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WS75624 A

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Category Enzyme inhibitors
Catalog number BBF-01656
CAS
Molecular Weight 380.5
Molecular Formula C18H24N2O5S

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Fermentation Lab

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Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

WS75624 A is an endothelin converting enzyme (ECE) inhibitor isolated from the fermentation broth of Saccharothrix sp. No. 75624. It also showed other metalloprotease (collagenase and neutral endopeptidase) inhibitory activity with IC50 value of 1 mM/ml.

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Synonyms WS-75624 A; WS 75624 A; WS-75624A
IUPAC Name 6-[2-(5-hydroxy-5-methylhexyl)-1,3-thiazol-4-yl]-4,5-dimethoxypyridine-2-carboxylic acid
Canonical SMILES CC(C)(CCCCC1=NC(=CS1)C2=C(C(=CC(=N2)C(=O)O)OC)OC)O
InChI InChI=1S/C18H24N2O5S/c1-18(2,23)8-6-5-7-14-19-12(10-26-14)15-16(25-4)13(24-3)9-11(20-15)17(21)22/h9-10,23H,5-8H2,1-4H3,(H,21,22)
InChI Key XAJOGJGSQJPCNH-UHFFFAOYSA-N
Appearance Solid Powder
Melting Point 53-54°C
1. WS75624 A and B, new endothelin converting enzyme inhibitors isolated from Saccharothrix sp. No. 75624. II. Structure elucidation of WS75624 A and B
S Yoshimura, Y Tsurumi, S Takase, M Okuhara J Antibiot (Tokyo). 1995 Oct;48(10):1073-5. doi: 10.7164/antibiotics.48.1073.
The structures of WS75624 A and B, novel endothelin converting enzyme inhibitors, were determined to be 1 and 2A, respectively, by a combination of chemical evidence and a series of 2D NMR spectral analyses.
2. WS75624 A and B, new endothelin converting enzyme inhibitors isolated from Saccharothrix sp. No. 75624. I. Taxonomy, fermentation, isolation, physico-chemical properties and biological activities
Y Tsurumi, H Ueda, K Hayashi, S Takase, M Nishikawa, S Kiyoto, M Okuhara J Antibiot (Tokyo). 1995 Oct;48(10):1066-72. doi: 10.7164/antibiotics.48.1066.
Novel endothelin converting enzyme (ECE) inhibitors, WS75624 A and B, have been isolated from the fermentation broth of Saccharothrix sp. No. 75624. These inhibitors were purified from an acetone extract of whole culture broth followed by HP-20 column chromatography, silica gel column chromatography and HPLC. WS75624 A and B showed highly potent ECE inhibitory activity, and both had IC50 values of 0.03 microgram/ml. WS75624 A and B also showed other metalloprotease (collagenase and neutral endopeptidase) inhibitory activity with IC50 values of 1 microgram/ml. Since large amount of WS75624 B was isolated, we tried in vivo evaluation using WS75624 B. WS75624 B inhibited big endothelin-induced pressor effect when administered to SD rat intravenously with big ET-1.
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