Bioviotica

Papyracillic acid A

Product Code:
 
BVT-0308
Supplier:
 
Bioviotica
Regulatory Status:
 
RUO
Shipping:
 
20°C
Storage:
 
-20°C
1 / 1
Chemical Structure

Chemical Structure

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BVT-0308-C500500 ug£160.00
Quantity:
BVT-0308-M0011 mg£245.00
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This product comes from: Switzerland.
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Further Information

Alternate Names/Synonyms:
(5S,7R,8S)-7-Hydroxy-4-methoxy-7,8-dimethyl-9-methylene-1,6-dioxaspiro[4.4]non-3-en-2-one
Appearance:
Off-white to beige solid.
CAS:
960148-59-8
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Hazards:
H302, H312, H319
InChi:
InChI=1S/C11H14O5/c1-6-7(2)11(16-10(6,3)13)8(14-4)5-9(12)15-11/h5-6,13H,2H2,1,3-4H3/t6-,10+,11+/m0/s1
InChiKey:
UEYMIBGYKZFDMD-MQOMDTIOSA-N
Long Description:
Chemical. CAS: 960148-59-8. Formula: C11H14O5. MW: 226.2. Isolated from Lachnum papyraceum and a Microsphaeropsis sp. Antibiotic. Exists in an equilibrium of diastereomers.
Molecular Formula:
C11H14O5
Molecular Weight:
226.2
Package Type:
Plastic Vial
Precautions:
P270, P280, P301, P312, P302, P352, P312
Product Description:
Antibiotic. Exists in an equilibrium of diastereomers. Antibacterial and antifungal. Shows strong mosquito biting deterrent activity. Phytotoxin. Mycoherbicide.
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
COC1=CC(=O)O[C@]11O[C@@](C)(O)[C@@H](C)C1=C
Solubility Chemicals:
Soluble in dichloromethane or chloroform.
Source / Host:
Isolated from Lachnum papyraceum and a Microsphaeropsis sp.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.

References

Papyracillic acid, a new penicillic acid analogue from the ascomycete Lachnum papyraceum: R. Shan, et al.; Tetrahedron 52, 10249 (1996) | The reactivity of the fungal toxin papyracillic acid: R. Shan, et al.; Tetrahedron 53, 6209 (1997) | Metabolic products of the endophytic fungus Microsphaeropsis sp. from Larixdecidua: J. Dai, et al.; Eur. J. Org. Chem. 2007, 4845 (2007) | 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) | 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) | Fungal metabolites antagonists towards plant pests and human pathogens: Structure-activity relationship studies: M. Masi, et al.; Molecules 23, 834 (2018) (Review)