gonyautoxin II: RN given refers to (3aS-(3aalpha,4alpha,9beta,10aR*))-isomer; gonyautoxin III is the (9alpha)-isomer of gonyautoxin II [MeSH]
| Synonym |
|---|
| gonyautoxin ii |
| 60508-89-6 |
| gonyautoxin 2 |
| unii-yu77z3ny6z |
| toxin gtx2 |
| 11alpha-hydroxysaxitoxin 11-sulfate |
| yu77z3ny6z , |
| gtx2 |
| gtx ii |
| 1h,10h-pyrrolo(1,2-c)purine-9,10,10-triol, 2,6-diamino-4-(((aminocarbonyl)oxy)methyl)-3a,4,8,9-tetrahydro-, 9-(hydrogen sulfate), (3as,4r,9r,10as)- |
| CHEBI:80769 |
| 1h,10h-pyrrolo(1,2-c)purine-9,10,10-triol, 2,6-diamino-4-(((aminocarbonyl)oxy)methyl)-3a,4,8,9-tetrahydro-, 9-(hydrogen sulfate), (3as-(3a.alpha.,4.alpha.,9.beta.,10ar*))- 11.alpha.-hydroxysaxitoxin 11-sulfate |
| gonyautoxin iim |
| gonyautoxin-2 |
| [(3as,4r,9r,10as)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)octahydro-1h,8h-pyrrolo[1,2-c]purin-4-yl]methyl carbamate |
| Q27149819 |
| toxin gtx2;gtx ii; gtx2; gonyautoxin 2 |
| [(3as,4r,9r,10as)-2,6-diamino-10,10-dihydroxy-9-sulfooxy-3a,4,8,9-tetrahydro-1h-pyrrolo[1,2-c]purin-4-yl]methyl carbamate |
| Substance | Studies | Classes | Roles | First Year | Last Year | Average Age | Relationship Strength | Trials | pre-1990 | 1990's | 2000's | 2010's | post-2020 |
|---|
| 5-methoxypsoralen | | 5-methoxyfurocoumarin;
organic heterotricyclic compound;
psoralens | hepatoprotective agent;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| beta-naphthoflavone | | extended flavonoid;
naphtho-gamma-pyrone;
organic heterotricyclic compound | aryl hydrocarbon receptor agonist | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| etodolac | | monocarboxylic acid;
organic heterotricyclic compound | antipyretic;
cyclooxygenase 2 inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| fluorescite | | benzoic acids;
cyclic ketone;
hydroxy monocarboxylic acid;
organic heterotricyclic compound;
phenols;
xanthene dye | fluorescent dye;
radioopaque medium | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| ketotifen | | cyclic ketone;
olefinic compound;
organic heterotricyclic compound;
organosulfur heterocyclic compound;
piperidines;
tertiary amino compound | anti-asthmatic drug;
H1-receptor antagonist | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| khellin | | furanochromone;
organic heterotricyclic compound;
oxacycle | anti-asthmatic agent;
bronchodilator agent;
cardiovascular drug;
vasodilator agent | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| oxolinic acid | | aromatic carboxylic acid;
organic heterotricyclic compound;
oxacycle;
quinolinemonocarboxylic acid;
quinolone antibiotic | antibacterial drug;
antifungal agent;
antiinfective agent;
antimicrobial agent;
enzyme inhibitor | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| ro 15-4513 | | organic heterotricyclic compound;
organonitrogen heterocyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| skimmianine | | alkaloid antibiotic;
organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| benzo(b)naphtho(2,1-d)thiophene | | organic heterotricyclic compound;
organosulfur heterocyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| kokusaginine | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| cytisine | | alkaloid;
bridged compound;
lactam;
organic heterotricyclic compound;
secondary amino compound | nicotinic acetylcholine receptor agonist;
phytotoxin;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| alpha-naphthoflavone | | extended flavonoid;
naphtho-gamma-pyrone;
organic heterotricyclic compound | aryl hydrocarbon receptor agonist;
aryl hydrocarbon receptor antagonist;
EC 1.14.14.14 (aromatase) inhibitor | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| naftalofos | | organic heterotricyclic compound | anthelminthic drug | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| helenalin | | cyclic ketone;
gamma-lactone;
organic heterotricyclic compound;
secondary alcohol;
sesquiterpene lactone | anti-inflammatory agent;
antineoplastic agent;
metabolite;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| ancitabine | | diol;
organic heterotricyclic compound | antimetabolite;
antineoplastic agent;
prodrug | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 1-(3-chloro-5-benzo[b][1]benzoxepinyl)-4-methylpiperazine | | N-alkylpiperazine;
organic heterotricyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| colforsin | | acetate ester;
cyclic ketone;
labdane diterpenoid;
organic heterotricyclic compound;
tertiary alpha-hydroxy ketone;
triol | adenylate cyclase agonist;
anti-HIV agent;
antihypertensive agent;
plant metabolite;
platelet aggregation inhibitor;
protein kinase A agonist | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| nedocromil | | dicarboxylic acid;
organic heterotricyclic compound | anti-allergic agent;
anti-asthmatic drug;
non-steroidal anti-inflammatory drug | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| naxagolide | | organic heterotricyclic compound;
phenols;
tertiary amino compound | anticonvulsant;
antiparkinson drug;
dopamine agonist | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| depsidone | | depsidones;
organic heterotricyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| droxicam | | organic heterotricyclic compound;
pyridines | cyclooxygenase 1 inhibitor;
hepatotoxic agent;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
platelet aggregation inhibitor;
prodrug | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| dictamnine | | alkaloid antibiotic;
organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| flindersiamine | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| flindersine | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| maculine | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| zaluzanin C | | gamma-lactone;
guaiane sesquiterpenoid;
organic heterotricyclic compound;
secondary alcohol;
sesquiterpene lactone | EC 1.14.13.39 (nitric oxide synthase) inhibitor;
metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| alpha-lapachone | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| dehydrocostus lactone | | gamma-lactone;
guaiane sesquiterpenoid;
organic heterotricyclic compound;
sesquiterpene lactone | antimycobacterial drug;
antineoplastic agent;
apoptosis inducer;
cyclooxygenase 2 inhibitor;
metabolite;
trypanocidal drug | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| Evoxine | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| galaxolide | | isochromenes;
organic heterotricyclic compound | fragrance | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| aurofusarin | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| geographutoxin i | | organic heterotricyclic compound | marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| gamma-fagarine | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 1,9-dideoxyforskolin | | acetate ester;
labdane diterpenoid;
organic heterotricyclic compound | plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| paspaline | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| salvinorin a | | organic heterotricyclic compound;
organooxygen compound | metabolite;
oneirogen | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| sch 45752 | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| pannarin | | aldehyde;
aromatic ether;
depsidones;
organic heterotricyclic compound;
organochlorine compound;
phenols | antimicrobial agent;
antineoplastic agent;
apoptosis inducer;
lichen metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| mirestrol | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| confertin | | cyclic ketone;
gamma-lactone;
organic heterotricyclic compound;
pseudoguaianolide | anti-inflammatory agent;
metabolite;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| inuviscolide | | gamma-lactone;
organic heterotricyclic compound;
sesquiterpene lactone;
tertiary alcohol | anti-inflammatory agent;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| ergolide | | acetate ester;
cyclic ketone;
gamma-lactone;
organic heterotricyclic compound;
sesquiterpene lactone | anti-inflammatory agent;
antineoplastic agent;
metabolite;
NF-kappaB inhibitor;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| fk 1052 | | imidazoles;
organic heterotricyclic compound | antiemetic;
serotonergic antagonist | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| noscapine | | aromatic ether;
benzylisoquinoline alkaloid;
cyclic acetal;
isobenzofuranone;
organic heterobicyclic compound;
organic heterotricyclic compound;
tertiary amino compound | antineoplastic agent;
antitussive;
apoptosis inducer;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| aromaticin | | cyclic ketone;
gamma-lactone;
organic heterotricyclic compound;
sesquiterpene lactone | anti-inflammatory agent;
metabolite;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| rocaglamide | | monocarboxylic acid amide;
monomethoxybenzene;
organic heterotricyclic compound | antileishmanial agent;
antineoplastic agent;
metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| aglafoline | | methyl ester;
organic heterotricyclic compound | metabolite;
platelet aggregation inhibitor | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| cimifugin | | organic heterotricyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| khelloside | | organic heterotricyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| columbin | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| decursinol | | cyclic ether;
delta-lactone;
organic heterotricyclic compound;
secondary alcohol | analgesic;
antineoplastic agent;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| cleomiscosin a | | aromatic ether;
delta-lactone;
organic heterotricyclic compound;
phenols;
primary alcohol | anti-inflammatory agent;
metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| Dubinidine | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| colforsin daropate | | acetate ester;
carboxylic ester;
cyclic ketone;
diol;
organic heterotricyclic compound;
tertiary amino compound | adenylate cyclase agonist;
antihypertensive agent;
cardiotonic drug;
vasodilator agent | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| thapsigargin | | butyrate ester;
organic heterotricyclic compound;
sesquiterpene lactone | calcium channel blocker;
EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| reynosin | | organic heterotricyclic compound;
sesquiterpene lactone | metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 5',7'-dimethylspiro[cyclohexane-1,3'-pyrimido[5,4-c][1,2,5]oxadiazine]-6',8'-dione | | organic heterotricyclic compound;
spiro compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| vedelianin | | cyclic ether;
organic heterotricyclic compound;
resorcinols;
stilbenoid | antineoplastic agent;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| haplamine | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| (2R)-1-[(4,8-dimethoxy-7-furo[2,3-b]quinolinyl)oxy]-3-methylbutane-2,3-diol | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| acetic acid (11-oxo-6H-benzo[c][1]benzoxepin-2-yl) ester | | organic heterotricyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 2-oxo-3-benzo[h][1]benzopyrancarboxylic acid ethyl ester | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| huperzine a | | organic heterotricyclic compound;
