Compounds > trachyspic acid
Page last updated: 2024-08-02 11:52:41

trachyspic acid

Description

trachyspic acid: isolated from Talaromyces trachyspermus; inhibits heparanase; structure given in first source [MeSH]

trachyspic acid : An oxaspiro compound that is 1,6-dioxaspiro[4.4]non-2-en-4-one substituted by a carboxymethyl group at position 2, carboxy groups at positions 2 and 3, an oxo group at position 9 and a nonyl group at position 8. Isolated from the culture broth of the fungus Talaromyces trachyspermus, it exhibits inhibitory activity against the enzyme heparanase. [CHeBI]

Cross-References

ID SourceID
PubMed CID9909587
CHEBI ID66260
MeSH IDM0248585

Synonyms (9)

Synonym
2-(carboxymethyl)-8-nonyl-9-oxo-1,6-dioxaspiro[4.4]non-7-ene-2,3-dicarboxylic acid
1,6-dioxaspiro(4.4)non-7-ene-2,3-dicarboxylic acid, 2-(carboxymethyl)-8-nonyl-9-oxo-
unii-vja25444qx
trachyspic acid
2-(carboxymethyl)-8-nonyl-9-oxo-1,6-dioxaspiro(4.4)non-7-ene-2,3-dicarboxylic acid
149718-37-6
vja25444qx ,
CHEBI:66260
Q15427873

Roles (2)

RoleDescription
fungal metaboliteAny eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
EC 3.2.1.166 (heparanase) inhibitorAn EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of heparanase (EC 3.2.1.166).

Drug Classes (2)

ClassDescription
oxaspiro compoundA spiro compound in which at least one of the cyclic components is an oxygen heterocyle.
tricarboxylic acidAn oxoacid containing three carboxy groups.

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (20.00)18.2507
2000's2 (40.00)29.6817
2010's2 (40.00)24.3611
2020's0 (0.00)2.80

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%
Other6 (100.00%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
spironolactone
0
3-oxo-Delta(4) steroid;
oxaspiro compound;
steroid lactone;
thioester		aldosterone antagonist;
antihypertensive agent;
diuretic;
environmental contaminant;
xenobiotic		00low000000
fluorescein
0
2-benzofurans;
gamma-lactone;
organic heteropentacyclic compound;
oxaspiro compound;
polyphenol;
xanthene dye		fluorescent dye;
radioopaque medium		00low000000
tomatidine
0
3beta-hydroxy steroid;
azaspiro compound;
oxaspiro compound		00low000000
fluoran
0
2-benzofurans;
oxaspiro compound;
xanthenes		00low000000
remikiren
0
azaspiro compound;
oxaspiro compound;
steroid		00low000000
gallein
0
2-benzofurans;
gamma-lactone;
organic heteropentacyclic compound;
oxaspiro compound;
polyphenol;
xanthene dye		fluorochrome;
G-protein-coupled receptor antagonist;
histological dye		00low000000
u 69593
0
monocarboxylic acid amide;
N-alkylpyrrolidine;
organic heterobicyclic compound;
oxaspiro compound		anti-inflammatory agent;
diuretic;
kappa-opioid receptor agonist		00low000000
ecteinascidin 743
0
acetate ester;
azaspiro compound;
bridged compound;
hemiaminal;
isoquinoline alkaloid;
lactone;
organic heteropolycyclic compound;
organic sulfide;
oxaspiro compound;
polyphenol;
tertiary amino compound		alkylating agent;
angiogenesis modulating agent;
anti-inflammatory agent;
antineoplastic agent;
marine metabolite		00low000000
hippurin
0
oxaspiro compound;
steroid		00low000000
bisdechlorogeodin
0
1-benzofurans;
cyclohexadiene;
methyl ester;
oxaspiro compound		antimicrobial agent00low000000
spirodiclofen
0
dichlorobenzene;
gamma-lactone;
organochlorine acaricide;
oxaspiro compound		00low000000
sorbinil
0
azaspiro compound;
chromanes;
imidazolidinone;
