Compound ID | 2637

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Myxopyronin

Synonym(s): Myxopyronine

Class: Natural product antibiotic

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against Staphylococcus aureus, Acinetobacter calcoaceticus, and fidaxomicin-resistant Chloridoids difficile (myxopyronin B)
Description: Natural product from Myxococcus fulvus; no acute toxicity observed in mice but ineffective in eliminating infections caused by Staphylococcus aureus, Escherichia coli, and Streptococcus pyogenes in mice
Year first mentioned: 1983
Development status: Inactive
Chemical structure(s):
Myxopyronin A
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Molecular weight: 417.5
Iso. SMILES: CCC/C(=C/C=C(\C)/C(=O)C1=C(C=C(OC1=O)[C@H](C)CC/C=C/NC(=O)OC)O)/C
InChI Key: UQFNCSLGZUJVQP-JNZIYJEQSA-N
Can. SMILES: CCC/C(=C/C=C(\C)/C(=O)C1=C(C=C([C@H](C)CC/C=C/NC(=O)OC)OC1=O)O)/C
InChI: InChI=1S/C23H31NO6/c1-6-9-15(2)11-12-17(4)21(26)20-18(25)14-19(30-22(20)27)16(3)10-7-8-13-24-23(28)29-5/h8,11-14,16,25H,6-7,9-10H2,1-5H3,(H,24,28)/b13-8+,15-11+,17-12+/t16-/m1/s1
Myxopyronin B
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Molecular weight: 431.52
Iso. SMILES: CCCC/C(=C/C=C(\C)/C(=O)C1=C(C=C(OC1=O)[C@H](C)CC/C=C/NC(=O)OC)O)/C
InChI Key: SPQDIDVJAZFBRL-WXFBSNOUSA-N
Can. SMILES: CCCC/C(=C/C=C(\C)/C(=O)C1=C(C=C([C@H](C)CC/C=C/NC(=O)OC)OC1=O)O)/C
InChI: InChI=1S/C24H33NO6/c1-6-7-10-16(2)12-13-18(4)22(27)21-19(26)15-20(31-23(21)28)17(3)11-8-9-14-25-24(29)30-5/h9,12-15,17,26H,6-8,10-11H2,1-5H3,(H,25,29)/b14-9+,16-12+,18-13+/t17-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/135455925
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/135423114
Citations:
  • https://gutpathogens.biomedcentral.com/articles/10.1186/s13099-021-00475-9
  • https://www.jstage.jst.go.jp/article/antibiotics1968/36/12/36_12_1651/_pdf/-char/en

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