5-Hydroxy-3-vinyl-2(5H)-furanone
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| Category | Antibiotics |
| Catalog number | BBF-03752 |
| CAS | 3734-60-9 |
| Molecular Weight | 126.11 |
| Molecular Formula | C6H6O3 |
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Description
It is a lactone antibiotic produced by the strain of Streptomyces sp. A 415-Z3. It has anti-gram-positive activity. 100 μg/mL can inhibit HeLa cells, and it has inhibitory effect on Ehrlich ascites carcinoma and solid carcinoma.
Specification
| Synonyms | Antibiotic A-415-Z3; 5-hydroxy-3-vinylfuran-2(5H)-one; Antibiotic PA147; 3-Carboxy-2,4-pentadienallactol; 3-Ethenyl-5-hydroxy-2(5H)-furanone; PA-147 |
| IUPAC Name | 4-ethenyl-2-hydroxy-2H-furan-5-one |
| Canonical SMILES | C=CC1=CC(OC1=O)O |
| InChI | InChI=1S/C6H6O3/c1-2-4-3-5(7)9-6(4)8/h2-3,5,7H,1H2 |
| InChI Key | RQZSMDBBVOOYQY-UHFFFAOYSA-N |
Properties
| Antibiotic Activity Spectrum | Gram-positive bacteria; Neoplastics (Tumor) |
| Boiling Point | 358.7°C at 760 mmHg |
| Density | 1.476 g/cm3 |
| Solubility | Soluble in Water |
Reference Reading
1. 5-hydroxy-3-vinyl-2(5H)-furanone--a new inhibitor of human synovial phospholipase A2 and platelet aggregation from fermentations of a Calyptella species (basidiomycetes)
K Lorenzen, T Anke, S Konetschny-Rapp, W Scheuer Z Naturforsch C J Biosci. 1995 May-Jun;50(5-6):403-9.
5-Hydroxy-3-vinyl-2(5H)-furanone, a potent and selective inhibitor of human synovial phospholipase A2 was isolated from fermentations of a Calyptella species. Its structure as identified by spectroscopic methods is identical to PA 147, an antibiotic previously isolated from a streptomycete. 5-hydroxy-3-vinyl-2(5H)-furanone inhibits the aggregation of human and bovine platelets stimulated by different inducers and exhibits weak antimicrobial activities.
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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 ╳
