Dihydropyrenophorin
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| Category | Others |
| Catalog number | BBF-04890 |
| CAS | 1073287-13-4 |
| Molecular Weight | 310.34 |
| Molecular Formula | C16H22O6 |
| Purity | >95% by HPLC |
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Description
Dihydropyrenophorin is a macrolide produced by Drechslera avenae. It is the pathogen of oat leaf spot. Dihydropyrenophorin has antifungal activity.
Specification
| Synonyms | 13S-hydroxy-8R,16R-dimethyl-1,9-dioxacyclohexadeca-3E,11E-diene-2,5,10-trione |
| Storage | Store at -20°C |
| IUPAC Name | (3E,8R,11E,13S,16R)-13-hydroxy-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,5,10-trione |
| Canonical SMILES | CC1CCC(C=CC(=O)OC(CCC(=O)C=CC(=O)O1)C)O |
| InChI | InChI=1S/C16H22O6/c1-11-3-5-13(17)8-10-16(20)22-12(2)4-6-14(18)7-9-15(19)21-11/h7-13,17H,3-6H2,1-2H3/b9-7+,10-8+/t11-,12-,13+/m1/s1 |
| InChI Key | BKJDRLKIIICLOD-CEBWGLJESA-N |
Properties
| Boiling Point | 565.5±50.0°C at 760 mmHg |
| Density | 1.112±0.06 g/cm3 (Predicted) |
| Solubility | Soluble in methanol, DMSO |
Reference Reading
1. Antifungal metabolites from fungal endophytes of Pinus strobus
Mark W Sumarah, Julie R Kesting, J David Miller, Dan Sørensen Phytochemistry . 2011 Oct;72(14-15):1833-7. doi: 10.1016/j.phytochem.2011.05.003.
The extracts of five foliar fungal endophytes isolated from Pinus strobus (eastern white pine) that showed antifungal activity in disc diffusion assays were selected for further study. From these strains, the aliphatic polyketide compound 1 and three related sesquiterpenes 2-4 were isolated and characterized. Compound 2 is reported for the first time as a natural product and the E/Z conformational isomers 3 and 4 were hitherto unknown. Additionally, the three known macrolides; pyrenophorol (5), dihydropyrenophorin (6), and pyrenophorin (7) were isolated and identified. Their structures were elucidated by spectroscopic analyses including 2D NMR, HRMS and by comparison to literature data where available. The isolated compounds 1, 2, and 5 were antifungal against both the rust Microbotryum violaceum and Saccharomyces cerevisae.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
