School Science Lessons
(appendixH)
2024-12-16

Alkaloids, Ibogaine to Zizyphine
16.6.0 Phenethylamine group of alkaloids
Contents
| Ibogaine | Ibotenic acid | Imidazole | Indicaxanthin | Inundatine | Irinotecan | Isobetanin | Isocorydine
| Jasminine | Jatrorrhizine | Jervine | Juliflorine
| Lannaconitine | Lasiocarpine | Laudanidine | Laudanosine | Leurosine | Lilaline | Littorine | Lobelanidine | Lobelanine | Lobeline | LSD | Lunarine | Lupanine | Lupinine | Lycoctonine | Lycopodine | Lycopsamine | Lycorine
| Macarpine | Magnoflorine | Matrine | Mecambrine | Mecambroline | Mesaconitine | Mesembrine | Mesembrenone | Meteloidine | Methyllycaconitine | Miraxanthin | Monocrotaline | Morphine | Musca-aurin-I | Myosmine
| Napelline | Narceine | Narcotoline | Neopine | Nicotine | Nicotyrine | Norharmane | Nornicotine | Noscapine | Nudicauline
| Obaberine | Oxyacanthine | Oxymatrine
| Pachycarpine | Palmatine | Papaverine | Peganine | Peimine | Pelletierine | Perlolyrine | Phyllalbine | Physostigmine | Pilocarpine | Piperine | Pipernonaline | Piplartine | Portolacaxanthin | Prebetanin | Pronuciferine | Prosopinine | Protopine | Protostephanine | Protoveratrine
| Quinine | Quinidine
| Rescinnamine | Reserpine | Retamine | Reticuline | Retronecine | Rhoeadine | Rhombifoline | Ricinine | Riddelline | Rotundine | | Rutaecarpine
| Salutaridine | Sanguinarine | Scopalamine | Securinine | Sedamine | Selagine | Senecionine | Sinomenine | Sirodesmin | Slaframine | Solamargine
| Solanidine | Solanine | Solasodine | Solasonine | Sparteine | Stachydrine | Strychnine | Supinidine | Swainsonine | Symphytine | Synephrine
| Tabersonine | Taxine | Taxol | Tetrahydropalmatine | Tetrandrine | Thebaine | Theobromine | Theophylline | Tigloidine | Tinctorine | Tomatidine
| Tomatine | Topotecan | Trichostachine | Trigonelline | Tubocurarine
| Valepotriate | Valerianine | Valeroidine | Veracevine | Veratramine | Verruculotoxin | Verticine | Vinblastine | Vincamine | Vincristine
| Vindoline | Vinorelbine | Vinpocetine | Vulgaxanthin
| Yohimbine | Yunaconitine | Zizyphine

Ibogaine, (C20H26N2O), Indole Alkaloid
Ibogaine, psychoactive, causes hallucinogenic visions, may modulate tolerance to opiates, may cause damage to the heart muscle, use was restricted in the UK and banned in USA
It occurs in Tabernaemontana undulata, in Tabernanthe iboga, in Voacanga africana

Ibotenic acid, (C5H6N2O4), Unclassified Alkaloid
Ibotenic acid, Ibotenate, isoxazole derivative, non-proteinogenic alpha-amino acid, (Ibotenic acid decarboxylation---> muscimol, pantherine, agarine; 3(2H)-isoxazolone), neurotoxic, used for experimental treatment of epilepsy and Parkinson's disease, formerly used as sedative and anti-emetic, causes motor depression, ataxia, changes in mood, excitatory amino acid agonist, occurs in Amanita mushrooms.
See diagram: Ibotenic acid.

Imidazole, (C3H4N2), Imidazole Alkaloid
Imidazole, C, heterocyclic aromatic organic compound, classified as an alkaloid.
Imidazoles are a class of heterocycles with similar ring structure but varying substituents.
See diagram: Imidazole.
Organic base glyoxaline (C3H4N2) is the parent compound of Imidazole alkaloids, "true alkaloids", e.g. Histamine, (C5H9N3), and Histidine, (C6H9N3O2).
Imidazole parent compound (C3H4N2)

Indicaxanthin, (C14H16N2O6) Betalain alkaloid
Indicaxanthin, a betaxanthin, yellow-orange betalain pigments, antioxidant, plant pigment
It occurs in beetroot, in Hylocereus costaricensis, in Opuntia ficus-indica, in Mirabilis jalapsa, in Bougainvillea, in Chenopodium, in Mesembryanthemum crystallinum
See diagram: Indicaxanthin.

Inundatine, (C15H18N2O), Lycopodium Alkaloid
See diagram: Inundatine.

Irinotecan, (C33H38N4O6) Alkaloid
Irinotecan, Camptosar, anticancer, antitumor agent, (camptothecin derivative), topoisomerase enzyme inhibitor, prevents nucleic acid synthesis, irritant, used in the treatment of colorectal cancer
It occurs in Camptotheca acuminata.
Irinotecan and topotecan, semisynthetic derivatives of the plant alkaloid | Camptothecin | used as antineoplastic agents in the therapy of colorectal, ovarian and non-small cell lung cancer.