organofluorine compound;
oxaspiro compound		antioxidant;
EC 1.1.1.21 (aldehyde reductase) inhibitor		00low000000
calcein am
0
2-benzofurans;
acetate ester;
gamma-lactone;
organic heteropentacyclic compound;
oxaspiro compound;
xanthene dye		fluorochrome00low000000
griseofulvin
0
1-benzofurans;
antibiotic antifungal drug;
benzofuran antifungal drug;
organochlorine compound;
oxaspiro compound		antibacterial agent;
Penicillium metabolite		00low000000
solasodine
0
alkaloid antibiotic;
azaspiro compound;
hemiaminal ether;
oxaspiro compound;
sapogenin;
steroid alkaloid		anticonvulsant;
antifungal agent;
antiinfective agent;
antioxidant;
antipyretic;
antispermatogenic agent;
apoptosis inducer;
cardiotonic drug;
central nervous system depressant;
diuretic;
immunomodulator;
plant metabolite;
teratogenic agent		00low000000
eplerenone
0
3-oxo-Delta(4) steroid;
epoxy steroid;
gamma-lactone;
methyl ester;
organic heteropentacyclic compound;
oxaspiro compound;
steroid acid ester		aldosterone antagonist;
antihypertensive agent		00low000000
6-amino-3-(methoxymethyl)-5-spiro[2H-pyrano[2,3-c]pyrazole-4,4'-thiane]carbonitrile
0
nitrile;
organic sulfide;
organosulfur heterocyclic compound;
oxaspiro compound		00low000000
ophiobolin a
0
cyclic ketone;
enal;
oxaspiro compound;
sesterterpenoid;
tertiary alcohol		00low000000
pseurotin
0
azaspiro compound;
lactam;
oxaspiro compound		metabolite00low000000
estin
0
1-benzofurans;
ether;
methyl ester;
organochlorine compound;
oxaspiro compound;
phenols		Aspergillus metabolite;
Penicillium metabolite		00low000000
esculeoside a
0
azaspiro compound;
oxaspiro compound;
saponin;
steroid alkaloid;
steroid saponin		antineoplastic agent;
metabolite		00low000000
fumiquinazoline c
0
azaspiro compound;
fumiquinazoline;
imidazoindole;
organic heteroheptacyclic compound;
oxaspiro compound		00low000000
avilamycin a
0
benzoate ester;
cyclic acetal;
dichlorobenzene;
oligosaccharide derivative;
ortho ester;
oxaspiro compound;
phenols;
tertiary alpha-hydroxy ketone		antimicrobial agent;
bacterial metabolite		00low000000
AZD1979
0
aromatic ether;
azaspiro compound;
carboxamide;
N-acylazetidine;
oxadiazole;
oxaspiro compound;
oxetanes		melanin-concentrating hormone receptor antagonist00low000000
lancifodilactone g
0
cyclic ether;
diol;
enol;
gamma-lactone;
oxaspiro compound;
triterpenoid		anti-HIV agent;
metabolite		00low000000
boromycin
0
macrodiolide;
macrolide antibiotic;
organoboron compound;
oxaspiro compound;
zwitterion		anti-HIV agent;
antibacterial agent;
bacterial metabolite		00low000000
marineosin a
0
azaspiro compound;
ether;
macrocycle;
oxaspiro compound;
pyrroles		antineoplastic agent;
metabolite		00low000000
marineosin b
0
azaspiro compound;
ether;
macrocycle;
oxaspiro compound;
pyrroles		antineoplastic agent;
metabolite		00low000000
aconitic acid
0
tricarboxylic acid00low000000
citric acid, anhydrous
0
tricarboxylic acidantimicrobial agent;
chelator;
food acidity regulator;
fundamental metabolite		00low000000
threo-alpha-methylisocitrate
0
methylisocitric acid;
tertiary alcohol;
tricarboxylic acid		00low000000
2-methylcitric acid
0
tricarboxylic acid00low000000
pqq cofactor
0
orthoquinones;
pyrroloquinoline cofactor;
tricarboxylic acid		anti-inflammatory agent;
antioxidant;
cofactor;
water-soluble vitamin (role)		00low000000
isocitric acid
0
secondary alcohol;
tricarboxylic acid		fundamental metabolite00low000000
