Page last updated: 2024-11-11

elaiophylin

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

Cross-References

ID SourceID
PubMed CID6444206
CHEMBL ID3740707
CHEBI ID77879
SCHEMBL ID1231934
MeSH IDM0103330

Synonyms (35)

Synonym
(3e,5e,7s,8s,11e,13e,15s,16s)-8,16-bis[(1s,2r,3s)-3-[(2r,4r,5r,6r)-4-[(2r,4s,5s,6s)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-5-ethyl-2-hydroxy-6-methyl-tetrahydropyran-2-yl]-2-hydroxy-1-methyl-butyl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-t
elaiophylin ,
elaiofilin
37318-06-2
azalomycin b
5001b
antibiotic 56-62
antibiotic 5001b
(3e,5e,7s,8s,11e,13e,15s,16s)-8,16-bis[(2s,3r,4s)-4-[(2r,4r,5r,6r)-4-[(2r,4s,5s,6s)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-ethyl-2-hydroxy-6-methyloxan-2-yl]-3-hydroxypentan-2-yl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione
AZALOMYCIN-B ,
salbomycin
gopalamicin
unii-1caf8865tm
1caf8865tm ,
efomycine e
efomycin e
(+)-elaiophylin
antibiotic a-164ab
CHEBI:77879
(3e,5e,7s,8s,11e,13e,15s,16s)-8,16-bis{(2s,3r,4s)-4-[(2r,4r,5r,6r)-4-{[(2r,4s,5s,6s)-4,5-dihydroxy-6-methyltetrahydro-2h-pyran-2-yl]oxy}-5-ethyl-2-hydroxy-6-methyltetrahydro-2h-pyran-2-yl]-3-hydroxypentan-2-yl}-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,
SCHEMBL1231934
c54h88o18
HB0273
azalomycin-b; gopalamicin; salbomycin
CHEMBL3740707
(3e,5e,7s,8s,11e,13e,15s,16s)-8,16-bis((2s,3r,4s)-4-((2r,4r,5r,6r)-4-(((2r,4s,5s,6s)-4,5-dihydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)-5-ethyl-2-hydroxy-6-methyltetrahydro-2h-pyran-2-yl)-3-hydroxypentan-2-yl)-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,
AKOS032945123
Q27147492
EX-A3078
CS-0003802
HY-15184
DTXSID001318254
ELO ,
AT33746
AC-35864

Research Excerpts

Overview

Elaiophylin is a natural compound and a potent inhibitor of late stage autophagy with outstanding antitumor activity in human ovarian cancer cells. It is an unusual C2 -symmetric antibiotic macrodiolide produced on a bacterial modular polyketide synthase assembly line.

ExcerptReferenceRelevance
"Elaiophylin is a natural compound and a novel and potent inhibitor of late stage autophagy with outstanding antitumor activity in human ovarian cancer cells. "( The novel autophagy inhibitor elaiophylin exerts antitumor activity against multiple myeloma with mutant TP53 in part through endoplasmic reticulum stress-induced apoptosis.
Chen, X; Fang, Y; Tan, J; Wang, G; Yang, Y; Zhao, L; Zhou, J; Zhou, P, 2017
)
2.19
"Elaiophylin is an unusual C2 -symmetric antibiotic macrodiolide produced on a bacterial modular polyketide synthase assembly line. "( Macrodiolide formation by the thioesterase of a modular polyketide synthase.
Dias, LC; Leadlay, PF; Murphy, AC; Prediger, P; Zhou, Y, 2015
)
1.86

Actions

ExcerptReferenceRelevance
"Elaiophylin promotes autophagosome accumulation but blocks autophagic flux by attenuating lysosomal cathepsin activity, resulting in the accumulation of SQSTM1/p62 in various cell lines."( Elaiophylin, a novel autophagy inhibitor, exerts antitumor activity as a single agent in ovarian cancer cells.
Fang, Y; Gao, Q; Lai, H; Lu, X; Ma, D; Meng, L; Qin, Y; Wang, D; Wang, T; Wu, P; Yang, Y; Zhang, H; Zhao, X; Zheng, Z; Zhou, J, 2015
)
2.58
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
bacterial metaboliteAny prokaryotic metabolite produced during a metabolic reaction in bacteria.
antifungal agentAn antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
autophagy inhibitorAny compound that inhibits the process of autophagy (the self-digestion of one or more components of a cell through the action of enzymes originating within the same cell).
[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 (3)

