Details
Stereochemistry | ABSOLUTE |
Molecular Formula | 2C17H23NO3.H2O4S |
Molecular Weight | 676.817 |
Optical Activity | ( - ) |
Defined Stereocenters | 8 / 8 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
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=HOBWAPHTEJGALG-XHJLRQJWSA-N
InChI=1S/2C17H23NO3.H2O4S/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)/t2*13-,14+,15+,16-;/m11./s1
Molecular Formula | C17H23NO3 |
Molecular Weight | 289.3694 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Molecular Formula | H2O4S |
Molecular Weight | 98.078 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
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 |
---|---|---|
Decreased scopolamine yield in field-grown Duboisia plants regenerated from hairy roots. | 2001 Apr |
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Distribution of hyoscyamine and scopolamine in Datura stramonium. | 2001 Aug |
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Tropane alkaloid production by shoot culture of Duboisia myoporoides R. Br. | 2001 Jan |
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Occurrence of cadaverine in hairy roots of Brugmansia candida. | 2001 Jul |
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Hairy roots of Brugmansia candida that grow without agitation: biotechnological implications. | 2001 Jul-Aug |
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Tropane alkaloids in auxin-independent root cultures of Physochlaina physaloides. | 2002 |
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Kinetic study of littorine rearrangement in Datura innoxia hairy roots by (13)C NMR spectroscopy. | 2002 Aug |
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Biosynthetic studies on the tropane alkaloid hyoscyamine in Datura stramonium; hyoscyamine is stable to in vivo oxidation and is not derived from littorine via a vicinal interchange process. | 2002 Oct |
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Alkaloids of Datura ceratocaula. | 2003 Jul-Aug |
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Tropane alkaloids from Latua pubiflora. | 2003 Sep-Oct |
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A rapid densitometric method for the analysis of hyoscyamine and scopolamine in solanaceous plants and their transformed root cultures. | 2004 May-Jun |
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Induction of tropane alkaloid formation in transformed root cultures of Brugmansia suaveolens (Solanaceae). | 2004 Nov-Dec |
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Rapid in vitro adventitious shoot propagation of Scopolia parviflora through rhizome cultures for enhanced production of tropane alkaloids. | 2004 Sep |
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The history of barbiturates a century after their clinical introduction. | 2005 Dec |
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Overexpression of tropinone reductases alters alkaloid composition in Atropa belladonna root cultures. | 2005 Feb |
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Conductimetric determination of phenylpropanolamine HCl, ranitidine HCl, hyoscyamine HBr and betaine HCl in their pure state and pharmaceutical preparations. | 2005 Jun-Jul |
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Post-marketing surveillance using pharmacy-based cohorts: results of a pilot study. | 2005 May |
|
Structural and functional comparison of HemN to other radical SAM enzymes. | 2005 Oct |
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Pharmacokinetics and pharmacodynamics in clinical use of scopolamine. | 2005 Oct |
|
Enhanced secretion of tropane alkaloids in Nicotiana tabacum hairy roots expressing heterologous hyoscyamine-6beta-hydroxylase. | 2005 Oct |
|
Simultaneous analysis of hyoscyamine, scopolamine, 6beta-hydroxyhyoscyamine and apoatropine in Solanaceous hairy roots by reversed-phase high-performance liquid chromatography. | 2005 Oct 14 |
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PVC membrane ion-selective electrodes for the determination of Hyoscyamine in pure solution and in pharmaceutical preparations under batch and flow modes. | 2005 Sep 1 |
|
Tailoring tropane alkaloid accumulation in transgenic hairy roots of Atropa baetica by over-expressing the gene encoding hyoscyamine 6beta-hydroxylase. | 2006 Aug |
|
Immunolocalisation of two tropinone reductases in potato (Solanum tuberosum L.) root, stolon, and tuber sprouts. | 2006 Dec |
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Tropinone reductases, enzymes at the branch point of tropane alkaloid metabolism. | 2006 Feb |
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Constitutive and jasmonate-inducible traits of Datura wrightii. | 2006 Jan |
|
Putrescine N-methyltransferase in Solanum tuberosum L., a calystegine-forming plant. | 2006 Jan |
|
Studies on tropane alkaloid extraction by volatile organic solvents: dichloromethane vs. chloroform. | 2006 Mar-Apr |
|
Heterologous expression of Vitreoscilla hemoglobin (VHb) and cultivation conditions affect the alkaloid profile of Hyoscyamus muticus hairy roots. | 2006 Mar-Apr |
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Comparison of glucagon and scopolamine butylbromide as premedication for colonoscopy in unsedated patients. | 2006 Sep |
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Biotransformation of hyoscyamine into scopolamine in transgenic tobacco cell cultures. | 2007 Apr |
|
Production of tropane alkaloids by small-scale bubble column bioreactor cultures of Scopolia parviflora adventitious roots. | 2007 Jul |
|
[Determination of hyoscyamine and scopolamine in serum and urine of humans by liquid chromatography with tandem mass spectrometry]. | 2008 Aug |
|
The scientific impact of microbial cell factories. | 2008 Dec 1 |
|
Reasons for noncompliance with five-yearly screening flexible sigmoidoscopy. | 2008 Feb 2 |
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A study of the teratogenic and fetotoxic effects of large doses of barbital, hexobarbital and butobarbital used for suicide attempts by pregnant women. | 2008 Feb-Mar |
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Yeast cell factory: fishing for the best one or engineering it? | 2009 Oct 12 |
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Mechanistic insights into the cytochrome P450-mediated oxidation and rearrangement of littorine in tropane alkaloid biosynthesis. | 2009 Sep 21 |
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Inappropriate prescribing in the hospitalized elderly patient: defining the problem, evaluation tools, and possible solutions. | 2010 Apr 7 |
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Biochemical and structural characterization of recombinant hyoscyamine 6β-hydroxylase from Datura metel L. | 2010 Dec |
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Production of tropane alkaloids during de-differentiation of Scopolia parviflora calli. | 2010 Feb 26 |
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DFT-GIAO(1)H NMR chemical shifts prediction for the spectral assignment and conformational analysis of the anticholinergic drugs (-)-scopolamine and (-)-hyoscyamine. | 2010 Jun |
|
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 Nov 18 |
|
The pituri story: a review of the historical literature surrounding traditional Australian Aboriginal use of nicotine in Central Australia. | 2010 Sep 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
Thu Jul 06 07:56:29 UTC 2023
by
admin
on
Thu Jul 06 07:56:29 UTC 2023
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Record UNII |
OB570Z127K
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Record Status |
Validated (UNII)
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Record Version |
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210-644-6
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1742407
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OB570Z127K
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OB570Z127K
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DTXSID001341118
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620-61-1
Created by
admin on Thu Jul 06 07:56:29 UTC 2023 , Edited by admin on Thu Jul 06 07:56:29 UTC 2023
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ACTIVE MOIETY |
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