858134-23-3

Basic information

• Product Name: TERRESTRIN A
• Synonyms: TERRESTRIN A;VIALININ A;NOJUKCRPSUMHQQ-UHFFFAOYSA-N
• CAS NO: 858134-23-3
• Molecular Formula: C₃₄H₂₆O₈
• Molecular Weight: 562.56544
• Mol File: 858134-23-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 220-223 °C
• Boiling Point: 846.9±65.0 °C(Predicted)
• Appearance: /
• Density: 1.370±0.06 g/cm3(Predicted)
• Solubility: Soluble in DMSO
• PKA: 7.81±0.15(Predicted)
• CAS DataBase Reference: TERRESTRIN A(CAS DataBase Reference)
• NIST Chemistry Reference: TERRESTRIN A(858134-23-3)
• EPA Substance Registry System: TERRESTRIN A(858134-23-3)

Safety Data

• Hazardous Substances Data: 858134-23-3(Hazardous Substances Data)

Usage

Uses

Vialinin A is a Potent Inhibitor of TNF-α production. Vialinin A is a potent antioxidant.

Biological Activity

vialinin a is a potent inhibitor of ubiquitin-specific peptidases with ic50 values of 1.5, 5.9 and 22.3 μm for ubiquitin-specific peptidase 4 (usp4), usp5/isopeptidase t (isot) and uch-l1 deubiquitinating enzyme (dub), respectively [1].ubiquitin-specific peptidases (usps) are a series of proteases that deubiquitinate target proteins. the dynamic modification of a protein with ubiquitin can modify its function, localization and fate in the cell. ubiquitin hydrolase plays an important role in immunology and infection [2].in rbl-2h3 cells, vialinin a inhibited tnf-ɑ production and release and inhibited usp5 enzymatic activity. in usp5 sirna-knockdown rbl-2h3 cells, vialinin a inhibited tnf-ɑ production and release in a dose dependent way. also, the mrna expression of tnf-ɑ was decreased significantly [2]. in rbl-2h3 cells, vialinin a inhibited tnf-ɑ production with ic50 value of 0.09 nm. also, it inhibited the release of interleukin 4, β-hexosaminidase and monocyte chemotactic protein 1, which suggested vialinin a had anti-allergic activities [3].

references

[1]. okada k, ye yq, taniguchi k, et al. vialinin a is a ubiquitin-specific peptidase inhibitor. bioorg med chem lett, 2013, 23(15): 4328-4331.[2]. yoshioka y, ye yq, okada k, et al. ubiquitin-specific peptidase 5, a target molecule of vialinin a, is a key molecule of tnf-α production in rbl-2h3 cells. plos one, 2013, 8(12): e80931.[3]. onose j, xie c, ye yq, et al. vialinin a, a novel potent inhibitor of tnf-alpha production from rbl-2h3 cells. biol pharm bull, 2008, 31(5): 831-833.

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Relevant articles and documents

Total synthesis of thelephantin O, vialinin A/Terrestrin A, and terrestrins B-D

The first total synthesis of natural, unsymmetrical 2′,3′- diacyloxy-p-terphenyls, thelephantin O (1) and terrestrins C and D (2 and 3, respectively), was achieved via a practical route which was also applicable to the synthesis of the symmetrical diesters vialinin A/terrestrin A (4) and terrestrin B (5). Compounds 1-5 exhibited cytotoxicity against cancer cells (HepG2 and Caco2) with IC50 values of 13.6-26.7 μmol/L.