Compounds > lysicamine
Page last updated: 2024-12-07

lysicamine

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

Description

lysicamine: oxoaporphine alkaloid; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID122691
CHEMBL ID510090
CHEBI ID70650
SCHEMBL ID2046474
MeSH IDM0188681

Synonyms (30)

Synonym
nsc-628003
ccris 3813
brn 1486372
nsc 628003
oxonuciferine
7h-dibenzo(de,g)quinolin-7-one, 1,2-dimethoxy-
noraporphin-7-one, 4,5,6,6a-tetradehydro-1,2-dimethoxy-
1,2-dimethoxy-7h-dibenzo(de,g)quinolin-7-one
nsc628003
15444-20-9
lysicamine
CHEMBL510090 ,
chebi:70650 ,
(+)-ushinsunine-beta-n-oxide
bdbm50292452
unii-6l30dd6r7o
5-21-13-00382 (beilstein handbook reference)
6l30dd6r7o ,
SCHEMBL2046474
1,2-dimethoxy-7h-dibenzo[de,g]quinolin-7-one #
DPBMWJXWUINLQT-UHFFFAOYSA-N
DTXSID00165628
AKOS028110808
7h-dibenzo[de,g]quinolin-7-one, 1,2-dimethoxy-
Q27138982
15,16-dimethoxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,9,11,13,15-octaen-8-one
7h-dibenzo(de,g)quinolin-7-one, 1,2-dimethoxy- (9ci)
15,16-dimethoxy-10-azatetracyclo[7.7.1.0?,?.0??,??]heptadeca-1(16),2,4,6,9(17),10,12,14-octaen-8-one
HY-122930
FS-8096
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

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

Drug Classes (2)

ClassDescription
alkaloid antibioticAny alkaloid that has significant antibiotic properties.
oxoaporphine alkaloidAny aporphine alkaloid that has a 7-keto-4H-dibenzo[de,g]quinoline skeleton. The oxoaporphine alkaloids are found in members of the Anonacea, Aracea, Hernandiaceae, Lauraceae, Magnoliaceae, Menispermaceae, Monimiaceae, Papaveraceae, and Ranunculaceae families.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
AcetylcholinesteraseElectrophorus electricus (electric eel)IC50 (µMol)16.10000.00000.94539.9400AID527152
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (45)

Assay IDTitleYearJournalArticle
AID488636Antimicrobial activity against Staphylococcus epidermidis 6ep by broth dilution method2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Alkaloids from the bark of Guatteria hispida and their evaluation as antioxidant and antimicrobial agents.
AID403172Inhibition of platelet activating factor-induced platelet aggregation in rabbit platelets at 50 ug/mL treated 30 mins before thrombin challenge relative to control1998Journal of natural products, Dec, Volume: 61, Issue:12
Antiplatelet aggregation constituents from Annona purpurea.
AID488633Antimicrobial activity against Staphylococcus aureus ATCC 14458 by broth dilution method2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Alkaloids from the bark of Guatteria hispida and their evaluation as antioxidant and antimicrobial agents.
AID359909Inhibition of dopamine transporter-mediated [3H]dopamine uptake in Wistar rat striatal synaptosomes by liquid scintillation spectrometry1995Journal of natural products, Oct, Volume: 58, Issue:10
Effects of various isoquinoline alkaloids on in vitro 3H-dopamine uptake by rat striatal synaptosomes.
AID488642Antimicrobial activity against Candida parapsilosis ATCC 22019 by broth dilution method2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Alkaloids from the bark of Guatteria hispida and their evaluation as antioxidant and antimicrobial agents.
AID722233Inhibition of melanogenesis in mouse B16-4A5 cells at 1 uM after 72 hrs by spectrophotometry2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells.
AID1878818Antiproliferative activity against human MGC-803 cells assessed as cell growth inhibition measured after 48 hrs by MTT assay
AID336369DNA damaging activity against rad 52 DNA repair gene deficient Saccharomyces cerevisiae mutant assessed as drug level required to produce 12 mm zone of inhibition after 48 hrs1994Journal of natural products, Jan, Volume: 57, Issue:1
Isolation of bioactive and other oxoaporphine alkaloids from two annonaceous plants, Xylopia aethiopica and Miliusa cf. banacea.
