Structure of Sakuranetin
CAS No.: 2957-21-3
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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.
Sakuranetin is a flavonoid phytoalexin with strong antifungal activity. Sakuranetin has anti-inflammatory and antioxidant effects and can improve acute lung injury induced by LPS.
Synonyms: Sakuranetin
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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'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 2957-21-3 |
Formula : | C16H14O5 |
M.W : | 286.28 |
SMILES Code : | O=C1C[C@@H](C2=CC=C(O)C=C2)OC3=C1C(O)=CC(OC)=C3 |
Synonyms : |
Sakuranetin
|
MDL No. : | MFCD00075651 |
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 |
Rhizoctonia solani | 100 µM | 12 hours | Investigate the metabolites of Sakuranetin, identified naringenin (2), sakuranetin-4′-O-β-D-xylopyranoside (3), and naringenin-7-O-β-D-xylopyranoside (4) as metabolites | Molecules. 2018 Jan 29;23(2):276 |
Rice protoplast cells | 100 µM | 15 minutes pretreatment, 30 minutes co-treatment | To investigate the effect of sakuranetin on endocytosis in rice protoplast cells, results showed that sakuranetin enhanced the localization of OsSYP121-GFP to the plasma membrane. | Nat Commun. 2024 Apr 23;15(1):3437 |
HepG2 cells | 100 µM | 24 hours | Sakuranetin significantly increased HepG2 cell activity and decreased cell death, inhibited ROS production, increased GSH content, expression of GPX4 and SLC7A11, and decreased MDA and ACSL4 expression. | Drug Des Devel Ther. 2025 Jan 10;19:159-171 |
HepG2 cells | 20 µM | 24 hours | To study the inductive effects of SKN on the CYP3A4 gene, it was found that SKN induces transactivation of the CYP3A4 gene via a PXR-mediated mechanism. | Molecules. 2018 Jun 26;23(7):1542 |
Candida carpophila | 0.5 µg/mL | 36 hours | Evaluate the direct antifungal activity of Sakuranetin on Candida carpophila, results showed Sakuranetin significantly inhibited its growth | Proc Natl Acad Sci U S A. 2023 Jun 6;120(23):e2305007120 |
Yeast-like symbionts (YLS) | 0.5 µg/mL | 36 hours | Evaluate the direct antifungal activity of Sakuranetin on BPH yeast-like symbionts (YLS), results showed Sakuranetin significantly inhibited the growth of YLS | Proc Natl Acad Sci U S A. 2023 Jun 6;120(23):e2305007120 |
RAW 264.7 cells | 5, 20, 50 μg/mL | 48 hours | To evaluate the effects of Sakuranetin on cell viability and NO release. Sakuranetin did not affect cell viability at doses from 5 to 50 μg/mL but reduced LPS-induced NO release. | Mediators Inflamm. 2019 Sep 3;2019:1356356 |
Human liver microsomes | 100 µM | 60 minutes | To study the metabolic stability and pathways of SKN, it was found that SKN is metabolically stable in human liver microsomes with more than 50% remaining. | Molecules. 2018 Jun 26;23(7):1542 |
Rice root epidermal cells | 100 µM | 90 minutes | To investigate the effect of sakuranetin on endocytosis in rice root epidermal cells, results showed that sakuranetin treatment significantly increased plasma membrane fluorescence intensity. | Nat Commun. 2024 Apr 23;15(1):3437 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Nilaparvata lugens (BPH) | Brown planthopper (BPH) | Artificial diet | 0.5 µg/mL | 36 hours | Evaluate the effect of Sakuranetin on the endosymbionts in BPH, results showed Sakuranetin significantly reduced the number of YLS and Candida carpophila, thereby decreasing the reproductive performance and nutrition of BPH | Proc Natl Acad Sci U S A. 2023 Jun 6;120(23):e2305007120 |
Spontaneously hypertensive rats (SHR) | Spontaneously hypertensive rat model | Intraperitoneal injection | 10, 20, 50 mg/kg | Single administration, BP measured at 1, 2, 4, 8 hours post-administration | To investigate the acute hypotensive effect of Sakuranetin in SHRs, results showed significant reductions in SBP and DBP at doses of 20 mg/kg and 50 mg/kg. | Biomedicines. 2024 Feb 1;12(2):346 |
Rice | Rice near-isogenic lines (NILs) | Root treatment | 100 μM | Single treatment, 90 minutes | To investigate the effect of sakuranetin on rice blast resistance, results showed that sakuranetin treatment enhanced rice resistance to rice blast. | Nat Commun. 2024 Apr 23;15(1):3437 |
BALB/c mice | Experimental asthma model | Intranasal | 20 mg/kg | Daily from day 22 to day 29 | Sakuranetin treatment attenuated airway hyperresponsiveness, inflammation and remodelling; and these effects could be attributed to Th2 pro-inflammatory cytokines and oxidative stress reduction as well as control of NF-kB activation. | Br J Pharmacol. 2013 Apr;168(7):1736-49 |
C57BL/6J mice | APAP-induced liver injury model | Intraperitoneal injection | 20 mg/kg | Once daily for 7 days | Sakuranetin significantly reduced serum ALT and AST levels, decreased liver necrosis area, reduced inflammatory factors IL-1β, IL-6, and TNF-α levels, increased GSH activity, decreased MDA levels, inhibited ROS production, increased GPX4 and SLC7A11 expression, and decreased ACSL4 expression. | Drug Des Devel Ther. 2025 Jan 10;19:159-171 |
C57BL6 male mice | Elastase-induced emphysema model | Intranasal instillation | 20 mg/kg | Day 0 (2 h after elastase instillation), day 7, day 14, and day 28 | Sakuranetin treatment reduced the alveolar enlargement, collagen and elastic fiber deposition and the number of MMP-9- and MMP-12-positive cells but increased TIMP-1 expression. In addition, sakuranetin treatment decreased the inflammation and the levels of TNF-α, IL-1β and M-CSF in the BALF as well as the levels of NF-κB and 8-iso-PGF-2α in the lungs of the elastase-treated animals. However, this treatment did not affect the changes in lung function. | Respir Res. 2015 Jun 30;16(1):79 |
BALB/c mice | Ovalbumin-induced allergic asthma model | Intranasal administration | 20 mg/kg | Once daily from day 22 to day 29 | To evaluate the anti-inflammatory effects of Sakuranetin in an allergic asthma model. Sakuranetin reduced serum IgE levels, lung inflammation (eosinophils, neutrophils, and Th2/Th17 cytokines), and respiratory epithelial mucus production. | Mediators Inflamm. 2019 Sep 3;2019:1356356 |
Tags: Sakuranetin | Fungal | LPS | acute lung injury | inflammation | inhibitor | 2957-21-3 |
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H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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