Benzeneacetic acid, 2,3,4-triMethoxy-6-(1-oxooctyl)-, ethyl ester
- Product Name
- Benzeneacetic acid, 2,3,4-triMethoxy-6-(1-oxooctyl)-, ethyl ester
- CAS No.
- 1258275-73-8
- Chemical Name
- Benzeneacetic acid, 2,3,4-triMethoxy-6-(1-oxooctyl)-, ethyl ester
- Synonyms
- (-)-Prangeferol;TMPA, 10 mM in DMSO;Ethyl (2,3,4-trimethoxy-6-octanoylphenyl)acetate;Ethyl 2-(2,3,4-trimethoxy-6-octanoylphenyl)acetate;Benzeneacetic acid, 2,3,4-triMethoxy-6-(1-oxooctyl)-, ethyl ester
- CBNumber
- CB22668693
- Molecular Formula
- C21H32O6
- Formula Weight
- 380.48
- MOL File
- 1258275-73-8.mol
Benzeneacetic acid, 2,3,4-triMethoxy-6-(1-oxooctyl)-, ethyl ester Property
- Boiling point:
- 480.0±45.0 °C(Predicted)
- Density
- 1.053±0.06 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- DMSO : ≥ 100 mg/mL (262.83 mM);Water : < 0.1 mg/mL (insoluble)
- form
- Solid
- color
- Light yellow to yellow
Benzeneacetic acid, 2,3,4-triMethoxy-6-(1-oxooctyl)-, ethyl ester Chemical Properties,Usage,Production
Uses
TMPA is a high-affinity Nur77 antagonist that binds to Nur77 leading to the release and shuttling of LKB1 in the cytoplasm to activate AMPKα. TMPA effectively lowers blood glucose and attenuates insulin resistance in type II db/db, high-fat diet and streptozotocin-induced diabetic mice. TMPA reduces RICD (restimulation-induced cell death) in human T cells, can also be used in studies of cancer and T-cell apoptosis dysregulation[1][2].
Definition
ChEBI: Ethyl (2,3,4-trimethoxy-6-octanoylphenyl)acetate is an aromatic ketone.
in vivo
TMPA (50 mg/kg; i.p.; single daily for 19 days) is capable of lowering blood glucose and improving glucose tolerance in type II diabetic mice[1].
| Animal Model: | Male C57BL/KsJ-Leprdb/Leprdb (db/db) mice (10-week-old; type II diabetic model)[1]. |
| Dosage: | 50 mg/kg |
| Administration: | Intraperitoneal injection; single daily for 19 days. |
| Result: | Significantly reduced blood glucose at day 7 and persisted during the remainder of the test. Increased the amount of phosphorylated AMPKα in the liver of mice. |
IC 50
Nur77/NR4A1
References
[1] Zhan YY, et al. The orphan nuclear receptor Nur77 regulates LKB1 localization and activates AMPK. Nat Chem Biol. 2012 Nov;8(11):897-904. DOI:10.1038/nchembio.1069
[2] Recher, et al. Modulation of T-cell apoptosis by small molecule compounds targeting the nuclear orphan receptor Nur 77. (2018).
Benzeneacetic acid, 2,3,4-triMethoxy-6-(1-oxooctyl)-, ethyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
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