| Size | Price | Stock | Qty |
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| 10mg |
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| 25mg |
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| 50mg |
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| 100mg |
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| 250mg |
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| 500mg |
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| 1g |
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| Other Sizes |
| Targets |
Plasmodium falciparum ferredoxin-NADP⁺ reductase (PfFNR). [1]
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|---|---|
| ln Vitro |
Tuberostemonine (at 100 ppm) inhibited the NADPH-dependent catalytic (diaphorase) activity of PfFNR by 11.5% (rate of absorbance change dA/dt = 0.052 compared to control 0.059). [1]
Tuberostemonine (at 100 ppm) inhibited the electron transfer from PfFNR to PfFd by 55.4% (rate of absorbance change dA/dt = 0.062 compared to control 0.139). This suggests that Tuberostemonine can obstruct the electron transfer process in the PfFNR–PfFd redox system. [1] Molecular docking analysis showed that Tuberostemonine binds at the edge of the PfFNR–PfFd receptor complex (Figure 3c), rather than at the middle interface. The rigid 4-fused ring structure of Tuberostemonine (stene type) may be important for its diaphorase inhibitory activity. [1] |
| Enzyme Assay |
Diaphorase activity assay (NADPH-dependent catalytic activity of PfFNR):
The enzyme activity of PfFNR was measured using a microplate reader. The reaction mixture contained 50 mM Tris-HCl (pH 7.5), 1 mM MgCl₂, 0.2 mM DCPIP (as an electron acceptor), and 5 nM PfFNR. The reaction was initiated by adding 100 µM NADPH. The decrease in absorbance was monitored for 5 minutes at 10-second intervals at 600 nm. The inhibition assay was performed by adding each alkaloid (including Tuberostemonine) at a concentration of 100 ppm. A 5 mM DMSO solution was used as a control. The percentage inhibition was calculated using the formula: % Inhibition = [(dA/dt control – dA/dt sample) / (dA/dt control)] × 100. The Km value of PfFNR for NADPH in the absence of inhibitors was determined to be 3.57 µM. [1] Electron transfer assay (NADPH-dependent electron transfer from PfFNR to PfFd): The electron transfer activity was measured using cytochrome c as an arbitrary electron acceptor. The reaction mixture contained 50 mM Tris-HCl (pH 7.5), 100 mM NaCl, 200 µM cytochrome c, and 10 nM PfFNR. The reaction was initiated by adding 1 µM PfFd and 100 µM NADPH. The increase in absorbance (reduction of cytochrome c) was monitored for 5 minutes at 10-second intervals at 550 nm. The inhibition assay was performed by adding each alkaloid (including Tuberostemonine) at 100 ppm and PfFd at 1 µM. A 5 mM DMSO solution was used as a control. The Km value of PfFNR for PfFd in the absence of inhibitors was 0.56 µM. The percentage inhibition was calculated using the same formula as above. [1] |
| References | |
| Additional Infomation |
Tuber alkaloids are alkaloids and metabolic products. They have been reported to be found in Stemona japonica, Stemona phyllantha, and other organisms with relevant data.
Tuberostemonine is a stene-type alkaloid with a rigid 4-fused ring structure containing a nitrogen atom. This structural feature is likely important for its diaphorase inhibitory activity. In contrast, croomine and epi-croomine are spironine-type alkaloids (with 2-fused rings), and isoprotostemonine and javastemonine A are stemonamine-type alkaloids. The study suggests that Tuberostemonine may inhibit the electron transfer process of PfFNR to PfFd, but the exact mechanism remains to be elucidated. Previous research (not included in this paper) indicated that tuberostemonine was not active against dihydrofolate reductase (DHFR), whereas croomine showed IC₅₀ of 5.29 µM against DHFR. [1] |
| Molecular Formula |
C22H33NO4
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|---|---|
| Molecular Weight |
375.509
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| Exact Mass |
375.24
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| Elemental Analysis |
C, 70.37; H, 8.86; N, 3.73; O, 17.04
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| CAS # |
6879-01-2
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| PubChem CID |
100781
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| Appearance |
White to off-white solid powder
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| Density |
1.2±0.1 g/cm3
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| Boiling Point |
554.2±50.0 °C at 760 mmHg
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| Flash Point |
289.0±30.1 °C
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| Vapour Pressure |
0.0±1.5 mmHg at 25°C
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| Index of Refraction |
1.556
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| LogP |
2.28
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
5
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| Rotatable Bond Count |
2
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| Heavy Atom Count |
27
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| Complexity |
636
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| Defined Atom Stereocenter Count |
10
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| SMILES |
O1C([C@@]([H])(C([H])([H])[H])[C@@]2([H])[C@]1([H])[C@]([H])(C([H])([H])C([H])([H])[H])[C@@]1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])N3[C@]([H])([C@]4([H])C([H])([H])[C@]([H])(C([H])([H])[H])C(=O)O4)C([H])([H])[C@@]2([H])[C@]31[H])=O
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| InChi Key |
GYOGHROCTSEKDY-JJDZUBOLSA-N
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| InChi Code |
InChI=1S/C22H33NO4/c1-4-13-14-7-5-6-8-23-16(17-9-11(2)21(24)26-17)10-15(19(14)23)18-12(3)22(25)27-20(13)18/h11-20H,4-10H2,1-3H3/t11-,12-,13+,14+,15+,16-,17-,18+,19+,20-/m0/s1
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| Chemical Name |
(1R,3S,9R,10R,11S,14S,15S,16R)-10-ethyl-14-methyl-3-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-12-oxa-4-azatetracyclo[7.6.1.04,16.011,15]hexadecan-13-one
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| Synonyms |
NSC366235; NSC 366235; NSC-366235; Tuberostemonine
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO : ~50 mg/mL (~133.16 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.66 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.6630 mL | 13.3152 mL | 26.6304 mL | |
| 5 mM | 0.5326 mL | 2.6630 mL | 5.3261 mL | |
| 10 mM | 0.2663 mL | 1.3315 mL | 2.6630 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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