Isobetanin, (C24H26N2O13) Betalain Alkaloid
Isobetanin, Betacyanin, (Glucopyranosylisobetanidin), red-violet pigments
It occurs in in Opuntia ficus-indica, in Discocactus phyllanthoides, leaves, in Mesembryanthemum flowers.
See diagram: Isobetanin.

Isocorydine, (C20H23NO4), Isoquinoline Alkaloid
Isocorydine, Artabotrine, Izokoridin, Luteanine, aporphine alkaloid, anti-adrenergic, animal sedative
It occurs in Corydalis platycarpa, in Artabotrys species, in Papaver species, in Cherimoya, in Peumus boldus (boldo), in Reseda species, in Stephania species, root tubers.
Chinese medicine: Stephania Tetrandrae Radix
See diagram: Isocorydine.

Isonitramine, (C10H19NO), Pyrrolidine and Piperidine Alkaloid
Isonitramine is an azaspiro compound, secondary alcohol, hypoglycemic agent.
It occurs in Nitre bush

Jasminine, (C11H12N2O3), Monoterpenoid and Sesquiterpenoid Alkaloid
Jasminine, naphthyridine derivative, occurs in Jasmium, in Ligustrum, in Olea, in Syringea.
See diagram: Jasminine.

Jatrorrhizine, (C20H20NO4) + , Protoberberine Alkaloid
Jatrorrhizine, Neprotin, Jateorrhizine, Yatrorizine, antiinflammatory, improves blood flow and mitotic activity, antimicrobial, antifungal, occurs in Enantia chlorantha.
Jatrorrhizine chloride, Neprotine chloride, Yatrorhizine chloride, (C20H20ClNO4)

Jervine, (C27H39NO3), Steroidal Alkaloid
Jervine, Jervanin-11-one, 11-Ketocyclopamine, Iervin, acutely toxic, teratogenic to pregnant ewes, occurs in Veratrum rhizomes.
See diagram: Jervine.

Juliflorine, (C40H75N3O2), Pyrrolidine and Piperidine Alkaloid Juliflorine, Juliprosopine, antibacterial, antifungal
It occurs in Prosopis juliflora.
See diagram: Juliflorine.

Lannaconitine, (C32H44N2O8)
Lannaconitine, Lappaconitine, analgesic agent, antiarrhythmic agent.
See diagram: Lappaconitine.

Lasiocarpine, (C21H33NO7), Pyrrolizidine Alkaloid
Lassiocarpine, hepatotoxic
It occurs in Heliotropium species
See diagram: Lasiocarpine.

Laudanidine, (C20H25NO4), Isoquinoline Alkaloid
Laudanidine, benzylisoquinoline alkaloid, benzyltetrahydroisoquinoline, phenol, aromatic ether, laudanine, tritopine, toxic like strychnine
It occurs in Papaver species, in Xylopia aethiopica.
See diagram: Laudanidine.

Laudanosine, (C21H27NO4), Isoquinoline Alkaloid
Laudanosine, laudanine methyl ether, benzylisoquinoline alkaloid, acute toxic, tetanic poison, depress blood pressure, cause convulsions
It occurs in Papaver species.
See diagram: Laudanosine.

Leurosine, (C46H56N4O9), Indole Alkaloid
Leurosine, Vinleurosine, VLR, amotin, antimitotic, antineoplastic
It occurs in Vinca rosea, in Catharanthus roseus.
See diagram: Leurosine.

Lilaline, (C20H17NO7), Alkaloid
Lilaline, Tetrahydroxyflavone (derived from a flavone), Pyrrolidin-2-one, 7-Hydroxyflavonol, plant metabolite, in Lilium candidum aerial parts.
See diagram: Lilaline.

Littorine, (C17H23NO3), Tropane Alkaloid
It occurs in Atropa belladonna, in Datura species
See diagram: Littorine.

Lobelanidine, (C22H29NO2), Pyrrolidine and Piperidine Alkaloid
Lobelanidine, 8, 10-Diphenyllobelidiol, Citraconoyl group, from Lobeline, poison
It occurs in Lobelia species, in Laurentia species, in Sedum species.
See diagram: Lobelanidine.

Lobelanine, (C22H25NO2), Pyrrolidine and Piperidine Alkaloid
Lobelanine, Diphenyllobelidone, precursor in the biosynthesis of lobeline
It occurs in Lobelia inflat.
See diagram: Lobelanine.

Lobeline, (C22H27NO2), Pyrrolidine and Piperidine Alkaloid
Lobeline, piperidine derivative, optically active piperidine alkaloid, tertiary amine, aromatic ketone, effects are similar to nicotine, smoking deterrent, central nervous system stimulant, respiratory stimulant
It occurs in Indian tobacco dried stem and leaves, in pH">Lobelia species, in Campanula.
See diagram: Lobeline.
Lobeline hydrochloride, (C22H27NO2.HCl)
Lobeline sulfate, (C44H56N2O8S)
Loline, 1-aminopyrrolizidine (loline)
It occurs in Lolium temulentum.

Lunarine, (C25H31N3O4), Polyamine Alkaloid
Lunarine, Spermidine derivative
It occurs in Lunaria species.
See diagram: Lunarine.

Lupanine, (C15H24N2O), Quinolizidine Alkaloid
Lupanine, quinolizidine derivative, sparteine group, D-lupanine, 2-Oxosparteine, lupanin, L-lysine-derived alkaloid, seeds have greatest concentration, hypoglycemic, strong bitter taste, may be toxic in high doses, mild sedative effect on the CNS
It occurs in Lupinus species, lupins.
See diagram: Lupanine.