ClassDescription
lactolCyclic hemiacetals formed by intramolecular addition of a hydroxy group to an aldehydic or ketonic carbonyl group. They are thus 1-oxacycloalkan-2-ols or unsaturated analogues.
monosaccharide derivativeA carbohydrate derivative that is formally obtained from a monosaccharide.
macrodiolideA macropolylide which contains two ester linkages in one macrocyclic ring.
[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 (25)

Assay IDTitleYearJournalArticle
AID1853751Cytotoxicity against human MCF7 cells assessed as cell growth inhibition2022European journal of medicinal chemistry, Feb-15, Volume: 230Natural products from mangrove sediments-derived microbes: Structural diversity, bioactivities, biosynthesis, and total synthesis.
AID1544743Cytotoxicity against human DU145 cells assessed as reduction in cell viability incubated for 24 hrs by FMCA method2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Identification of BMI1 promoter inhibitors from Streptomyces sp. IFM-11958.
AID1544749Up-regulation of p16Ink4a mRNA expression in human DU145 cells incubated for 24 hrs by Quantitative RT-PCR analysis2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Identification of BMI1 promoter inhibitors from Streptomyces sp. IFM-11958.
AID1544742Inhibition of BMI1 promoter in HEK293T cells incubated for 24 hrs by luciferase reporter gene assay2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Identification of BMI1 promoter inhibitors from Streptomyces sp. IFM-11958.
AID1264895Antimicrobial activity against Escherichia coli ATCC 11775 for 17 to 48 hrs by MTT assay2015Journal of natural products, Nov-25, Volume: 78, Issue:11
Identification of Elaiophylin Skeletal Variants from the Indonesian Streptomyces sp. ICBB 9297.
AID1544745Cytotoxicity against HEK293 cells assessed as reduction in cell viability incubated for 24 hrs by FMCA method2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Identification of BMI1 promoter inhibitors from Streptomyces sp. IFM-11958.
AID1853776Cytotoxicity against human HeLa cells assessed as cell growth inhibition2022European journal of medicinal chemistry, Feb-15, Volume: 230Natural products from mangrove sediments-derived microbes: Structural diversity, bioactivities, biosynthesis, and total synthesis.
AID1264893Antimicrobial activity against Bacillus subtilis ATCC 6051 for 17 to 48 hrs by MTT assay2015Journal of natural products, Nov-25, Volume: 78, Issue:11
Identification of Elaiophylin Skeletal Variants from the Indonesian Streptomyces sp. ICBB 9297.
AID1768868Inhibition of NorA in Staphylococcus aureus SA-1199B assessed as potentiation of ethidium bromide-mediated antibacterial activity by measuring ethidium bromide MIC incubated for 24 hrs by resazurin assay2021Bioorganic & medicinal chemistry letters, 10-15, Volume: 50Evaluation of Elaiophylin extracted from Streptomyces hygroscopicus as a potential inhibitor of the NorA efflux protein in Staphylococcus aureus: An in vitro and in silico approach.
AID1768867Inhibition of NorA in Staphylococcus aureus SA-1199 assessed as potentiation of ethidium bromide-mediated antibacterial activity by measuring ethidium bromide MIC incubated for 24 hrs by resazurin assay2021Bioorganic & medicinal chemistry letters, 10-15, Volume: 50Evaluation of Elaiophylin extracted from Streptomyces hygroscopicus as a potential inhibitor of the NorA efflux protein in Staphylococcus aureus: An in vitro and in silico approach.
AID1544748Down-regulation of BMI1 mRNA expression in human DU145 cells incubated for 24 hrs by Quantitative RT-PCR analysis2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Identification of BMI1 promoter inhibitors from Streptomyces sp. IFM-11958.
AID1544741Inhibition of sphere formation in human HuH7 cells incubated for 72 hrs by sphere forming assay2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Identification of BMI1 promoter inhibitors from Streptomyces sp. IFM-11958.
AID1544747Down-regulation of c-Myc protein expression in human DU145 cells incubated for 24 hrs by Western blot analysis2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Identification of BMI1 promoter inhibitors from Streptomyces sp. IFM-11958.
