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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 of HYGROMYCIN

SMILES

[H][C@]12OCO[C@@]1([H])[C@H](O)[C@H](NC(=O)C(\C)=C\C3=CC=C(O[C@@H]4O[C@@H]([C@@H](O)[C@@H]4O)C(C)=O)C(O)=C3)[C@H](O)[C@H]2O

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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 1
Optical Activity UNSPECIFIED

Description

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 TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

PubMed

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
Record UNII
3YJY415DDI
Record Status Validated (UNII)
Record Version