AID403439Inhibition of thrombin-induced platelet aggregation in rabbit platelets at 50 ug/mL treated 30 mins before thrombin challenge relative to control1998Journal of natural products, Dec, Volume: 61, Issue:12
Antiplatelet aggregation constituents from Annona purpurea.
AID403174Inhibition of arachidonic acid-induced platelet aggregation in rabbit platelets at 50 ug/mL treated 30 mins before thrombin challenge relative to control1998Journal of natural products, Dec, Volume: 61, Issue:12
Antiplatelet aggregation constituents from Annona purpurea.
AID488643Antimicrobial activity against Candida dubliniensis ATCC 777 by broth dilution method2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Alkaloids from the bark of Guatteria hispida and their evaluation as antioxidant and antimicrobial agents.
AID488645Antioxidant activity assessed as trolox equivalents of peroxyl radical scavenging activity by ORAC assay2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Alkaloids from the bark of Guatteria hispida and their evaluation as antioxidant and antimicrobial agents.
AID1878817Antiproliferative activity against human HepG2 cells assessed as cell growth inhibition measured after 48 hrs by MTT assay
AID360352Cytotoxicity against human HepG2 cells by MTT assay2001Journal of natural products, May, Volume: 64, Issue:5
Cytotoxic constituents of the fruits of Cananga odorata.
AID488635Antimicrobial activity against Staphylococcus aureus 8- penicillinase negative by broth dilution method2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Alkaloids from the bark of Guatteria hispida and their evaluation as antioxidant and antimicrobial agents.
AID721317Cytotoxicity against mouse B16-4A5 cells assessed as cell viability at 100 uM after 70 hrs by WST-8 assay2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells.
AID1754176Cytotoxicity against mouse RAW264.7 cells assessed as reduction in cell viability at 20 uM preincubated for 30 mins followed by LPS stimulation measured after 24 hrs by MTT assay2021Journal of natural products, 05-28, Volume: 84, Issue:5
Tulipiferamide A, an Alkamide from
AID1878819Antiproliferative activity against human T24 cells assessed as cell growth inhibition measured after 48 hrs by MTT assay
AID376470Antiviral activity against Poliovirus 2 Sabin 2 in african green monkey Vero cells assessed as log reduction in virus titers after at 0.1 multiple round of replication at their respective maximum tolerated concentration after 32 hrs1998Journal of natural products, Apr, Volume: 61, Issue:4
Antipoliovirus structure-activity relationships of some aporphine alkaloids.
AID488640Antimicrobial activity against Candida tropicalis CT by broth dilution method2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Alkaloids from the bark of Guatteria hispida and their evaluation as antioxidant and antimicrobial agents.
AID488634Antimicrobial activity against Staphylococcus aureus 7+ penicillinase positive + by broth dilution method2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Alkaloids from the bark of Guatteria hispida and their evaluation as antioxidant and antimicrobial agents.
AID336372DNA damaging activity against wild type Saccharomyces cerevisiae expressing rad DNA repair gene assessed as drug level required to produce 12 mm zone of inhibition after 48 hrs1994Journal of natural products, Jan, Volume: 57, Issue:1
Isolation of bioactive and other oxoaporphine alkaloids from two annonaceous plants, Xylopia aethiopica and Miliusa cf. banacea.
AID376471Cytotoxicity against african green monkey Vero cells assessed as drug concentration at which no cellular alteration was microscopically detected1998Journal of natural products, Apr, Volume: 61, Issue:4
Antipoliovirus structure-activity relationships of some aporphine alkaloids.
AID1878821Antiproliferative activity against human WI-38 cells assessed as cell growth inhibition measured after 48 hrs by MTT assay
AID336371DNA damaging activity against rad 6 DNA repair gene deficient Saccharomyces cerevisiae mutant assessed as drug level required to produce 12 mm zone of inhibition well after 48 hrs1994Journal of natural products, Jan, Volume: 57, Issue:1
Isolation of bioactive and other oxoaporphine alkaloids from two annonaceous plants, Xylopia aethiopica and Miliusa cf. banacea.
AID488632Antimicrobial activity against Kocuria rhizophila ATCC 9341 by broth dilution method2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Alkaloids from the bark of Guatteria hispida and their evaluation as antioxidant and antimicrobial agents.
AID488639Antimicrobial activity against Candida albicans ATCC 10231 by broth dilution method2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Alkaloids from the bark of Guatteria hispida and their evaluation as antioxidant and antimicrobial agents.
