Structure of Trilobatin
CAS No.: 4192-90-9
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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.
Trilobatin, a natural product isolated and purified from the herbs of Lithocarpus pachyphyllus with anti-oxidant effect, potentially inhibits the LPS-induced inflammatory response by suppressing the NF-κB signaling pathway and is a potential effective α-glucosidase inhibitor for management of postprandial hyperglycemia with less side effect.
Synonyms: Phloretin-4-O-glucoside; P-Phlorizin; Phloretin-4-O-glucoside, Trilobatin
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CAS No. : | 4192-90-9 |
Formula : | C21H24O10 |
M.W : | 436.41 |
SMILES Code : | O=C(C1=C(O)C=C(O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)C=C1O)CCC3=CC=C(O)C=C3 |
Synonyms : |
Phloretin-4-O-glucoside; P-Phlorizin; Phloretin-4-O-glucoside, Trilobatin
|
MDL No. : | MFCD21333313 |
InChI Key : | GSTCPEBQYSOEHV-QNDFHXLGSA-N |
Pubchem ID : | 6451798 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P280-P301+P312-P302+P352-P305+P351+P338 |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
Primary cortical neurons | 12.5, 25, 50 µM | 24 hours | To evaluate the protective effect of Trilobatin on corticosterone-induced neuronal injury. Results showed that Trilobatin concentration-dependently inhibited corticosterone-induced cytotoxicity, restored cell viability, and reduced LDH release. | J Agric Food Chem. 2025 Mar 5;73(9):5163-5179 |
C2C12 myotubes | 0.1, 1.0, 10 µM | 24 hours | Trilobatin prevented palmitate-induced insulin resistance by enhancing glucose uptake and the phosphorylation of IRS1 and AKT, and recovered the translocation of GLUT4 from cytoplasm to membrane. | Chin Med. 2020 Oct 12;15:110 |
Huh 7 cells | 0.1, 1.0, 10, 50, 100 µM | 24 hours | High concentrations of Trilobatin significantly induced the proliferation of Huh 7 cells. | Molecules. 2019 Sep 18;24(18):3390 |
HepG2 cells | 50 µM or 100 µM | 24 hours | High concentrations of Trilobatin significantly induced the proliferation of HepG2 cells. Compared to the control, incubation with 50 or 100 μM trilobatin for 24 h increased the number of viable HepG2 cells by 35% and 50% respectively. | Molecules. 2019 Sep 18;24(18):3390 |
BV2 cells | 12.5-50 µM | 48 hours | TLB concentration-dependently increased cell viability by inhibiting the HMGB1/TLR4/NF-κB signaling pathway | Acta Pharmacol Sin. 2022 Oct;43(10):2482-2494 |
PC12 cells | 15, 30, 60 µM | 48 hours | TLB significantly suppressed H2O2-induced PC12 cell damage by enhancing cell viability, inhibiting mitochondrial membrane potential reduction, and decreasing mitochondrial ROS overgeneration, thereby delaying cell apoptosis. | Front Mol Neurosci. 2018 Jul 30;11:267 |
Hippocampal HT22 cells | 12.5, 25, 50 µM | 48 hours | TLB significantly attenuated Aβ25–35-induced HT22 cell death, as evidenced by MTT assay and LDH release. TLB dramatically mitigated cell death after Aβ25–35 insult via decreasing the intracellular and mitochondrial ROS overproduction and restoring antioxidant enzyme activities, as well as suppressing apoptosis. | Front Pharmacol. 2020 May 19;11:584 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
KK-Ay mice | Type 2 diabetes model | Intragastric administration | 10 and 20 mg/kg | Twice a day for 28 weeks | TLB significantly reduced the high fasting blood glucose level and insulin resistance and promoted the tolerances to exogenous glucose and insulin in KK-Ay mice. Moreover, TLB reduced the content of reactive oxygen species; enhanced antioxidant enzymes activities, including serum catalase, glutathione peroxidase, and superoxide dismutase; and regulated the abnormal parameters of lipid metabolism, including triglyceride, high-density lipoprotein-cholesterol, low-density lipoprotein-cholesterol, and free fatty acid. | Front Pharmacol. 2022 Jan 27;13:828473 |