Lupinine, (C10H41NO), Quinolizidine Alkaloid
Lupinine, quinolizidine derivative, lupinine group, L-lysine-derived alkaloid, bitter tasting crystalline, mild sedative effect on the CNS
It occurs in
Lupinus species, lupins, but not in "sweet" varieties of lupins.
See diagram: Lupinine.

Lycoctonine, (C25H17NO7), Diterpenoid Alkaloid
Lycoctonine, Lycoctonum, exceedingly poisonous
It occurs in Aconitum species, in Delphinium species
See diagram: Lycoctonine.

Lycopodine, (C16H25NO), Lycopodium Alkaloid
Lycopodine, moss alkaloid, from a hydride of a lycopodane, toxic, herbal medicine, skin disorders, occurs in Lycopodium clavatum.
See diagram: Lycopodine.

Lycopsamine, (C15H25NO5), Pyrrolizidine Alkaloid
Lycopsamine, Viridiflorilretronecine, acutely toxic, hepatotoxic
It occurs in Amsinckia intermedia, in Borago species, in Symphytum species.
See diagram: Lycopsamine.

Lycorine, (C16Amaryllidaceae Alkaloid
Lycorine, Amarylline, Galanthidine, Narcissine, Licorine, indolizidine alkaloid, isoquinoline derivative, amaryllis alkaloid, (derives from a hydride of a galanthan), acute toxic, antiviral, antimalarial, protein synthesis inhibitor, plant metabolite
It occurs in Lycoris radiata, in Crinum asiaticum.
See diagram: Lycorine

Macarpine, (C22H18NO6 + ), Isoquinoline Alkaloid
Macarpine, benzophenanthradine alkaloid, organic cation, (Sanguinarine + 2 methoxy substituents)
It occurs in Eschscholzia, in Macleaya cordata.
See diagram: Macarpine.

Magnoflorine, (C20H24NO4), Isoquinoline Alkaloid
Magnoflorine, aporphine alkaloid, escholin
It occurs in Papaver, in Coptidis rhizoma, in Sinomenium acutum rhizome, in Pachygone ovata.
See diagram: Magnoflorine.

Matrine, (C15H24N2O), Quinolizidine Alkaloid
Matrine, quinolizidine derivative, Sparteine group, sophocarpidine, matridin-15-one, in herbal medicine and traditional Chinese medicine.
It occurs in Sophora flavescens
See diagram: Matrine.

Mecambrine, (C18H17NO3), Isoquinoline Alkaloid
Mecambrine, proaporphine alkaloid, fugapavine, toxic, causes convulsions, increases blood pressure, anti-inflammatory
It occurs in Papaver,species, in Meconopsis.
See diagram: Mecambrine.

Mecambroline, (C18H17NO3), Isoquinoline Alkaloid
Mecambroline, aporphine alkaloid, isofugapavine, animal hypotensive
It occurs in Papaver, species, in Meconopsis, in Phoebe.
See diagram: Mecambroline.

Mesaconitine, (C33H35NO11), Diterpenoid Alkaloid
Mesaconitine, alpha-Hydroxyhypaconitine
It occurs in Aconitum napellus (extracted commercially), pharmacological characteristics similar to aconitine.
See diagram: Mesaconitine.

Mesembrenone, (C17H21NO3), Indole Alkaloid
Mesembrenone, bicyclic pyrrolidine
It occurs in kanna Sceletium tortuosum.
See diagram: Mesembrenone.

Mesembrine
Mesembrine, (C17H23NO3), Indole Alkaloid
Mesembrine, Mesembrin, Mesembranone, bicyclic pyrrolidine
It occurs in Sceletium tortuosum, leaves fermented for folk medicine narcotic "channa".
See diagram: Mesembrine.

Meteloidine
Meteloidine, (C13H21NO4), Tropane Alkaloid
It occurs in Datura stramonium, in Erythroxylum species.
See diagram: Meteloidine.
Erythroxylum australe

Methyllycaconitine
Methyllycaconitine, (C37H50N2O10), Diterpenoid Alkaloid
Methyllycaconitine, Delartine, Delsemidine
It occurs in Delphinium elatum, neuromuscular poison.
See diagram: Methyllycaconitine.

Miraxanthin-I
Miraxanthin-I, (C14H18N2O7S), Betalain Alkaloid
Miraxanthin, Betaxanthin, all miraxanthins are yellow pigments, in Mirabilis jalapsa
Miraxanthin-I, (C14H18N2O7S).
Miraxanthin-II, (C13H14N2O8), See diagram: Miraxanthin.
Miraxanthin-III, (C17H17N2O5).
Miraxanthin -V, (C17H18N2O6)
It occurs in beetroot

Monocrotaline, (C16H23NO6), Pyrrolizidine Alkaloid
Monocrotaline, Crotaline, Monocrotalin, acute toxic, topical antitumor agent, hepatocarcinogenic, mutagenic, damage respiratory tissues, alkaloid contamination in bread from contaminated grains, pulmonary artery hypertension, right ventricular hypertrophy, and pathological changes in the pulmonary vasculature, topical antitumor agent
It occurs in Crotalaria sessiliflora, in Lindelofia.
See diagram: Monocrotaline.

