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N-Demethyl-alpha-obscurine
N-Demethyl-alpha-obscurine
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name N-Demethyl-alpha-obscurine
Price:
CAS No.: 34399-44-5
Catalog No.: CFN89068
Molecular Formula: C16H24N2O
Molecular Weight: 260.38 g/mol
Purity: >=98%
Type of Compound: Alkaloids
Physical Desc.: Powder
Source: The whole plants of Lycopodium japonicum.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS
Similar structural: Comparison (Web)  (SDF)
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Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries
Biological Activity
Description: N-Demethyl-alpha-obscurine is a natural product from Lycopodium japonicum.
In vitro:
Chinese Traditional & Herbal Drugs, 2015, 46(9):1269-1276.
Lycopodium alkaloids from Lycopodium japonicum.[Reference: WebLink]
To study the chemical constituents in the whole herb of Lycopodium japonicum.
METHODS AND RESULTS:
The constituents were isolated and purified by silica gel and semi-preparative HPLC, and their structures were elucidated by means of physicochemical properties and spectroscopic analysis. All the isolated compounds were evaluated using relevant in vitro anti-inflammatory assay against LPS-induced NO releases.Nineteen compounds were isolated from the whole herb of L. japonicum, and identified as lycoposerramine-M N-oxide (1), acetyllycoposerramine-M (2), lycopodine (3), lycoposerramine-M (4), miyoshianine-C (5), 12-epilycodoline N-oxide (6), gnidioidine (7), lycoposerramine-K (8), lucidioline (9), 4α-hydroxyanhydrolycodoline (10), flabelline (11), hydroxypropyllycodine (12), lycodine (13), des-N-methyl-α-obscurine (N-Demethyl-alpha-obscurine,14), α-obscurine (15), des-N-methyl-β-obscurine (16), lycoflexine (17), lycoflexine N-oxide (18), and fawcettidine (19). Compound 5 and 18 could inhibit the release of nitric oxide (NO) in the RAW264.7 cell line stimulated by lipopolysaccaride. The IC50 values of 5 and 18 are 31.82 and 40.69 μmol/L, respectively.
CONCLUSIONS:
Compound 1 is a new compound, named lycoposerramine-M N-oxide, compounds 2, 6, 11, 12, 16, 18, and 19 are isolated from this plant for the first time. Compounds 5 and 18 exhibit the potent inhibitory activity.
N-Demethyl-alpha-obscurine Description
Source: The whole plants of Lycopodium japonicum.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

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After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

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doi: 10.1016/j.molcel.2017.10.022.
IF=14.548(2019)

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ACS Nano. 2018 Apr 24;12(4): 3385-3396.
doi: 10.1021/acsnano.7b08969.
IF=13.903(2019)

PMID: 29553709

Nature Plants. 2016 Dec 22;3: 16206.
doi: 10.1038/nplants.2016.205.
IF=13.297(2019)

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Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.8405 mL 19.2027 mL 38.4054 mL 76.8108 mL 96.0135 mL
5 mM 0.7681 mL 3.8405 mL 7.6811 mL 15.3622 mL 19.2027 mL
10 mM 0.3841 mL 1.9203 mL 3.8405 mL 7.6811 mL 9.6014 mL
50 mM 0.0768 mL 0.3841 mL 0.7681 mL 1.5362 mL 1.9203 mL
100 mM 0.0384 mL 0.192 mL 0.3841 mL 0.7681 mL 0.9601 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Structure Identification:
European Journal of Organic Chemistry, 1983, 1983(2):220-225.
Synthese desLycopodium-Alkaloidsrac-α-Obscurin durch 1,3-Anellierung eines Enimins.[Reference: WebLink]

METHODS AND RESULTS:
Synthesis of the Lycopodium-Alkaloids rac-α-Obscurin through 1,3-Anullation of an Enimine Acid catalysed 1,3-annulation of 1,2,3,4-tetrahydro-6-methyl-2-oxopyridine (1) to the enimine 3, followed by methylation, provides a new regio and stereoselective route to rac-α-obscurine (5). Reduction of rac-N-Demethyl-alpha-obscurine with LiAlH4 yields rac-lycodine (11) and rac-deacetyl-flabellidine (9).
CONCLUSIONS:
A new pathway for the biogenesis of the β-amino-imine 9 is suggested.
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