primary amino compound;
pyridone;
sesquiterpene alkaloid | EC 3.1.1.7 (acetylcholinesterase) inhibitor;
neuroprotective agent;
nootropic agent;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| CHIC-35 | | aromatic compound;
organic heterotricyclic compound;
organochlorine compound;
primary carboxamide | EC 3.5.1.98 (histone deacetylase) inhibitor | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 3-imino-2-benzo[f][1]benzopyrancarbothioamide | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 2-benzamido-4,5-dihydrobenzo[g][1]benzothiole-3-carboxamide | | organic heterotricyclic compound;
organosulfur heterocyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 3-(3-oxo-2-benzo[f][1]benzopyranyl)-1-phenyl-4-pyrazolecarboxaldehyde | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 2-benzo[b][1]benzoxepinamine | | organic heterotricyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| LSM-33589 | | organic heterotricyclic compound;
organosulfur heterocyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 2-(difluoromethyl)-4-benzo[h][1]benzopyranone | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| bigelovin | | acetate ester;
cyclic ketone;
gamma-lactone;
organic heterotricyclic compound;
sesquiterpene lactone | antineoplastic agent;
apoptosis inducer;
immunomodulator;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| momilactone b | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| quinagolide | | organic heterotricyclic compound;
organonitrogen heterocyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 6,8-difluoro-4-(pyridin-3-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline | | organic heterotricyclic compound;
organofluorine compound;
pyridines;
secondary amino compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| uccf-029 | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 4-[oxo-(4-oxo-5H-thieno[3,2-c]quinolin-2-yl)methyl]-1-piperazinecarboxylic acid ethyl ester | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
organosulfur heterocyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| [4-(1,3-benzodioxol-5-ylmethyl)-1-piperazinyl]-(7-methoxy-2-furo[2,3-b]quinolinyl)methanone | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 1-[(6-methoxy-2-furo[2,3-b]quinolinyl)-oxomethyl]-4-piperidinecarboxylic acid ethyl ester | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| N-[2-(dipropylamino)ethyl]-4-methyl-2-furo[3,2-c]quinolinecarboxamide | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 6-methoxy-N-(thiophen-2-ylmethyl)-2-furo[2,3-b]quinolinecarboxamide | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| LSM-1924 | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| LSM-22738 | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 7-methoxy-N-(3-pyridinylmethyl)-2-furo[2,3-b]quinolinecarboxamide | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| LSM-26445 | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| LSM-1925 | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| acetic acid [1-[(4,8-dimethoxy-7-furo[2,3-b]quinolinyl)oxy]-3-hydroxy-3-methylbutan-2-yl] ester | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| LSM-25964 | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| N-(3-oxo-2-benzo[f][1]benzopyranyl)acetamide | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| chanoclavine | | benzoindole;
ergot alkaloid;
organic heterotricyclic compound;
primary alcohol;
secondary amino compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| riddelliine | | macrodiolide;
olefinic compound;
organic heterotricyclic compound;
pyrrolizine alkaloid | carcinogenic agent;
genotoxin;
mutagen | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| irilone | | hydroxyisoflavone;
organic heterotricyclic compound;
oxacycle | antineoplastic agent;
immunomodulator;
metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| heliparvifoline | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| sirolimus | | antibiotic antifungal drug;
cyclic acetal;
cyclic ketone;
ether;
macrolide lactam;
organic heterotricyclic compound;
secondary alcohol | antibacterial drug;
anticoronaviral agent;
antineoplastic agent;
bacterial metabolite;
geroprotector;
immunosuppressive agent;
mTOR inhibitor | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 5-ethyl-4-oxo-N-(thiophen-2-ylmethyl)-2-thieno[3,2-c]quinolinecarboxamide | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
organosulfur heterocyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 8-methyl-1-[2-(2-methyl-1-piperidinyl)-2-oxoethyl]-4-[1]benzopyrano[4,3-c]pyrazolone | | organic heterotricyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| cytochalasin b | | cytochalasin;
lactam;
lactone;
organic heterotricyclic compound | actin polymerisation inhibitor;
metabolite;
mycotoxin;
platelet aggregation inhibitor | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| (3r)-((2,3-dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl))methanone | | morpholines;
naphthyl ketone;
organic heterotricyclic compound;
synthetic cannabinoid | analgesic;
apoptosis inhibitor;
neuroprotective agent | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| methyl brevifolincarboxylate | | cyclic ketone;
delta-lactone;
organic heterotricyclic compound;
phenols | EC 5.99.1.2 (DNA topoisomerase) inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
metabolite;
platelet aggregation inhibitor;
radical scavenger;
