thielavin A

thielavin A Structure
CAS No.
71950-66-8
Chemical 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
CBNumber:
CB61386873
Molecular Formula:
C29H30O10
Molecular Weight:
538.54
MOL File:
71950-66-8.mol
MSDS File:
SDS
Modify Date:
2024/10/28 23:16:16

thielavin A 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 Chemical Properties,Uses,Production

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.

thielavin A Preparation Products And Raw materials

Raw materials

Preparation Products

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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 71950-66-8