pyoluteorin
- CAS No.
- 25683-07-2
- Chemical Name:
- pyoluteorin
- Synonyms
- pyoluteorin;4,5-Dichloro-1H-pyrrol-2-yl 2,6-dihydroxyphenyl ketone;(4,5-Dichloro-1H-pyrrol-2-yl)(2,6-dihydroxyphenyl)methanone;Methanone, (4,5-dichloro-1H-pyrrol-2-yl)(2,6-dihydroxyphenyl)-
- CBNumber:
- CB71336800
- Molecular Formula:
- C11H7Cl2NO3
- Molecular Weight:
- 272.08
- MDL Number:
- MFCD01716546
- MOL File:
- 25683-07-2.mol
Melting point | 174-175 °C (decomp) |
---|---|
Boiling point | 436.9±45.0 °C(Predicted) |
Density | 1.4931 (rough estimate) |
refractive index | 1.6140 (estimate) |
storage temp. | Store at -20°C |
solubility | Soluble in DMSO |
form | solid |
pka | 6.97±0.35(Predicted) |
color | White to off-white |
FDA UNII | 3YM4R964TU |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS06 |
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Signal word | Danger | |||||||||
Hazard statements | H301 | |||||||||
Precautionary statements | P264-P270-P301+P310-P321-P330-P405-P501 | |||||||||
NFPA 704 |
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pyoluteorin price More Price(9)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Cayman Chemical | 19457 | Pyoluteorin ≥98% | 25683-07-2 | 1mg | $239 | 2024-03-01 | Buy |
Cayman Chemical | 19457 | Pyoluteorin ≥98% | 25683-07-2 | 5mg | $777 | 2024-03-01 | Buy |
TRC | P840375 | Pyoluteorin | 25683-07-2 | 25mg | $1455 | 2021-12-16 | Buy |
Medical Isotopes, Inc. | 52866 | Pyoluteorin | 25683-07-2 | 100mg | $2200 | 2021-12-16 | Buy |
ApexBio Technology | C4039 | Pyoluteorin | 25683-07-2 | 5mg | $1351 | 2021-12-16 | Buy |
pyoluteorin Chemical Properties,Uses,Production
Uses
Pyoluteorin is a small chlorinated pyrrol produced by several species of Pseudomonas, first reported in 1958. Pyoluteorin exhibits a broad bioprofile, demonstrating antibiotic, antifungal and herbicidal activity. More recently, pyoluteorin has been investigated as bio-pesticide and has been shown to modulate the levels of metabolites in Pseudomonas.
Definition
ChEBI: Pyoluteorin is a member of the class of resorcinols that is resorcinol in which the hydrogen at position 2 is replaced by a 4,5-dichloro-1H-pyrrole-2-carbonyl group. It is a natural product found in Pseudomonas fluorescens which exhibits antibacterial properties and is a strong inducer of caspase-3-dependent apoptosis. It has a role as a bacterial metabolite, an apoptosis inducer, an antifungal agent, a marine metabolite and an antibacterial agent. It is a member of resorcinols, a member of pyrroles, an organochlorine compound, a diol, a beta-hydroxy ketone, a polyketide, an aromatic ketone and an organochlorine pesticide.
Biological Activity
pyoluteorin is a secondary metabolite produced by the biological control organism pseudomonas fluorescens pf-5, a rhizosphere bacterium. pyoluteorin shows no toxicity to seed- and root-rotting plant pathogens. pyoluteorin production is influenced by positive autoregulation. addition of pyoluteorin to liquid cultures of pf-5 enhanced pyoluteorin production.pyoluteorin functions as a signal molecule negatively regulating additional secondary metabolites produced by pseudomonas [1]. the pyoluteorin contributes to the biological control of soilborne plant diseases by some strains of pseudomonas fluorescens, including pf-5. pyoluteorin induces its own productionand represses the other’s production [2]. depending on the plant, pyoluteorin production plays an important role in the suppression of damping-off by strain cha0 without being a major mechanism in disease suppression [3].
Safety Profile
A poison by ingestion and intraperitoneal routes. A flammable liquid. When heated to decomposition it emits toxic vapors of NOx and Cl-.
References
[1] brodhagen m, henkels m d, loper j e. positive autoregulation and signaling properties of pyoluteorin, an antibiotic produced by the biological control organism pseudomonas fluorescens pf-5[j]. applied and environmental microbiology, 2004, 70(3): 1758-1766.
[2] kidarsa t a, goebel n c, zabriskie t m, et al. phloroglucinol mediates cross‐talk between the pyoluteorin and 2, 4‐diacetylphloroglucinol biosynthetic pathways in pseudomonas fluorescens pf‐5[j]. molecular microbiology, 2011, 81(2): 395-414.
[3] maurhofer m, keel c, haas d, et al. pyoluteorin production bypseudomonas fluorescens strain cha0 is involved in the suppression ofpythium damping-off of cress but not of cucumber[j]. european journal of plant pathology, 1994, 100(3): 221-232.
pyoluteorin Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Career Henan Chemica Co | +86-0371-86658258 +8613203830695 | laboratory@coreychem.com | China | 30253 | 58 |
BOC Sciences | 16314854226; +16314854226 | inquiry@bocsci.com | United States | 19743 | 58 |
Hefei Hirisun Pharmatech Co., Ltd | +8615056975894 | shawn@hirisunpharm.com | CHINA | 9923 | 58 |
Alfa Chemistry | +1-5166625404 | Info@alfa-chemistry.com | United States | 21317 | 58 |
Henan Allgreen Chemical Co.,LTD | +86-37155567971 +86-13633837469 | info@allgreenchem.com | China | 5986 | 58 |
Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
J & K SCIENTIFIC LTD. | 010-82848833 400-666-7788 | jkinfo@jkchemical.com | China | 96815 | 76 |
Hangzhou Sage Chemical Co., Ltd. | +86057186818502 13588463833 | info@sagechem.com | China | 10269 | 58 |
Shanghai Aladdin Bio-Chem Technology Co.,LTD | 400-400-6206333 18521732826 | market@aladdin-e.com | China | 25014 | 65 |
ChemStrong Scientific Co.,Ltd | 0755-0755-66853366 13670046396 | sales@chem-strong.com | China | 18018 | 56 |