AID488637Antimicrobial activity against Escherichia coli ATCC 10538 by broth dilution method2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Alkaloids from the bark of Guatteria hispida and their evaluation as antioxidant and antimicrobial agents.
AID1878820Antiproliferative activity against human SK-OV-3 cells assessed as cell growth inhibition measured after 48 hrs by MTT assay
AID488644Antimicrobial activity against Candida dubliniensis ATCC 778157 by broth dilution method2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Alkaloids from the bark of Guatteria hispida and their evaluation as antioxidant and antimicrobial agents.
AID721321Inhibition of melanogenesis in mouse B16-4A5 cells at 30 uM after 72 hrs by spectrophotometry2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells.
AID527152Inhibition of electric eel AChE by Ellman's method2010Journal of natural products, Oct-22, Volume: 73, Issue:10
Characterization of Acetylcholinesterase Inhibitory Constituents from Annona glabra Assisted by HPLC Microfractionation.
AID376467Cytotoxicity against african green monkey Vero cells1998Journal of natural products, Apr, Volume: 61, Issue:4
Antipoliovirus structure-activity relationships of some aporphine alkaloids.
AID336370DNA damaging activity against rad 52 DNA repair gene/topoisomerase 1 deficient Saccharomyces cerevisiae mutant assessed as drug level required to produce 12 mm zone of inhibition well after 48 hrs1994Journal of natural products, Jan, Volume: 57, Issue:1
Isolation of bioactive and other oxoaporphine alkaloids from two annonaceous plants, Xylopia aethiopica and Miliusa cf. banacea.
AID360353Cytotoxicity against human HepG2(2.2.15) cells by MTT assay2001Journal of natural products, May, Volume: 64, Issue:5
Cytotoxic constituents of the fruits of Cananga odorata.
AID1754175Antiinflammatory activity in mouse RAW264.7 assessed as inhibition of LPS-induced NO production preincubated for 30 mins followed by LPS stimulation measured after 24 hrs by Griess reagent based assay2021Journal of natural products, 05-28, Volume: 84, Issue:5
Tulipiferamide A, an Alkamide from
AID403173Inhibition of collagen-induced platelet aggregation in rabbit platelets at 50 ug/mL treated 30 mins before thrombin challenge relative to control1998Journal of natural products, Dec, Volume: 61, Issue:12
Antiplatelet aggregation constituents from Annona purpurea.
AID488638Antimicrobial activity against Pseudomonas aeruginosa ATCC 27853 by broth dilution method2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Alkaloids from the bark of Guatteria hispida and their evaluation as antioxidant and antimicrobial agents.
AID376475Antiviral activity against Poliovirus 2 Sabin 2 in african green monkey Vero cells assessed as log reduction in virus titers after at 0.001 multiple round of replication at their respective maximum tolerated concentration after 32 hrs1998Journal of natural products, Apr, Volume: 61, Issue:4
Antipoliovirus structure-activity relationships of some aporphine alkaloids.
AID1754177Inhibition of LPS-indued NF-kappaB activation in mouse RAW264.7 cells preincubated for 30 mins followed by LPS stimulation and measured after 10 hrs by luciferase assay2021Journal of natural products, 05-28, Volume: 84, Issue:5
Tulipiferamide A, an Alkamide from
AID721322Inhibition of melanogenesis in mouse B16-4A5 cells at 10 uM after 72 hrs by spectrophotometry2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells.
AID376473Antiviral activity against Poliovirus 2 Sabin 2 in african green monkey Vero cells assessed as log reduction in virus titers after at 0.01 multiple round of replication at their respective maximum tolerated concentration after 32 hrs1998Journal of natural products, Apr, Volume: 61, Issue:4
Antipoliovirus structure-activity relationships of some aporphine alkaloids.
AID488641Antimicrobial activity against Candida glabrata ATCC 30070 by broth dilution method2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Alkaloids from the bark of Guatteria hispida and their evaluation as antioxidant and antimicrobial agents.
AID722232Inhibition of melanogenesis in mouse B16-4A5 cells at 3 uM after 72 hrs by spectrophotometry2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells.
