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Names | |
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Preferred IUPAC name
(2aS,2a1S,3S,4Z)-4-Ethylidene-3-hydroxy-2a,2a1,3,4,6,7-hexahydro-1H-2-oxa-7a-azacyclopenta[cd]inden-1-one | |
Identifiers | |
3D model (
JSmol)
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ChEMBL | |
ChemSpider | |
PubChem
CID
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Properties | |
C11H13NO3 | |
Molar mass | 207.229 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Streptazolin is an antibiotic and antifungal substance isolated in 1981 from Streptomyces viridochromogenes. [2] [3]
Because of its polymerisation tendency, it is not suitable for therapeutic use. 1,4- reduction of the conjugated diene gives dihydrostreptazolin which is stable, but has very limited antimicrobial properties. [2]
The first total synthesis of ( racemic) streptazolin was achieved in 1985 with the aid of a modified Ferrier rearrangement. [4] [5]
![]() | |
![]() | |
Names | |
---|---|
Preferred IUPAC name
(2aS,2a1S,3S,4Z)-4-Ethylidene-3-hydroxy-2a,2a1,3,4,6,7-hexahydro-1H-2-oxa-7a-azacyclopenta[cd]inden-1-one | |
Identifiers | |
3D model (
JSmol)
|
|
ChEMBL | |
ChemSpider | |
PubChem
CID
|
|
| |
| |
Properties | |
C11H13NO3 | |
Molar mass | 207.229 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Streptazolin is an antibiotic and antifungal substance isolated in 1981 from Streptomyces viridochromogenes. [2] [3]
Because of its polymerisation tendency, it is not suitable for therapeutic use. 1,4- reduction of the conjugated diene gives dihydrostreptazolin which is stable, but has very limited antimicrobial properties. [2]
The first total synthesis of ( racemic) streptazolin was achieved in 1985 with the aid of a modified Ferrier rearrangement. [4] [5]