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WS-7338 A

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Category Bioactive by-products
Catalog number BBF-01646
CAS
Molecular Weight 598.7
Molecular Formula C30H42N6O7

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Product Description

WS-7338 A is an endothelin receptor antagonist isolated from fermentation broth of Streptomyces sp. No. 7338.

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IUPAC Name 3-[(2R,5S,8S,11R,14S)-14-(1H-indol-3-ylmethyl)-5-methyl-11-(2-methylpropyl)-3,6,9,12,15-pentaoxo-8-propan-2-yl-1,4,7,10,13-pentazacyclopentadec-2-yl]propanoic acid
Canonical SMILES CC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CCC(=O)O)CC2=CNC3=CC=CC=C32)CC(C)C)C(C)C
InChI InChI=1S/C30H42N6O7/c1-15(2)12-22-28(41)34-23(13-18-14-31-20-9-7-6-8-19(18)20)29(42)33-21(10-11-24(37)38)27(40)32-17(5)26(39)36-25(16(3)4)30(43)35-22/h6-9,14-17,21-23,25,31H,10-13H2,1-5H3,(H,32,40)(H,33,42)(H,34,41)(H,35,43)(H,36,39)(H,37,38)/t17-,21+,22+,23-,25-/m0/s1
InChI Key VKWWONDOCUPZRG-YDPKVKSESA-N
Appearance White Powder
1. WS-7338, new endothelin receptor antagonists isolated from Streptomyces sp. No. 7338. I. Taxonomy, fermentation, isolation, physico-chemical properties and biological activities
S Miyata, M Hashimoto, Y Masui, M Ezaki, S Takase, M Nishikawa, S Kiyoto, M Okuhara, M Kohsaka J Antibiot (Tokyo). 1992 Jan;45(1):74-82. doi: 10.7164/antibiotics.45.74.
WS-7338 A, B, C and D, novel endothelin receptor antagonists, have been isolated from fermentation broth of Streptomyces sp. No. 7338. These antagonists were purified from the culture mycelium by extraction with acetone, followed by carbon column chromatography and HPLC. Among them, WS-7338 B showed good activity in an endothelin receptor binding assay with an IC50 of 2.7 x 10(-7) M.
2. WS-7338, new endothelin receptor antagonists isolated from Streptomyces sp. No. 7338. II. Biological characterization and pharmacological characterization of WS-7338 B
S Miyata, M Hashimoto, K Fujie, M Nishikawa, S Kiyoto, M Okuhara, M Kohsaka J Antibiot (Tokyo). 1992 Jan;45(1):83-7. doi: 10.7164/antibiotics.45.83.
WS-7338, produced by Streptomyces sp. No. 7338, was found to be a competitive and specific antagonist against ET-1 receptors in in vitro studies and WS-7338 B is also active in vivo. Furthermore, WS-7338 B was a specific antagonist for vascular ET-1 receptors (ETA receptors) and significantly prevented the accumulation of intracellular inositol 1,4,5-triphosphate (IP3) in endothelin treated rat aorta tissues.

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