AID721318Cytotoxicity against mouse B16-4A5 cells assessed as cell viability at 30 uM after 70 hrs by WST-8 assay2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Alkaloid constituents from flower buds and leaves of sacred lotus (Nelumbo nucifera, Nymphaeaceae) with melanogenesis inhibitory activity in B16 melanoma cells.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (20)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's6 (30.00)18.2507
2000's2 (10.00)29.6817
2010's8 (40.00)24.3611
2020's4 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.58

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 Index11.58 (24.57)
Research Supply Index3.09 (2.92)
Research Growth Index4.67 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.58)

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%
Other21 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
4-hydroxybenzaldehyde
[no description available]		2.3110hydroxybenzaldehydeEC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor;
mouse metabolite;
plant metabolite
vanillin
Vanilla: A plant genus of the family ORCHIDACEAE that is the source of the familiar flavoring used in foods and medicines (FLAVORING AGENTS).		2.3110benzaldehydes;
monomethoxybenzene;
phenols		anti-inflammatory agent;
anticonvulsant;
antioxidant;
flavouring agent;
plant metabolite
ketoconazole
1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine : A dioxolane that is 1,3-dioxolane which is substituted at positions 2, 2, and 4 by imidazol-1-ylmethyl, 2,4-dichlorophenyl, and [para-(4-acetylpiperazin-1-yl)phenoxy]methyl groups, respectively.		2.0510dichlorobenzene;
dioxolane;
ether;
imidazoles;
N-acylpiperazine;
N-arylpiperazine
nomifensine
Nomifensine: An isoquinoline derivative that prevents dopamine reuptake into synaptosomes. The maleate was formerly used in the treatment of depression. It was withdrawn worldwide in 1986 due to the risk of acute hemolytic anemia with intravascular hemolysis resulting from its use. In some cases, renal failure also developed. (From Martindale, The Extra Pharmacopoeia, 30th ed, p266). nomifensine : An N-methylated tetrahydroisoquinoline carrying phenyl and amino substituents at positions C-4 and C-8, respectively.		1.9810isoquinolinesdopamine uptake inhibitor
streptonigrin
[no description available]		1.9810pyridines;
quinolone		antimicrobial agent;
antineoplastic agent
dextroamphetamine
Dextroamphetamine: The d-form of AMPHETAMINE. It is a central nervous system stimulant and a sympathomimetic. It has also been used in the treatment of narcolepsy and of attention deficit disorders and hyperactivity in children. Dextroamphetamine has multiple mechanisms of action including blocking uptake of adrenergics and dopamine, stimulating release of monamines, and inhibiting monoamine oxidase. It is also a drug of abuse and a psychotomimetic.. (S)-amphetamine : A 1-phenylpropan-2-amine that has S configuration.		1.98101-phenylpropan-2-amineadrenergic agent;
adrenergic uptake inhibitor;
dopamine uptake inhibitor;
dopaminergic agent;
neurotoxin;
sympathomimetic agent
chloramphenicol
Amphenicol: Chloramphenicol and its derivatives.		2.0510C-nitro compound;
carboxamide;
diol;
organochlorine compound		antibacterial drug;
antimicrobial agent;
Escherichia coli metabolite;
geroprotector;
Mycoplasma genitalium metabolite;
protein synthesis inhibitor
apomorphine
Apomorphine: A derivative of morphine that is a dopamine D2 agonist. It is a powerful emetic and has been used for that effect in acute poisoning. It has also been used in the diagnosis and treatment of parkinsonism, but its adverse effects limit its use.		1.9910aporphine alkaloidalpha-adrenergic drug;
antidyskinesia agent;
antiparkinson drug;
dopamine agonist;
emetic;
serotonergic drug
1,2-dipalmitoylphosphatidylcholine
1,2-Dipalmitoylphosphatidylcholine: Synthetic phospholipid used in liposomes and lipid bilayers to study biological membranes. It is also a major constituent of PULMONARY SURFACTANTS.		2.610
1,2,3,4-tetrahydroisoquinoline
1,2,3,4-tetrahydroisoquinoline: RN given refers to cpd with locants as specified		2.0810isoquinolines
galantamine