Morphine, (C17H19NO3), Isoquinoline Alkaloid
Morphine, isoquinoline derivative, morphinan alkaloid, opioid alkaloid, analgesic, activates receptors associated with different brain functions.
Morphine causes analgesia, euphoria, sedation, respiratory depression, smooth muscle contraction of gastro-intestinal system.
It occurs in Papaver somniferum.
Morphine.
5.5.20 Morphine and derivatives
Heroin.

5.5.20 Morphine and derivatives

Musca-aurin-I, (C14H13N3O8), Betalain Alkaloid
Musca-aurin-I
It occurs in red fly agaric Amanita muscaria.
See diagram: Musca-aurin-I.

Myosmine, (C9H10N2), Pyrrolidine and Piperidine Alkaloid
Myosmine, [3-(3,4-Dihydro-2H-pyrrol-5-yl)pyridine], Miosmine, a pyridine
It occurs in hazelnuts, in peanuts.
See diagram: Myosmine.

Napelline, (C22H33NO3), Diterpenoid Alkaloid
Napelline, folk medicine for heart, respiratory problems, blood pressure, affects cats.
It occurs in Aconitum napellus
See diagram: Napelline.

Narceine, (C23H27NO8), Isoquinoline Alkaloid
Narceine, ring-opened isoquinoline alkaloid, narcein, a stilbene, narcotic, analgesic
It occurs in Papaver somniferum, in dried latex of opium poppy
See diagram: Narceine.

Narcotoline, (C21H21NO7), Isoquinoline Alkaloid
Narcotoline, Desmethylnarcotine, phthalideisoquinoline alkaloid, spasmotic, respiratory stimulant
It occurs in Papaver.
See diagram: Narcotoline.

Neopine, (C18H21NO3), Isoquinoline Alkaloid
Neopine, pyridine derivative, polycyclic noncondensing pyridine derivative, cholinergic nicotinic agonist, acute toxic, addictive, tranquillising, insecticide, environment hazard
Neopine, morphinan alkaloid, neopin, beta-codeine, uses similar to Codeine
It occurs in Papaver species.
See diagram: Neopine.

Nicotine, (C10H14N2), Pyrrolidine and Piperidine Alkaloid
It occurs in Nicotiana species
It occurs in Asclepias syriaca, in Duboisia hopwoodii, in Equisetum arvense, in Lycopodium species, in Sedum acre
See diagram: Nicotine.
It occurs in Tobacco plant, (Nicotiana tabacum), cultivated tobacco, Solanaceae
See: Nicotine

Nicotyrine, (C10H10N2), Pyrrolidine and Piperidine Alkaloid
Nicotyrine, beta-Nicotyrine, pyridine, [(1-Methyl-1H-pyrrol-2-yl)pyridine], alkaloid metabolite of nicotine, product of its pyrolysis, in cured tobacco. (In theory, electronic cigarette (e-cig) users (vapers) achieve measurable serum nicotine levels when nicotyrine reversibly inhibits nicotine metabolism in airways).
It occurs in Tobacco plant, (Nicotiana tabacum), cultivated tobacco, Solanaceae
See diagram: Nicotyrine.

Norephedrine, (C8H13NO), Amine
Norephedrine, Mydriatin, l-Phenylpropanolamine, an amphetamine, sympathomimetic, causes release of norepinephrine, used as nasal vasoconstrictor and appetite depressant.

Norharmane, (C11H8N2), Indole Alkaloid
Norhame, β-carboline, 2,9-diazofluorine, organic amine
Perganum harmala
See diagram: Norharmane.

Nornicotine, (C9H12N2), Pyrrolidine and Piperidine Alkaloid
Nornicotine, pyridine derivative, polycyclic noncondensingpyridine derivative, [3-(pyrrolidin-2-yl)pyridine], extracted from tobacco), related to nicotine, but lower toxicity, used as agricultural and horticultural insecticide
It occurs in Tobacco plant, (Nicotiana tabacum), cultivated tobacco, Solanaceae
in Duboisia hopwoodii.
See diagram: Nornicotine.

Noscapine, (C22H23NO7), Isoquinoline Alkaloid
Noscapine, Anarcotine, Capval, Coscopin, Methoxyhydrastine, Narcotinen, Narcosine, Nectodon, Nospen, Opianine, Opiane, Terbenol, tusscapine, isoquinoline derivative, phthalideisoquinoline alkaloid, alpha-narcotine, benzylisoquinoline alkaloid, phthalide benzylisoquinoline, non-narcotic opium alkaloid, used to suppress coughs and muscle spasms, mild analgesic, antineoplastic, inhibits mitosis so causes tumour cell death
It occurs in Papaver, contaminant in illegal heroin, so used to identify drug addict use.
See diagram: Narceine.

Nudicauline, (C38H50N2O4), Diterpenoid Alkaloid
Nudicauline, andersoline
It occurs in Delphinium species, livestock poisoning if grazed.
See diagram: Nudicauline.

Obaberine, (C38H22N2O6), Isoquinoline Alkaloid
Obaberine, bisbenzylisoquinoline alkaloid, o-methyloxyacanthine, used against Leishmania
It occurs in Berberis vulgaris, in Thalictrum.
See diagram: Obaberine.

