alkaloid

Term ID

CHEBI:22315

Synonyms

alcaloide
alcaloides
Alkaloid
Alkaloide
alkaloids

Definition

Any of the naturally occurring, basic nitrogen compounds (mostly heterocyclic) occurring mostly in the plant kingdom, but also found in bacteria, fungi, and animals. By extension, certain neutral compounds biogenetically related to basic alkaloids are also classed as alkaloids. Amino acids, peptides, proteins, nucleotides, nucleic acids, amino sugars and antibiotics are not normally regarded as alkaloids. Compounds in which the nitrogen is exocyclic (dopamine, mescaline, serotonin, etc.) are usually classed as amines rather than alkaloids.

References

Wikipedia:Alkaloid

Ontology

ChEBI ( EBI )

Relationships

is a type of: organonitrogen compound

organonitrogen compound Show first 5 Terms
has subtype: (+)-aplysinillin (+)-Aspidospermidine (+)-Erythraline (+)-Norushinsunine N-oxide (+)-Quebrachidine ... Show All 460 Terms

(+)-aplysinillin (+)-Aspidospermidine (+)-Erythraline (+)-Norushinsunine N-oxide (+)-Quebrachidine (+)-Setoclavine (+/-)-gamma-Lycorane (-)-12beta-Hydroxylsophocarpine (-)-Alstolucine A, (rel)- (-)-Alstolucine B, (rel)- (-)-Alstolucine C (-)-Alstolucine D, (rel)- (-)-Alstolucine E (-)-Alstolucine F (-)-antofine (-)-Apparicine (-)-demecolcine (-)-dibromophakellin (-)-Ormosanine (-)-Pyrifolidine (-)-Quebrachamine (1R,1'R,10S,11S,12S,13'S,14'R)-12,14'-Diethylspiro[8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,8-tetraene-10,10'-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,12(21)-tetraene] (1R,2R,12R,14S)-9-Methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraene-2,14-diol (1R,2S,6S,11S,13R,14R,21R)-7,19,23-Triazahexacyclo[9.9.1.11,13.12,6.07,21.014,19]tricosane (1R,9R)-5-Cyclohexyl-11-(propylsulfonyl)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one (1R,13S,14E,19S,21S)-10-[(1R,12S,13R,14E,17R,19S,21S)-14-Ethylidene-9-oxo-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,10-tetraen-17-yl]-14-(2-hydroxyethylidene)-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,11-tetraen-9-one (1R,15R,17S)-17-Ethyl-6-[(1R,14R,15E)-15-ethylidene-17,18-dimethyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene (1S,9R,10R,12S)-12-Hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4-dien-6-one (1S,15S,18S,19S,20S)-N-[2-(4-aminophenyl)ethyl]-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxamide (2'S)-Hydroxy-(11S,12R)-dihydrostemofoline, (rel)- (2'S)-Hydroxystemofoline (2R,3R,11Bs)-2-[(6,7-dimethoxy-3,4-dihydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinoline (2R,3S,11bR)-2-[[(1S)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine (2S,3R)-2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine (2S,3R)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine (4aR,5aS,8aR,15bR)-10,11-dimethoxy-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinoline-14-one (4aR,8aR,15bR)-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinoline-14-one (7S)-7-acetamido-1,2,3-trimethoxy-6,7-dihydro-5H-dibenzo[5,3-b:1',2'-e][7]annulene-9-carboxylic acid (7S,14S)-(-)-7-Methyl-10-O-demethylxylopinine (8S,Z)-6-((2R,E)-6-hydroxy-2,5-dimethylhept-4-en-1-ylidene)-8-methyloctahydroindolizin-8-ol (13R,14E)-14-Ethylidene-12-methylidene-1,10-diazatetracyclo[11.2.2.03,11.04,9]heptadeca-3(11),4,6,8-tetraene (E)-Avenanthramide D (R,S)-Scoulerine (S)-1-hydroxy-N-methylcanadine (S)-colchicine 1',2'-didehydrostemofoline 1,2-O-Diacetylzephyranthine 1-[(1R,9S,11R,12E,17S)-12-Ethylidene-10-(hydroxymethyl)-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6-trien-8-yl]ethanone 1-hydroxyprotostemonine, (rel)- 1-methoxy-5R,10S-agroclavine 1-O-Acetyllycorine 2'-hydroxystemofoline 2,3,9,10-Tetrahydroxyberberine 2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline 2-(8-Oxo-1,5,6,8-tetrahydro-2H-1,5-methanopyrido[1,2-a][1,5]diazocin-3(4H)-yl)acetamide 2-Bromo-5-hydroxy-N-[2-(4-hydroxyphenyl)ethyl]-4-methoxy-N-methylbenzamide 2-Methoxycanthin-6-one 2-phenylethylamine 2-propylpiperidine 2-{[(2E)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}-5-hydroxybenzoic acid 2alpha-(2'-pyrrolyl)-4alpha-methoxycarbonyl-5beta-[(2''-methyl)-heptyl]-1,3-oxazacyclohexane 3,4-dimethoxyphenylethylamine 3,9-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,10-diol 3-(4-methoxyphenyl)-3-[[2-(4-methoxyphenyl)-1-oxoethyl]amino]propanoic acid 3-(6-chloro-3-pyridinyl)-7-azabicyclo[2.2.1]heptane 3-Acetylnerbowdine 3-Epidemissidine 3-Epifortuneine 3-Epimacronine 3-Epischelhammericine 3-O-Acetylhamayne 4-(Methylthio)canthin-6-one 4-Hydroxycanthin-6-one 5-(Methylthio)canthin-6-one 5-bromo-8-methoxy-1-methyl-beta-carboline 5-Hydroxy-4-methoxy-3-methyl-2,6-canthinedione 5-Methoxycanthin-6-one 6,7-seco-Agroclavine 6-hydroxymanzamine A 7-epi-cylindrospermopsin 7-Hydroxymitragynine 8-[(2S,4R,5R,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-hydroxy-5-methoxy-3-methyl-6-[(3S)-2-oxopiperidin-3-yl]-5H-benzo[b]phenanthridine-7,12-dione 8-Benzyl-9,10-dimethoxy-5,8-dihydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline 8-hydroxymanzamine A 8-oxoerythraline 8-Oxoerythraline_epoxide 9-(Methylthio)canthin-6-one 9-deacetylfumigaclavine C 9-deoxycurtisin 9-O-Demethyl-2alpha-hydroxyhomolycorine 9-O-Demethylhomolycorine 10-alpha-methoxy-9,10-dihydrolysergol 11-(Methylthiono)canthin-6-one 11-beta-hydroxy-beta-saxitoxinol(2+) 11-beta-hydroxysaxitoxin(2+) 11-Hydroxytubotaiwine 11-Hydroxyvittatine 11-Methoxyduguesuramine 11-Methoxysampangine 12-Ethylidene-6-hydroxy-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2(7),3,5,9-tetraene-10-carbaldehyde 13-O-Acetylbaptifoline 13-Oxocryptopine 14,15-Dehydro-16-epi-vincamine 14,19-Didehydrocondyfolan 14,19-Dihydroaspidospermatine 14-norpseurotin A 15-hydroxyangustilobine A 16-epivincamine 16-Ethoxystrychnine 16-Propoxystrychnine 16R,19E-isositsirikine 18-Epiormosanine 18-Hydroxy-11,17-dimethoxyyohimban-16-carboxylic acid 19,20-E-vallesamine 19-Acetyltabersonine 19-Hydroxytabersonine 20(R)-tubotaiwine 20(S)-tubotaiwine 20-Epi-19,20-dihydro-decarbomethoxy vobasine [(6Ar,9R,10S,10aR)-7,9-dimethyl-5-(2-methylbut-3-en-2-yl)-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-10-yl] acetate acetylcaranine acremolin B acronycine Acutumidine Acutumine Affinine ageladine A Agroclavine I Akuammine alamarine Albomaculine alkaloid antibiotic