Panosialin D

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Category Enzyme inhibitors
Catalog number BBF-03749
CAS
Molecular Weight 494.66
Molecular Formula C22H38O8S2

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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, but it has weak anti-microbial effect.

Specification

Synonyms 5-(13-methylpentadecyl)-1,3-phenylene bis(hydrogen sulfate); 1,3-Benzenediol, 5-(13-methylpentadecyl)-, bis(hydrogen sulfate); Panosialin Ⅳ
IUPAC Name [3-(13-methylpentadecyl)-5-sulfooxyphenyl] hydrogen sulfate
Canonical SMILES CCC(C)CCCCCCCCCCCCC1=CC(=CC(=C1)OS(=O)(=O)O)OS(=O)(=O)O
InChI InChI=1S/C22H38O8S2/c1-3-19(2)14-12-10-8-6-4-5-7-9-11-13-15-20-16-21(29-31(23,24)25)18-22(17-20)30-32(26,27)28/h16-19H,3-15H2,1-2H3,(H,23,24,25)(H,26,27,28)
InChI Key FSYIPWGZWOSIOQ-UHFFFAOYSA-N

Properties

Appearance White Powder
Melting Point 192°C (dec.)
Density 1.2±0.1 g/cm3
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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