Compound ID | 3326

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Aranorosin

Class: Natural product antibiotic

Spectrum of activity: Gram-positive
Details of activity: Active against arbekacin-resistant Staphylococcus aureus; inhibits the bifunctional enzyme AAC(6′)/APH(2″) conferring resistance to arbekacin
Description: Natural product from Pseudoarachniotus roseus (also by Gymnascella aurantiaca FKI-6588); shows anti-fungal activity; potentiates arbekacin in arbekacin-resistant MRSA
Institute where first reported: Research Centre, Hoechst India Limited
Year first mentioned: 1988
Development status: Experimental
Chemical structure(s):
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Molecular weight: 419.51
Iso. SMILES: CCCCCC[C@@H](C)/C=C(\C)/C=C/C(=O)NC1CC2([C@@H]3[C@@H](O3)C(=O)[C@@H]4[C@H]2O4)OC1O
InChI Key: JHTWWPWUODMKEO-PHJKOLFRSA-N
Can. SMILES: CCCCCC[C@@H](C)/C=C(\C)/C=C/C(=O)NC1CC2([C@H]3[C@@H](C(=O)[C@H]4[C@@H]2O4)O3)OC1O
InChI: InChI=1S/C23H33NO6/c1-4-5-6-7-8-13(2)11-14(3)9-10-16(25)24-15-12-23(30-22(15)27)20-18(28-20)17(26)19-21(23)29-19/h9-11,13,15,18-22,27H,4-8,12H2,1-3H3,(H,24,25)/b10-9+,14-11+/t13-,15?,18-,19+,20-,21+,22?,23?/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6444217
Citations:
  • http://dx.doi.org/10.1038/ja.2012.53
  • https://www.jstage.jst.go.jp/article/antibiotics1968/41/12/41_12_1780/_article/-char/en

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