5-Epipentenomycin I
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Antibiotics |
| Catalog number | BBF-00843 |
| CAS | |
| Molecular Weight | 144.12 |
| Molecular Formula | C6H8O4 |
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Description
Epipentenomycin I is an antibiotic isolated from the fruiting body of Peziza sp. It has anti-gram-positive bacteria activity.
Specification
| Synonyms | 4,5-Dihydroxy-5-(hydroxymethyl)-2-yclopenten-1-one; 4,5-Dihydroxy-5-hydroxymethyl-cyclopent-2-en-1-one; 4alpha,5-Dihydroxy-5alpha-(hydroxymethyl)-2-cyclopentene-1-one |
| IUPAC Name | (4S,5R)-4,5-dihydroxy-5-(hydroxymethyl)cyclopent-2-en-1-one |
| Canonical SMILES | C1=CC(=O)C(C1O)(CO)O |
| InChI | InChI=1S/C6H8O4/c7-3-6(10)4(8)1-2-5(6)9/h1-2,4,7-8,10H,3H2/t4-,6+/m0/s1 |
| InChI Key | NCKMZWFKQTWDTD-UJURSFKZSA-N |
Properties
| Appearance | Crystals |
| Antibiotic Activity Spectrum | Gram-positive bacteria |
| Melting Point | 88-89°C |
Reference Reading
1. 1,5-anhydro-D-fructose and its derivatives: biosynthesis, preparation and potential medical applications
Roland Fiskesund, Kazuhiro Abeyama, Kazuhiro Yoshinaga, Jun-ichi Abe, Yongbing Yuan, Shukun Yu Planta Med. 2010 Oct;76(15):1635-41. doi: 10.1055/s-0030-1250120. Epub 2010 Jul 19.
1,5-Anhydro-D-fructose (AF) was first found in fungi and red algae. It is produced by the degradation of glycogen, starch and maltosaccharides with α-1,4-glucan lyase (EC 4.2.2.13). In vivo, AF is metabolized to 1,5-anhydro-D-glucitol (AG), ascopyrone P (APP), microthecin and other derivatives via the anhydrofructose pathway. The genes coding for the enzymes in this pathway have been cloned, enabling the large-scale production of AF and related products in a cell-free reactor. The possible applications of these products in medicine have been evaluated using both in vitro and in vivo systems. Thus AF is a useful anticariogenic agent as it inhibits the growth of the oral pathogen Streptococcus mutans, impairing the production of plaque-forming polysaccharides and lactic acid. AF also shows anti-inflammatory and anticancer effects. AG is used as a diabetic marker for glycemic control. AG also stimulates insulin secretion in insulinoma cell lines. in vivo, APP has been shown to lengthen the life span of cancer-afflicted mice. It interferes with tumor growth and metastasis by its cidal effects on fast multiplying cells. Microthecin inhibits the growth of the human pathogen Pseudomonas aeruginosa PAO1, particularly under anaerobic conditions. The pharmaceutical usefulness of the other AF metabolites 1,5-anhydro-D-mannitol,1-deoxymannojirimycin, haliclonol, 5-epipentenomycin I, bissetone, palythazine, isopalythazine, and clavulazine remains to be investigated. In this review AF and its metabolites as the bioactive natural products for their pharmaceutical potentials are discussed.
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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 ╳