aurintricarboxylic acid
0
monohydroxybenzoic acid;
quinomethanes;
tricarboxylic acid		fluorochrome;
histological dye;
insulin-like growth factor receptor 1 antagonist		00low000000
nitrilotriacetic acid
0
NTA;
tricarboxylic acid		carcinogenic agent;
nephrotoxic agent		00low000000
trimellitic acid
0
tricarboxylic acid00low000000
trimesic acid
0
benzoic acids;
tricarboxylic acid		00low000000
tricarballylic acid
0
tricarboxylic acid00low000000
glycyrrhizic acid
0
enone;
glucosiduronic acid;
pentacyclic triterpenoid;
tricarboxylic acid;
triterpenoid saponin		EC 3.4.21.5 (thrombin) inhibitor;
plant metabolite		00low000000
homocitric acid
0
tricarboxylic acid00low000000
nopaline
0
amino acid opine;
D-glutamic acid derivative;
guanidines;
L-arginine derivative;
secondary amino compound;
tricarboxylic acid		00low000000
acromelic acid a
0
pyridone;
pyrrolidinecarboxylic acid;
tricarboxylic acid		fungal metabolite;
neurotoxin;
NMDA receptor agonist		00low000000
tris(2-carboxyethyl)phosphine
0
phosphine derivative;
tricarboxylic acid		reducing agent00low000000
2'-deoxymugineic acid
0
tricarboxylic acid00low000000
homoisocitric acid
0
tricarboxylic acid00low000000
domoic acid
0
L-proline derivative;
non-proteinogenic L-alpha-amino acid;
pyrrolidinecarboxylic acid;
tricarboxylic acid		algal metabolite;
hapten;
marine metabolite;
neuromuscular agent;
neurotoxin		00low000000
bongkrekic acid
0
ether;
olefinic compound;
tricarboxylic acid		apoptosis inhibitor;
ATP/ADP translocase inhibitor;
bacterial metabolite;
EC 2.5.1.18 (glutathione transferase) inhibitor;
toxin		00low000000
squalestatin 1
0
acetate ester;
cyclic ketal;
oxabicycloalkane;
polyketide;
tertiary alcohol;
tricarboxylic acid		EC 2.5.1.21 (squalene synthase) inhibitor;
fungal metabolite		00low000000
vibrioferrin
0
carboxylic ester;
N-acyl hemiaminal;
pyrrolidin-2-ones;
tertiary alcohol;
tricarboxylic acid		marine metabolite;
siderophore		00low000000
zaragozic acid c
0
acetate ester;
cyclic ketal;
oxabicycloalkane;
polyketide;
tertiary alcohol;
tricarboxylic acid		EC 2.5.1.21 (squalene synthase) inhibitor;
fungal metabolite		00low000000
s-(1,2-dicarboxyethyl)cysteine
0
L-cysteine thioether;
tricarboxylic acid		human metabolite;
Maillard reaction product		00low000000
staphyloferrin b
0
oxo carboxylic acid;
tertiary alcohol;
tricarboxylic acid amide;
tricarboxylic acid		bacterial metabolite;
siderophore		00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
4-hydroxyphenylacetic acid
0
monocarboxylic acid;
phenols		fungal metabolite;
human metabolite;
mouse metabolite;
plant metabolite		00low000000
indoleacetamide
0
indoles;
monocarboxylic acid amide;
N-acylammonia		bacterial metabolite;
fungal metabolite;
plant metabolite		00low000000
gamma-guanidinobutyric acid
0
guanidines;
monocarboxylic acid;
zwitterion		fungal metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		00low000000
itaconic acid
0
dicarboxylic acid;
dicarboxylic fatty acid;
olefinic compound		fungal metabolite;
human metabolite		00low000000
theophylline
0
dimethylxanthineadenosine receptor antagonist;
anti-asthmatic drug;
anti-inflammatory agent;
bronchodilator agent;
drug metabolite;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
fungal metabolite;
human blood serum metabolite;
immunomodulator;
muscle relaxant;
vasodilator agent		00low000000
caffeine
0
purine alkaloid;
