Size | Price | Stock | Qty |
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5mg |
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10mg |
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50mg |
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100mg |
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Other Sizes |
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Tomatidine hydrochloride (Tomatidine HCl) is a potent inhibitor of Staphylococcus aureus small-colony variants, also acting as an anti-inflammatory agent by blocking NF-κB and JNK signaling.
ln Vitro |
Tomatidine inhibits NF-κB nuclear translocation, JNK activation, and I-κBα phosphorylation, which in turn inhibits c-jun phosphorylation and Oct-2 expression, hence reducing inducible NO synthase and COX-2 expression. At 40 μM, the formation of nitrite was suppressed by 66%, 22%, and 41% of tomate, solanine, and diosgenin, respectively. Tomatine generated a dose-dependent suppression of LPS-induced iNOS expression, and iNOS protein was hardly detectable in unstimulated cells but rose considerably following LPS treatment. Since p65 is a key component of NF-κB in LPS-stimulated macrophages, it was determined how tomatidine affected p65's ability to bind DNA. A dose-dependent inhibition of NF-κB binding activity was observed at tomatine doses of 10–40 μM. Tomatidine suppresses I-κB phosphorylation, prevents I-κB synthesis, and further suppresses the translocation of p65 NF-κB to the nucleus, controlling binding activity [1].
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References |
Molecular Formula |
C27H46CLNO2
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Molecular Weight |
452.12
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Exact Mass |
451.321
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CAS # |
6192-62-7
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Related CAS # |
Tomatidine;77-59-8
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PubChem CID |
60196284
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Appearance |
White to yellow solid powder
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Boiling Point |
551.1ºC at 760 mmHg
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Melting Point |
281-284ºC (dec.)
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Flash Point |
287.1ºC
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LogP |
6.497
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Hydrogen Bond Donor Count |
3
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Hydrogen Bond Acceptor Count |
3
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Rotatable Bond Count |
0
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Heavy Atom Count |
31
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Complexity |
696
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Defined Atom Stereocenter Count |
12
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SMILES |
C[C@H]1CC[C@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O)C)C)C)NC1.Cl
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InChi Key |
SXXHVPYRDFJKPG-VXJLCZPPSA-N
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InChi Code |
InChI=1S/C27H45NO2.ClH/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4;/h16-24,28-29H,5-15H2,1-4H3;1H/t16-,17-,18-,19-,20+,21-,22-,23-,24-,25-,26-,27-;/m0./s1
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Chemical Name |
(1R,2S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-ol;hydrochloride
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Synonyms |
5alpha-Tomatidan-3beta-ol HCl Tomatidine HCl Tomatidine hydrochloride
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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 : ~5 mg/mL (~11.06 mM)
Ethanol : ~3.45 mg/mL (~7.63 mM) H2O : < 0.1 mg/mL |
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Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 2.2118 mL | 11.0590 mL | 22.1180 mL | |
5 mM | 0.4424 mL | 2.2118 mL | 4.4236 mL | |
10 mM | 0.2212 mL | 1.1059 mL | 2.2118 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.