Galantamine: A benzazepine derived from norbelladine. It is found in GALANTHUS and other AMARYLLIDACEAE. It is a cholinesterase inhibitor that has been used to reverse the muscular effects of GALLAMINE TRIETHIODIDE and TUBOCURARINE and has been studied as a treatment for ALZHEIMER DISEASE and other central nervous system disorders.. galanthamine : A benzazepine alkaloid isolated from certain species of daffodils.		2.0510benzazepine alkaloid fundamental parent;
benzazepine alkaloid;
organic heterotetracyclic compound;
tertiary amino compound		antidote to curare poisoning;
cholinergic drug;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
plant metabolite
isocorydine
isocorydine: from root tubers of Stephania Kwangsiensis H.S. Lo; RN given refers to (+-)-isomer; structure in Merck Index, 9th ed, #5017		2.1110aporphine alkaloid
liriodenine
liriodenine: structure given in first source. liriodenine : An oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities.		3.4270alkaloid antibiotic;
cyclic ketone;
organic heteropentacyclic compound;
oxacycle;
oxoaporphine alkaloid		antifungal agent;
antimicrobial agent;
antineoplastic agent;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
metabolite
nuciferine
nuciferine: CNS depressant; glutamic acid antagonist; RN given refers to (R)-isomer; structure		2.0810
boldine
[no description available]		1.9910aporphine alkaloid
2-methyl-1,2,3,4-tetrahydroisoquinoline
[no description available]		2.0810
n-methyllaurotetanine
N-methyllaurotetanine: structure in first source		1.9910
laurolitsine
laurolitsine: RN given for (S)-isomer; structure in first source. laurolistine : An aporphine alkaloid that is noraporphine substituted by hydroxy groups at positions 2 and 9 and methoxy groups at positions 1 and 10. Isolated from Litsea glutinosa and Lindera chunii, exhibits inhibitory activity against HIV-1 integrase.		2.3920aporphine alkaloid;
aromatic ether;
phenols		HIV-1 integrase inhibitor;
metabolite
camptothecin
NSC 100880: carboxylate (opened lactone) form of camptothecin; RN refers to (S)-isomer; structure given in first source		1.9810delta-lactone;
pyranoindolizinoquinoline;
quinoline alkaloid;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
genotoxin;
plant metabolite
lirinidine
lirinidine: from Nelumbro nucifera; RN given refers to (S)-isomer		2.110
laurotetanine
laurotetanine: isolated from Tetranthera & Lindera benzoin L. from family Lauraceae; structure		1.9910isoquinoline alkaloid
amineptin
amineptin: used in treatment of neuroses with psychoasthenic, anxio-phobic & depressive manifestations; synonym S 1694 refers to HCl; structure. amineptine : A carbocyclic fatty acid that is 5-aminoheptanoic acid in which one of the hydrogens attached to the nitrogen is replaced by a 10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-yl group. A tricyclic antidepressant, it was never approved in the US and was withdrawn from the French market in 1999 due to concerns over abuse, dependence and severe acne.		1.9810amino acid;
carbocyclic fatty acid;
carbotricyclic compound;
secondary amino compound		antidepressant;
dopamine uptake inhibitor
nornuciferine
nornuciferine: RN given refers to (+-)-isomer; structure		2.5120
sakuranetin
sakuranetin: major rice phytoalexin; RN given for ((S)-(-))-isomer; structure in first source. sakuranetin : A flavonoid phytoalexin that is (S)-naringenin in which the hydroxy group at position 7 is replaced by a methoxy group.		2.3110(2S)-flavan-4-one;
4'-hydroxyflavanones;
dihydroxyflavanone;
flavonoid phytoalexin;
monomethoxyflavanone		antimycobacterial drug;
plant metabolite
atherospermidine
atherospermidine: isoquinoline alkaloid from Artabotrys maingayi; structure given in first source		2.5820oxoaporphine alkaloid
n-phenethylbenzamide
N-phenethylbenzamide: has antioxidant activity; structure in first source		2.3110
oxoglaucine
1,2,9,10-tetramethoxy-7H-dibenzo(de,g)quinolin-7-one: a phosphatidylinositol 3-kinase p110alpha inhibitor that reactivates latent HIV-1; structure in first source		2.7130isoquinoline alkaloid
armepavine
[no description available]		2.0810
stepharine
