Panosialin wD

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Category Enzyme inhibitors
Catalog number BBF-02357
CAS
Molecular Weight 414.60
Molecular Formula C22H38O5S

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Description

It is produced by the strain of Str. sp OH-5186. It can inhibit α,β-glucosidase and mannose glycosidase. It does not inhibit the influenza virus, it has weak anti-microbial effect.

Specification

IUPAC Name 3-hydroxy-5-(13-methylpentadecyl)phenyl hydrogen sulfate
Canonical SMILES CCC(C)CCCCCCCCCCCCC1=CC(=CC(=C1)OS(=O)(=O)O)O
InChI InChI=1S/C22H38O5S/c1-3-19(2)14-12-10-8-6-4-5-7-9-11-13-15-20-16-21(23)18-22(17-20)27-28(24,25)26/h16-19,23H,3-15H2,1-2H3,(H,24,25,26)
InChI Key RWDARASLUJPOMS-UHFFFAOYSA-N

Properties

Appearance White Powder
Melting Point 207°C (dec.)
Solubility Soluble in Methanol

Reference Reading

1. New glycosidases inhibitors, panosialins D and wD produced by Streptomyces sp. OH-5186
H Yamada, K Shiomi, Q Xu, T Nagai, M Shibata, I Oya, Y Takahashi, S Omura J Antibiot (Tokyo). 1995 Mar;48(3):205-10. doi: 10.7164/antibiotics.48.205.
New panosialin analog, panosialins D and wD have been isolated from the culture broth of Streptomyces sp. OH-5186. Their structures were elucidated as 5-(13-methylpentadecyl)-1,3-benzenediol bis(sodium sulfate) and 5-(13-methylpentadecyl)-1,3-benzenediol 1-(sodium sulfate), respectively. They showed strong inhibitory activity against alpha-mannosidase, alpha-glucosidase, and beta-glucosidase. Panosialins wA-wD mixture also showed weak mitogenic activity but suppressed the mitogen induced activity.

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