trimethylxanthine		adenosine A2A receptor antagonist;
adenosine receptor antagonist;
adjuvant;
central nervous system stimulant;
diuretic;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
environmental contaminant;
food additive;
fungal metabolite;
geroprotector;
human blood serum metabolite;
mouse metabolite;
mutagen;
plant metabolite;
psychotropic drug;
ryanodine receptor agonist;
xenobiotic		00low000000
2,5-dihydroxybenzoic acid
0
dihydroxybenzoic acidEC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
fungal metabolite;
human metabolite;
MALDI matrix material;
mouse metabolite		00low000000
muscimol
0
alkaloid;
isoxazoles;
primary amino compound		fungal metabolite;
GABA agonist;
oneirogen;
psychotropic drug		00low000000
psilocin
0
hydroxyindoles;
phenols;
tertiary amino compound;
tryptamine alkaloid		drug metabolite;
fungal metabolite;
hallucinogen;
human xenobiotic metabolite;
serotonergic agonist		00low000000
urethane
0
carbamate esterfungal metabolite;
mutagen		00low000000
methyl n-methylanthranilate
0
benzoate ester;
methyl ester;
secondary amino compound;
substituted aniline		animal metabolite;
fungal metabolite;
plant metabolite		00low000000
veratryl alcohol
0
benzyl alcohols;
dimethoxybenzene;
primary alcohol		fungal metabolite00low000000
4-hydroxyacetophenone
0
monohydroxyacetophenonefungal metabolite;
mouse metabolite;
plant metabolite		00low000000
acrylonitrile
0
aliphatic nitrile;
volatile organic compound		antifungal agent;
carcinogenic agent;
fungal metabolite;
mutagen;
polar aprotic solvent		00low000000
4-hydroxyphenylethanol
0
phenolsanti-arrhythmia drug;
antioxidant;
cardiovascular drug;
fungal metabolite;
geroprotector;
plant metabolite;
protective agent		00low000000
psilocybin
0
organic phosphate;
tertiary amino compound;
tryptamine alkaloid		fungal metabolite;
hallucinogen;
prodrug;
serotonergic agonist		00low000000
nonadecanoic acid
0
long-chain fatty acid;
straight-chain saturated fatty acid		fungal metabolite00low000000
3-methylfuran
0
furans;
volatile organic compound		Aspergillus metabolite;
environmental contaminant;
fungal metabolite;
Penicillium metabolite;
plant metabolite		00low000000
gamma-dodecalactone
0
gamma-lactonebacterial metabolite;
fungal metabolite;
volatile oil component		00low000000
1-octen-3-ol
0
alkenyl alcohol;
medium-chain fatty alcohol		antimicrobial agent;
fungal metabolite;
insect attractant;
volatile oil component		00low000000
norsolorinic acid
0
polyketide;
tetrahydroxyanthraquinone		fungal metabolite00low000000
2-ethylhexanal
0
saturated fatty aldehydebacterial xenobiotic metabolite;
fungal metabolite		00low000000
mevastatin
0
2-pyranones;
carboxylic ester;
hexahydronaphthalenes;
polyketide;
statin (naturally occurring)		antifungal agent;
apoptosis inducer;
EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor;
fungal metabolite;
Penicillium metabolite		00low000000
norharman
0
beta-carbolines;
mancude organic heterotricyclic parent		fungal metabolite;
marine metabolite		00low000000
cephalosporin c
0
cephalosporinfungal metabolite00low000000
sulfur
0
elemental sulfur;
homomonocyclic compound		bacterial metabolite;
fungal metabolite		00low000000
orsellinic acid
0
dihydroxybenzoic acid;
resorcinols		fungal metabolite;
marine metabolite;
metabolite		00low000000
nebularine
0
purine ribonucleoside;
purines D-ribonucleoside		fungal metabolite00low000000
