Compound ID | 2114

Update compound information

Luminamicin

Synonym(s): Coloradocin  |  LS-90907

Class: Macrolide

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Activity against Clostridioides difficile, Neisseria gonorrhoeae and Haemophilus influenzae
Description: Natural product produced by Streptomyces; total synthesis; structurally related to nodusmicin, nargenicin and branimycin (10- and 14-membered macrolactone)
Year first mentioned: 1985
Development status: Experimental
Chemical structure(s):
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Molecular weight: 614.64
Iso. SMILES: C[C@H]1[C@H]2C[C@@H]3C=C[C@@H]4CC(C(=O)O[C@H]5C(COC(=O)CCC6=C(/C=C/OCC5O)C(=O)OC6=O)/C=C(/[C@]4([C@@H]3[C@@H]1O)O2)\C)OC
InChI Key: UGSGHHXIPUAOBJ-FUQUDWCDSA-N
Can. SMILES: C/C/1=C\C2COC(=O)CCC3=C(/C=C/OCC([C@H]2OC(=O)C(C[C@H]4C=C[C@H]5C[C@@H]6[C@H](C)[C@H]([C@H]5[C@]14O6)O)OC)O)C(=O)OC3=O
InChI: InChI=1S/C32H38O12/c1-15-10-18-13-41-25(34)7-6-20-21(30(37)43-29(20)36)8-9-40-14-22(33)28(18)42-31(38)24(39-3)12-19-5-4-17-11-23-16(2)27(35)26(17)32(15,19)44-23/h4-5,8-10,16-19,22-24,26-28,33,35H,6-7,11-14H2,1-3H3/b9-8+,15-10+/t16-,17-,18?,19+,22?,23+,24?,26-,27+,28-,32-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6438852
Guide to Pharmacology: luminamicin
Citations:
  • https://www.nature.com/articles/ja201777
  • https://www.jstage.jst.go.jp/article/antibiotics1968/38/10/38_10_1322/_pdf/-char/en

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