vasodilator agent | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| palonosetron | | azabicycloalkane;
delta-lactam;
organic heterotricyclic compound | antiemetic;
serotonergic antagonist | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| himbacine | | gamma-lactone;
organic heterotricyclic compound;
piperidine alkaloid | muscarinic antagonist | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| riddelliine n-oxide | | diol;
macrocyclic lactone;
olefinic compound;
organic heterotricyclic compound;
primary alcohol;
pyrrolizine alkaloid;
tertiary alcohol;
tertiary amine oxide | carcinogenic agent;
genotoxin;
human xenobiotic metabolite;
Jacobaea metabolite;
mutagen;
rat metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| chaetoviridin a | | azaphilone;
beta-hydroxy ketone;
enone;
gamma-lactone;
organic heterotricyclic compound;
organochlorine compound;
secondary alcohol | antifungal agent;
Chaetomium metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| tremortin a | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 4-methyl-N-[(4-methylphenyl)methyl]-2-furo[3,2-c]quinolinecarboxamide | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| beraprost | | enyne;
monocarboxylic acid;
organic heterotricyclic compound;
secondary alcohol;
secondary allylic alcohol | anti-inflammatory agent;
antihypertensive agent;
platelet aggregation inhibitor;
prostaglandin receptor agonist;
vasodilator agent | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| jwh-133 | | benzochromene;
dibenzopyran;
organic heterotricyclic compound | analgesic;
anti-inflammatory agent;
antineoplastic agent;
apoptosis inhibitor;
CB2 receptor agonist;
opioid analgesic;
vasodilator agent | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| nu 7026 | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| pi103 | | aromatic amine;
morpholines;
organic heterotricyclic compound;
phenols;
tertiary amino compound | antineoplastic agent;
EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor;
mTOR inhibitor | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| terpendole e | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| epicocconone | | organic heterotricyclic compound | fluorochrome | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| pentalenolactone f | | alpha,beta-unsaturated monocarboxylic acid;
organic heterotricyclic compound;
sesquiterpene lactone;
spiro-epoxide | bacterial metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| jnj16259685 | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| episilvestrol | | dioxanes;
ether;
methyl ester;
organic heterotricyclic compound | antineoplastic agent;
metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| silvestrol | | dioxanes;
ether;
methyl ester;
organic heterotricyclic compound | antineoplastic agent;
metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 4-chloro-N-(3,4-dimethoxyphenyl)-2-thieno[3,2-c]quinolinecarboxamide | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
organosulfur heterocyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| monascin | | alpha,beta-unsaturated ketone;
gamma-lactone;
organic heterotricyclic compound;
polyketide | antilipemic drug;
antineoplastic agent;
fungal metabolite;
PPARgamma agonist | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| batzelladine a | | alkaloid;
carboxylic ester;
guanidines;
organic heterotricyclic compound;
pyrrolopyrimidine;
triazaacenaphthylene | anti-HIV-1 agent;
metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| prim-o-glucosylcimifugin | | organic heterotricyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 4-chloro-N-[3-(3-methyl-1-piperidinyl)propyl]-2-thieno[3,2-c]quinolinecarboxamide | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
organosulfur heterocyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| schweinfurthin g | | cyclic ether;
organic heterotricyclic compound;
resorcinols;
stilbenoid | antineoplastic agent;
metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 8-methyl-4-oxo-N-[3-(4-propyl-1-piperazinyl)propyl]-5H-thieno[3,2-c]quinoline-2-carboxamide | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
organosulfur heterocyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| N,8-dimethyl-N-(3-methylphenyl)-4-oxo-5H-thieno[3,2-c]quinoline-2-carboxamide | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
organosulfur heterocyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| N-[2-(dipropylamino)ethyl]-5-ethyl-4-oxo-2-thieno[3,2-c]quinolinecarboxamide | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
organosulfur heterocyclic compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| schweinfurthin f | | cyclic ether;
organic heterotricyclic compound;
resorcinols;
stilbenoid | metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| thallusin | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| aflatrem | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| dihydroagarofuran | | bridged compound;
cyclic ether;
eudesmane sesquiterpenoid;
organic heterotricyclic compound | metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 4'-epichaetoviridin A | | azaphilone;
beta-hydroxy ketone;
enone;
gamma-lactone;
organic heterotricyclic compound;
organochlorine compound;
secondary alcohol | Chaetomium metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| arenaemycin e | | alpha,beta-unsaturated monocarboxylic acid;
organic heterotricyclic compound;
sesquiterpene lactone;
spiro-epoxide | antimicrobial agent;
bacterial metabolite;
