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Details

Stereochemistry EPIMERIC
Molecular Formula C20H37N3O13
Molecular Weight 527.5201
Optical Activity UNSPECIFIED
Defined Stereocenters 15 / 16
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HYGROMYCIN B

SMILES

[H][C@@]12OC4(O[C@]1([H])[C@H](O[C@]3([H])[C@@H](O)[C@H](N)C[C@H](NC)[C@H]3O)O[C@H](CO)[C@@H]2O)O[C@]([H])([C@@H](N)CO)[C@H](O)[C@H](O)[C@H]4O

InChI

InChIKey=GRRNUXAQVGOGFE-HUCHGKBZSA-N
InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/t5-,6+,7+,8-,9+,10-,11+,12-,13+,14-,15-,16+,17+,18-,19+,20?/m1/s1

HIDE SMILES / InChI
Molecular Formula C20H37N3O13
Molecular Weight 527.5201
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 15 / 16
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Hygromycin B is a water-soluble antibiotic purified from the bacterium Streptomyces hydroscopicus.It kills bacteria, fungi and higher eukaryotic cells by inhibiting protein synthesis. It has been reported to interfere with translocation and to cause mistranslation at the 70S ribosome.Hygromycin B is used as a selective agent in molecular genetics experiments on a wide variety of eukaryotic and prokaryotic species. Under the trade name Hygromix, Hygromycin B is used in chickens as an aid in the control of infections of the following intestinal parasites: large roundworms (Ascaris galli), cecal worms (Heterakis gallinae) and capillary worms (Capillaria obsignata) and in Swine as an aid in the control of infections of the following intestinal parasites: large roundworms (Ascaris suis), nodular worms (Oesophagostomum dentatum) and whipworms (Trichuris suis).

Originator

Mann, R.L.|Brome, W.W.
1
Curator's Comment: Hygromycin B was isolated from cultures of Streptomyces hygroscopicus by Mann and Bromer

Approval Year

2011
587
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
Ribosome-associated ATPase
1
Target ID: P37624
Gene ID: 947998.0
Gene Symbol: rbbA
Target Organism: Escherichia coli (strain K12)
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8429
Hygromix 8

Approved Use

Chickens: As an aid in the control of infections of the following intestinal parasites: Large roundworms (Ascaris galli), cecal worms (Heterakis gallinae) and capillary worms (Capillaria obsignata). 8 to 12 g/ton Swine: As an aid in the control of infections of the following intestinal parasites: Large roundworms (Ascaris suis), nodular worms (Oesophagostomum dentatum) and whipworms (Trichuris suis).

Launch Date

5.17795185E11
PubMed

PubMed

TitleDatePubMed
Small molecules that selectively block RNA binding of HIV-1 Rev protein inhibit Rev function and viral production.
1993 Sep 24
Inhibition of HIV type 1 production by hygromycin B.
1998 Jul 1
Patents