stepharine: RN given refers to (R)-isomer. stepharine : An isoquinoline alkaloid with formula C18H19NO3 that is isolated from several species of Stephania.		2.2110
aporphine
aporphine: RN given refers to parent cpd without isomeric designation. aporphine : An isoquinoline alkaloid that is the N-methyl derivative of 5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline.		2.2110aporphine alkaloid;
isoquinoline alkaloid fundamental parent;
tertiary amino compound
omega-n-methylarginine
omega-N-Methylarginine: A competitive inhibitor of nitric oxide synthetase.. N(omega)-methyl-L-arginine : A L-arginine derivative with a N(omega)-methyl substituent.		2.3110amino acid zwitterion;
arginine derivative;
guanidines;
L-arginine derivative;
non-proteinogenic L-alpha-amino acid
liridine
liridine: Antibacterial from Artabotrys crassifolius; structure in first source		2.9740
coclaurine
coclaurine: RN given refers to (S)-isomer; structure. (S)-coclaurine : The (S)-enantiomer of coclaurine.		1.9810coclaurine
actinodaphine
actinodaphine: structure given in first source; isolated from Illigera SP. actinodaphnine : An organic heteropentacyclic compound 6,7,7a,8-tetrahydro-5H-benzo[g][1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]quinoline bering additional hydroxy and methoxy substituents at positions 10 and 11 respectively.		1.9910aporphine alkaloid;
aromatic ether;
organic heteropentacyclic compound;
phenols;
secondary amino compound		antibacterial agent;
antifungal agent;
antineoplastic agent;
apoptosis inducer;
plant metabolite;
platelet aggregation inhibitor;
topoisomerase inhibitor
anonaine
anonaine: smooth muscle relaxant; aporphine alkaloid isolated from roots of Annona cherimolia; structure in first source. (-)-annonaine : An aporphine alkaloid that exhibits anti-cancer, trypanocidal and antiplasmodial activites.		2.4220aporphine alkaloid;
organic heteropentacyclic compound;
oxacycle		antineoplastic agent;
antiplasmodial drug;
trypanocidal drug
pronuciferine
pronuciferine: alkaloid; structure in first source. (+)-pronuciferine : An isoquinoline alkaloid isolated from Berberis coletioides.		2.0810aromatic ether;
cyclic ketone;
isoquinoline alkaloid;
isoquinolines;
organic heterotetracyclic compound		plant metabolite
4-allyl-2,6-dimethoxyphenol
4-allyl-2,6-dimethoxyphenol: structure in first source. 4-allyl-2,6-dimethoxyphenol : A member of the class of phenols that is phenol substituted by an allyl group at position 4 and methoxy groups at positions 2 and 6 respectively.		2.3110dimethoxybenzene;
phenols;
phenylpropanoid
oxopurpureine
oxopurpureine: an oxoaporphine from leaves of Annona purpurea; structure in first source		1.9910isoquinoline alkaloid
lariciresinol
lariciresinol: found in human urine. (+)-lariciresinol : A lignan that is tetrahydrofuran substituted at positions 2, 3 and 4 by 4-hydroxy-3-methoxyphenyl, hydroxymethyl and 4-hydroxy-3-methoxybenzyl groups respectively (the 2S,3R,4R-diastereomer).		2.3110aromatic ether;
lignan;
oxolanes;
phenols;
primary alcohol		antifungal agent;
plant metabolite
(2S,3R)-dihydrodehydrodiconiferyl alcohol
[no description available]		2.31101-benzofurans;
guaiacols;
guaiacyl lignin;
primary alcohol
arbutin
hydroquinone O-beta-D-glucopyranoside : A monosaccharide derivative that is hydroquinone attached to a beta-D-glucopyranosyl residue at position 4 via a glycosidic linkage.		2.0810beta-D-glucoside;
monosaccharide derivative		Escherichia coli metabolite;
plant metabolite
n-methylactinodaphnine
N-methylactinodaphnine: isolated from Illigera luzonensis; structure given in first source		1.9910aporphine alkaloid
syringaresinol
(+)-syringaresinol : The (7alpha,7'alpha,8alpha,8'alpha)-stereoisomer of syringaresinol.		2.3110syringaresinolantineoplastic agent
y 27632
Y 27632: RN given for di-HCl salt; inhibits Rho-associated protein kinase; inhibits calcium sensitization to affect smooth muscle relaxation; structure in first source. Y-27632 : A monocarboxylic acid amide that is trans-[(1R)-1-aminoethyl]cyclohexanecarboxamide in which one of the nitrogens of the aminocarbony group is substituted by a pyridine nucleus. It has been shown to exhibit inhibitory activity against Rho-associated protein kinase (ROCK) enzyme.		2.0810aromatic amide