EC 1.2.1.12 [glyceraldehyde-3-phosphate dehydrogenase (phosphorylating)] inhibitor | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| mk 2206 | | organic heterotricyclic compound | EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| chaetoviridin E | | azaphilone;
enone;
gamma-lactone;
organic heterotricyclic compound;
organochlorine compound | Chaetomium metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| LSM-1873 | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| LSM-1834 | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| LSM-1287 | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| LSM-1675 | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| LSM-1312 | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| LSM-1315 | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| debromoaplysiatoxin | | aplysiatoxins;
cyclic hemiketal;
ether;
organic heterotricyclic compound;
phenols;
secondary alcohol;
spiroketal | algal metabolite;
carcinogenic agent;
cyanotoxin;
marine metabolite;
protein kinase C agonist | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| aplysiatoxin | | aplysiatoxins;
bromophenol;
cyclic hemiketal;
ether;
organic heterotricyclic compound;
secondary alcohol;
spiroketal | algal metabolite;
carcinogenic agent;
cyanotoxin;
marine metabolite;
protein kinase C agonist | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| gonyautoxin v | | organic heterotricyclic compound;
paralytic shellfish toxin | marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 4-hydroxy-6-propan-2-ylpyrano[3,2-c]quinoline-2,5-dione | | organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| gsk1265744 | | difluorobenzene;
monocarboxylic acid amide;
organic heterotricyclic compound;
secondary carboxamide | HIV-1 integrase inhibitor | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| dolutegravir | | difluorobenzene;
monocarboxylic acid amide;
organic heterotricyclic compound;
secondary carboxamide | HIV-1 integrase inhibitor | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| pelabresib | | monochlorobenzenes;
organic heterotricyclic compound;
primary carboxamide | antineoplastic agent;
bromodomain-containing protein 4 inhibitor | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 8-epidiosbulbin e acetate | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| conocurvone | | organic heterotricyclic compound;
organooxygen compound | | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| scytonemin | | enone;
organic heterotricyclic compound;
organonitrogen heterocyclic compound;
polyphenol;
ring assembly | bacterial metabolite;
biological pigment;
ultraviolet filter | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| liproxstatin-1 | | azaspiro compound;
monochlorobenzenes;
organic heterotricyclic compound;
secondary amino compound | antioxidant;
cardioprotective agent;
ferroptosis inhibitor;
radical scavenger | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| decarbamylsaxitoxin | | alkaloid;
guanidines;
ketone hydrate;
paralytic shellfish toxin;
primary alcohol;
pyrrolopurine | bacterial metabolite;
marine metabolite;
neurotoxin;
toxin;
xenobiotic | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| saxitoxin | | alkaloid;
carbamate ester;
guanidines;
ketone hydrate;
paralytic shellfish toxin;
pyrrolopurine | cyanotoxin;
marine metabolite;
neurotoxin;
sodium channel blocker;
toxin | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| Substance | Studies | Classes | Roles | First Year | Last Year | Average Age | Relationship Strength | Trials | pre-1990 | 1990's | 2000's | 2010's | post-2020 |
|---|
| dimethyl sulfide | | aliphatic sulfide | algal metabolite;
bacterial xenobiotic metabolite;
EC 3.5.1.4 (amidase) inhibitor;
Escherichia coli metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 2,4,6-tribromophenol | | bromophenol | environmental contaminant;
fungicide;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| methylene bromide | | bromohydrocarbon;
bromomethanes | algal metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| methyl bromide | | bromohydrocarbon;
bromomethanes;
methyl halides | algal metabolite;
fumigant insecticide;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| methyl chloride | | chloromethanes;
methyl halides | marine metabolite;
mutagen;
refrigerant | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| dichloroacetic acid | | monocarboxylic acid;
organochlorine compound | astringent;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| acetopyrrothine | | acetamides;
dithiolopyrrolone antibiotic | angiogenesis inhibitor;
antibacterial agent;
antifungal agent;
antineoplastic agent;
bacterial metabolite;
chelator;
EC 2.7.7.6 (RNA polymerase) inhibitor;
marine metabolite;
protein synthesis inhibitor;
toxin | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 2-bromophenol | | bromophenol | marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 2,4-di-tert-butylphenol | | alkylbenzene;
phenols | antioxidant;
bacterial metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 4-bromophenol | | bromophenol | human urinary metabolite;
human xenobiotic metabolite;
marine metabolite;
mouse metabolite;
persistent organic pollutant;
rat metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| ethylene dibromide | | bromoalkane;
bromohydrocarbon | algal metabolite;
carcinogenic agent;
fumigant;
marine metabolite;
mouse metabolite;
mutagen | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| indole-3-carbaldehyde | | heteroarenecarbaldehyde;
indole alkaloid;
indoles | bacterial metabolite;
human xenobiotic metabolite;
