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2,3-Dichloro-5-((4S)-6,8-dichloro-4H-1,3-benzodioxin-4-yl)-4-nitro-1H-pyrrole

HCID 129138
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Basic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
105888-54-8
Standard SMILES
O=[N+]([O-])c1c([C@H]2OCOc3c(Cl)cc(Cl)cc32)[nH]c(Cl)c1Cl
InChIKey
CUPRKSFMHRXAFA-NSHDSACASA-N
Molecular formula
C12H6Cl4N2O4
Average molar mass
384 g/mol
Monoisotopic mass
381.908167

Overview

Pyrroxamycin is a benzodioxine.

Names & identifiers

Preferred name
2,3-Dichloro-5-((4S)-6,8-dichloro-4H-1,3-benzodioxin-4-yl)-4-nitro-1H-pyrrole
IUPAC
2,3-dichloro-5-[(4S)-6,8-dichloro-4H-1,3-benzodioxin-4-yl]-4-nitro-1H-pyrrole
English name
pyrroxamycin
Molecular formula
C12H6Cl4N2O4
Molecular weight
384.001

Names & synonyms

PyrroxamycinDioxapyrrolomycin105888-54-82,3-dichloro-5-[(4S)-6,8-dichloro-4H-1,3-benzodioxin-4-yl]-4-nitro-1H-pyrroleV9AXN5H81TSS-46506ADTXSID6011401342,3-DICHLORO-5-((4S)-6,8-DICHLORO-4H-1,3-BENZODIOXIN-4-YL)-4-NITRO-1H-PYRROLE4,5-dichloro-2-(6',8'-dichloro-4'H-1',3'-benzodioxin-4'-yl)-3-nitropyrroleLL-F-42248alphaRefChem:134574LL-F 42248ALPHA
Show more names
LL-F-42248αAntibiotic SS-46506AAntibiotic Al-R-2081
DTXCID6015717551H-Pyrrole, 2,3-dichloro-5-(6,8-dichloro-4H-1,3-benzodioxin-4-yl)-4-nitro-, (S)-LL-F42248-alphaAL-R2081UNII-V9AXN5H81T4,5-Dichloro-2-(6',8'-dichloro-4'-H-1,3-benzodioxin-4'-yl)-3-nitropyrrole(-)-2,3-Dichloro-5-(6,8-dichloro-4H-1,3-benzodioxin-4-yl)-4-nitro-1H-pyrroleFrom Streptomyces MG796-AF7

Database identifiers

CAS
105888-54-8
PubChem CID
129138

Properties

Computed structural properties

XLogP
4.6
Topological polar surface area
80.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
4
Rotatable bonds
1
Heavy atoms
22
Formal charge
0
Complexity
440

Physicochemical properties

FDA UNII
9 AXN5H81T · V9AXN5H81T

Chemistry & industry

Applications · 2 items

DescriptionDioxapyrrolomycin, a tricyclic pyrrole-containing antibiotic isolated first from Streptomyces fumanus Sveshnikova in the mid-1980s, displays moderate insecticidal and acaricidal activity, but systematic structural changes led to novel synthetic pyrrole derivatives with increased insecticidal activity and mammalian safety (40). The natural product and its synthetic congeners are uncouplers of mitochondrial oxidative phosphorylation.

UsesPyrroxamycin is a novel antibiotic produced by Streptomyces, whose chemical structure was determined by chemical properties and X-ray crystallography and 13C NMR spectroscopy analysis. It is active against Gram-positive bacteria and dermatophytes. In this paper, the authors discuss the taxonomy, fermentation, isolation, physicochemical properties, chemical structure, and biological activity of the strain producing Pyrroxamycin.

Suppliers3 total

上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
TargetMol中国(陶术生物)15002134094 · [email protected]

Additional notes

DefinitionChEBI: Pyrroxamycin is a benzodioxine.

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
DTXSID
DTXSID601140134
ChEBI
CHEBI:188711
UNII
V9AXN5H81T
Nikkaji
J134.057C