WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H574152
CAS#: 4192-90-9
Description: Trilobatin is a dihydrochalcone glucoside and derivative of phloretin that reduces survival of Bel 7402 and HepG2 cancer cells. Trilobatin increases superoxide dismutase (SOD) and glutathione peroxidase (GPX) activity and inhibits lipid peroxidation. Pretreatment with trilobatin reduces hydrogen peroxide-induced cell death and production of mitochondrial reactive oxygen species (ROS), prevents reduction in the mitochondrial membrane potential, and increases the activity of GPX, SOD2, and isocitrate dehydrogenase 2 (IDH2) in PC12 neuronal cells. Trilobatin inhibits infection by various HIV-1 strains without inducing cytotoxicity in target cells.
Hodoodo Cat#: H574152
Name: Trilobatin
CAS#: 4192-90-9
Chemical Formula: C21H24O10
Exact Mass: 436.14
Molecular Weight: 436.410
Elemental Analysis: C, 57.80; H, 5.54; O, 36.66
Synonym: Phloretin-4-O-glucoside, Trilobatin
IUPAC/Chemical Name: 1-(2,6-dihydroxy-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-3-(4-hydroxyphenyl)propan-1-one
InChi Key: GSTCPEBQYSOEHV-QNDFHXLGSA-N
InChi Code: InChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-12-7-14(25)17(15(26)8-12)13(24)6-3-10-1-4-11(23)5-2-10/h1-2,4-5,7-8,16,18-23,25-29H,3,6,9H2/t16-,18-,19+,20-,21-/m1/s1
SMILES Code: OC1=CC=C(CCC(C2=C(O)C=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C=C2O)=O)C=C1
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
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The following data is based on the product molecular weight 436.41 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | |
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1. Stander, M.A., Van Wyk, B.-E., Taylor, M.J.C., et al. Analysis of phenolic compounds in rooibos tea (Aspalathus linearis) with a comparison of flavonoid-based compounds in natural populations of plants from different regions. J. Agric. Food Chem. 65(47), 10270-10281 (2017).
2. Qin, X., Xing, Y.F., Zhou, Z., et al. Dihydrochalcone compounds isolated from crabapple leaves showed anticancer effects on human cancer cell lines. Moleules 20(12), 21193-21203 (2015).
3. Yang, W.-M., Liu, J.-K., Qin, X.-D., et al. Antioxidant activities of three dihydrochalcone glucosides from leaves of Lithocarpus pachyphyllus. Z. Naturforsch. C. 59(7-8), 481-484 (2004).
4. Gao, J., Liu, S., Xu, F., et al. Trilobatin protects against oxidative injury in neuronal PC12 cells through regulating mitochondrial ROS homeostasis mediated by AMPK/Nrf2/Sirt3 signaling pathway. Front. Mol. Neurosci. 11:267, (2018).
5. Yin, S., Zhang, X., Lai, F., et al. Trilobatin as an HIV-1 entry inhibitor targeting the HIV-1 Gp41 envelope. FEBS Lett. 592(13), 2361-2377 (2018).
