Collinolactone

CHF 190.00
In stock
BVT-0480-C250250 µgCHF 190.00
BVT-0480-M0011 mgCHF 490.00
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Product Details
Synonyms Rhizolutin
Product Type Chemical
Properties
Formula

C21H28O5

MW 360.45
CAS 2733581-46-7
Source/Host Chemicals Isolated from Streptomyces sp.
Purity Chemicals ≥98% (HPLC)
Appearance White to off-white solid.
Solubility Soluble in DMSO, pyridine, toluene, benzene or acetonitrile. Insoluble in water. We recommend to avoid solutions in methanol. Protect from pH-values below pH 4.0 and above pH 8.0.
Identity Determined by coupled HPLC-UV-high resolution mass spectrometry (ESI(+)-TOF), 1H-NMR and 13C-NMR spectroscopy.
Declaration Manufactured by BioViotica.
Other Product Data

Note: The NMR-spectra shows a mixture of two conformers (ratio 4:1) due to the rotating of the propenyl unit resulting in a syn- and anti-rotamer.

InChi Key GSVYLEFSSDOSSC-QHEHVBGPSA-N
Smiles O=C1O[C@H](CC)C[C@]2([H])[C@]1([H])/C=C(C)\C=C\[C@](C[C@H](O)CC(O3)=O)([H])[C@]3([H])/C=C2\C
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from light when in solution.
Use/Stability Stable for at least 1 year after receipt when stored at -20°C.
Store solutions at -20°C in the dark.
Documents
MSDS Inquire
Product Specification Sheet
Datasheet Download PDF
  • Collinolactone has neuroprotective and anti-neurodegenerative effects by reducing intracellular oxidative stress. It protects against glutamate-induced oxidative stress in a dose-dependent manner.
  • Collinolactone is a potential anti-Alzheimer agent with Aβ-disaggregating activity. It showed dissociative effect on Aβ aggregates and tau tangles in vitro, with significantly reduced apoptosis and inflammation in neuronal and glial cells. In vivo studies on APP/PS1 double transgenic mice showed substantially dissociated hippocampal plaques.
  • A set of semisynthetic collinolactone analogs (but not collinolactone) has shown inhibitory effects on a L929 cell line.
Product References
  1. Big effects from small changes: possible ways to explore nature's chemical diversity: H.B. Bode, et al.; Chembiochem 3, 619 (2002)
  2. Rhizolutin, a novel 7/10/6-tricyclic dilactone, dissociates misfolded protein aggregates and reduces apoptosis/inflammation associated with Alzheimer's Disease: Y. Kwon, et al.; Angew. Chem. Int. Ed. 59, 22994 (2020)
  3. Structure of cyclodecatriene collinolactone, its biosynthesis, and semisynthetic analogues: effects of monoastral phenotype and protection from intracellular oxidative stress: J.C. Schmid, et al.; Angew. Chem. Int. Ed. 60, 23212 (2021)
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