Asterriquinone SU5228

Asterriquinone SU5228

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Category Enzyme inhibitors
Catalog number BBF-00122
CAS
Molecular Weight 438.47
Molecular Formula C27H22N2O4

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Description

Asterriquinone SU5228 is a quinone compounds containing indole produced by Aspergillus candidus. It has the effect of inhibiting the binding of Grb-2 adaptor (Adapter) to phosphorylated epidermal growth factor (EGF) receptor tyrosine kinase.

Specification

IUPAC Name 2,5-dihydroxy-3-(1H-indol-3-yl)-6-[2-(3-methylbut-2-enyl)-1H-indol-3-yl]cyclohexa-2,5-diene-1,4-dione
Canonical SMILES CC(=CCC1=C(C2=CC=CC=C2N1)C3=C(C(=O)C(=C(C3=O)O)C4=CNC5=CC=CC=C54)O)C
InChI InChI=1S/C27H22N2O4/c1-14(2)11-12-20-21(16-8-4-6-10-19(16)29-20)23-26(32)24(30)22(25(31)27(23)33)17-13-28-18-9-5-3-7-15(17)18/h3-11,13,28-30,33H,12H2,1-2H3
InChI Key PTNWHJCGKAMDRN-UHFFFAOYSA-N

Properties

Appearance Purple Powder

Reference Reading

1. Molecular Networking and Cultivation Profiling Reveals Diverse Natural Product Classes from an Australian Soil-Derived Fungus Aspergillus sp. CMB-MRF324
Taizong Wu, Angela A Salim, Paul V Bernhardt, Robert J Capon Molecules. 2022 Dec 19;27(24):9066. doi: 10.3390/molecules27249066.
This study showcases the application of an integrated workflow of molecular networking chemical profiling (GNPS), together with miniaturized microbioreactor cultivation profiling (MATRIX) to successfully detect, dereplicate, prioritize, optimize the production, isolate, characterize, and identify a diverse selection of new chemically labile natural products from the Queensland sheep pasture soil-derived fungus Aspergillus sp. CMB-MRF324. More specifically, we report the new tryptamine enamino tripeptide aspergillamides E-F (7-8), dihydroquinoline-2-one aflaquinolones H-I (11-12), and prenylated phenylbutyrolactone aspulvinone Y (14), along with an array of known co-metabolites, including asterriquinones SU5228 (9) and CT5 (10), terrecyclic acid A (13), and aspulvinones N-CR (15), B (16), D (17), and H (18). Structure elucidation was achieved by a combination of detailed spectroscopic and chemical analysis, biosynthetic considerations, and in the case of 11, an X-ray crystallographic analysis.

Bio Calculators

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
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