alkaloid ester Alkaloid RC Allopumiliotoxin 267a Aloperine Alpinine Amalorin Amatain Ambelline Ammothamnine Anagyrine angustilobine B, (rac)- annomontine Apovincamine Argentine Aristolactam AII ascidiathiazone A ascidiathiazone B aspernidine A aspernigrin A asperparaline A Aspidospermatine Atherosperminine Avenanthramide 1c Avenanthramide 1p Avenanthramide 2 Avenanthramide E Baloxine Baptifoline batzelladine A batzelladine B benzazepine alkaloid benzodiazepine alkaloid Berberastine Berberrubine beta,beta-ergoannam beta-ergokryptam beta-saxitoxinol(2+) betalain biindole alkaloid bisindole alkaloid Bonafousine brovincamine Brovincamine fumarate C-Curarine Calebassone Candimine Capaurine Caracurine V carbazole alkaloid Caribine carpaine Caseadine Catharanthine hcl Catharanthine hemitartrate Catharine caulophine Caulophylline Cavinine ceratamine A ceratamine B Cevadine Chanoclavine II cheilanthifoline circumdatin H Cocculolidine Coccutrine colchicine Colchicoside coptisine Coptisine chloride Coreximine Corynantheidine Costaclavine crambescidin 401 crambescidin 800 crambescidin 826 Crinamidine Crinamine Crinine croomine cryptopleurine Cularicine Cularidine Cularimine Cularine Curtisin Cycloclavine cylindrospermopsin cystodytin D cystodytin E cystodytin F cystodytin G cytisine cytochalasan alkaloid cytochalasin D D-Tetrahydropalmatine Deacetylcolchicine decahydroquinoline alkaloid decarbamoylsaxitoxin Decorticasine Dehydrocorydaline Dehydrocorydalmine Dehydrocorytenchine Delavine Demissidine deoxycylindrospermopsin Desmethylemetine Didehydrostemofoline Dihydrocorynantheine Dihydrolycorine Dihydrosetoclavine Dimethamine Dubiusine Duguetine Eburnamenin-14(15H)-one Eburnamine Eburnamonine Elymoclavine ent-6alpha-Hydroxybuphanisine ent-6beta-Hydroxybuphanisine epibatidine Epoxyagroclavine I ergoline alkaloid Erysonine Erysothiopine Erysotrine Erythratidine Erythratine Erythrina alkaloid Fawcettidine feruloylagmatine ficellomycin Floramultine Fumigaclavine D Fumigaclavine E Fumigaclavine F Fumigaclavine G Fumigaclavine H Gabunamine Germerine Germine Glaudine Glaziovine glycoalkaloid gravacridonediol Haemanthamine Haemanthidine Hamayne harmala alkaloid Harringtonine hederacine A hederacine B herquline A herquline B herquline C Hirsuteine Homoormosanine Imperialine indirubin-3'-monoxime indole alkaloid indolizidine alkaloid Isococculidine Isomatrine isoquinoline alkaloid Isorheagenine Jamine Jatrorrhizine karakoline Kreysigine L-proline betaine Lambertine lamellarin alpha 20-hydrogen sulfate leuconoxine LSM-1309 LSM-1372 LSM-1597 LSM-1944 LSM-4236 LSM-4502 LSM-5249 LSM-6354 LSM-6387 LSM-6464 LSM-6667 LSM-16753 LSM-18556 LSM-22634 LSM-24185 Lycoflexine lycojapodine A lycoperine A Lycorenine lymphostin manzamine A massadine Matrine Mecambrine Methyl (1R,9S,11S,14E,15S,17S)-19-(acetyloxymethyl)-14-ethylidene-18-oxa-2,12-diazahexacyclo[9.6.1.19,15.01,9.03,8.012,17]nonadeca-3,5,7-triene-19-carboxylate Methyl (1R,11S,17S)-12-ethylidene-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,9-tetraene-10-carboxylate Methyl (1R,12S,20R)-12-ethyl-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2,4,6,9-tetraene-10-carboxylate