1,8-dihydroxynaphthalene
0
naphthalenediolfungal metabolite00low000000
siccanin
0
organic heteropentacyclic compoundantifungal drug;
fungal metabolite		00low000000
rubrofusarin
0
aromatic ether;
benzochromenone;
phenols;
polyketide		biological pigment;
EC 1.14.18.1 (tyrosinase) inhibitor;
fungal metabolite		00low000000
5-hydroxybenzofuran-2-one
0
1-benzofurans;
aromatic alcohol		antifungal agent;
fungal metabolite		00low000000
5-hydroxymethyl-2-furoic acid
0
aromatic primary alcohol;
furoic acid		bacterial xenobiotic metabolite;
fungal metabolite;
human urinary metabolite;
nematicide		00low000000
fibrinogen
0
iditolfungal metabolite00low000000
3-hydroxybutyric acid
0
3-hydroxybutyric acid;
ketone body		fungal metabolite;
human metabolite;
pheromone		00low000000
orotidine
0
nucleoside;
pyrimidinemonocarboxylic acid;
uridines		bacterial metabolite;
fungal metabolite;
plant metabolite		00low000000
atromentin
0
dihydroxy-1,4-benzoquinones;
polyphenol		antibacterial agent;
anticoagulant;
antineoplastic agent;
apoptosis inducer;
biological pigment;
EC 1.3.1.9 [enoyl-[acyl-carrier-protein] reductase (NADH)] inhibitor;
fungal metabolite		00low000000
2'-o-methyladenosine
0
adenosines;
ether		fungal metabolite00low000000
ergosine
0
ergot alkaloidfungal metabolite00low000000
acromelic acid a
0
pyridone;
pyrrolidinecarboxylic acid;
tricarboxylic acid		fungal metabolite;
neurotoxin;
NMDA receptor agonist		00low000000
trapoxin a
0
epoxide;
homodetic cyclic peptide;
ketone		antineoplastic agent;
EC 3.5.1.98 (histone deacetylase) inhibitor;
fungal metabolite		00low000000
deoxyfuconojirimycin
0
hydroxypiperidine;
triol		fungal metabolite00low000000
emodin anthrone
0
anthracenone;
phenols		fungal metabolite00low000000
saintopin
0
tetracenequinonesantineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
fungal metabolite;
intercalator		00low000000
cercosporamide
0
dibenzofurans;
methyl ketone;
monocarboxylic acid amide;
polyphenol		antifungal agent;
EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor;
fungal metabolite;
phytotoxin		00low000000
baeocystin
0
organic phosphate;
secondary amino compound;
tryptamine alkaloid		fungal metabolite;
hallucinogen		00low000000
albicanol
0
carbobicyclic compound;
homoallylic alcohol;
primary alcohol;
sesquiterpenoid		antifeedant;
antifungal agent;
antineoplastic agent;
fungal metabolite;
mammalian metabolite;
marine metabolite;
plant metabolite		00low000000
ml 236a
0
2-pyranones;
carbobicyclic compound;
hexahydronaphthalenes;
polyketide;
secondary alcohol		antiatherosclerotic agent;
anticholesteremic drug;
antilipemic drug;
antimicrobial agent;
EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor;
fungal metabolite		00low000000
2,5-dihydroxybenzyl alcohol
0
aromatic primary alcohol;
phenols		antineoplastic agent;
antioxidant;
apoptosis inhibitor;
fungal metabolite		00low000000
3-octanone
0
dialkyl ketoneantifeedant;
biomarker;
fungal metabolite;
human urinary metabolite;
insect attractant;
plant metabolite;
toxin		00low000000
lenticin
0
amino-acid betaine;
indole alkaloid;
L-tryptophan derivative		fungal metabolite;
plant metabolite;
xenobiotic		00low000000
ergonovine
0
ergot alkaloid;
monocarboxylic acid amide;
organic heterotetracyclic compound;
primary alcohol;
secondary amino compound;
tertiary amino compound		diagnostic agent;
fungal metabolite;
oxytocic;
toxin		00low000000
ergosterol