Oxyacanthine, (C37H40N2O6), Isoquinoline Alkaloid
Oxyacanthine, vinetine, bisbenzylisoquinoline alkaloid, adrenaline antagonist, vasodilator, antimicrobial
It occurs in Berberis.
See diagram: Oxyacanthine.

Oxymatrine, (C15H24N2O2), Quinolizidine Alkaloid
Oxymatrine, quinolizidine derivative, matrine group
It occurs in Sophora flavescens
See diagram: Oxymatrine.

Pachycarpine, (C15H26N2), Quinolizidine Alkaloid
Pachycarpine. lupinidine, oxytocic agent, and anti-arrhythmic agent, but not approved
It is the main alkaloid in Lupinus mutabilis, in Spartium.
It occurs in Cystisus scoparius
See diagram: Pachycarpine.

Paclitaxel, (C45H51NO14)
Paclitaxel, taxol A, abraxane, taxuyunnanine, anticancer chemotherapy drug, toxic, a cyclodecane, inhibits mitosis, stabilizes microtubules leading to cell death, antileukaemia and antitumour medicine.
It occurs in Taxus brevifolia
See diagram: Paclitaxel.

Palmatine, (C21H22NO4) + , Isoquinoline Alkaloid
Palmatine, Berbericinine, Benzophenanthridine alkaloid, protoberberine alkaloid, antipyretic, detoxicant, protoberberine extract to treat liver diseases, used to treat arrhythmia, analgesic
It occurs in Coptis species, in Corydalis species, in Jateorhiza palmata Calumba root, in Berberis.
Palmatine chloride hydrate, (C21H22ClNO4.xH2O), palmatine, phytotoxin.
It occurs in Phellodendron chinensis, huang bai.
See diagram: Palmatine.

Papaverine, (C20H21NO4), Isoquinoline Alkaloid
Papaverine, benzylisoquinoline alkaloid, isoquinoline derivative, opium alkaloid produced synthetically, a dimethoxybenzene, vasodilator, antispasmodic, antiviral, smooth muscle relaxant
It occurs in Papaver somniferum.
See diagram: Papaverine.

Peganine, (C11H12N2O) Quinoline Alkaloid
Peganine, Vasicine, Vazicine, quinoline derivative, pyrrolidine and piperidine quinazoline derivative, expectorant, bronchiodilator, oxytocic properties, abortifacient
It occurs in Vinca minor, Perganum harmala.
See diagram: Peganine.

Peimine, (C27H45NO3), Alkaloid
Peimine, Verticine, Wanpeinine A, Zhebeinine, traditional Chinese medicine, antitussive, expectorant, anti-inflammatory.
Peimine is a known MAPK inhibitor, as well as an inhibitor of p38, ERK and JNK phosphorylation, and NFB activation.
See diagram: Peimine.

Pelletierine, (C8H15NO), Pyrrolidine and Piperidine Alkaloid.
Pelletierine, isopelletierine, dl-Pelletierine, citraconoyl group, used as anti-helminthic drug, e.g. tapeworm
It occurs in Punica granatum, in Duboisia hopwoodii, in Sedum acre, in Lupinus.
See diagram: Pelletierine.

Perlolyrine, Yellow substance YS, (2-Dehydrocarbonylflazin), C16H12N2O2, harmala alkaloid, metabolite
It occurs in Korean ginseng Panax ginseng, in Japanese soy sauce, in Lolium perenne, in Lycium chinense, in Ligusticum striatum, in Codonopsis pilosula, in Psilocybe spp. psychedelic mushrooms, in perennial rye-grass Lolium perenne L. (Graminae).
See diagram: Perlolyrine

Phyllalbine, (C16H21NO4), Tropane Alkaloid
Phyllalbine, Fillalbin, Methoxybenzoic acid, Vanilloyloxytropane
It occurs in Phyllanthus, in Convolvulus subhirsutus, roots.
See diagram: Phyllalbine.

Physostigmine, (C15H21N3O2), Indole Alkaloid
Physostigmine, Eserine, indole derivative, pyrrolo-indole alkaloid, parasympathomimetic alkaloid, tertiary amine, cholinesterase inhibitor, antidote for belladonna poisoning, used to treat glaucoma, anticholinergic delerium.
It occurs in Physostigma venenosum
It occurs in Physostigma venenosum, poison bean but used in pharmacy for depression.
Physostigma venenosum See diagram: Physostigmine.

Pilocarpine, (C11H16N2O2), Unclassified Alkaloid
Pilocarpine, parasympathomimetic cholinergic alkaloid, no nicotinic effects, mitotic, cholinergic receptor agonist, occurs in Pilocarpus jaborandi (Indian hemp), in Pilocarpus microphyllus, See diagram: Pilocarpine.
Pilocarpine hydrochloride is used to stimulate parasympathetic nerve system, like physostigmine and arecoline, antagonist of atropine, promotes secretion of sweat, saliva, tears, causes myosis, used to treat dry mouth and glaucoma.

Piperine, (C17H19NO3), Pyrrolidine and Piperidine Alkaloid
Piperine, piperidine derivative, piperinoyl piperidine, gives hot taste to black pepper Piper nigrum, antimicrobial, antiproliferative, used to give pungent taste to brandy.
It occurs in Curcumin.
See diagram: Piperine.

