Compound ID | 3335

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Dynemicin A

Class: Natural product antibiotic (esperamicin/ calicheamicin)

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae, Pseudomonas aeruginosa, Clostridium difficile, and Bacteroides fragilis; DNA minor groove intercalator
Description: Natural product from Micromonospora chersina; hybrid of anthraquinone and 1,5-diyn-3-ene subunit; low toxicity
Institute where first reported: Bristol-Myers Research Institute, Ltd., Tokyo Research Center
Year first mentioned: 1989
Development status: Experimental
Chemical structure(s):
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Molecular weight: 537.47
Iso. SMILES: C[C@H]1C(=C([C@H]2C#C/C=C\C#C[C@H]3[C@]14[C@]2(O4)C5=CC(=C6C(=C5N3)C(=O)C7=C(C=CC(=C7C6=O)O)O)O)OC)C(=O)O
InChI Key: AFMYMMXSQGUCBK-AKMKHHNQSA-N
Can. SMILES: C[C@H]1C(=C([C@H]2C#C/C=C\C#C[C@H]3[C@]14[C@@]2(C5=C(C6=C(C(=C5)O)C(=O)C7=C(C(=CC=C7O)O)C6=O)N3)O4)OC)C(=O)O
InChI: InChI=1S/C30H19NO9/c1-12-19(28(37)38)27(39-2)13-7-5-3-4-6-8-18-29(12)30(13,40-29)14-11-17(34)22-23(24(14)31-18)26(36)21-16(33)10-9-15(32)20(21)25(22)35/h3-4,9-13,18,31-34H,1-2H3,(H,37,38)/b4-3-/t12-,13+,18-,29-,30+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/10030135
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/42/9/42_9_1449/_article/-char/en

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