Name: Sydowinin B (MS-347b)
Brand: Biolinks K.K.
SKU: BLK-1670
Price: 360.00 USD
Availability: InStock

For Research Use Only. Not for human or veterinary use.

Sydowinin B (MS-347b) (CAS: 58450-00-3) Product ID: BLK-1670 CAS 58450-00-3 Mechanism PTP1B inhibitor Primary Target Protein tyrosine phosphatase 1B (PTP1B) Pathway Tyrosine dephosphorylation signaling pathway
Structure	View full structure page Chemical structure of Sydowinin B (MS-347b) (CAS 58450-00-3)
CAS	58450-00-3
Molecular Formula	C16H12O7
Molecular Weight	316.27
Price	1mg: USD 360.00 / 5mg: - / 25mg: -
Storage	-20°C
Solubility	1mg/ml ethanol, methanol, DMSO
Purity	>95% [View LC/UV Data]
LC/UV	Representative LC/UV chromatogram under typical analytical conditions (C18 column; mobile phase: 5–100% ACN / H2O (0.05% H3PO4), linear gradient 20 min; flow rate: 0.2 mL/min; detection: 210 nm).
NMR Data	1H NMR (DMSO-d6, 500 MHz) [View] [Full page] 13C NMR (DMSO-d6, 125 MHz) [View] [Full page]
NMR Spectral Data	Representative 1H NMR (DMSO-d6, 500 MHz) spectrum confirming the structure of Sydowinin B (MS-347b). Representative 13C NMR (DMSO-d6, 125 MHz) spectrum supporting structural assignment of Sydowinin B (MS-347b).
Source Organism	Aspergillus udagawae.
Summary	Sydowinin B (MS-347b) is a fungal xanthone that noncompetitively inhibits PTP1B.
Details	Sydowinin B (MS-347b) is a xanthone-type secondary metabolite isolated from fungal species including Aspergillus sp. and Malbranchea dendritica. Although originally reported as a minor component related to the MLCK inhibitor MS-347a but lacking MLCK inhibitory activity, subsequent biochemical studies demonstrated that sydowinin B moderately inhibits protein tyrosine phosphatase 1B (PTP1B) in a noncompetitive manner (IC50 = 0.081 mM), consistent with docking predictions of allosteric binding. Cytotoxicity studies in intestinal (HT-29) and neuroblastoma (SH-SY5Y) human cell models showed concentration-dependent effects and interaction profiles when combined with okadaic acid. Synthetic studies further confirmed its xanthone structure. These findings define sydowinin B as a bioactive fungal xanthone with phosphatase-inhibitory and cytotoxic properties.
Browse Related	Mechanism PTP1B inhibitor Open full index Primary Target Protein tyrosine phosphatase 1B (PTP1B) Open full index Pathway Tyrosine dephosphorylation signaling pathway Open full index Chemical Class Xanthone polyketide Open full index
Mechanism	PTP1B inhibitor
Primary Target	Protein tyrosine phosphatase 1B (PTP1B)
Pathway	Tyrosine dephosphorylation signaling pathway
Chemical Class	Xanthone polyketide
Discovery Year	1993
Keywords	xanthone natural product protein tyrosine phosphatase 1b (ptp1b) inhibitor allosteric inhibitor fungal metabolite cytotoxic research compound metabolic disease research scaffold
References	Omura et al., J Antibiot, 1993 (MS-347a and MS-347b isolation; MLCK study) DOI: 10.7164/antibiotics.46.1775 González-Andrade et al., ACS Omega, 2021 (PTP-1B noncompetitive inhibition; docking analysis) DOI: 10.1021/acsomega.1c03708 Manzo et al., Toxins, 2018 (cytotoxicity; interaction with okadaic acid) DOI: 10.3390/toxins10120526 Carreño et al., Org Lett, 2012 (total synthesis of sydowinin B) DOI: 10.1021/ol301107m
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Representative LC/UV Data HPLC Conditions (typical): Column: C18 Mobile phase: 5–100% ACN / H2O (0.05% H3PO4), linear gradient 20 min Flow rate: 0.2 mL/min Detection: 210 nm Representative analytical data. Actual batch data may vary.
Representative NMR Data 1H NMR (DMSO-d6, 500 MHz) Representative spectral data. Actual batch data may vary.
Representative NMR Data 13C NMR (DMSO-d6, 125 MHz) Representative spectral data. Actual batch data may vary.
Representative NMR Data 1H NMR (DMSO-d6, 500 MHz) 13C NMR (DMSO-d6, 125 MHz) Representative spectral data. Actual batch data may vary.

Sydowinin B (MS-347b) (CAS: 58450-00-3)