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Alpha-Obscurine

CAS# 596-55-4

Alpha-Obscurine

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Quality Control of Alpha-Obscurine

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Chemical structure

Alpha-Obscurine

3D structure

Chemical Properties of Alpha-Obscurine

Cas No. 596-55-4 SDF Download SDF
PubChem ID 5462446 Appearance Powder
Formula C17H26N2O M.Wt 274.4
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1R,9S,10R,16R)-14,16-dimethyl-6,14-diazatetracyclo[7.5.3.01,10.02,7]heptadec-2(7)-en-5-one
SMILES CC1CC2CC3=C(CCC(=O)N3)C4(C1)C2CCCN4C
Standard InChIKey HXJHQEWSHQXRPH-IPJQOSJUSA-N
Standard InChI InChI=1S/C17H26N2O/c1-11-8-12-9-15-14(5-6-16(20)18-15)17(10-11)13(12)4-3-7-19(17)2/h11-13H,3-10H2,1-2H3,(H,18,20)/t11-,12+,13-,17-/m1/s1
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.
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.
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.

Source of Alpha-Obscurine

The herbs of Lycopodium japonicum.

Biological Activity of Alpha-Obscurine

DescriptionStandard reference

Protocol of Alpha-Obscurine

Structure Identification
Chinese Traditional & Herbal Drugs,2015,46(1):33-7.

Chemical constituents from whole herb of Lycopodium japonicum[Reference: WebLink]

To study the chemical constituents in the whole herb of Lycopodium japonicum.
METHODS AND RESULTS:
The chemical constituents were separated and purified by silica gel, Sephadex LH-20 column chromatography, and preparative HPLC. Their structures were identified by various spectroscopic analyses. Thirteen compounds were obtained from the whole herb of L. japonicum by the chromatographic methods on silica gel, ODS, and Sephadex LH-20 column, and preparative HPLC. According to physicochemical properties and spectral data, these compounds were identified as betulin(1), di-(2-ethylhexyl) phthalate(2), α-onocerin(Alpha-Obscurine,3), 16-oxo-3α-hydroxyserrat-14-en-21β-ol(4), 3-epilycoclavanol(5),(24S)-24-methyl cholesterol(6), lycopodiin A(7), tomentosanan B(8), α-obscurine(9), lycoclavanol(10), serratenediol(11), 1, 2-diarylpropane-3-ol(12), and 13, 13-ethylenedioxy-15, 16-dinwlabd-7-en-6β-ol(13).
CONCLUSIONS:
Compounds 1, 2, 6, 8, and 11—13 are isolated from this plant for the first time. Compounds 2, 6, 8, and 12 are isolated from the plants of this genus for the first time.

Alpha-Obscurine Dilution Calculator

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Alpha-Obscurine Molarity Calculator

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Preparing Stock Solutions of Alpha-Obscurine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.6443 mL 18.2216 mL 36.4431 mL 72.8863 mL 91.1079 mL
5 mM 0.7289 mL 3.6443 mL 7.2886 mL 14.5773 mL 18.2216 mL
10 mM 0.3644 mL 1.8222 mL 3.6443 mL 7.2886 mL 9.1108 mL
50 mM 0.0729 mL 0.3644 mL 0.7289 mL 1.4577 mL 1.8222 mL
100 mM 0.0364 mL 0.1822 mL 0.3644 mL 0.7289 mL 0.9111 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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References on Alpha-Obscurine

Lycopodium Alkaloids: Lycoplatyrine A, an Unusual Lycodine-Piperidine Adduct from Lycopodium platyrhizoma and the Absolute Configurations of Lycoplanine D and Lycogladine H.[Pubmed:30698428]

J Nat Prod. 2019 Feb 22;82(2):324-329.

Three new Lycopodium alkaloids comprising two lycodine-type alkaloids (1, 2) and one fawcettimine alkaloid (3), in addition to 16 known alkaloids, were isolated from Lycopodium platyrhizoma. The structures of these alkaloids were elucidated based on analysis of their NMR and MS data. Lycoplatyrine A (1) represents an unusual lycodine-piperidine adduct. The structures and absolute configurations of lycoplanine D (hydroxy-des- N-methyl-Alpha-Obscurine, 10) and lycogladine H (11) were confirmed by X-ray diffraction analysis.

Lycodine-Type Lycopodium Alkaloids from the Whole Plants of Huperzia serrata.[Pubmed:28744720]

Nat Prod Bioprospect. 2017 Oct;7(5):405-411.

Three new lycodine-type Lycopodium alkaloids, namely 1-methyllycodine (1), 8alpha-hydroxy-15,16-dehydro-des-N-methyl-Alpha-Obscurine (2), N-methyl-16-hydroxyhuperzine B (3), and one new natural lycodine-type Lycopodium alkaloid, N-methylhuperzine A (4), along with 11 known analogues (5-15), were isolated from the whole plants of club moss Huperzia serrata. The structures of 1-4 were elucidated on the basis of NMR spectroscopic and mass spectrometry data. Among them, compound 1 was the first lycodine-type alkaloid possessing a methyl group at C-1. In addition, the structure of 5 was confirmed by the single-crystal X-ray crystallography data and its (13)C NMR was reported for the first time in current study. Compounds 1-5 were tested their BACE1 inhibitory activity.

Isolation of a new lycodine alkaloid from Lycopodium japonicum.[Pubmed:25421949]

Nat Prod Res. 2015;29(8):735-8.

A new lycodine alkaloid, N-methylhydroxypropyllycodine (1), was isolated from the club moss Lycopodium japonicum Thunb, together with five known compounds, N-methyllycodine (2), huperzinine (3), beta-obscurine (4), Alpha-Obscurine (5) and des-N-methyl-Alpha-Obscurine (6). Their structures were elucidated by spectroscopic analyses, including 2D NMR techniques.

[Study on chemical constituents of Lycopodium alkaloids].[Pubmed:22667147]

Zhongguo Zhong Yao Za Zhi. 2012 Feb;37(4):475-7.

OBJECTIVE: To study the alkaloid chemical constituents of Lycopodium japonicum. METHOD: Compounds were isolated and purified by such methods as silica gel column chromatography, RP-C18 reversed phase column chromatography, Sephadex LH-20 column chromatography and Waters semi-preparative liquid chromatogram, and their structures were identified based on physicochemical property and spectrum data. RESULT: Nine known alkaloid chemical constituents were isolated and identified, they were lycodoline (1), lucidioline (2), Alpha-Obscurine (3), lycopodine (4), lycoposerramine-L (5), lycoposerramine-M (6), 11alpha-O-acetyl-lycopodine (7), des-N-methyl-a-obscurine (8), clavolonine (9). CONCLUSION: Compounds 4-9 were obtained from L. japonicum for the first time.

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