Pipernonaline, (C21H27NO3) Alkaloid
Pipernonaline, antifungal, mosquito larvicidal
It occurs in Piper longum (long pepper).

Piplartine, (C17H19NO5), Pyrrolidine and Piperidine Alkaloid
Piplartine, Piperinoylpiperidine, Piperlongumine, Cinnamamide, Dicarboximide, used to treat asthma and bronchitis
It occurs in Piper longum roots.
See diagram: Piplartine.

Portolacaxanthin, Betalain Alkaloid
Portulacaxanthin I, (C14H16N2O7), non-proteinogenic alpha-amino acid, Portulacaxanthin II, (C18H18N2O7), both are yellow pigments
It occurs in Portulaca grandiflora.
See diagram: Portolacaxanthin.

Prebetanin, (C24H26N2O16S), Betalain Alkaloid
Prebetanin, Betanin sulfate glycoside, purple pigment
It occurs in Beta vulgaris, in Phytolacca decandra, in Rivina.
See diagram: Prebetanin.

Pronuciferine, (C19H21NO3), Isoquinoline Alkaloid
Pronuciferine, isoquinoline derivative, proaporphine alkaloid, plant metabolite, aromatic ether, cyclic ketone, organic heterotetracyclic compound, mild anaesthetic
It occurs in Berberis, in Papaver, in Croton, in Stephania species, in Nelumbo.
See diagram: Pronuciferine.

Prosopinine, (C16H33NO3), Pyrrolidine and Piperidine Alkaloid
Prosopinine, piperidine alkaloid, hydroxypiperidine
It occurs in Prosopis.
See diagram: Prosopinine.

Protopine, (C20H19NO5), Isoquinoline Alkaloid
Protopine, isoquinoline derivative, protopine alkaloid, benzylisoquinoline alkaloid, dibenzazecine alkaloid, fumarine, macleyine, cordydalis C, corydinine, biflorine, acute toxic, irritant, analgesic, relax smooth muscles, antibacterial
It occurs in Papaver, in Corydalis species, in Fumaria, Protopine hydrochloride, (C20H20ClNO5).
See diagram: Protopine.

Protostephanine, (C21H27NO4) Alkaloid
Protostephanine, (Tetrahydro-tetramethoxy-7-methyl-5H-dibenz(d,f)azon), seaside scrambler, used to make Indonesian edible green grass jelly
It occurs in Stephania japonica.

Protoveratrine, Steroidal Alkaloid
Protoveratrine is a mixture of alkaloids:
Protoveratrine A, (C41H63NO14), Protalba
Protoveratrine B, (C41H63NO15), Neoprotoveratrine, Veratetrine
Occurs in Veratrum album, formerly used to treat hypertension, causes nausea.
See diagram: Protoveratrine.

Pyrrolidine, (C4H9N), Cyclic Secondary Amine
Pyrrolidine, (C4H9N(CH2)4NH], 1-pyrrolidine, tetrahydropyrrole, tetramethyleneimine, cyclic secondary amine, saturated nitrogen heterocycle 5-membered cyclic amine, in volatile amine fractions of brewing, odour like semen, colourless liquid, miscible with water, occurs in carrot and tobacco leaves, Propylamine.

Quinidine, (C20H24N2O2), Quinoline Alkaloid
Quinidine, Chinidin, Pitayine, Cin-quin, optical isomer of quinine, antimalarial, anti-arrhythmic in the heart, dampens the excitability of cardiac and skeletal muscles, decreases conduction velocity of nerve impulses
It occurs in Chinchona tree bark.
See diagram: Quinidine.

Quinine, (C20H24N2O2), Quinoline Alkaloid
Quinine, Chinin, Chinine, Qualaquin, irritant, alkaloid derived from cinchona tree bark, antimalarial drug, active ingredient, mild antipyretic, analgesic so used in common cold preparations, used to treat idiopathic leg cramps.
Nowadays, it is used as a bitter and flavouring agent in Schweppes Indian Tonic Water
It occurs in cinchona tree extracts.
See: Quinine.
See diagram: Quinine.

Quinoline, (C9H7N), Quinoline Alkaloid
Quinoline, heterocyclic aromatic organic compound, colourless hygroscopic liquid, strong odour, if exposed to light yellow then brown, slightly soluble in cold water, flavouring ingredient
It occurs in Mentha species, in cocoa, in black tea, in scotch whisky.
See diagram: Quinoline.

Quinoline yellow, (C18H11NO2), mixture of dyes based on quinoline, quinophthalone, solvent yellow, erio chinoline yellow 4G, E104, azo dye based on quinoline, bright yellow colour, possible health risk is dermatitis, used in lipsticks.

Rescinnamine, (C35H42N2O9), Vinca Alkaloid
Rescinnamine, anti-hypertensive, tranquillizer
It occurs in Rauvolfia vomitoria
See diagram: Rescinnamine.

Reserpine, (C33H40N2O9), Indole Alkaloid
Reserpine, indole derivative alkaloid, monoterpenoid indole alkaloid, corynanthe type alkaloid, anti-hypertensive, antipsychotic, was used to control high blood pressure, tranquillizer, nowadays rarely used
It occurs in Rauvolfia sepentina.
See diagram: Reserpine

Retamine, (C15H26N2O), Quinolzidine Alkaloid
Retamine, Hydroxysparteine, hypotensive, diuretic
It occurs in Genista species.
See diagram: Retamine.

