| Identification | Back Directory | [Name]
Pleuromulin | [CAS]
125-65-5 | [Synonyms]
bc757
a4014c
NSC 121145
PLEUROMULIN
drosopholinb
PLEUROMUTILIN
Drosophilin B
antibioticbc757
PleuroMulin 95% 97%
Mutilin 14-glycolate
Drosophilin B, A 40104C
PleuroMutilin antibacterial drugs
l-3a,9-propano-3ah-cyclopentacycloocten-1(4h)-one
glycolicacid,8-esterwithoctahydro-5,8-dihydroxy-4,6,9,10-tetramethyl-6-viny
5-Hydroxy-4,6,9,10-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propanocyclopenta[8]annulen-8-yl hydroxyacetate
Glycolic acid (10R)-6-ethenyldecahydro-5α-hydroxy-4β,6β,9β,10-tetramethyl-1-oxo-3aα,9α-propano-3aH-cyclopentacycloocten-8β-yl
Glycolic acid, 8-ester with octahydro-5,8-dihydroxy-4,6,9,10-tetramethyl-6-vinyl-3a,9-propano-3aH-cyclopentacycloocten-1(4H)-one
Glycolic acid (10R)-6-ethenyldecahydro-5α-hydroxy-4β,6β,9β,10-tetramethyl-1-oxo-3aα,9α-propano-3aH-cyclopentacycloocten-8β-yl ester
2-Hydroxyacetic Acid (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl Ester
Acetic acid, 2-hydroxy-, (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester | [EINECS(EC#)]
204-747-5 | [Molecular Formula]
C22H34O5 | [MDL Number]
MFCD00864911 | [MOL File]
125-65-5.mol | [Molecular Weight]
378.5 |
| Chemical Properties | Back Directory | [Appearance]
Crystalline Solid | [Melting point ]
170-1710C | [alpha ]
D24 +20° (c = 3 in abs ethanol) | [Boiling point ]
482.8±45.0 °C(Predicted) | [density ]
1.15±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C Freezer | [solubility ]
DMSO: >10mg/mL (warmed) | [form ]
powder | [pka]
12.91±0.10(Predicted) | [color ]
white to beige | [Optical Rotation]
[α]/D +30 to +40° (c=1; CH2Cl2) | [InChIKey]
YSBXUHAJXRCCET-BKUNHTPHSA-N | [SMILES]
C(O[C@@H]1C[C@](C=C)(C)[C@@H](O)[C@H](C)[C@@]23CC[C@@H](C)[C@]1(C)[C@]2([H])C(=O)CC3)(=O)CO |
| Hazard Information | Back Directory | [Chemical Properties]
Crystalline Solid | [Uses]
Antibiotic substance produced by the basidiomycetes Pleurotus mutilus | [Uses]
Pleuromutilin is a diterpene produced by several species of basidomycete, notably the genus Pleurotus, discovered in 1951. Pleuromutilin is a potent and highly selective antibiotic active against a range of Gram positive bacteria, with no cross resistance to existing antibiotic classes due to its unique mode of action. Pleuromutilin inhibits protein synthesis by binding to domain V of 23S rRNA and this has led to the development of many semi-synthetic analogues as new generation antibiotics, such as tiamulin and retapamulin. | [Uses]
Pleuromutilin is a diterpene produced by several species of basidomycetes, notably the genus Pleurotus, discovered in 1951. Pleuromutilin is a potent and highly selective antibiotic active against a range of Gram positive bacteria, with no cross resistance to existing antibiotic classes due to its unique mode of action. Pleuromutilin inhibits protein synthesis by binding to domain V of 23S rRNA and this has led to the development of many semi-synthetic analogues as new generation antibiotics, such as tiamulin and retapamulin. | [Description]
Pleuromutilin is an antibiotic derived from the fungus Clitopilus that inhibits bacterial protein synthesis by binding to bacterial ribosomes in the peptidyl transferase component of the 50S subunit and inhibiting peptide bond formation.1,2 | [References]
[1]. kilaru s, collins cm, hartley aj, et al. establishing molecular tools for genetic manipulation of the pleuromutilin-producing fungus clitopilus passeckerianus. appl environ microbiol. 2009 nov;75(22):7196-204.
[2]. long ks, hansen lh, jakobsen l, et al. interaction of pleuromutilin derivatives with the ribosomal peptidyl transferase center. antimicrob agents chemother. 2006 apr;50(4):1458-62. |
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