Details
Stereochemistry | ABSOLUTE |
Molecular Formula | 2C17H23NO3.2H2O.H2O4S |
Molecular Weight | 712.8503 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 6 / 6 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1[C@]2([H])CC[C@@]1([H])C[C@]([H])(C2)OC(=O)[C@]([H])(CO)c3ccccc3.CN1[C@]2([H])CC[C@@]1([H])C[C@]([H])(C2)OC(=O)[C@]([H])(CO)c3ccccc3.OS(=O)(=O)O.O.O
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 | C17H23NO3 |
Molecular Weight | 289.3701 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Molecular Formula | H2O |
Molecular Weight | 18.0153 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | H2O4S |
Molecular Weight | 98.0796 |
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 |
|
Occurrence of cadaverine in hairy roots of Brugmansia candida. | 2001 Jul |
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Tropane alkaloids in auxin-independent root cultures of Physochlaina physaloides. | 2002 |
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Constitutive inhibitory action of muscarinic receptors on adenylyl cyclase in cardiac membranes and its stereospecific suppression by hyoscyamine. | 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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Anticholinergic poisoning from a large dose of Scopolia extract. | 2002 Aug |
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Warm water irrigation for dealing with spasm during colonoscopy: simple, inexpensive, and effective. | 2002 Nov |
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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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Alkaloid spectrum in diploid and tetraploid hairy root cultures of Datura stramonium. | 2003 Jan-Feb |
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Alkaloids of Datura ceratocaula. | 2003 Jul-Aug |
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Alkaloids in plants and root cultures of Atropa belladonna overexpressing putrescine N-methyltransferase. | 2003 Sep |
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Tropane alkaloids from Latua pubiflora. | 2003 Sep-Oct |
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Fatal poisoning from ingestion of Datura stramonium seeds. | 2004 Apr |
|
A rapid densitometric method for the analysis of hyoscyamine and scopolamine in solanaceous plants and their transformed root cultures. | 2004 May-Jun |
|
Induction of tropane alkaloid formation in transformed root cultures of Brugmansia suaveolens (Solanaceae). | 2004 Nov-Dec |
|
Rapid in vitro adventitious shoot propagation of Scopolia parviflora through rhizome cultures for enhanced production of tropane alkaloids. | 2004 Sep |
|
Expression of Vitreoscilla hemoglobin enhances growth of Hyoscyamus muticus hairy root cultures. | 2005 Jan |
|
Identification and estimation of the levo isomer in raw materials and finished products containing atropine and/or hyoscyamine. | 2005 Jan-Feb |
|
Conductimetric determination of phenylpropanolamine HCl, ranitidine HCl, hyoscyamine HBr and betaine HCl in their pure state and pharmaceutical preparations. | 2005 Jun-Jul |
|
Structural and functional comparison of HemN to other radical SAM enzymes. | 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 |
|
Immunolocalisation of two tropinone reductases in potato (Solanum tuberosum L.) root, stolon, and tuber sprouts. | 2006 Dec |
|
Tropinone reductases, enzymes at the branch point of tropane alkaloid metabolism. | 2006 Feb |
|
Constitutive and jasmonate-inducible traits of Datura wrightii. | 2006 Jan |
|
Putrescine N-methyltransferase in Solanum tuberosum L., a calystegine-forming plant. | 2006 Jan |
|
Heterologous expression of Vitreoscilla hemoglobin (VHb) and cultivation conditions affect the alkaloid profile of Hyoscyamus muticus hairy roots. | 2006 Mar-Apr |
|
Self-amputation of penis and tongue after use of Angel's Trumpet. | 2006 Oct |
|
The development of anticholinergics in the management of COPD. | 2007 |
|
Tropane and nicotine alkaloid biosynthesis-novel approaches towards biotechnological production of plant-derived pharmaceuticals. | 2007 Aug |
|
HPLC-atmospheric pressure chemical ionization mass spectrometric method for enantioselective determination of R,S-propranolol and R,S-hyoscyamine in human plasma. | 2007 Nov 15 |
|
Molecular cloning and characterization of a new cDNA encoding hyoscyamine 6beta-hydroxylase from roots of Anisodus acutangulus. | 2007 Sep 30 |
|
Endoscopic findings in loin pain hematuria syndrome: concentric clot in calyceal fornices. | 2008 |
|
The carbon-skeleton rearrangement in tropane alkaloid biosynthesis. | 2008 Aug 13 |
|
The scientific impact of microbial cell factories. | 2008 Dec 1 |
|
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 |
|
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 Aug 15 |
|
Screening pharmaceuticals for possible carcinogenic effects: initial positive results for drugs not previously screened. | 2009 Dec |
|
The symptomatic management of multiple sclerosis. | 2009 Oct |
|
Yeast cell factory: fishing for the best one or engineering it? | 2009 Oct 12 |
|
"Divine stramonium": the rise and fall of smoking for asthma. | 2010 Apr |
|
An anesthetic experience with cesarean section in a patient with vasovagal syncope -A case report-. | 2010 Aug |
|
Hospice use and outcomes in nursing home residents with advanced dementia. | 2010 Dec |
|
Biochemical and structural characterization of recombinant hyoscyamine 6β-hydroxylase from Datura metel L. | 2010 Dec |
|
Production of tropane alkaloids during de-differentiation of Scopolia parviflora calli. | 2010 Feb 26 |
|
Cementless total hip replacement: a prospective clinical study of the early functional and radiological outcomes of three different hip stems. | 2010 Jan |
|
Tropane alkaloid profiling of hydroponic Datura innoxia Mill. Plants inoculated with Agrobacterium rhizogenes. | 2010 Jan-Feb |
|
An unusual case of anisocoria by vegetal intoxication: a case report. | 2010 Jul 20 |
|
Anisodamine production from natural sources: seedlings and hairy root cultures of Argentinean and Colombian Brugmansia candida plants. | 2010 Mar |
|
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 |
|
High-performance liquid-chromatographic tandem-mass spectrometric methods for atropinesterase-mediated enantioselective and chiral determination of R- and S-hyoscyamine in plasma. | 2010 Nov 8 |
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
Fri Jun 25 21:11:16 UTC 2021
by
admin
on
Fri Jun 25 21:11:16 UTC 2021
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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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-
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C29704
Created by
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Code System | Code | Type | Description | ||
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6835-16-1
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PRIMARY | |||
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M6167
Created by
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PRIMARY | Merck Index | ||
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CHEMBL1331216
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F2R8V82B84
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SUB14162MIG
Created by
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C74575
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1335009
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1225
Created by
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PRIMARY | RxNorm | ||
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DBSALT001011
Created by
admin on Fri Jun 25 21:11:16 UTC 2021 , Edited by admin on Fri Jun 25 21:11:16 UTC 2021
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PRIMARY |
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