Reticuline, (C190H23NO4), Isoquinoline Alkaloid
Reticuline, benzylisoquinoline alkaloid, coclanoline, alkaloid precursor, (precursor of morphine)
It occurs in Papaver, in Cryptocarpa, in Romneya.
See diagram: Reticuline.

Retronecine, (C8H13NO2), Pyrolizidine Alkaloid
Retronecine, Senecifolinene, pyrolizidine derivative, non-ester, may cause liver damage from excessive consumption
It occurs in Borago officinalis, in Senecio vulgaris, in Tussilago farfara, borage leaf, comfrey, coltsfoot, in weeds in grain crops, e.g. Heliotropium, europaeum, in Echium plantagineum, in Crotalaria retusa.
See diagram: Retronecine.

Rhoeadine, (C21H21NO6), Isoquinoline Alkaloid
Rhoeadine, Rheadine, rhoeadan alkaloid, possibly antitumour
It occurs in Papaver species, (Papaver rhoeas, folk medicine, expectorant, sedative).
See diagram: Rhoeadine.

Rhombifoline, (C15H20N2O), Quinolzidine Alkaloid
Rhombifoline, Butenylcytisine
It occurs in Genista, in Ammodendron, Thermopsis species.
See diagram: Rhombifoline.

Ricinine, (C8H8N2O2, Pyrrolidine and Piperidine Alkaloid
Ricinine, Ricidine, Ritsinin, pyridine derivative, simple derivative of pyridine, pyridine alkaloid, pyridone, nitrile, alkyl aryl ether R-O-R', (where R is an alkyl group and R' is an aryl group), bitter white crystals, may cause toxic burning feeling in mouth and throat, nausea, vomiting, severe pain in stomach, diarrhoea, reactions, hepatic and renal damage, death, used as alkaloid marker for poisonous lectin ricin, e.g. in urine, toxic alkaloid, insecticidal
It occurs in Ricinus communis, castor seeds and leaves
See diagram: Ricinine
Castor oil, ricinoleic acid: 16.3.6.4.

Riddelline, (C18H23NO6), Pyrrolizidine Alkaloid
Riddelline, is a diester of retronecine (C8H13NO2), and a possible carcinogen. It occurs in Senecio riddelli, Senecio vulgaris, in Acobaea vulgaris, in Crotalaria, in Amsinckia.
See diagram: Riddelline.

Rotundine, (C21H25NO), Berberine Alkaloid
Rotundine, Tetrahydropalmatine, selective dopamine D1 receptor agonist, analgesic, adrenergic agent, non-narcotic analgesic, dopaminergic antagonist, antiprotozoal, (derived from a palmatine), anti-arrhythmic, antihypertensive, antipsychotic, sedative, tranquillizer
It occurs in Stephania sinica.

Rutaecarpine, (C18H13N3O), Indole Alkaloid
Rutaecarpine, Rutecarpine, Rhetine, a pyridopyrimidine, i.e. a pyridine fused to a pyrimidine, inhibits platelet aggregation, hypotensive, vasoldilator, in Chinese medicine, counteracts breakdown of caffeine, anti-inflammatory, vasorelaxation, from China with strong bitter taste.
It occurs in Tetradium ruticarpum, in Evodia rutaecarpa, in Hortia arborea.

Salutaridine, (C19H21NO4), Isoquinoline Alkaloid
Salutaridine, morphinan alkaloid, floripavine
It occurs in Papaver, in Croton.
See diagram: Salutaridine.

Sanguinarine, (C20H14NO4), Isoquinoline Alkaloid
Sanguinarine, isoquinoline derivative, benzophenanthridine alkaloid, toxic, bitter, antibacterial, cytotoxic, dental plaque inhibitor, used to treat bronchial disorders, inhibits enzymes
It occurs in Sanguinaria canadensis dried rhizome and root, in Papaver, in Chelidonium, in Fumaria, in Zantholem, in Pteridophyllum
Sanguinarine chloride hydrate, (C20H14ClNO4.H2O), in Papaveraceae.
See diagram: Sanguinarine.

Scopolamine, (C17H21NO4), Tropane Alkaloid
Scopolamine, hyoscine, Hyoscine, Skopolamin, Oscine, syrup, narcotic ("truth drug"), "Devil's breath",sedative
Scopolamine less toxic than Hyoscyamine, used for anaesthetic premedication, treat urinary incontinence, motion sickness, antispasmodic, anticholinergic, anti-emetic and antivertigo properties, used control the secretion of saliva and gastric acid, to slow gut motility, mild nausea, motion sickness and prevent vomiting
It occurs in in Atropa belladonna, in Datura ferox, in Duboisia myoporoidesi, Duboisia leichhardtii.
See diagram: Scopolamine.
(-)-Scopolamine hydrobromide trihydrate, (C17H21NO4.HBr.3H2O), hyoscine hypobromide

Securinine, (C13H15NO2), Unclassified Alkaloid
Securinine, Securinin, occurs in Securinega, in Phyllanthus, indolizine alkaloid.
See diagram: Securinine.

