Structure of Kinetin riboside
CAS No.: 4338-47-0
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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.
Kinetin riboside, a cytokinin analog, can induce apoptosis in cancer cells. It inhibits the proliferation of HCT-15 cells with an IC50 of 2.5 μM.
Synonyms: N6-Furfuryladenosine; NSC 120958
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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'.
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CAS No. : | 4338-47-0 |
Formula : | C15H17N5O5 |
M.W : | 347.33 |
SMILES Code : | O[C@H]([C@@H]1O)[C@@H](O[C@@H]1CO)N2C=NC3=C2N=CN=C3NCC4=CC=CO4 |
Synonyms : |
N6-Furfuryladenosine; NSC 120958
|
MDL No. : | MFCD00037987 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H320-H335 |
Precautionary Statements: | P261-P280-P301+P312-P302+P352-P305+P351+P338 |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
Primary mouse fibroblasts | 50 μM | 24 hours | Induced PINK1-dependent mitophagy | J Med Chem. 2023 Jun 8;66(11):7645-7656 |
Astrocytes | 50 μM | 24 hours | Inhibited valinomycin-induced ubiquitin phosphorylation | J Med Chem. 2023 Jun 8;66(11):7645-7656 |
Human monocyte THP-1 (M0 macrophages) | 100 nm | 48 hours | Activate ACE2 expression | Int J Biol Sci. 2020 Jun 27;16(13):2382-2391 |
Human gastric epithelial cell GES-1 | 100 nm | 48 hours | Activate ACE2 expression | Int J Biol Sci. 2020 Jun 27;16(13):2382-2391 |
MitoQC-PMCs | 0.3 - 5 µM | 72 hours | To evaluate the effect of Kinetin riboside on mitophagy and mitochondrial fusion. Results showed that KR activated mitophagy and relaxed mitochondrial hyperfusion in a concentration-dependent manner. | Nat Commun. 2024 Feb 6;15(1):1124 |
MIO-M1 Müller cells | 0.3 - 5 µM | 72 hours | To evaluate the effect of Kinetin riboside on mitochondrial dynamics and function under diabetic conditions. Results showed that KR restored mitochondrial membrane potential, improved mitochondrial bioenergetics, and activated mitophagy. | Nat Commun. 2024 Feb 6;15(1):1124 |
HEK293 Flp-In TRex HEK293 cells | 50 μM | 3, 6, 12, 24, 48 hours | Time-dependent evaluation of PINK1 activation by KR ProTide 13, with the most significant activation observed at 24 hours. | J Med Chem. 2017 Apr 27;60(8):3518-3524 |
HEK293 Flp-In TRex HEK293 cells | 50 μM | 24 hours | To evaluate the activation of PINK1 by Kinetin riboside and its ProTides, results showed that KR and three ProTides (11, 13, 14) significantly activated PINK1 in the absence of CCCP, as evidenced by enhanced Parkin Ser65 phosphorylation. | J Med Chem. 2017 Apr 27;60(8):3518-3524 |
HeLa cells | 50 μM | 24 hours | Inhibited CCCP- and niclosamide-induced ubiquitin phosphorylation | J Med Chem. 2023 Jun 8;66(11):7645-7656 |
A172 cells | 20, 40, 80 µM | 6 hours | To evaluate the effect of KR on A172 cell apoptosis, results showed that KR induced apoptosis in a concentration-dependent manner. | Apoptosis. 2020 Dec;25(11-12):835-852 |
T47D cells | 20, 40, 80 µM | 6 hours | To evaluate the effect of KR on T47D cell apoptosis, results showed that KR induced apoptosis in a concentration-dependent manner. | Apoptosis. 2020 Dec;25(11-12):835-852 |
HepG2 cells | 20, 40, 80 µM | 6 hours | To evaluate the effect of KR on HepG2 cell proliferation, results showed that KR inhibited cell proliferation in a concentration- and time-dependent manner and induced apoptosis. | Apoptosis. 2020 Dec;25(11-12):835-852 |
Human dermal neonatal foreskin Hs27 fibroblasts | 0.18 ± 0.01 μM | 72 hours | To assess the antiproliferative activity of FAdo, results showed significant inhibition of cell proliferation at submicromolar concentrations. | Biochem Pharmacol. 2009 Apr 1;77(7):1125-38 |
Primary human epidermal keratinocytes | 0.11 ± 0.03 μM | 72 hours | To assess the antiproliferative activity of FAdo, results showed significant inhibition of cell proliferation at submicromolar concentrations. | Biochem Pharmacol. 2009 Apr 1;77(7):1125-38 |