marine metabolite;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 2,6-dibromophenol | | bromohydrocarbon;
dibromophenol | marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 2,4-dibromophenol | | brominated flame retardant;
bromophenol;
dibromobenzene | marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| dibromoacetic acid | | 2-bromocarboxylic acid;
monocarboxylic acid | apoptosis inducer;
geroprotector;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| dimethylpropiothetin | | sulfonium betaine | marine metabolite;
osmolyte | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 4-amino-2,6-dinitrotoluene | | amino-nitrotoluene | explosive;
fungal xenobiotic metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| pyoluteorin | | aromatic ketone;
beta-hydroxy ketone;
diol;
organochlorine compound;
organochlorine pesticide;
polyketide;
pyrroles;
resorcinols | antibacterial agent;
antifungal agent;
apoptosis inducer;
bacterial metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| norsalsolinol | | isoquinolinol | animal metabolite;
apoptosis inducer;
human metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| norharman | | beta-carbolines;
mancude organic heterotricyclic parent | fungal metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| viridicatin | | hydroxyquinoline | antibacterial agent;
Aspergillus metabolite;
marine metabolite;
Penicillium metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| orsellinic acid | | dihydroxybenzoic acid;
resorcinols | fungal metabolite;
marine metabolite;
metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| beta-aminoglutaric acid | | dicarboxylic acid | algal metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| caldopentamine | | polyazaalkane;
primary amino compound;
secondary amino compound | marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| n-acetyldopamine | | acetamides;
catechols;
N-(fatty acyl)-dopamine;
secondary carboxamide | human urinary metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| arsenocholine | | arsonium ion;
organoarsenic compound | human urinary metabolite;
marine metabolite;
xenobiotic | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| geographutoxin i | | organic heterotricyclic compound | marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| ecteinascidin 743 | | 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 | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 11-hydroxytestosterone | | 11beta-hydroxy steroid;
17beta-hydroxy steroid;
3-oxo-Delta(4) steroid;
androstanoid;
C19-steroid | bacterial xenobiotic metabolite;
human xenobiotic metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| echinuline | | 2,5-diketopiperazines;
indole alkaloid;
indoles;
olefinic compound | Aspergillus metabolite;
marine metabolite;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| n-acetyltyramine | | acetamides;
tyramines | animal metabolite;
Aspergillus metabolite;
bacterial metabolite;
marine metabolite;
quorum sensing inhibitor | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| ovothiol c | | aryl thiol;
L-alpha-amino acid zwitterion;
L-histidine derivative | antioxidant;
marine metabolite;
radical scavenger | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| ovothiol a | | aryl thiol;
L-alpha-amino acid zwitterion;
L-histidine derivative;
non-proteinogenic L-alpha-amino acid | antioxidant;
marine metabolite;
radical scavenger | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 6-bromo-3-(bromomethyl)-7-methyl-2,3,7-trichloro-1-octene | | monoterpenoid;
organobromine compound;
organochlorine compound | algal metabolite;
antineoplastic agent;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| n-palmitoylglycine | | fatty amide;
N-acylglycine 16:0 | human metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| altritol | | hexitol | algal metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| allocholic acid | | 12alpha-hydroxy steroid;
3alpha-hydroxy steroid;
7alpha-hydroxy steroid;
allo-bile acid;
C24-steroid | human metabolite;
marine metabolite;
rat metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| deferrioxamine e | | cyclic desferrioxamine;
cyclic hydroxamic acid;
macrocycle | antineoplastic agent;
bacterial metabolite;
marine metabolite;
siderophore | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| albicanol | | carbobicyclic compound;
homoallylic alcohol;
primary alcohol;
sesquiterpenoid | antifeedant;
antifungal agent;
antineoplastic agent;
fungal metabolite;
mammalian metabolite;
marine metabolite;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| fonsecin | | aromatic ether;
cyclic hemiketal;
heptaketide;
naphtho-gamma-pyrone;
phenols | Aspergillus metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| adrenosterone | | 11-oxo steroid;
17-oxo steroid;
3-oxo-Delta(4) steroid;
androstanoid | androgen;
EC 1.1.1.146 (11beta-hydroxysteroid dehydrogenase) inhibitor;
human urinary metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| bromodeoxytopsentin | | aromatic ketone;
bromoindole;
imidazoles;
indole alkaloid | antibacterial agent;
EC 2.7.1.40 (pyruvate kinase) inhibitor;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| okadaic acid | | polycyclic ether | calcium ionophore;
EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| gamma-sitosterol | | 3beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
phytosterols | marine metabolite;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| epipinoresinol | | pinoresinol | marine metabolite;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| adefovir | | aromatic ether;
