Compound ID | 2774

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Unphenelfamycin

Class: Natural product antibiotic

Spectrum of activity: Gram-positive
Details of activity: Active against Clostridium difficile and Propionibacterium acnes
Propensity to select resistant mutants: Yes, at 10^-8 and <10^-8 mutation frequency at 4x and 8x MIC respectively
Description: Natural product from Streptomyces sp.; an elfamycin-type antibiotic
Institute where first reported: Anti-infective Research Division, Abbott Laboratories, Abbott Park, Illinois USA
Year first mentioned: 1989
Development status: Experimental
Chemical structure(s):
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Molecular weight: 819.98
Iso. SMILES: O=C(O)/C=C/C=C/C=C/[C@H]1O[C@H]([C@H]([C@H](OC)/C(=C/C=C/CNC(=O)[C@@H]([C@@]2(O[C@@H](/C=C/C=C/C)C(C)(C)[C@H]([C@H]2O)O)O)CO[C@H]3O[C@H]([C@@H](O)[C@H](C3)OC)C)/C)C)C[C@@H]1O
InChI Key: DJMVKODMYMBIGE-HFXUVZHZSA-N
Can. SMILES: C/C=C/C=C/[C@H]1C(C)(C)[C@H]([C@H]([C@@]([C@@H](CO[C@@H]2C[C@@H]([C@@H]([C@H](C)O2)O)OC)C(=O)NC/C=C/C=C(\C)/[C@H]([C@H](C)[C@@H]3C[C@@H]([C@@H](/C=C/C=C/C=C/C(=O)O)O3)O)OC)(O)O1)O)O
InChI: InChI=1S/C43H65NO14/c1-9-10-13-20-34-42(5,6)39(49)40(50)43(52,58-34)29(25-55-36-24-33(53-7)37(48)28(4)56-36)41(51)44-22-17-16-18-26(2)38(54-8)27(3)32-23-30(45)31(57-32)19-14-11-12-15-21-35(46)47/h9-21,27-34,36-40,45,48-50,52H,22-25H2,1-8H3,(H,44,51)(H,46,47)/b10-9+,12-11+,17-16+,19-14+,20-13+,21-15+,26-18+/t27-,28+,29+,30+,31-,32+,33+,34+,36+,37-,38-,39+,40-,43+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/substance/85420397
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/42/1/42_1_94/_pdf/-char/en

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