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1,2,3,4-Tetrahydronorharman-1-one

CAS# 17952-82-8

1,2,3,4-Tetrahydronorharman-1-one

2D Structure

Catalog No. BCN3690----Order now to get a substantial discount!

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1,2,3,4-Tetrahydronorharman-1-one: 5mg $357 In Stock
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3D structure

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1,2,3,4-Tetrahydronorharman-1-one

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Chemical Properties of 1,2,3,4-Tetrahydronorharman-1-one

Cas No. 17952-82-8 SDF Download SDF
PubChem ID 87371 Appearance Cryst.
Formula C11H10N2O M.Wt 186.2
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 2,3,4,9-tetrahydropyrido[3,4-b]indol-1-one
SMILES C1CNC(=O)C2=C1C3=CC=CC=C3N2
Standard InChIKey FZHZQHNKCPJTNQ-UHFFFAOYSA-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.
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 1,2,3,4-Tetrahydronorharman-1-one

The fruits of Evodia rutaecarpa

Biological Activity of 1,2,3,4-Tetrahydronorharman-1-one

Description1,2,3,4-Tetrahydronorharman-1-one is a natural product from Evodia rutaecarpa.
In vitro

Ingenine E, a new cytotoxic β-carboline alkaloid from the Indonesian sponge Acanthostrongylophora ingens.[Pubmed: 27588456 ]

J Asian Nat Prod Res. 2017 May;19(5):504-509.

A new β-carboline alkaloid ingenine E (4), along with three known metabolites annomontine (1), acanthomine A (2), and 1,2,3,4-Tetrahydronorharman-1-one (3) were isolated from the Indonesian marine sponge Acanthostrongylophora ingens.
METHODS AND RESULTS:
Their structure characterization was unequivocally carried out using one- and two-dimensional NMR spectroscopy, as well as high-resolution mass spectrometry. The cytotoxic activity of the isolated compounds was evaluated toward MCF7, A549, HCT116, PC12, and Hela cancer cell lines. Ingenine E (4) exhibited cytotoxic activity against MCF7, HCT116, and A549 cell lines with IC50 values of 3.5, 0.67, and 2.15 μg/ml.

Protocol of 1,2,3,4-Tetrahydronorharman-1-one

Structure Identification
J Nat Prod. 2003 Jun;66(6):823-8.

New manzamine alkaloids with activity against infectious and tropical parasitic diseases from an Indonesian sponge.[Pubmed: 12828469]

Eleven manzamine type alkaloids, two beta-carbolines, and five nucleosides have been isolated from an Indonesian sponge. Among these are the previously characterized 12,34-oxamanzamine A, 12,34-oxamanzamine E, manzamine A (1), 8-hydroxymanzamine A, 6-deoxymanzamine X, manzamine E (2), manzamine X, manzamine F (4), norharman, thymine, 2',3'-didehydro-2',3'-dideoxyuridine, uracil, thymidine, and 2'-deoxyuridine.
METHODS AND RESULTS:
The structures for the five new compounds have been assigned as 32,33-dihydro-31-hydroxymanzamine A (3), 32,33-dihydro-6-hydroxymanzamine A-35-one (5), des-N-methylxestomanzamine A (6), 32,33-dihydro-6,31-dihydroxymanzamine A (7), and 1,2,3,4-Tetrahydronorharman-1-one (8), on the basis of NMR and X-ray data. The bioactivity and SAR of the manzamines against malaria, TB, and leishmania are also presented. The structural revision of two previously reported pyrazoles as uracil and thymine is also discussed.

1,2,3,4-Tetrahydronorharman-1-one Dilution Calculator

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Preparing Stock Solutions of 1,2,3,4-Tetrahydronorharman-1-one

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.3706 mL 26.8528 mL 53.7057 mL 107.4114 mL 134.2642 mL
5 mM 1.0741 mL 5.3706 mL 10.7411 mL 21.4823 mL 26.8528 mL
10 mM 0.5371 mL 2.6853 mL 5.3706 mL 10.7411 mL 13.4264 mL
50 mM 0.1074 mL 0.5371 mL 1.0741 mL 2.1482 mL 2.6853 mL
100 mM 0.0537 mL 0.2685 mL 0.5371 mL 1.0741 mL 1.3426 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 1,2,3,4-Tetrahydronorharman-1-one

New manzamine alkaloids with activity against infectious and tropical parasitic diseases from an Indonesian sponge.[Pubmed:12828469]

J Nat Prod. 2003 Jun;66(6):823-8.

Eleven manzamine type alkaloids, two beta-carbolines, and five nucleosides have been isolated from an Indonesian sponge. Among these are the previously characterized 12,34-oxamanzamine A, 12,34-oxamanzamine E, manzamine A (1), 8-hydroxymanzamine A, 6-deoxymanzamine X, manzamine E (2), manzamine X, manzamine F (4), norharman, thymine, 2',3'-didehydro-2',3'-dideoxyuridine, uracil, thymidine, and 2'-deoxyuridine. The structures for the five new compounds have been assigned as 32,33-dihydro-31-hydroxymanzamine A (3), 32,33-dihydro-6-hydroxymanzamine A-35-one (5), des-N-methylxestomanzamine A (6), 32,33-dihydro-6,31-dihydroxymanzamine A (7), and 1,2,3,4-Tetrahydronorharman-1-one (8), on the basis of NMR and X-ray data. The bioactivity and SAR of the manzamines against malaria, TB, and leishmania are also presented. The structural revision of two previously reported pyrazoles as uracil and thymine is also discussed.

Ingenine E, a new cytotoxic beta-carboline alkaloid from the Indonesian sponge Acanthostrongylophora ingens.[Pubmed:27588456]

J Asian Nat Prod Res. 2017 May;19(5):504-509.

A new beta-carboline alkaloid ingenine E (4), along with three known metabolites annomontine (1), acanthomine A (2), and 1,2,3,4-Tetrahydronorharman-1-one (3) were isolated from the Indonesian marine sponge Acanthostrongylophora ingens. Their structure characterization was unequivocally carried out using one- and two-dimensional NMR spectroscopy, as well as high-resolution mass spectrometry. The cytotoxic activity of the isolated compounds was evaluated toward MCF7, A549, HCT116, PC12, and Hela cancer cell lines. Ingenine E (4) exhibited cytotoxic activity against MCF7, HCT116, and A549 cell lines with IC50 values of 3.5, 0.67, and 2.15 mug/ml.

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