0
3beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
ergostanoid;
phytosterols		fungal metabolite;
Saccharomyces cerevisiae metabolite		00low000000
eicosapentaenoic acid
0
icosapentaenoic acid;
omega-3 fatty acid		anticholesteremic drug;
antidepressant;
antineoplastic agent;
Daphnia galeata metabolite;
fungal metabolite;
micronutrient;
mouse metabolite;
nutraceutical		00low000000
aphidicolin
0
tetracyclic diterpenoidantimicrobial agent;
antimitotic;
antineoplastic agent;
antiviral drug;
apoptosis inducer;
Aspergillus metabolite;
DNA synthesis inhibitor;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor;
fungal metabolite		00low000000
sordaricin
0
3-oxo monocarboxylic acid;
aldehyde;
bridged compound;
primary alcohol;
tetracyclic diterpenoid		antifungal agent;
fungal metabolite		00low000000
methyl cinnamate
0
methyl cinnamateantibacterial agent;
fungal metabolite;
nematicide;
plant metabolite		00low000000
averufin
0
cyclic ketal;
organic heteropentacyclic compound;
polyketide;
polyphenol		fungal metabolite00low000000
rhodotorulic acid
0
2,5-diketopiperazines;
hydroxamic acid;
L-ornithine derivative		fungal metabolite;
siderophore		00low000000
helvolic acid
0
3-oxo-Delta(1) steroid;
acetate ester;
monocarboxylic acid;
steroid acid		antibacterial agent;
fungal metabolite;
mycotoxin		00low000000
beauvericin
0
cyclodepsipeptideantibiotic insecticide;
antifungal agent;
antineoplastic agent;
apoptosis inhibitor;
fungal metabolite;
ionophore;
mycotoxin;
P450 inhibitor		00low000000
8,11,14-eicosatrienoic acid
0
fatty acid 20:3;
long-chain fatty acid		fungal metabolite;
human metabolite;
nutraceutical		00low000000
canthaxanthin
0
carotenonebiological pigment;
Escherichia coli metabolite;
food colouring;
fungal metabolite		00low000000
zearalenone
0
macrolide;
resorcinols		fungal metabolite;
mycoestrogen		00low000000
norlichexanthone
0
polyphenol;
xanthones		antimalarial;
fungal metabolite		00low000000
orobol
0
7-hydroxyisoflavonesanti-inflammatory agent;
fungal metabolite;
plant metabolite;
radical scavenger		00low000000
ellagic acid
0
catechols;
cyclic ketone;
lactone;
organic heterotetracyclic compound;
polyphenol		antioxidant;
EC 1.14.18.1 (tyrosinase) inhibitor;
EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor;
EC 2.4.1.1 (glycogen phosphorylase) inhibitor;
EC 2.5.1.18 (glutathione transferase) inhibitor;
EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor;
EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor;
EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
food additive;
fungal metabolite;
geroprotector;
plant metabolite;
skin lightening agent		00low000000
t-2 toxin
0
acetate ester;
organic heterotetracyclic compound;
trichothecene		apoptosis inducer;
cardiotoxic agent;
DNA synthesis inhibitor;
environmental contaminant;
fungal metabolite;
mycotoxin;
neurotoxin		00low000000
glycitein
0
7-hydroxyisoflavone;
methoxyisoflavone		fungal metabolite;
phytoestrogen;
plant metabolite		00low000000
ergothioneine
0
1,3-dihydroimidazole-2-thiones;
amino-acid betaine;
L-histidine derivative;
sulfur-containing amino acid		antioxidant;
chelator;
fungal metabolite;
plant metabolite;
xenobiotic metabolite		00low000000
alternariol monomethyl ether
0
aromatic ether;
benzochromenone		antifungal agent;
fungal metabolite;
mycotoxin		00low000000
iditol
0
iditolfungal metabolite;
human metabolite		00low000000