Methyl (1S,10R,12R,19S)-12-ethyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate methyl (1S,12S,13E)-13-ethylidene-18-(hydroxymethyl)-4-methoxy-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2(7),3,5,8-tetraene-18-carboxylate Methyl (1S,15E)-15-ethylidene-12-oxo-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate Methyl (15R,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate Methyl (Z)-2-[(3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-hydroxyprop-2-enoate Methyl 2-(3-ethenyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl)-3-methoxyprop-2-enoate Methyl 2-(3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl)-3-methoxyprop-2-enoate Methyl 2-(3-ethyl-7a-hydroxy-8-methoxy-2,3,4,6,7,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl)-3-methoxyprop-2-enoate Methyl 12-ethyl-10,11-dihydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate Methyl 17-(1-hydroxyethyl)-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate monoamine alkaloid muscimol N(4)-demethyl-12-methoxyalstogustine N-(lysergyl-isoleucyl)-cyclo(phenylalanyl-prolyl) N-[2-(3,4-diethoxyphenyl)ethyl]-4-phenoxybenzamide N-Acetylcytisine N-Acetylloline N-acetylnorloline N-Formyldemecolcine N-formylloline N-Formylnorloline N-Methyl-14-O-demethylepiporphyroxine N-Methylcanadium (iodide) N-methylcheilanthifoline N-Methylloline N-methylnicotinate N-methylphenylethanolamine neosaxitoxin neotuberostemonine nigerazine A nigerazine B Nigerrimin B nigragillin nitensidine E Nobilisitine A nostocarboline O-Methyllycorenine oriciacridone C oriciacridone F oxyprotostemonine Oxysophocarpine Paliclavine Panamine paralytic shellfish toxin Paspaclavine Peimisine penipanoid B Phellodendrine phenanthrene alkaloid phenethylamine alkaloid phyllospadine pipercallosidine pipercallosine piperidine alkaloid piperlactam S Piperolactam A Piperolactam C Piperolactam D Piptanthine Pretazettine Promucosine protostemonine Protoveratrine A Protoveratrine B Protoverine Pseudocolumbamine Pseudopalmatine pseudopelletierine Psychotrin Pumiliotoxin 251D Pumiliotoxin A purine alkaloid pyridine alkaloid Pyroclavine pyrrolidine alkaloid pyrrolizidine alkaloid pyrrolizine alkaloid pyrrolnitrin quinazoline alkaloid quinoline alkaloid quinolizidine alkaloid Rhoeadine Rhombifoline rohitukine Roquefortine A Roxburghine B ryanodine sampangine saxitoxin Scholaricine Serratanidine Serratine Sinactine Sipeimine solanid-5-en-3-ol Sophocarpine Sophoranol spermidine alkaloid Spinosine spirosolane stemofoline steroid alkaloid syncarpamide Tabernamine Tabernanthine Templetine terpene alkaloid tetrahydrocolumbamine tetramethylpyrazine thalictricavine Thermospine Tinctorine Toxiferine I tropane alkaloid tuberostemonine tuberostemonine N undecylprodigiosin veracevine Verticine vinervine Vinpocetine Worenine xestospongin C Xylopinine zarzissine Zephyranthine Zhebeinine Zygadenine Show first 5 Terms
has_role: metabolite

metabolite Show first 5 Terms

Phenotype

Phenotype resulting from alkaloid

Phenotype where environments contain alkaloid

Phenotype modified by environments containing alkaloid

Human Disease / Model Data

Citations