AID1768869Decrease in NorA gene expression in Staphylococcus aureus SA-1199B by RT-qPCR2021Bioorganic & medicinal chemistry letters, 10-15, Volume: 50Evaluation of Elaiophylin extracted from Streptomyces hygroscopicus as a potential inhibitor of the NorA efflux protein in Staphylococcus aureus: An in vitro and in silico approach.
AID1768863Antibacterial activity against wild-type Staphylococcus aureus SA-1199 incubated for 24 hrs by broth microdilution method2021Bioorganic & medicinal chemistry letters, 10-15, Volume: 50Evaluation of Elaiophylin extracted from Streptomyces hygroscopicus as a potential inhibitor of the NorA efflux protein in Staphylococcus aureus: An in vitro and in silico approach.
AID1264892Antimicrobial activity against Mycobacterium smegmatis ATCC 14468 for 17 to 48 hrs by MTT assay2015Journal of natural products, Nov-25, Volume: 78, Issue:11
Identification of Elaiophylin Skeletal Variants from the Indonesian Streptomyces sp. ICBB 9297.
AID1544746Down-regulation of BMI1 protein expression in human DU145 cells incubated for 24 hrs by Western blot analysis2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Identification of BMI1 promoter inhibitors from Streptomyces sp. IFM-11958.
AID1264894Antimicrobial activity against Pseudomonas aeruginosa ATCC 9721 for 17 to 48 hrs by MTT assay2015Journal of natural products, Nov-25, Volume: 78, Issue:11
Identification of Elaiophylin Skeletal Variants from the Indonesian Streptomyces sp. ICBB 9297.
AID1683143Toxicity in Artemia salina assessed as mortality at 10 ug/ml after 24 hrs by Meyer method
AID1768865Inhibition of NorA in Staphylococcus aureus SA-1199 assessed as potentiation of norfloxacin-mediated antibacterial activity by measuring norfloxacin MIC incubated for 24 hrs by resazurin assay2021Bioorganic & medicinal chemistry letters, 10-15, Volume: 50Evaluation of Elaiophylin extracted from Streptomyces hygroscopicus as a potential inhibitor of the NorA efflux protein in Staphylococcus aureus: An in vitro and in silico approach.
AID1768864Antibacterial activity against Staphylococcus aureus SA-1199B overexpressing NorA incubated for 24 hrs by broth microdilution method2021Bioorganic & medicinal chemistry letters, 10-15, Volume: 50Evaluation of Elaiophylin extracted from Streptomyces hygroscopicus as a potential inhibitor of the NorA efflux protein in Staphylococcus aureus: An in vitro and in silico approach.
AID1264891Antimicrobial activity against Staphylococcus aureus ATCC 12600 for 17 to 48 hrs by MTT assay2015Journal of natural products, Nov-25, Volume: 78, Issue:11
Identification of Elaiophylin Skeletal Variants from the Indonesian Streptomyces sp. ICBB 9297.
AID1768866Inhibition of NorA in Staphylococcus aureus SA-1199B assessed as potentiation of norfloxacin-mediated antibacterial activity by measuring norfloxacin MIC incubated for 24 hrs by resazurin assay2021Bioorganic & medicinal chemistry letters, 10-15, Volume: 50Evaluation of Elaiophylin extracted from Streptomyces hygroscopicus as a potential inhibitor of the NorA efflux protein in Staphylococcus aureus: An in vitro and in silico approach.
AID1768870Decrease in NorA gene expression in Staphylococcus aureus SA-1199B in combination with norfloxacin by RT-qPCR2021Bioorganic & medicinal chemistry letters, 10-15, Volume: 50Evaluation of Elaiophylin extracted from Streptomyces hygroscopicus as a potential inhibitor of the NorA efflux protein in Staphylococcus aureus: An in vitro and in silico approach.
AID1544744Cytotoxicity against human HuH7 cells assessed as reduction in cell viability incubated for 24 hrs by FMCA method2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Identification of BMI1 promoter inhibitors from Streptomyces sp. IFM-11958.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (39)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (12.82)18.7374
1990's4 (10.26)18.2507
2000's5 (12.82)29.6817
2010's16 (41.03)24.3611
2020's9 (23.08)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 24.75

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index24.75 (24.57)
Research Supply Index3.71 (2.92)
Research Growth Index5.13 (4.65)
Search Engine Demand Index26.67 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (24.75)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (5.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other38 (95.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]