6-beta-HydroxyhyoscyamineCAS# 55869-99-3 |
- Racanisodamine
Catalog No.:BCN8343
CAS No.:17659-49-3
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 55869-99-3 | SDF | Download SDF |
| PubChem ID | 442993 | Appearance | Powder |
| Formula | C17H23NO4 | M.Wt | 305.37 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Synonyms | 6-Hydroxyhyoscyamine | ||
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | [(3S,6S)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2R)-3-hydroxy-2-phenylpropanoate | ||
| SMILES | CN1C2CC(CC1C(C2)O)OC(=O)C(CO)C3=CC=CC=C3 | ||
| Standard InChIKey | WTQYWNWRJNXDEG-ABSNHQIMSA-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. |
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| 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. |
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| 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. | ||
| Description | 1. 6-beta-Hydroxyhyoscyamine and 7 beta-hydroxyhyoscyamine exhibit similar affinities at the muscarinic receptor as scopolamine and atropine. |
| Targets | AChR |
6-beta-Hydroxyhyoscyamine Dilution Calculator
6-beta-Hydroxyhyoscyamine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.2747 mL | 16.3736 mL | 32.7472 mL | 65.4943 mL | 81.8679 mL |
| 5 mM | 0.6549 mL | 3.2747 mL | 6.5494 mL | 13.0989 mL | 16.3736 mL |
| 10 mM | 0.3275 mL | 1.6374 mL | 3.2747 mL | 6.5494 mL | 8.1868 mL |
| 50 mM | 0.0655 mL | 0.3275 mL | 0.6549 mL | 1.3099 mL | 1.6374 mL |
| 100 mM | 0.0327 mL | 0.1637 mL | 0.3275 mL | 0.6549 mL | 0.8187 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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Anisodamine is an anticholinergic and α1-adrenergic receptor antagonist used in the treatment of acute circulatory shock, is also a naturally occurring tropane alkaloid found in some plants of the Solanaceae family.
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Molecular cloning, expression and characterization of hyoscyamine 6beta-hydroxylase from hairy roots of Anisodus tanguticus.[Pubmed:15770546]
Planta Med. 2005 Mar;71(3):249-53.
Anisodus tanguticus, one of the indigenous Chinese ethnological medicinal plants of the Solanaceae, produces anticholinergic alkaloids such as hyoscyamine, 6 beta-hydroxyhyoscyamine and scopolamine. Hyoscyamine 6 beta-hydroxylase (H6H), a key enzyme in the biosynthetic pathway of scopolamine, catalyzes the hydroxylation of hyoscyamine and epoxide formation from 6 beta-hydroxyhyoscyamine to generate scopolamine. A full-length cDNA of H6H has been isolated from A. tanguticus hairy roots. Nucleotide sequence analysis of the cloned cDNA revealed an open reading frame of 1035 bp encoding 344 amino acids with high homology to other known H6Hs. The equivalent amino acid sequence shows a typical motif of 2-oxoglutarate-dependent dioxygenase. The A. tanguticus H6H was expressed in Escherichia coli and purified for enzyme function analysis. This study characterized the recombinant AtH6H and showed it could generate scopolamine from hyoscyamine.
Tropane alkaloids in auxin-independent root cultures of Physochlaina physaloides.[Pubmed:12638187]
Kokuritsu Iyakuhin Shokuhin Eisei Kenkyusho Hokoku. 2002;(120):85-8.
Adventitious and hairy root cultures of Physochlaina physaloides were established. These roots grew well and produced high amounts of tropane alkaloids (particularly hyoscyamine and 6 beta-hydroxyhyoscyamine) in auxin-free culture medium. The effects of basal media and temperature on the growth and alkaloid production of these roots were investigated. Both root cultures produced highest amount of tropane alkaloids in B5 medium though the optimum temperature for hairy roots were lower than that for adventitious roots.
Binding of tropane alkaloids to nicotinic and muscarinic acetylcholine receptors.[Pubmed:7675895]
Pharmazie. 1995 Jul;50(7):493-5.
Fourteen tropane and related alkaloids were analyzed for their affinity for nicotinic and/or muscarinic acetylcholine receptors. The biogenetic intermediates littorine, 6 beta-hydroxyhyoscyamine, 7 beta-hydroxyhyoscyamine exhibit similar affinities at the muscarinic receptor as scopolamine and atropine. The quarternary derivatives N-methylatropine and N-methylscopolamine show the highest binding with IC50 values of less than 100 pM and 300 pM, respectively. The tropane alkaloids (including cocaine) also bind to the nicotinic acetylcholine receptor, albeit with much lower affinities.
