Compounds > macrosporin
Page last updated: 2024-11-07

macrosporin

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Description

macrosporin: isolated from fermentation product of fungus Alternaria porri (Ellis) Ciferri; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID159926
CHEMBL ID463054
SCHEMBL ID16227189
MeSH IDM0163865

Synonyms (13)

Synonym
1,7-dihydroxy-3-methoxy-6-methyl-9,10-anthraquinone
macrosporin
CHEMBL463054
22225-67-8
1,7-dihydroxy-3-methoxy-6-methylanthracene-9,10-dione
1,7-dihydroxy-3-methoxy-6-methyl-9,10-anthracenedione
9,10-anthracenedione, 1,7-dihydroxy-3-methoxy-6-methyl-
DTXSID50176769
SCHEMBL16227189
bdbm50480484
J-014592
Q63392820
1,7-dihydroxy-3-methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (42)

Assay IDTitleYearJournalArticle
AID1188351Antimicrobial activity against Escherichia coli ATCC 25922 by broth dilution assay2014Journal of natural products, Sep-26, Volume: 77, Issue:9
Bioactive anthraquinone derivatives from the mangrove-derived fungus Stemphylium sp. 33231.
AID654537Antibacterial activity against Escherichia coli after 18 hrs by MTT assay2012Journal of natural products, Feb-24, Volume: 75, Issue:2
Bioactive hydroanthraquinones and anthraquinone dimers from a soft coral-derived Alternaria sp. fungus.
AID423605Inhibition of recombinant FAK2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID423600Inhibition of recombinant CDK4/CycD12009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID423597Inhibition of recombinant Aurora B2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID423609Inhibition of recombinant VEGFR32009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID423615Inhibition of recombinant CK2alpha12009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID423594Inhibition of recombinant AKT12009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID423603Inhibition of recombinant EPHB42009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID1666597Induction of DNA damage in human SU8686 cells assessed as increase in gammaH2AX phosphorylation at ser193 at cytotoxic IC50 in presence of 0.3 uM doxorubicin by fluorometry method2020Bioorganic & medicinal chemistry, 02-15, Volume: 28, Issue:4
Targeting the DNA damage response (DDR) by natural compounds.
AID423613Inhibition of recombinant PDGFRbeta2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID654539Antibacterial activity against Staphylococcus albus after 18 hrs by MTT assay2012Journal of natural products, Feb-24, Volume: 75, Issue:2
Bioactive hydroanthraquinones and anthraquinone dimers from a soft coral-derived Alternaria sp. fungus.
AID335504Antimicrobial activity against Aspergillus flavus NRRL 6541 at 250 ug/disk by standard agar diffusion assay2002Journal of natural products, Jun, Volume: 65, Issue:6
Biologically active polyketide metabolites from an undetermined fungicolous hyphomycete resembling Cladosporium.
AID423601Inhibition of recombinant COT2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID423608Inhibition of recombinant VEGFR22009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID1188352Antimicrobial activity against Staphylococcus albus ATCC 8799 by broth dilution assay2014Journal of natural products, Sep-26, Volume: 77, Issue:9
Bioactive anthraquinone derivatives from the mangrove-derived fungus Stemphylium sp. 33231.
AID1188354Antimicrobial activity against Staphylococcus aureus ATCC 6538 by broth dilution assay2014Journal of natural products, Sep-26, Volume: 77, Issue:9
Bioactive anthraquinone derivatives from the mangrove-derived fungus Stemphylium sp. 33231.
AID423610Inhibition of recombinant FLT32009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID654538Antibacterial activity against Vibrio parahaemolyticus after 18 hrs by MTT assay2012Journal of natural products, Feb-24, Volume: 75, Issue:2
Bioactive hydroanthraquinones and anthraquinone dimers from a soft coral-derived Alternaria sp. fungus.
AID1188355Antimicrobial activity against Kocuria rhizophila ATCC 9341 by broth dilution assay2014Journal of natural products, Sep-26, Volume: 77, Issue:9
Bioactive anthraquinone derivatives from the mangrove-derived fungus Stemphylium sp. 33231.
AID423606Inhibition of recombinant IGF1R2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID423611Inhibition of recombinant INSR2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID1188350Antimicrobial activity against Micrococcus tetragenus ATCC 13623 by broth dilution assay2014Journal of natural products, Sep-26, Volume: 77, Issue:9
Bioactive anthraquinone derivatives from the mangrove-derived fungus Stemphylium sp. 33231.
AID423619Inhibition of recombinant TIE22009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID423612Inhibition of recombinant MET2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID423607Inhibition of recombinant SRC2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID1188356Antimicrobial activity against Bacillus subtilis ATCC 6633 by broth dilution assay2014Journal of natural products, Sep-26, Volume: 77, Issue:9
Bioactive anthraquinone derivatives from the mangrove-derived fungus Stemphylium sp. 33231.
AID423616Inhibition of recombinant SAK2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID335505Antimicrobial activity against Bacillus subtilis ATCC 6051 at 200 ug/disk by standard agar diffusion assay2002Journal of natural products, Jun, Volume: 65, Issue:6
Biologically active polyketide metabolites from an undetermined fungicolous hyphomycete resembling Cladosporium.
AID335502Antimicrobial activity against Fusarium verticillioides NRRL 25457 at 250 ug/disk by standard agar diffusion assay2002Journal of natural products, Jun, Volume: 65, Issue:6
Biologically active polyketide metabolites from an undetermined fungicolous hyphomycete resembling Cladosporium.
AID335503Antimicrobial activity against Staphylococcus aureus ATCC 29213 at 200 ug/disk by standard agar diffusion assay2002Journal of natural products, Jun, Volume: 65, Issue:6
Biologically active polyketide metabolites from an undetermined fungicolous hyphomycete resembling Cladosporium.
AID423618Cytotoxicity against mouse L5178Y cells at 10 ug/mL by MTT assay2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID1188348Cytotoxic activity against human A549 cells by MTT assay2014Journal of natural products, Sep-26, Volume: 77, Issue:9
Bioactive anthraquinone derivatives from the mangrove-derived fungus Stemphylium sp. 33231.
AID423599Inhibition of recombinant CDK2/CycA2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID423595Inhibition of recombinant ARK52009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID423602Inhibition of recombinant EGFR2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID1188353Antimicrobial activity against Bacillus cereus ATCC 14579 by broth dilution assay2014Journal of natural products, Sep-26, Volume: 77, Issue:9
Bioactive anthraquinone derivatives from the mangrove-derived fungus Stemphylium sp. 33231.
AID423604Inhibition of recombinant ERBB22009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID423598Inhibition of recombinant B-RAF-V600E mutant2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID423596Inhibition of recombinant Aurora A2009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
AID1188347Cytotoxic activity against mouse B16F10 cells by MTT assay2014Journal of natural products, Sep-26, Volume: 77, Issue:9
Bioactive anthraquinone derivatives from the mangrove-derived fungus Stemphylium sp. 33231.
AID423614Inhibition of recombinant PLK12009Journal of natural products, Apr, Volume: 72, Issue:4
Bioactive metabolites from the endophytic fungus Stemphylium globuliferum isolated from Mentha pulegium.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (11.11)18.7374
1990's0 (0.00)18.2507
2000's2 (22.22)29.6817
2010's4 (44.44)24.3611
2020's2 (22.22)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.50

