Compound ID | 616

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Macquarimicin A

Class: Macrolide

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Sphingomyelin phosphodiesterase inhibitors; low activity against bacteriodes and other anaerobes
Institute where first reported: Daiichi Sankyo Pharmaceutical, Japan
Year first mentioned: 1986
Highest developmental phase: Preclinical
Development status: Inactive
Reason Dropped: Very low potency to tested bacteria
Chemical structure(s):
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Molecular weight: 330.38
Iso. SMILES: C[C@@H]1C[C@H]2[C@@H](C1=O)C=C[C@H]3[C@@H]2/C=C/4\C(=O)C[C@@H](C[C@@H](C3)O)OC4=O
InChI Key: BYUKEFZLYIFNCB-MDRYBKLPSA-N
Can. SMILES: C[C@@H]1C[C@H]2[C@H](C=C[C@@H]3C[C@H](C[C@@H]4CC(=O)/C(=C\[C@@H]32)/C(=O)O4)O)C1=O
InChI: InChI=1S/C19H22O5/c1-9-4-15-13(18(9)22)3-2-10-5-11(20)6-12-7-17(21)16(8-14(10)15)19(23)24-12/h2-3,8-15,20H,4-7H2,1H3/b16-8+/t9-,10-,11-,12-,13+,14+,15+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/10019526
Guide to Pharmacology: Macquarimicin A
Citations:
  • https://www.jstage.jst.go.jp/article/antibiotics1968/48/6/48_6_462/_pdf

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