BioViotica

Papyracillic acid A

CHF 170.00
In stock
BVT-0308-C500500 µgCHF 170.00
BVT-0308-M0011 mgCHF 265.00
More Information
Product Details
Synonyms (5S,7R,8S)-7-Hydroxy-4-methoxy-7,8-dimethyl-9-methylene-1,6-dioxaspiro[4.4]non-3-en-2-one
Product Type Chemical
Properties
Formula

C11H14O5

MW 226.2
CAS 960148-59-8
Source/Host Chemicals Isolated from Lachnum papyraceum and a Microsphaeropsis sp.
Purity Chemicals ≥98% (HPLC)
Appearance Off-white to beige solid.
Solubility Soluble in dichloromethane or chloroform.
Identity Determined by 1H-NMR.
Declaration Manufactured by BioViotica.
InChi Key UEYMIBGYKZFDMD-MQOMDTIOSA-N
Smiles COC1=CC(=O)O[C@]11O[C@@](C)(O)[C@@H](C)C1=C
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Use/Stability Stable for at least 1 year after receipt when stored at -20°C.
After reconstitution protect from light at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Antibiotic. Exists in an equilibrium of diastereomers.
  • Antibacterial and antifungal.
  • Shows strong mosquito biting deterrent activity.
  • Phytotoxin. Mycoherbicide.
Product References
  1. Papyracillic acid, a new penicillic acid analogue from the ascomycete Lachnum papyraceum: R. Shan, et al.; Tetrahedron 52, 10249 (1996)
  2. The reactivity of the fungal toxin papyracillic acid: R. Shan, et al.; Tetrahedron 53, 6209 (1997)
  3. Metabolic products of the endophytic fungus Microsphaeropsis sp. from Larixdecidua: J. Dai, et al.; Eur. J. Org. Chem. 2007, 4845 (2007)
  4. Papyracillic acid, a phytotoxic 1,6-dioxaspiro[4,4]nonene produced by Ascochyta agropyrina Var. nana, a potential mycoherbicide for Elytrigia repens biocontrol: A. Evidente, et al.; J. Agric. Food Chem. 57, 11168 (2009)
  5. Cyclopaldic acid, seiridin, and sphaeropsidin A as fungal phytotoxins, and larvicidal and biting deterrents against Aedes aegypti (Diptera: Culicidae): structure-activity relationships: A: Cimmino, et al.; Chem. Biodivers. 10, 1239 (2013)
  6. Fungal metabolites antagonists towards plant pests and human pathogens: Structure-activity relationship studies: M. Masi, et al.; Molecules 23, 834 (2018) (Review)
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