HYGROMYCIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C23H29NO12
Molecular Weight	511.4759
Optical Activity	UNSPECIFIED
Defined Stereocenters	10 / 10
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=O)[C@H]1O[C@@H](OC2=CC=C(\C=C(/C)C(=O)N[C@H]3[C@@H](O)[C@@H]4OCO[C@@H]4[C@H](O)[C@H]3O)C=C2O)[C@@H](O)[C@@H]1O

InChI

InChIKey=YQYJSBFKSSDGFO-IIHALWDASA-N

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

HIDE SMILES / InChI

Molecular Formula	C23H29NO12
Molecular Weight	511.4759
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	10 / 10
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6156832 | https://www.ncbi.nlm.nih.gov/pubmed/12821448

Hygromycin A, an antibiotic produced by Streptomyces hiygroscopicus, is active against gram-positive bacteria including mycobacteria and actinomycetes, as well as against endomoeba, leptospira and pleuro- pneumonia-like organisms. Hygromycin A binds strongly to bacterial ribosomes and inhibits the ribosomal peptidyl transferase activity. The antibiotic binds to the ribosome in a distinct but overlapping manner with other antibiotics and offers a different template for generation of new agents effective against multidrug-resistant pathogens.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Bacterial 70S ribosome 180 Target ID: CHEMBL2363135 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6156832 \| https://www.ncbi.nlm.nih.gov/pubmed/26464437	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Dysentery, swine 1 Sources: https://www.google.com/patents/EP0243717A1	Curative		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Crystallographic characterization of the ribosomal binding site and molecular mechanism of action of Hygromycin A.	2015-11-16	26464437
Biosynthetic origin of hygromycin A.	2003-07	12821448
Structure-activity relationships of hygromycin A and its analogs: protein synthesis inhibition activity in a cell free system.	1997-06	9268009
Hygromycin A, a novel inhibitor of ribosomal peptidyltransferase.	1980-06	6156832

Patents

Sample Use Guides

In Vivo Use Guide

hygromycin A was confirmed to have a curative effect on swine dysentery even at low doses of 1 g/ton

Route of Administration: Oral

In Vitro Use Guide

Anti- S. hyodysenteriae activity of hygromycin A (MIC) is 0.78 ug/ml

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:36:06 GMT 2025` Edited by `admin` on `Mon Mar 31 17:36:06 GMT 2025`
Record UNII	3YJY415DDI
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

ST-4331

Preferred Name

English

HYGROMYCIN

Common Name

English

HOMOMYCIN

Common Name

English

HYGROMYCIN [MI]

Common Name

English

5-DEOXY-5-(((2E)-3-(4-((6-DEOXY-.BETA.-D-ARABINO-HEXOFURANOS-5-ULOS-1-YL)OXY)-3-HYDROXYPHENYL)-2-METHYL-1-OXO-2-PROPEN-1-YL)AMINO)-1,2-O-METHYLENE-D-NEO-INOSITOL

Common Name

English

HYGROMYCIN A

Common Name

English

Code System Code Type Description

WIKIPEDIA

Totomycin