Page last updated: 2024-12-11

hygromycin a

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

hygromycin A: a cinnamide derivative produced by Streptomyces hygroscopicus; structure differs from HYGROMYCIN B [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6433481
CHEMBL ID267436
CHEBI ID69414
SCHEMBL ID21767065
MeSH IDM0086492

Synonyms (20)

Synonym
homomycin
4-(5-acetyl-3,4-dihydroxy-2-tetrahydrofuranyloxy)-3-hydroxy-alpha-methyl-n-(2,3,6-trihydroxy-4,5-methylendioxycyclohexyl)zimtsaeureamid
hygromycin a
totomycin
d-nes-inositol, 5-deoxy-5-((3-(4-((6-deoxy-beta-d-arabino-hexofuranos-5-ulos-1-yl)oxy)-3-hydroxyphenyl)-2-methyl-1-oxo-2-propenyl)amino)-1,2-o-methylene-, (e)-
6379-56-2
chebi:69414 ,
CHEMBL267436
C17579
(e)-n-[(3as,4r,5r,6s,7r,7ar)-4,6,7-trihydroxy-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl]-3-[4-[(2s,3s,4s,5s)-5-acetyl-3,4-dihydroxyoxolan-2-yl]oxy-3-hydroxyphenyl]-2-methylprop-2-enamide
unii-3yjy415ddi
3yjy415ddi ,
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
hygromycin [mi]
st-4331 ,
SCHEMBL21767065
Q27137757
(e)-3-(4-(((2s,3s,4s,5s)-5-acetyl-3,4-dihydroxytetrahydrofuran-2-yl)oxy)-3-hydroxyphenyl)-2-methyl-n-((3as,4r,5r,6s,7r,7ar)-4,6,7-trihydroxyhexahydrobenzo[d][1,3]dioxol-5-yl)acrylamide
CS-0618358
HY-N10617

Research Excerpts

Overview

Hygromycin A (HA) is an aminocyclitol antibiotic produced and excreted by Streptomyces hygroscopicus. It is a more potent agent than chloramphenicol.

ExcerptReferenceRelevance
"Hygromycin A (HA) is an aminocyclitol antibiotic produced and excreted by Streptomyces hygroscopicus. "( The final step of hygromycin A biosynthesis, oxidation of C-5''-dihydrohygromycin A, is linked to a putative proton gradient-dependent efflux.
Dhote, V; Reynolds, KA; Starosta, AL; Wilson, DN, 2009
)
2.13
"Hygromycin A is a more potent agent than chloramphenicol and binds quite strongly to ribosomes."( Hygromycin A, a novel inhibitor of ribosomal peptidyltransferase.
Guerrero, MD; Modolell, J, 1980
)
2.43

Dosage Studied

ExcerptRelevanceReference
" We performed dose-response analyses with 23 steroids in 96-well plate format."( Novel stably transfected human reporter cell line AIZ-AR as a tool for an assessment of human androgen receptor transcriptional activity.
Bartonkova, I; Dvorak, Z; Novotna, A, 2015
)
0.42
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
hydroxycinnamic acidAny member of the class of cinnamic acids carrying one or more hydroxy substituents.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (16)