Ob/ob mice | Ob/ob mice (obesity-induced insulin resistance model) | Intragastric (i.g.) | 10 mg/kg | Once daily for 4 weeks | Trilobatin significantly improved insulin resistance by decreasing fasting blood glucose and insulin in serum, enhancing the phosphorylation of IRS1 and AKT, and recovering the expression and translocation of GLUT4 in ob/ob mice. | Chin Med. 2020 Oct 12;15:110 |
C57BL/6 mice | Diabetic model | Intragastric administration | 10 mg/kg | Single dose, blood glucose measured at 0, 15, 30, 60 and 120 minutes | Trilobatin significantly attenuated the intake of glucose in C57BL/6 mice, indicating its activity as an SGLT1/2 inhibitor. | Molecules. 2019 Sep 18;24(18):3390 |
C57BL/6J mice | DSS-induced ulcerative colitis model | Oral gavage | 10, 20, 40 mg/kg | Once daily for 5 consecutive days | TLB significantly alleviated DSS-induced UC symptoms, including weight loss, colon length shortening, and improvement in histopathological lesions. TLB also reduced proinflammatory cytokines (IL-1β, IL-6, TNF-α) and increased anti-inflammatory cytokines (IL-4, IL-10, IL-22). | Adv Sci (Weinh). 2025 Mar;12(10):e2412234 |
Mice | Exhaustive exercise-induced fatigue model | Gavage | 2.5, 5, 10 mg/kg | Twice a day for 28 days | TLB alleviates exhaustive exercise-induced fatigue and oxidative stress by mediating the Nrf2/ARE/ferroptosis signaling pathway | Front Pharmacol. 2022 Jun 24;13:913367 |
Sprague-Dawley rats | High-fat diet-induced obese rat model | Intragastric gavage | 30 mg/kg, 60 mg/kg, 120 mg/kg | Once daily for four weeks | Trilobatin significantly reduced body and liver weight gain induced by a high-fat diet, and the accumulation of perirenal fat, epididymal fat, and brown fat in SD obese rats. Additionally, Trilobatin increased the concentrations of short-chain fatty acids (SCFAs), especially butyrate, and significantly altered the composition of gut microbiota. | Nutrients. 2021 Mar 10;13(3):891 |
Rice | Purple rice | Foliar spray | 30 mg/L | Once | Exogenous application of Trilobatin significantly increased the total flavonoid content and total antioxidant capacity of purple rice grains | Plants (Basel). 2024 Dec 3;13(23):3389 |
APP/PS1 transgenic mice | Alzheimer's disease model | Intragastrically | 4, 8 mg/kg/day | Twice a day for 3 months | TLB significantly and dose-dependently ameliorated the cognitive deficits in the two AD animal models | Acta Pharmacol Sin. 2022 Oct;43(10):2482-2494 |
C57BL/6J wild-type mice | Chronic unpredictable mild stress (CUMS)-induced depressive-like behavior model | Gavage | 5, 10, 20 mg/kg | Twice daily for 4 weeks | To evaluate the alleviative effect of Trilobatin on CUMS-induced depressive-like behavior. Results showed that Trilobatin dose-dependently increased body weight, improved sucrose preference, reduced immobility time, and restored mitochondrial dynamic balance and antioxidant enzyme activities. | J Agric Food Chem. 2025 Mar 5;73(9):5163-5179 |
ICR mice | Cisplatin-induced acute kidney injury model | Intragastric administration | 50 and 100 mg/kg | 10 consecutive days | TLB significantly reversed the inhibition of CRE, BUN, and MDA levels compared with the cisplatin group and significantly alleviated cisplatin-induced renal pathological changes. TLB alleviated cisplatin-induced nephrotoxicity by regulating the AKT/MAPK signaling pathway and apoptosis. | ACS Omega. 2022 Oct 13;7(42):37401-37409 |
Caenorhabditis elegans | Wild-type N2 and various mutant strains | Administration via NGM medium | 62.5, 125, 250 μM | Continuous administration until the end of the experiment | TLB significantly extended lifespan, enhanced antioxidant capacity, and acted through the SKN1/SIRT3/DAF16 signaling pathway | Front Pharmacol. 2021 Apr 15;12:655045 |
Bio Calculators | ||||
Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
2.29mL 0.46mL 0.23mL |
11.46mL 2.29mL 1.15mL |
22.91mL 4.58mL 2.29mL |
Tags: Trilobatin | HIV | SGLT | Human immunodeficiency virus | Sodium-dependent glucose cotransporters | PC12 | AMPK | Nrf2 | Sirt3 | gp41 | envelope entry | Anti-tumor | inhibitor | 4192-90-9 |
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