HCT116 colon carcinoma cells | 0.72 ± 0.02 μM | 72 hours | To assess the antiproliferative activity of FAdo, results showed significant inhibition of cell proliferation at submicromolar concentrations. | Biochem Pharmacol. 2009 Apr 1;77(7):1125-38 |
HT29 colon carcinoma cells | 3.00 ± 0.65 μM | 72 hours | To assess the antiproliferative activity of FAdo, results showed significant inhibition of cell proliferation at micromolar concentrations. | Biochem Pharmacol. 2009 Apr 1;77(7):1125-38 |
LOX metastatic melanoma cells | 0.16 ± 0.02 μM | 72 hours | To assess the antiproliferative activity of FAdo, results showed significant inhibition of cell proliferation at submicromolar concentrations. | Biochem Pharmacol. 2009 Apr 1;77(7):1125-38 |
G361 Human melanoma cells | 1.52 ± 0.52 μM | 72 hours | To assess the antiproliferative activity of FAdo, results showed significant inhibition of cell proliferation at micromolar concentrations. | Biochem Pharmacol. 2009 Apr 1;77(7):1125-38 |
A375 melanoma cells | 0.28 ± 0.01 μM | 72 hours | To assess the antiproliferative activity of FAdo, results showed significant inhibition of cell proliferation at submicromolar concentrations. | Biochem Pharmacol. 2009 Apr 1;77(7):1125-38 |
MiaPaCa-2 pancreas carcinoma cells | 0.27 ± 0.09 μM | 72 hours | To assess the antiproliferative activity of FAdo, results showed significant inhibition of cell proliferation at submicromolar concentrations. | Biochem Pharmacol. 2009 Apr 1;77(7):1125-38 |
T98G cells | 40, 80, 200 μM | 24 hours | To evaluate the effects of KR and 7-deazaKR on proliferation and apoptosis in T98G cells. Results showed that KR and 7-deazaKR inhibited cell proliferation and induced apoptosis in a dose-dependent manner. | Antioxidants (Basel). 2021 Jun 12;10(6):950 |
Primary CD138+ myeloma cells | 10 μM | 16 hours | In 4 out of 5 primary myeloma cell samples, kinetin riboside significantly suppressed the major cyclin D protein expression, but had no effect in one plasma cell leukemia sample. | J Clin Invest. 2008 May;118(5):1750-64 |
U266 myeloma cells | 10 μM | 16 hours | Kinetin riboside significantly suppressed cyclin D1 protein expression but had no significant effect on cyclin D3. | J Clin Invest. 2008 May;118(5):1750-64 |
KMS11 myeloma cells | 10 μM | 16 hours | Kinetin riboside significantly suppressed cyclin D2 protein expression but had no significant effect on cyclin D3. | J Clin Invest. 2008 May;118(5):1750-64 |
H929 myeloma cells | 10 μM | 6 hours | Kinetin riboside significantly suppressed cyclin D1 and D2 protein expression within 6 hours, leading to cell cycle arrest at G0/G1 phase. | J Clin Invest. 2008 May;118(5):1750-64 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Mice | Ins2Akita diabetic mouse model | Oral (via drinking water) | 60 mg/L (equalling 90 mg/kg/day) | Three times per week for 2 weeks or from 4 to 8 months | To evaluate the neuroprotective effects of Kinetin riboside in the diabetic mouse retina. Results showed that KR restored mitochondrial turnover, improved retinal neurodegeneration, and protected retinal function regardless of glycaemic status. | Nat Commun. 2024 Feb 6;15(1):1124 |
Nude mice | MY5 and 8226 myeloma xenograft models | Intraperitoneal and subcutaneous injection | 85 mg/kg/dose, 4-5 times daily | 4-5 times daily, continuous treatment | Kinetin riboside significantly inhibited tumor growth in MY5 and 8226 myeloma xenograft models, with tumor regression observed at 5 times daily dosing. | J Clin Invest. 2008 May;118(5):1750-64 |
Mice | Intranasal vesicular stomatitis virus (VSV) infection model | Intravenous injection | 50 mg/kg (for interferon production), 30 mg/kg (for antiviral protection) | Single injection | To study the effects of kinetin riboside and isopentenyladenosine on (polyrI)·(polyrC)-induced interferon production and antiviral protection. Results showed that these nucleoside analogs significantly reduced the interferon-inducing capacity and antiviral protection of (polyrI)·(polyrC). | J Clin Invest. 1970 Aug;49(8):1565-77 |
Tags: Kinetin riboside | N6-Furfuryladenosine | Apoptosis | inhibitor | 4338-47-0 |
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