Assay IDTitleYearJournalArticle
AID563987Activity at Streptomyces hygroscopicus recombinant N-terminal His-tagged Hyg26 reductase expressed in Escherichia coli BL21 (DE3)2009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
The final step of hygromycin A biosynthesis, oxidation of C-5''-dihydrohygromycin A, is linked to a putative proton gradient-dependent efflux.
AID527503Antimicrobial activity against Streptococcus pyogenes 20352010Bioorganic & medicinal chemistry letters, Nov-15, Volume: 20, Issue:22
Synthesis and biological evaluation of novel hygromycin A antibacterial agents.
AID563981Antimicrobial activity against hyg19-hyg20-hyg21 deficient Streptomyces hygroscopicus SCH30 by after 48 hrs by agar plate dilution method2009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
The final step of hygromycin A biosynthesis, oxidation of C-5''-dihydrohygromycin A, is linked to a putative proton gradient-dependent efflux.
AID527499Antimicrobial activity against Staphylococcus aureus 10952010Bioorganic & medicinal chemistry letters, Nov-15, Volume: 20, Issue:22
Synthesis and biological evaluation of novel hygromycin A antibacterial agents.
AID527502Antimicrobial activity against Streptococcus pneumoniae 10952010Bioorganic & medicinal chemistry letters, Nov-15, Volume: 20, Issue:22
Synthesis and biological evaluation of novel hygromycin A antibacterial agents.
AID563982Antimicrobial activity against hyg20 deficient Streptomyces hygroscopicus SCH30 by after 48 hrs by agar plate dilution method2009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
The final step of hygromycin A biosynthesis, oxidation of C-5''-dihydrohygromycin A, is linked to a putative proton gradient-dependent efflux.
AID563985Inhibition of protein synthesis in Escherichia coli assessed as green fluorescent protein synthesis by coupled transcription-translation assay2009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
The final step of hygromycin A biosynthesis, oxidation of C-5''-dihydrohygromycin A, is linked to a putative proton gradient-dependent efflux.
AID563979Antimicrobial activity against hyg19 deficient Streptomyces hygroscopicus SCH30 by after 48 hrs by agar plate dilution method2009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
The final step of hygromycin A biosynthesis, oxidation of C-5''-dihydrohygromycin A, is linked to a putative proton gradient-dependent efflux.
AID563988Ratio of Kcat to Km for Streptomyces hygroscopicus recombinant N-terminal His-tagged Hyg26 reductase expressed in Escherichia coli BL21 (DE3)2009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
The final step of hygromycin A biosynthesis, oxidation of C-5''-dihydrohygromycin A, is linked to a putative proton gradient-dependent efflux.
AID563983Antimicrobial activity against Streptomyces lividans by after 48 hrs by agar plate dilution method2009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
The final step of hygromycin A biosynthesis, oxidation of C-5''-dihydrohygromycin A, is linked to a putative proton gradient-dependent efflux.
AID527501Antimicrobial activity against Streptococcus pneumoniae 10462010Bioorganic & medicinal chemistry letters, Nov-15, Volume: 20, Issue:22
Synthesis and biological evaluation of novel hygromycin A antibacterial agents.
AID527504Antimicrobial activity against Streptococcus pyogenes 10792010Bioorganic & medicinal chemistry letters, Nov-15, Volume: 20, Issue:22
Synthesis and biological evaluation of novel hygromycin A antibacterial agents.
AID563984Antimicrobial activity against tolC deficient Escherichia coli by after 2 hrs2009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
The final step of hygromycin A biosynthesis, oxidation of C-5''-dihydrohygromycin A, is linked to a putative proton gradient-dependent efflux.
AID527500Antimicrobial activity against Staphylococcus aureus 11462010Bioorganic & medicinal chemistry letters, Nov-15, Volume: 20, Issue:22
Synthesis and biological evaluation of novel hygromycin A antibacterial agents.
AID563980Antimicrobial activity against hyg28 deficient Streptomyces hygroscopicus SCH30 by after 48 hrs by agar plate dilution method2009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
The final step of hygromycin A biosynthesis, oxidation of C-5''-dihydrohygromycin A, is linked to a putative proton gradient-dependent efflux.
AID563978Antimicrobial activity against wild type Streptomyces hygroscopicus by after 48 hrs by agar plate dilution method2009Antimicrobial agents and chemotherapy, Dec, Volume: 53, Issue:12
The final step of hygromycin A biosynthesis, oxidation of C-5''-dihydrohygromycin A, is linked to a putative proton gradient-dependent efflux.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (415)

TimeframeStudies, This Drug (%)All Drugs %
pre-199019 (4.58)18.7374
1990's138 (33.25)18.2507
2000's146 (35.18)29.6817
2010's97 (23.37)24.3611
2020's15 (3.61)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 43.15

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index43.15 (24.57)
Research Supply Index6.05 (2.92)
Research Growth Index5.27 (4.65)
Search Engine Demand Index66.10 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (43.15)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews7 (1.65%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other418 (98.35%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]