Basic information
- CAS
175448-32-5- Standard SMILES
O=C(NC1=CC(=O)[C@]2(CO)O[C@@H]2C1=O)c1ccccc1O- InChIKey
VIGCRVLJRHAWJR-OCCSQVGLSA-N- Molecular formula
- C14H11NO6
- Average molar mass
- 289.24 g/mol
- Monoisotopic mass
- 289.05863707
Overview
Epoxyquinomicin B is a member of salicylamides.
Names & identifiers
- Preferred name
- Epoxyquinomicin B
- IUPAC
- 2-hydroxy-N-[(1S,6R)-6-(hydroxymethyl)-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]benzamide
- English name
- Benzamide, 2-hydroxy-N-(6-(hydroxymethyl)-2,5-dioxo-7-oxabicyclo(4.1.0 )hept-3-en-3-yl)-, (1S)-
- Molecular formula
- C14H11NO6
- Molecular weight
- 289.24
Names & synonyms
Epoxyquinomicin B175448-32-52-hydroxy-N-[(1S,6R)-6-(hydroxymethyl)-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]benzamide2-hydroxy-N-((1S,6R)-6-(hydroxymethyl)-2,5-dioxo-7-oxabicyclo(4.1.0)hept-3-en-3-yl)benzamideRefChem:137389(1S)-2-Hydroxy-N-(6-(hydroxymethyl)-2,5-dioxo-7-oxabicyclo(4.1.0)hept-3-en-3-yl)benzamideBenzamide, 2-hydroxy-N-(6-(hydroxymethyl)-2,5-dioxo-7-oxabicyclo(4.1.0)hept-3-en-3-yl)-, (1S)-CHEMBL317846orb3024894DTXSID10938668CHEBI:200485HY-N14238
Show more names
Benzamide, 2-hydroxy-N-[(1S,6R)-6-(hydroxymethyl)-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-Benzamide, 2-hydroxy-N-(6-(hydroxymethyl)-2,5-dioxo-7-oxabicyclo(4.1.0 )hept-3-en-3-yl)-, (1S)-
TN100272-Hydroxy-N-[(1S,6R)-6-(hydroxymethyl)-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]benzene-1-carboximidic acid2-Hydroxy-N-[6-(hydroxymethyl)-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]benzene-1-carboximidic acid
Properties
Computed structural properties
- XLogP
- 0.5
- Topological polar surface area
- 116 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 3
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 542
Physicochemical properties
- Boiling point
- 625.718 · 625.718±55.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.63 · 1.630±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- pka
- 8.152 · 8.152±0.30(predicted)
Chemistry & industry
Applications
UsesEpoxyquinomicin B is an antibiotic that can be isolated from Amycolatopsis sp. Epoxyquinomicin B exhibits inhibitory activity against Micrococcus luteus, Bacillus subtilis, Pasteurella piscicida and Staphylococcus aureus with a MIC of 6.25-12.5 μg/mL. Epoxyquinomicin B exhibits cytotoxicity in cancer cell L1210 with IC50 of 16.3 μg/mL. Epoxyquinomicin B exhibits anti-inflammatory effects against collagen-induced arthritis[1].
Suppliers2 total
TargetMol 中国（陶术生物）400-821-0310 15002144251 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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