Patents

JP2005245261A
1

Sample Use Guides

In Vivo Use Guide
Chickens: Thoroughly mix Hygromix 8 Type A Medicated Article with feed to provide a Type B medicated feed containing up to 132 grams hygromycin B per ton or to provide a complete Type C medicated feed containing 8 to 12 g hygromycin B per ton. When manufacturing Type C medicated feed by directly mixing Hygromix 8 with the finished feed, thoroughly mix Hygromix 8 with a small quantity of finished feed before incorporation into the bulk of the finished feed. Swine: Thoroughly mix Hygromix 8 Type A Medicated Article with feed to provide a Type B medicated feed containing up to 132 grams hygromycin B per ton or to provide a complete Type C medicated feed containing 12 g hygromycin B per ton. When manufacturing Type C medicated feed by directly mixing Hygromix 8 with the finished feed, thoroughly mix Hygromix 8 with a small quantity of finished feed before incorporation into the bulk of the finished feed.
Route of Administration: Oral
In Vitro Use Guide
The MIC for hygromycin B in E. coli cells growing in TSB was found to be 150 g/ml. The 50% inhibitory concentration (IC50) for inhibition of translation was 16 g/ml.
Substance Class Chemical
Created
by admin
on Sat Dec 16 00:18:09 UTC 2023
Edited
by admin
on Sat Dec 16 00:18:09 UTC 2023
Record UNII
3XQ2233B0B
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HYGROMYCIN B
MART.   MI  
Common Name English
HYGROMYCIN B [MART.]
Common Name English
HYGROVETIN
Common Name English
HYGROMIX
Brand Name English
ANTIHELMYCIN
Common Name English
HYGROMYCIN B [GREEN BOOK]
Common Name English
HYGROMYCIN B [MI]
Common Name English
O-6-AMINO-6-DEOXY-L-GLYCERO-D-GALACTO-HEPTOPYRANOSYLIDENE-(1->2-3)-O-.BETA.-D-TALOPYRANOSYL-(1->5)-2-DEOXY-N3-METHYL-D-STREPTAMINE
Common Name English
HYGROVETINE
Common Name English
Classification Tree Code System Code
CFR 21 CFR 556.330
Created by admin on Sat Dec 16 00:18:09 UTC 2023 , Edited by admin on Sat Dec 16 00:18:09 UTC 2023
CFR 21 CFR 558.274
Created by admin on Sat Dec 16 00:18:09 UTC 2023 , Edited by admin on Sat Dec 16 00:18:09 UTC 2023
Code System Code Type Description
CAS
31282-04-9
Created by admin on Sat Dec 16 00:18:09 UTC 2023 , Edited by admin on Sat Dec 16 00:18:09 UTC 2023
PRIMARY
DRUG BANK
DB11520
Created by admin on Sat Dec 16 00:18:09 UTC 2023 , Edited by admin on Sat Dec 16 00:18:09 UTC 2023
PRIMARY
ECHA (EC/EINECS)
250-545-5
Created by admin on Sat Dec 16 00:18:09 UTC 2023 , Edited by admin on Sat Dec 16 00:18:09 UTC 2023
PRIMARY
CHEBI
57971
Created by admin on Sat Dec 16 00:18:09 UTC 2023 , Edited by admin on Sat Dec 16 00:18:09 UTC 2023
PRIMARY
PUBCHEM
56928061
Created by admin on Sat Dec 16 00:18:09 UTC 2023 , Edited by admin on Sat Dec 16 00:18:09 UTC 2023
PRIMARY
FDA UNII
3XQ2233B0B
Created by admin on Sat Dec 16 00:18:09 UTC 2023 , Edited by admin on Sat Dec 16 00:18:09 UTC 2023
PRIMARY
MERCK INDEX
m6162
Created by admin on Sat Dec 16 00:18:09 UTC 2023 , Edited by admin on Sat Dec 16 00:18:09 UTC 2023
PRIMARY Merck Index
MESH
D006921
Created by admin on Sat Dec 16 00:18:09 UTC 2023 , Edited by admin on Sat Dec 16 00:18:09 UTC 2023
PRIMARY
CHEBI
16976
Created by admin on Sat Dec 16 00:18:09 UTC 2023 , Edited by admin on Sat Dec 16 00:18:09 UTC 2023
PRIMARY
WIKIPEDIA
HYGROMYCIN B
Created by admin on Sat Dec 16 00:18:09 UTC 2023 , Edited by admin on Sat Dec 16 00:18:09 UTC 2023
PRIMARY
EPA CompTox
DTXSID7041045
Created by admin on Sat Dec 16 00:18:09 UTC 2023 , Edited by admin on Sat Dec 16 00:18:09 UTC 2023
PRIMARY
RXCUI
1426887
Created by admin on Sat Dec 16 00:18:09 UTC 2023 , Edited by admin on Sat Dec 16 00:18:09 UTC 2023
PRIMARY RxNorm
Related Record Type Details
Structure of HYGROMYCIN B
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