thielavin A
thielavin A Basic information
- Product Name:
- thielavin A
- Synonyms:
-
- thielavin A
- 4-[(2,4-Dihydroxy-3,6-dimethylbenzoyl)oxy]-2-hydroxy-3,5,6-trimethylbenzoic acid 4-carboxy-3-hydroxy-2,5,6-trimethylphenyl ester
- Benzoic acid, 4-[(2,4-dihydroxy-3,6-dimethylbenzoyl)oxy]-2-hydroxy-3,5,6-trimethyl-, 4-carboxy-3-hydroxy-2,5,6-trimethylphenyl ester
- CAS:
- 71950-66-8
- MF:
- C29H30O10
- MW:
- 538.54
- Mol File:
- 71950-66-8.mol
thielavin A Chemical Properties
- Melting point:
- 235-236 °C
- Boiling point:
- 850.0±65.0 °C(Predicted)
- Density
- 1.371±0.06 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- DMF: souble; DMSO: souble; Ethanol: soluble
- form
- White to off-white powder.
- pka
- 2.82±0.28(Predicted)
thielavin A Usage And Synthesis
Description
Thielavin A is a fungal metabolite originally isolated from T. terricola that is related to thielavin B . Thielavin A inhibits COX, blocking both the conversion of arachidonic acid to prostaglandin H2 (PGH2; ) and the conversion of PGH2 to PGE2 (; IC50s = 10 and 40 μM, respectively). Thielavin A also inhibits glucose-6-phosphatase in rat liver microsomes (IC50 = 4.6 μM). It is a non-competitive inhibitor of α-glucosidase from S. cerevisiae (IC50 = 23.8 μM; Ki = 27.8 μM).
Uses
The fungal metabolite, thielavin A, and its relatives are glucose-6-phosphatase inhibitors. The three benzoic acid units are essential for inhibition. Thielavin A was originally isolated as a inhibitor of prostaglandin biosynthesis. The closely related thielavin B is a telomerase and cell wall transglycosylation inhibitor.
Uses
Thielavin A acts as an inhibitor of prostagladins biosynthesis.
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