Structure of SKI II
CAS No.: 312636-16-1
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
SKI II is an inhibitor of non ATP-competitive sphingosine kinase (SphK) with IC50 of 0.5 μM.
Synonyms: Sphingosine Kinase Inhibitor 2; SphK-I2; SKI II. Sphingosine kinase inhibitor II
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Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 312636-16-1 |
Formula : | C15H11ClN2OS |
M.W : | 302.78 |
SMILES Code : | OC1=CC=C(NC2=NC(C3=CC=C(Cl)C=C3)=CS2)C=C1 |
Synonyms : |
Sphingosine Kinase Inhibitor 2; SphK-I2; SKI II. Sphingosine kinase inhibitor II
|
MDL No. : | MFCD00733553 |
InChI Key : | ZFGXZJKLOFCECI-UHFFFAOYSA-N |
Pubchem ID : | 753704 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302 |
Precautionary Statements: | P280-P305+P351+P338 |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
U3054MG cells | 2.66 µM | 5 days | Decreased invasion of glioblastoma cell spheroids | PMC10433583 |
1080 GSCs | 2.66 µM | 4 weeks | Impaired the self-renewal capacity of temozolomide-resistant GSCs | PMC10433583 |
A2780 ovarian cancer cells | 5 μM | 48 hours | SKI-II synergized with curcumin to inhibit A2780 cell proliferation | PMC7659178 |
SKOV3 ovarian cancer cells | 5 μM | 48 hours | SKI-II synergized with curcumin to inhibit SKOV3 cell proliferation | PMC7659178 |
HK-2 cells | 5 μM | 24 hours | Inhibition of SK1 activity completely abolished the protective effect of hiPSC-MSCs-EVs on H/R-injured HK-2 cells | PMC5870585 |
HeLa | 10 μM | 24 hours | SKI II treatment significantly increased the levels of dhSM and dhCDH in HeLa cells, indicating inhibition of Des1 activity. | PMC4109765 |
T98G | 10 μM | 24 hours | SKI II treatment significantly increased the levels of dhSM and dhCDH in T98G cells, indicating inhibition of Des1 activity. | PMC4109765 |
PC12 cells | 10 µM | 24 hours | To study the effect of SKI II on PC12 cell viability, results showed that SKI II significantly decreased the viability of PC12 cells. | PMC3962740 |
CaOV3 ovarian cancer cells | 5 μM | 24-48 hours | SKI-II significantly enhanced curcumin-induced apoptosis and growth inhibition by facilitating ceramide production, p38 activation and Akt inhibition | PMC7659178 |
HGC 27 | 10 μM | 4 hours | SKI II significantly reduced the production of CerC6NBD in HGC 27 cells, indicating inhibition of Des1 activity. | PMC4109765 |
Rat islet cells | 10 or 20 μM | 48 hours | To assess the effect of SKI II on oleate-induced β-cell proliferation, results showed that SKI II inhibited oleate-induced β-cell proliferation. | PMC9163557 |
NCH82 cells | 2.66 µM | 5 days | Synergistically inhibited glioblastoma cell growth and potentiated glioblastoma cell death | PMC10433583 |
Primary human peripheral blood lymphocytes (PBL) | 5 μM | 6-24 hours | Reduced phosphorylation of rpS6 and eIF4E, affecting cellular translational capacity | PMC8968423 |
HT-29 cells | 5 μM | 72 hours | Facilitated ABC294640-induced cytotoxicity against HT-29 cells | PMC4559903 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Sprague-Dawley rats | Renal ischemia-reperfusion injury model | Subcutaneous injection | 50 mg/kg | Single dose 15 min before reperfusion | SK1 inhibition completely abolished the renal protective effect of hiPSC-MSCs-EVs in a rat I/R injury model | PMC5870585 |
Wistar rats | Glucose and lipid emulsion (GLU + CLI) infusion model | Oral gavage | 50 mg/kg | Once daily for 72 hours | To assess the effect of SKI II on GLU + CLI-induced β-cell proliferation, results showed a negative correlation between plasma SKI II levels and β-cell proliferation. | PMC9163557 |
C57BL/6 mice | AOM-induced colon carcinogenesis model | Oral | 100 mg/kg | Once a week for 3 weeks | SKI-II significantly reduced the number of ACF per colon induced by AOM | PMC5862304 |
Tags: SKI II | SphK | Wnt | Apoptosis | Sphingosine kinase | SK1 inhibitor | SK2 inhibitor | sphingosine kinase inhibitor | SK1 inhibition | proteasomal degradation | lysosomal degradation | sphingosine-1-phosphate signaling | anti-inflammatory | cancer progression | 312636-16-1
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P313 | Get medical advice/attention. |
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P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
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H311 | Toxic in contact with skin |
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H314 | Causes severe skin burns and eye damage |
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H319 | Causes serious eye irritation |
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H412 | Harmful to aquatic life with long-lasting effects |
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H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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