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

MetricThis Compound (vs All)
Research Demand Index12.50 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.80 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.50)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
ciprofloxacin
Ciprofloxacin: A broad-spectrum antimicrobial carboxyfluoroquinoline.. ciprofloxacin : A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively.		2.4920aminoquinoline;
cyclopropanes;
fluoroquinolone antibiotic;
N-arylpiperazine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone;
zwitterion		antibacterial drug;
antiinfective agent;
antimicrobial agent;
DNA synthesis inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
environmental contaminant;
topoisomerase IV inhibitor;
xenobiotic
emodin
Emodin: Purgative anthraquinone found in several plants, especially RHAMNUS PURSHIANA. It was formerly used as a laxative, but is now used mainly as a tool in toxicity studies.. emodin : A trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by hydroxy groups at positions 1, 3, and 8 and by a methyl group at position 6. It is present in the roots and barks of numerous plants (particularly rhubarb and buckthorn), moulds, and lichens. It is an active ingredient of various Chinese herbs.		2.0510trihydroxyanthraquinoneantineoplastic agent;
laxative;
plant metabolite;
tyrosine kinase inhibitor
kojic acid
[no description available]		2.25104-pyranones;
enol;
primary alcohol		Aspergillus metabolite;
EC 1.10.3.1 (catechol oxidase) inhibitor;
EC 1.10.3.2 (laccase) inhibitor;
EC 1.13.11.24 (quercetin 2,3-dioxygenase) inhibitor;
EC 1.14.18.1 (tyrosinase) inhibitor;
EC 1.4.3.3 (D-amino-acid oxidase) inhibitor;
NF-kappaB inhibitor;
skin lightening agent
aloe emodin
aloe emodin: structure distinct from emodin; this does not mean emodin from aloe. Aloe emodin : A dihydroxyanthraquinone that is chrysazin carrying a hydroxymethyl group at position 3. It has been isolated from plant species of the genus Aloe.		2.2510aromatic primary alcohol;
dihydroxyanthraquinone		antineoplastic agent;
plant metabolite
caproamide
[no description available]		2.2510primary carboxamide;
primary fatty amide
epirubicin
Epirubicin: An anthracycline which is the 4'-epi-isomer of doxorubicin. The compound exerts its antitumor effects by interference with the synthesis and function of DNA.		2.0710aminoglycoside;
anthracycline antibiotic;
anthracycline;
deoxy hexoside;
monosaccharide derivative;
p-quinones;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		antimicrobial agent;
antineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor
viridicatin
viridicatin: structure. viridicatin : A hydroxyquinolone that is 3-hydroxyuinolin-2(1H)-one which is substituted at position 4 by a phenyl groups. Isolated from the mycelium of several Penicillium species, it exhibits strong antibiotic activity against M. tuberculosis and also against B. subtilis, S. aureus and S. cerevisiae.		2.2510hydroxyquinolineantibacterial agent;
Aspergillus metabolite;
marine metabolite;
Penicillium metabolite
pinocembrin
pinocembrin : A dihydroxyflavanone in which the two hydroxy groups are located at positions 5 and 7. A natural product found in Piper sarmentosum and Cryptocarya chartacea.		2.2510(2S)-flavan-4-one;
dihydroxyflavanone		antineoplastic agent;
antioxidant;
metabolite;
neuroprotective agent;
vasodilator agent
avarol
avarol: RN given refers to parent cpd; extract from Dysidea avara(sea sponge)		2.2510
avarone
avarone: antileukemic agent; isolated from Dysidea avara		2.2510
skyrin
skyrin: main pigment of toxin rice fungus Penicillium islandicum; RN given refers to parent cpd; structure		2.2510biaryl;
trihydroxyanthraquinone
altersolanol a
altersolanol A: isolated from fermentation product of fungus Alternaria porri(Ellis) Ciferri;RN given refers to (1R-(1alpha,2beta,3beta,4alpha))-isomer; structure given in first source		8.2960pentahydroxyanthraquinone