aromatic ketone;
biaryl;
cyclic ketone;
naphtho-gamma-pyrone;
organooxygen heterocyclic antibiotic;
polyphenol | antimalarial;
Aspergillus metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| t-muurolol | | cadinane sesquiterpenoid;
carbobicyclic compound;
octahydronaphthalenes;
tertiary alcohol | bacterial metabolite;
fungicide;
marine metabolite;
plant metabolite;
volatile oil component | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| bryostatin 1 | | acetate ester;
bryostatins;
cyclic hemiketal;
enoate ester;
methyl ester;
organic heterotetracyclic compound;
secondary alcohol | alpha-secretase activator;
anti-HIV-1 agent;
antineoplastic agent;
marine metabolite;
protein kinase C agonist | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| antheraxanthin | | epoxycarotenol | biological pigment;
marine metabolite;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| echinenone | | carotenone | animal metabolite;
bacterial metabolite;
cofactor;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| brassicasterol | | 3beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
ergostanoid;
phytosterols | algal metabolite;
animal metabolite;
biomarker;
EC 1.3.1.72 (Delta(24)-sterol reductase) inhibitor;
human metabolite;
marine metabolite;
plant metabolite;
sterol biosynthesis inhibitor | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| domoic acid | | L-proline derivative;
non-proteinogenic L-alpha-amino acid;
pyrrolidinecarboxylic acid;
tricarboxylic acid | algal metabolite;
hapten;
marine metabolite;
neuromuscular agent;
neurotoxin | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| flavasperone | | aromatic ether;
naphtho-gamma-pyrone;
phenols | acyl-CoA:cholesterol acyltransferase 2 inhibitor;
antiviral agent;
Aspergillus metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| 4-hydroxyretinal | | enal;
retinoid;
secondary allylic alcohol | marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| tetrodotoxin | | azatetracycloalkane;
oxatetracycloalkane;
quinazoline alkaloid | animal metabolite;
bacterial metabolite;
marine metabolite;
neurotoxin;
voltage-gated sodium channel blocker | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| pectenotoxin 2 | | polycyclic ether;
spiroketal | marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| pectenotoxin 1 | | polycyclic ether;
spiroketal | marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| bryostatin 2 | | bryostatins;
cyclic hemiketal;
enoate ester;
methyl ester;
organic heterotetracyclic compound;
secondary alcohol | antineoplastic agent;
marine metabolite;
protein kinase C agonist | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| manumycin | | enamide;
epoxide;
organic heterobicyclic compound;
polyketide;
secondary carboxamide;
tertiary alcohol | antiatherosclerotic agent;
antimicrobial agent;
antineoplastic agent;
apoptosis inducer;
bacterial metabolite;
EC 1.8.1.9 (thioredoxin reductase) inhibitor;
EC 2.5.1.58 (protein farnesyltransferase) inhibitor;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| pectenotoxin 6 | | polycyclic ether;
spiroketal | marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| meso-zeaxanthin | | carotenol | anti-inflammatory agent;
antioxidant;
human xenobiotic metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| manzamine a | | alkaloid;
beta-carbolines;
isoquinolines | animal metabolite;
anti-HSV-1 agent;
antimalarial;
antineoplastic agent;
EC 2.7.11.26 (tau-protein kinase) inhibitor;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| laulimalide | | carboxylic ester;
epoxide;
macrolide;
secondary alcohol;
secondary allylic alcohol | animal metabolite;
antimitotic;
antineoplastic agent;
marine metabolite;
microtubule-stabilising agent | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| Ala-Lys | | dipeptide | marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| cyclo(leucyl-prolyl) | | dipeptide;
homodetic cyclic peptide;
pyrrolopyrazine | bacterial metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| dolastatin 10 | | 1,3-thiazoles;
tetrapeptide | animal metabolite;
antineoplastic agent;
apoptosis inducer;
marine metabolite;
microtubule-destabilising agent | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| plitidepsin | | didemnin | anticoronaviral agent;
antineoplastic agent;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| jasplakinolide | | cyclodepsipeptide;
phenols | actin polymerisation inducer;
animal metabolite;
antifungal agent;
antineoplastic agent;
apoptosis inducer;
marine metabolite;
neuroprotective agent | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| dysiherbaine | | amino dicarboxylic acid;
furopyran;
hydroxy carboxylic acid;
secondary amino compound | animal metabolite;
excitatory amino acid agonist;
marine metabolite;
neurotoxin | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| muromonab-cd3 | | alkaloid;
macrocycle;
organic heteropentacyclic compound;
organonitrogen heterocyclic compound;
oxacycle;
tertiary amino compound | antineoplastic agent;
EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor;
IP3 receptor antagonist;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| emindole SB | | terpenoid indole alkaloid | Aspergillus metabolite;
marine metabolite;
Penicillium metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| dysidenin | | 1,3-thiazoles;
organochlorine compound;
secondary carboxamide;
tertiary carboxamide | animal metabolite;
marine metabolite;
