Compound ID | 3111

Update compound information

Aplasmomycin

Synonym(s): Antibiotic 339-29

Class: Macrolide

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against Staphylococcus aureus, Streptococcus pneumoniae, Streptococcus pyogenes, and Helicobacter pylori
Description: Natural product from Bacillus pumilus; cures Streptococcus pyogenes infection in mice when administered via intraperitoneal route but not subcutaneous route
Institute where first reported: Shionogi Research Laboratory, Shionogi & Co., Ltd.
Year first mentioned: 1976
Development status: Experimental
Chemical structure(s):
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Molecular weight: 798.7
Iso. SMILES: [B-]123O[C@]45O[C@H](C([C@@H](C/C=C/[C@H]6O[C@@H]([C@H](C6)OC(=O)[C@H](O1)[C@]7(O2)O[C@H](C([C@@H](C/C=C/[C@H]8O[C@@H]([C@H](C8)OC(=O)[C@@H]4O3)C)O)(C)C)CC[C@H]7C)C)O)(C)C)CC[C@H]5C.[Na+]
InChI Key: GEIYDRPAWIMINR-ZDKANEFWSA-N
Can. SMILES: C[C@@H]1CC[C@H]2C(C)(C)[C@@H](C/C=C/[C@@H]3C[C@@H]([C@@H](C)O3)OC(=O)[C@H]4[C@]56[C@H](C)CC[C@@H](C(C)(C)[C@@H](C/C=C/[C@@H]7C[C@@H]([C@@H](C)O7)OC(=O)[C@H]8[C@@]1(O2)O[B-](O8)(O4)O5)O)O6)O.[Na+]
InChI: InChI=1S/C40H60BO14.Na/c1-21-15-17-31-37(5,6)29(42)13-9-11-26-20-28(24(4)47-26)49-36(45)34-40-22(2)16-18-32(51-40)38(7,8)30(43)14-10-12-25-19-27(23(3)46-25)48-35(44)33-39(21,50-31)54-41(52-33,53-34)55-40;/h9-12,21-34,42-43H,13-20H2,1-8H3;/q-1;+1/b11-9+,12-10+;/t21-,22-,23-,24-,25-,26-,27+,28+,29-,30-,31+,32+,33+,34+,39+,40+,41?;/m1./s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/23697358
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/29/8/29_8_809/_article/-char/en

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