and characterization of molecularly imprinted polymers for phenoxyacetic acids. | 2008-01 |
|
| Endoscopic findings in loin pain hematuria syndrome: concentric clot in calyceal fornices. | 2008 |
|
| Choice of antimuscarinic agents for overactive bladder in the older patient: focus on darifenacin. | 2008 |
|
| HPLC-atmospheric pressure chemical ionization mass spectrometric method for enantioselective determination of R,S-propranolol and R,S-hyoscyamine in human plasma. | 2007-11-15 |
|
| Nocturnal enuresis. | 2007-10-01 |
|
| Evaluation of the cholinergic and adrenergic effects of two tropane alkaloids from Erythroxylum pervillei. | 2007-10 |
|
| Molecular cloning and characterization of a new cDNA encoding hyoscyamine 6beta-hydroxylase from roots of Anisodus acutangulus. | 2007-09-30 |
|
| Tropane and nicotine alkaloid biosynthesis-novel approaches towards biotechnological production of plant-derived pharmaceuticals. | 2007-08 |
|
| Tropane alkaloids production in transgenic Hyoscyamus niger hairy root cultures over-expressing putrescine N-methyltransferase is methyl jasmonate-dependent. | 2007-03 |
|
| How polyamine synthesis inhibitors and cinnamic acid affect tropane alkaloid production. | 2007-01 |
|
| The development of anticholinergics in the management of COPD. | 2007 |
|
| The history of barbiturates a century after their clinical introduction. | 2005-12 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.rxlist.com/levsin-drug.htm#dosage
1 to 2 tablets (0.125 mg) every four hours or as needed. Do not exceed 12 tablets in 24 hours.
Route of Administration:
Oral
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 17:48:02 GMT 2025
by
admin
on
Mon Mar 31 17:48:02 GMT 2025
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| Record UNII |
F2R8V82B84
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| Record Status |
Validated (UNII)
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| Record Version |
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| Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C29704
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| Code System | Code | Type | Description | ||
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6835-16-1
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1335009
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100000077629
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m6167
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CHEMBL1331216
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F2R8V82B84
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SUB14162MIG
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F2R8V82B84
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C74575
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1225
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DBSALT001011
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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ANHYDROUS->SOLVATE | |||
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PARENT -> SALT/SOLVATE |
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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ACTIVE MOIETY |
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