toxin | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| pateamine a | | 1,3-thiazoles;
macrodiolide;
olefinic compound;
primary amino compound;
tertiary amino compound | antineoplastic agent;
antiviral agent;
eukaryotic initiation factor 4F inhibitor;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| holomycin | | acetamides;
dithiolopyrrolone antibiotic | antibacterial agent;
antineoplastic agent;
bacterial metabolite;
chelator;
EC 2.7.7.6 (RNA polymerase) inhibitor;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| jaspamide b | | cyclodepsipeptide;
organobromine compound | animal metabolite;
antineoplastic agent;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| massadine | | alkaloid;
guanidines;
organobromine compound;
pyrrolecarboxamide | animal metabolite;
EC 2.5.1.59 (protein geranylgeranyltransferase type I) inhibitor;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| iejimalide b | | ether;
formamides;
macrolide | antineoplastic agent;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| vibrioferrin | | carboxylic ester;
N-acyl hemiaminal;
pyrrolidin-2-ones;
tertiary alcohol;
tricarboxylic acid | marine metabolite;
siderophore | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| neodysiherbaine a | | amino dicarboxylic acid;
diol;
furopyran;
hydroxy carboxylic acid | animal metabolite;
excitatory amino acid agonist;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| adonixanthin | | carotenone;
cyclic ketone;
secondary alcohol | algal metabolite;
animal metabolite;
antineoplastic agent;
bacterial metabolite;
marine metabolite;
plant metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| vanchrobactin | | catechols;
dipeptide;
guanidines;
monocarboxylic acid;
primary alcohol;
triol | bacterial metabolite;
marine metabolite;
siderophore | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| pyranonigrin a | | cyclic ketone;
enol;
gamma-lactam;
pyranopyrrole;
secondary alcohol | antioxidant;
Aspergillus metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| dinophysistoxin 1 | | ketal | animal metabolite;
EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor;
marine metabolite;
toxin | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| decarbamylsaxitoxin | | alkaloid;
guanidines;
ketone hydrate;
paralytic shellfish toxin;
primary alcohol;
pyrrolopurine | bacterial metabolite;
marine metabolite;
neurotoxin;
toxin;
xenobiotic | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| scalaradial | | acetate ester;
carbotetracyclic compound;
dialdehyde;
enal;
scalarane sesterterpenoid | animal metabolite;
anti-inflammatory agent;
apoptosis inducer;
EC 3.1.1.4 (phospholipase A2) inhibitor;
marine metabolite;
TRP channel blocker | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| diorcinol | | aromatic ether;
phenols | fungal metabolite;
marine metabolite;
metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| marinopyrrole a | | aromatic ketone;
organochlorine compound;
phenols;
pyrroles | antibacterial agent;
antimicrobial agent;
antineoplastic agent;
bacterial metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| papuamide b | | cyclodepsipeptide;
olefinic compound;
secondary alcohol;
tertiary alcohol | anti-HIV-1 agent;
antineoplastic agent;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| dibromophakellin | | alkaloid;
guanidines;
organobromine compound | alpha-adrenergic agonist;
animal metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| debromoaplysiatoxin | | aplysiatoxins;
cyclic hemiketal;
ether;
organic heterotricyclic compound;
phenols;
secondary alcohol;
spiroketal | algal metabolite;
carcinogenic agent;
cyanotoxin;
marine metabolite;
protein kinase C agonist | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| tropodithietic acid | | cyclic ketone;
monocarboxylic acid;
organic disulfide;
organic heterobicyclic compound;
organosulfur heterocyclic compound | antibacterial agent;
bacterial metabolite;
marine metabolite;
signalling molecule;
toxin | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| aplysiatoxin | | aplysiatoxins;
bromophenol;
cyclic hemiketal;
ether;
organic heterotricyclic compound;
secondary alcohol;
spiroketal | algal metabolite;
carcinogenic agent;
cyanotoxin;
marine metabolite;
protein kinase C agonist | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| gonyautoxin v | | organic heterotricyclic compound;
paralytic shellfish toxin | marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| crambescidin 800 | | alkaloid;
carboxylic ester;
guanidines;
monocarboxylic acid amide;
organic heteropentacyclic compound;
primary amino compound;
secondary alcohol;
spiro compound | anti-HIV-1 agent;
anti-HSV-1 agent;
antimalarial;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| aspulvinone E | | 4-hydroxy-5-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)furan-2(5H)-one;
aspulvinone | antiviral agent;
Aspergillus metabolite;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| saxitoxin | | alkaloid;
carbamate ester;
guanidines;
ketone hydrate;
paralytic shellfish toxin;
pyrrolopurine | cyanotoxin;
marine metabolite;
neurotoxin;
sodium channel blocker;
toxin | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| chrysogine | | cyclic amide;
quinazoline alkaloid;
quinazolines;
secondary alcohol;
secondary amide | Aspergillus metabolite;
biological pigment;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |
| cerulomycin | | aldoxime;
aromatic ether;
bipyridines;
pyridine alkaloid | antineoplastic agent;
bacterial metabolite;
marine metabolite | 0 | 0 | | low | 0 | 0 | 0 | 0 | 0 | 0 |