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Strobilurin O

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Category Mycotoxins
Catalog number BBF-03084
CAS
Molecular Weight 458.54
Molecular Formula C26H34O7

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Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

Strobilurin O is a compound produced by Mycena galericularata. It has nematicidal activity, strong cytotoxicity to HeLa-S3, with IC50 of 0.02-0.06 μg/mL. It also has anti-fungal activity such as Pyricularia oryzae, with MIC 12.5 μg/mL.

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IUPAC Name methyl (2E,3Z,5E)-6-[3-[[(2R)-3,3-dimethyloxiran-2-yl]methoxy]-4,4-dimethyl-2,3-dihydro-1,5-benzodioxepin-7-yl]-2-(methoxymethylidene)-3-methylhexa-3,5-dienoate
Canonical SMILES CC(=CC=CC1=CC2=C(C=C1)OCC(C(O2)(C)C)OCC3C(O3)(C)C)C(=COC)C(=O)OC
InChI InChI=1S/C26H34O7/c1-17(19(14-28-6)24(27)29-7)9-8-10-18-11-12-20-21(13-18)32-25(2,3)22(15-30-20)31-16-23-26(4,5)33-23/h8-14,22-23H,15-16H2,1-7H3/b10-8+,17-9-,19-14+/t22?,23-/m1/s1
InChI Key GQNXUZDKRRAAIW-LTPVFVFHSA-N
Appearance Colorless Oil
Antibiotic Activity Spectrum fungi; parasites
Boiling Point 588.5±50.0°C at 760 mmHg
Density 1.2±0.1 g/cm3
1. Design, synthesis and biological activity of new strobilurin derivatives with a 1H-pyrazol-5-oxy side chain
Miao Li, Chang-Ling Liu, Ji-Chun Yang, Lin Li, Zhi-Nian Li, Hong Zhang, Zheng-Ming Li Nat Prod Commun. 2009 Sep;4(9):1215-20.
A series of new strobilurin derivatives with a substituted pyrazole side chain (5 and 6) were designed and synthesized. The new derivatives were synthesized from substituted phenones as starting material via esterification, cyclization and condensation reactions. All compounds were identified by 1H NMR and IR spectral and elemental analyses. Preliminary biological evaluation showed that some of the compounds had good fungicidal activity against cucumber downy mildew (CDM) and wheat powdery mildew (WPM) at 6.25 and 1.56 mg L(-1), respectively. Some of the compounds showed insecticidal activity against armyworm (AW), green peach aphid (GPA) and culex mosquitoes at 600 mg L(-1).

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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