xanthorrhizol
xanthorrhizol: structure in first source		2.2510sesquiterpenoid
aeroplysinin i
aeroplysinin I: isolated from sponge Aplysina sp.; RN refers to (1S-trans)-isomer; structure given in second source		2.2510tertiary alcohol
matairesinol
matairesinol: lignan that is a central precursor in plants in the biosynthesis of numerous lignans (coordinate with specific); RN refers to (3R-trans)-isomer. (-)-matairesinol : A lignan that is gamma-butyrolactone in which the 3 and 4 positions are substituted by 4-hydroxy-3-methoxybenzyl groups (the 3R,4R-diastereomer).		2.2510gamma-lactone;
lignan;
polyphenol		angiogenesis inhibitor;
anti-asthmatic agent;
phytoestrogen;
plant metabolite
dactylarin
dactylarin: isolated from Dactylaria lutea (Deuteromycetes); structure		2.4920
dactylariol
dactylariol: structure		2.4920
beauvericin
[no description available]		2.2510cyclodepsipeptideantibiotic insecticide;
antifungal agent;
antineoplastic agent;
apoptosis inhibitor;
fungal metabolite;
ionophore;
mycotoxin;
P450 inhibitor
3-deoxyisoochracinic acid
3-deoxyisoochracinic acid: structure in first source		2.0110
8-hydroxymanzamine a
8-hydroxymanzamine A: active against HIV-II; isolated from the sponge Pachypellina; structure in first source. 8-hydroxymanzamine A : An alkaloid that is manzamine A with a hydroxy substituent at position 8. Isolated from Pachypellina and Acanthostrongylophora, it exhibits inhibitory activity against Glycogen Synthase Kinase-3 (EC 2.7.11.26).		2.2510alkaloid;
beta-carbolines;
isoquinolines		anti-HSV-2 agent;
EC 2.7.11.26 (tau-protein kinase) inhibitor;
metabolite
neobavaisoflavone
neobavaisoflavone: isolated from Psoralea corylifolia; structure in first source. neobavaisoflavone : A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone with an additonal hydroxy group at position 4' and a prenyl group at position 3'. Isolated from seeds of Psoralea corylifolia, it exhibits inhibitory activity against DNA polymerase and platelet aggregation.		2.25107-hydroxyisoflavonesantineoplastic agent;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor;
plant metabolite;
platelet aggregation inhibitor
alternariol
alternariol: structure. alternariol : A benzochromenone that is 6H-benzo[c]chromen-6-one which is substituted by a methyl group at position 1 and by hydroxy groups at positions 3, 7, and 9. It is the most important mycotoxin produced by the black mould Alternaria species, which are the most common mycoflora infecting small grain cereals worldwide.		2.1110benzochromenone;
phenols		EC 3.1.1.8 (cholinesterase) inhibitor;
metabolite;
mycotoxin
alternariol monomethyl ether
djalonensone : A benzochromenone that is alternariol in which the hydroxy group at position 9 has been converted into the corresponding methyl ether. A natural product found in Chaetomium globosum as well as being one of the two most important compounds belonging to the group of Altenaria mycotoxins.		2.2510aromatic ether;
benzochromenone		antifungal agent;
fungal metabolite;
mycotoxin
luffariellolide
luffariellolide: structure given in first source; a partially reversible phospholipase A2 inhibitor; a major metabolite of the sponge Luffariella; do not confuse with luffolide, a minor metabolite of the same species		2.2510diterpene lactone
bakuchiol
bakuchiol: chief component of Psoralea corylifolia Linn; structure		2.2510
bavachalcone
bavachalcone: structure in first source		2.2510chalcones
aerothionin
[no description available]		2.2510isoxazolesmetabolite
roquefortine
[no description available]		2.2510pyrroloindole
kahalalide f
kahalalide F: a cyclodepsipeptide toxin; isolated from a mollusk, Elysia rubefescens; exhibits antitumoral activity against cell lines of colon cancer and prostatic cancer; structure given in first source		2.0510
ConditionIndicatedRelationship StrengthStudiesTrials