poricoic acid a
0
dicarboxylic acid;
secondary alcohol;
tricyclic triterpenoid		fungal metabolite00low000000
poricoic acid g
0
dicarboxylic acid;
secondary alcohol;
tricyclic triterpenoid		fungal metabolite00low000000
mevalonolactone
0
4-hydroxy-4-methyloxan-2-onefungal metabolite;
plant metabolite		00low000000
ascofuranone
0
dihydroxybenzaldehyde;
meroterpenoid;
monochlorobenzenes;
olefinic compound;
resorcinols;
sesquiterpenoid;
tetrahydrofuranone		angiogenesis inhibitor;
antilipemic drug;
antineoplastic agent;
antiprotozoal drug;
fungal metabolite		00low000000
mucidin
0
enoate ester;
enol ether		antifungal agent;
fungal metabolite		00low000000
squalestatin 1
0
acetate ester;
cyclic ketal;
oxabicycloalkane;
polyketide;
tertiary alcohol;
tricarboxylic acid		EC 2.5.1.21 (squalene synthase) inhibitor;
fungal metabolite		00low000000
thermozymocidin
0
alpha-amino fatty acid;
hydroxy monocarboxylic acid;
non-proteinogenic alpha-amino acid;
sphingoid		antifungal agent;
antimicrobial agent;
antineoplastic agent;
apoptosis inducer;
EC 2.3.1.50 (serine C-palmitoyltransferase) inhibitor;
fungal metabolite;
immunosuppressive agent		00low000000
acuminatin
0
1-benzofurans;
dimethoxybenzene;
neolignan;
olefinic compound;
ring assembly		fungal metabolite;
plant metabolite		00low000000
strobilurin b
0
enoate ester;
enol ether;
methoxyacrylate strobilurin antifungal agent;
monochlorobenzenes;
monomethoxybenzene		antifungal agent;
fungal metabolite;
mitochondrial cytochrome-bc1 complex inhibitor		00low000000
ergosta-4,6,8(14),22-tetraen-3-one
0
3-oxo-Delta(4) steroid;
ergostanoid		fungal metabolite00low000000
fumagillin
0
antibiotic antifungal drug;
carboxylic ester;
dicarboxylic acid monoester;
meroterpenoid;
organooxygen heterocyclic antibiotic;
spiro-epoxide		angiogenesis inhibitor;
antibacterial drug;
antimicrobial agent;
antiprotozoal drug;
fungal metabolite;
methionine aminopeptidase 2 inhibitor		00low000000
altenusin
0
aromatic ether;
carboxybiphenyl;
catechols;
hydroxybiphenyls;
polyphenol		antifungal agent;
fungal metabolite		00low000000
ebericol
0
14alpha-methyl steroid;
3beta-sterol;
tetracyclic triterpenoid		fungal metabolite00low000000
tmc-95a
0
indoles;
lactam;
macrocycle;
phenols;
secondary alcohol;
tertiary alcohol		antimicrobial agent;
antineoplastic agent;
bacterial metabolite;
fungal metabolite;
proteasome inhibitor		00low000000
monacolin j
0
2-pyranones;
carbobicyclic compound;
hexahydronaphthalenes;
polyketide;
secondary alcohol		antimicrobial agent;
EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor;
fungal metabolite		00low000000
yw 3548
0
olefinic compound;
terpene lactone;
tertiary alcohol		fungal metabolite;
glycerophosphoinositol synthesis inhibitor		00low000000
hypothemycin
0
aromatic ether;
diol;
enone;
epoxide;
macrolide;
phenols;
polyketide;
secondary alpha-hydroxy ketone		antifungal agent;
antineoplastic agent;
EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor;
fungal metabolite		00low000000
HT-2 toxin
0
acetate ester;
organic heterotetracyclic compound;
trichothecene		apoptosis inducer;
fungal metabolite		00low000000
tmc-95b
0
indoles;
lactam;
macrocycle;
phenols;
secondary alcohol;
tertiary alcohol		antimicrobial agent;
antineoplastic agent;
fungal metabolite;
proteasome inhibitor		00low000000
sporothriolide
0
furofuran;
gamma-lactone		antifungal agent;
fungal metabolite		00low000000