cleistopholine
cleistopholine: structure in first source		210
sesquiterpenes
[no description available]		2.0110
caffeic acid
trans-caffeic acid : The trans-isomer of caffeic acid.		2.0510caffeic acidgeroprotector;
mouse metabolite
quercetin
[no description available]		2.05107-hydroxyflavonol;
pentahydroxyflavone		antibacterial agent;
antineoplastic agent;
antioxidant;
Aurora kinase inhibitor;
chelator;
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor;
geroprotector;
phytoestrogen;
plant metabolite;
protein kinase inhibitor;
radical scavenger
scopoletin
[no description available]		2.110hydroxycoumarinplant growth regulator;
plant metabolite
undecaprenol
undecaprenol: a C55 terpene. all-trans-undecaprenol : A long-chain primary fatty alcohol that is the all-trans-isomer of undecaprenol.		2.0510long-chain primary fatty alcohol;
undecaprenols
feruloyltyramine
feruloyltyramine: structure given in first source; isolated from Cannabis sativa seeds, roots, leaves, and resin; induces hypothermia and motor incoordination in mice; moupinamide is (E)-isomer		2.4720tyraminesmetabolite
quercetin 3-o-glucopyranoside
quercetin 3-O-glucopyranoside: structure in first source. quercetin 3-O-beta-D-glucopyranoside : A quercetin O-glucoside that is quercetin with a beta-D-glucosyl residue attached at position 3. Isolated from Lepisorus contortus, it exhibits antineoplastic activityand has been found to decrease the rate of polymerization and sickling of red blood cells		2.0510beta-D-glucoside;
monosaccharide derivative;
quercetin O-glucoside;
tetrahydroxyflavone		antineoplastic agent;
antioxidant;
antipruritic drug;
bone density conservation agent;
geroprotector;
histamine antagonist;
osteogenesis regulator;
plant metabolite
costunolide
[no description available]		2.3110germacranolide;
heterobicyclic compound		anthelminthic drug;
antiinfective agent;
antineoplastic agent;
antiparasitic agent;
antiviral drug;
metabolite
eupatolide
eupatolide: sesquiterpene lactone from Eupatorium formasanum HAY; structure. eupatolide : A germacranolide with formula C15H20O3, isolated from several Inula species. It exhibits anti-cancer properties.		2.3110gamma-lactone;
germacranolide;
homoallylic alcohol;
secondary alcohol		antineoplastic agent;
plant metabolite
3-(4-hydroxy-3-methoxyphenyl)-n-(2-(4-hydroxy-3-methoxyphenyl)ethyl)-2-propenamide
3-(4-hydroxy-3-methoxyphenyl)-N-(2-(4-hydroxy-3-methoxyphenyl)ethyl)-2-propenamide: found in high concentration in Spinacia oleracea following administration of diphenyl ether herbicides; structure in first source; RN given refers to cpd without isomeric designation		2.3110hydroxycinnamic acidmetabolite
2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid: chromogen in glucose oxidase-peroxidase method for determining serum glucose; used in free radical scavenging assays; structure in first source		2.0510
gamma-eudesmol
gamma-eudesmol: isomer of beta-eudesmol; found in plants and fungi. gamma-eudesmol : A eudesmane sesquiterpenoid in which the eudesmane skeleton carries a hydroxy substituent at C-11 and has a double bond between C-4 and C-5.		210eudesmane sesquiterpenoidvolatile oil component
2-((aminocarbonyl)amino)-5-(4-fluorophenyl)-3-thiophenecarboxamide
2-((aminocarbonyl)amino)-5-(4-fluorophenyl)-3-thiophenecarboxamide: an IKK-2 kinase inhibitor; structure in first source		2.3110aromatic amide;
thiophenes
chlorophyll a
Chlorophyll: Porphyrin derivatives containing magnesium that act to convert light energy in photosynthetic organisms.. chlorophyll : A family of magnesium porphyrins, defined by the presence of a fifth ring beyond the four pyrrole-like rings. The rings can have various side chains which usually include a long phytol chain.		2.0510chlorophyll;
methyl ester		cofactor
glycolipids
[no description available]		2.610
pheophytin a
pheophytin a: structure given in first source; RN given refers to (3S-(3alpha(2E,7S*,11S*),4beta,21beta))-isomer		2.0510
ConditionIndicatedRelationship StrengthStudiesTrials
B16 Melanoma
[description not available]		02.0810