Hygromycin A

Synonym(s): homomycin

Class: Protein synthesis inhibitor

Spectrum of activity:	Gram-negative
Details of activity:	Active against Gram-negative spirochaetes such as Borreliella burgdorferi and Treponema pallidum
Description:	Natural product from Streptomyces hygroscopicus; selective potent activity due to presence of BmpD nucleoside transporter present only in spirochaetes; in vitro therapeutic index of >2000
Institute where first reported:	Antimicrobial Discovery Center, Department of Biology, Northeastern University, Boston, MA 02115, USA
Year first mentioned:	1997
Development status:	Experimental

Chemical structure(s):
Canonical SMILES:	C/C(=C\C1=CC=C(C(=C1)O)O[C@H]2[C@H]([C@@H]([C@@H](C(=O)C)O2)O)O)/C(=O)N[C@@H]3[C@@H]([C@H]([C@@H]4[C@H]([C@@H]3O)OCO4)O)O
Isomeric SMILES:	C/C(=C\C1=CC(=C(C=C1)O[C@H]2[C@H]([C@@H]([C@H](O2)C(=O)C)O)O)O)/C(=O)N[C@@H]3[C@@H]([C@H]([C@@H]4[C@H]([C@@H]3O)OCO4)O)O
InChI:	InChI=1S/C23H29NO12/c1-8(22(32)24-13-14(27)16(29)21-20(15(13)28)33-7-34-21)5-10-3-4-12(11(26)6-10)35-23-18(31)17(30)19(36-23)9(2)25/h3-6,13-21,23,26-31H,7H2,1-2H3,(H,24,32)/b8-5+/t13-,14+,15-,16-,17+,18+,19-,20+,21-,23-/m1/s1
InChI Key:	YQYJSBFKSSDGFO-IIHALWDASA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/6433481

External links:
Guide to Pharmacology:	hygromycin A
Main Source:	https://www.cell.com/cell/fulltext/S0092-8674(21)01058-8
Citation:	https://www.jstage.jst.go.jp/article/antibiotics1968/50/6/50_6_514/_article