ascochlorin
0
cyclohexanones;
dihydroxybenzaldehyde;
meroterpenoid;
monochlorobenzenes;
olefinic compound;
resorcinols;
sesquiterpenoid		angiogenesis inhibitor;
antifungal agent;
antineoplastic agent;
antiprotozoal drug;
fungal metabolite		00low000000
zaragozic acid c
0
acetate ester;
cyclic ketal;
oxabicycloalkane;
polyketide;
tertiary alcohol;
tricarboxylic acid		EC 2.5.1.21 (squalene synthase) inhibitor;
fungal metabolite		00low000000
monascin
0
alpha,beta-unsaturated ketone;
gamma-lactone;
organic heterotricyclic compound;
polyketide		antilipemic drug;
antineoplastic agent;
fungal metabolite;
PPARgamma agonist		00low000000
monascorubrin
0
azaphilone;
enone;
gamma-lactone;
polyketide;
triketone		anti-inflammatory agent;
antineoplastic agent;
biological pigment;
food colouring;
fungal metabolite;
Hsp90 inhibitor		00low000000
5,7-dihydroxy-2-methyl-8-(4-(3-hydroxy-1-methyl)-piperidinyl)-4h-1-benzopyran-4-one
0
alkaloid;
chromones;
hydroxypiperidine;
resorcinols;
tertiary amino compound		anti-inflammatory agent;
anti-ulcer drug;
anticholesteremic drug;
antileishmanial agent;
antineoplastic agent;
EC 2.7.11.22 (cyclin-dependent kinase) inhibitor;
fungal metabolite;
plant metabolite		00low000000
ganodermadiol
0
3beta-sterol;
primary allylic alcohol;
tetracyclic triterpenoid		antiviral agent;
fungal metabolite;
hepatoprotective agent		00low000000
(3E,9E)-5,6-Dihydroxy-9,13,14-trimethyl-16-(2-methylpropyl)-17-azatricyclo[9.7.0.01,15]octadeca-3,9,12-triene-2,18-dione
0
cytochalasinfungal metabolite00low000000
prosomatostatin
0
heterodetic cyclic peptide;
peptide hormone		fungal metabolite;
mouse metabolite;
rat metabolite		00low000000
depudecin
0
polyketideEC 3.5.1.98 (histone deacetylase) inhibitor;
fungal metabolite		00low000000
diorcinol
0
aromatic ether;
phenols		fungal metabolite;
marine metabolite;
metabolite		00low000000
antroquinonol d
0
enol ether;
enone;
secondary alcohol		antineoplastic agent;
fungal metabolite		00low000000
equisetin
0
enol;
octahydronaphthalenes;
primary alcohol;
tetramic acids		antibacterial agent;
fungal metabolite;
HIV-1 integrase inhibitor;
quorum sensing inhibitor		00low000000
hispidin
0
2-pyranones;
catechols		antioxidant;
EC 2.7.11.13 (protein kinase C) inhibitor;
fungal metabolite		00low000000
asperfuranone
0
2-benzofurans;
cyclic ketone;
diol;
polyketide;
secondary alcohol;
tertiary alcohol;
tertiary alpha-hydroxy ketone		antineoplastic agent;
fungal metabolite		00low000000
bassianolide
0
cyclodepsipeptide;
cyclooctadepsipeptide		antineoplastic agent;
fungal metabolite;
insecticide		00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
acromelic acid a
0
pyridone;
pyrrolidinecarboxylic acid;
tricarboxylic acid		fungal metabolite;
neurotoxin;
NMDA receptor agonist		00low000000
squalestatin 1
0
acetate ester;
cyclic ketal;
oxabicycloalkane;
polyketide;
tertiary alcohol;
tricarboxylic acid		EC 2.5.1.21 (squalene synthase) inhibitor;
fungal metabolite		00low000000
zaragozic acid c
0
acetate ester;
cyclic ketal;
oxabicycloalkane;
polyketide;
tertiary alcohol;
tricarboxylic acid		EC 2.5.1.21 (squalene synthase) inhibitor;
fungal metabolite		00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
isoxazoles
1
isoxazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene		2011201113.0high000010
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
B16 Melanoma0
1
1995199529.0high001000