Sedamine, (C14H21NO), Pyrrolidine and Piperidine Alkaloid
Sedamine, Phenyllobellol, piperidine derivative, citraconoyl group, poison
It occurs in Sedum acre
See diagram: Sedamine.

Selagine, (C15H18N2O), Lycopodium Alkaloid
Selagine, Huperzine A, sesquiterpene alkaloid, neuroprotective activity, an acetylcholinesterase inhibitor, plant metabolite, sesquiterpene alkaloid, pyridone, primary amino compound and an organic heterotricyclic compound, treatment of swelling, fever and blood disorders, possibly Alzheimer’s disease, occurs in club moss Huperzia serrata, in Lycopodium.
See diagram: Selagine.

Senecionine, (C18H25NO5), Pyrolizidine Alkaloid
Senecionine, Aureine, Senecionin, plant metabolite, lactone, tertiary alcohol, from a senecionan, hepatotoxic, pneumotoxic, mutagenic, used to study liver injury
It occurs in Castilleja, in Senecio species.
See diagram: Senecionine.

Sinomenine, (C19H23NO4), Isoquinoline Alkaloid
Sinomenine, isoquinoline derivative, morphinan alkaloid, morphinan derivative, cucoline, anti-rheumatic, suppresses coughs, weakly analgesic, abortifacient
It occurs in Sinomenium.
See diagram: Sinomenine.

Sirodesmin, (C19H23NO4), Unclassified Alkaloid
Sirodesmin, Sirodesmin H, Sirodesmin A, Dethiosirodesmin A, [(5'R,7S)-14-Dethiosirodesmin A], organic molecule, antibiotic, occurs in Phoma ligan (black leg fungus), attacks Brassica species.
See diagram: Sirodesmin.

Slaframine, (C10H18N2O2), Pyrrolidine and Piperidine Alkaloid
Slaframine, alkaloidal mycotoxin, causes animal salivation
It occurs in Rhizoctonia leguminicola, pathogen of red clover Trifolium pratense red clover.
See diagram: Slaframine.

Solamargine, (C45H73NO15), Steroidal Alkaloid
Solamargine, beta-Solamarine, Solamargin, azaspiro compound (steroid + oxaspiro compound), (derivative of solasodine), glycoalkaloid, poisonous, unsuccessful anticancer drug, used to treat pre-cancerous skin thickening (Actinic Keratosis), occurs in Solanum nigrum, (leaves and fruit).
See diagram: Solamargine.

Solanidine, (C27H43NO), Steroidal Alkaloid
Solanidine, Purapuradine, pseudoalkaloid, poisonous, in Solanum nigrum, from hydrolysis of solanine, toxic concentration in potato sprouts, inhibits serum cholinesterases, used to synthesise steroidal drugs.
See diagram: Solanidine.

Solanine, (C45H73NO15), Steroidal Alkaloid
Solanine, alpha-Solanine, steroidal alkaloid, glycoalkaloid, bitter taste, inhibits serum cholinesterases, apotosis inducer, i.e. contributes to the normal death of cells by opening the mitochondrial membrane permeability, oral ingestion about 3 mg/kg toxic to humans, induces programmed cell death so is possibly anticancerous, occurs in Solanum tuberosum, poison.
See diagram: Solanine.
Solanine hydrochloride used as agricultural pesticide.

Solasodine, (C27H43NO2), Steroidal Alkaloid
Solasodine, Spirosol-5-en-3-ol, Purapuridine, Solancarpidine, pseudoalkaloid, poison, used to produce steroids, occurs in Chilli Project, in Solanum nigrum.
See diagram: Solasodine.

Solasonine, (C45H73NO16), Steroidal Alkaloid
Solasonine, glycoalkaloid, derivative of solasodine, poisonous, unsuccessful anticancer drug, occurs in Solanum linnaeanum.
See diagram: Solasonine.

Sparteine, (C15H26N2), Quinolizidine Alkaloid
Sparteine, lupinidine, quinolizidine derivative, sparteine group, (L-lysine derived alkaloid), is toxic to livestock, oily, oxytocic, anti-arrhythmic.
It occurs in Lupinus angustifolius, formerly used to treat heart disorders, in Cytisus scoparius (scotch broom), Spatium junceum (broom), lupin seed.
Lupinidine, oxytocic and anti-arrhythmic agent, indicator of CYP2D6 genotype
It occurs in Lupinus, in Spartium, in Cytisus.
See diagram: Sparteine.

Stachydrine, (C7H13NO2), Pyrrolidine and Piperidine Alkaloid
Stachydrine, pyrrolidine derivative, Proline betaine, L-proline betaine, amino acid betaine, food component, plant metabolite, human blood serum metabolite, in urine, possible osmoprotective role for the kidney
It occurs in Capparis (used to treat rheumatism), in Stachys, in Achillea, in Desmodium, in Asphodelus, in many citrus foods, biomarker for consumption of Citrus.
See diagram: Stachydrine.

Strychnine, (C22H24N2O4), Indole Alkaloid
Strychnine, vomicine, indole derivative alkaloid, monoterpenoid indole alkaloid, corynanthe type alkaloid, CNS stimulant, colourless, bitter, crystalline, used as rodenticide, highly toxic convulsant causing death by asphyxia, has been used as folk medicine in very small doses but not recommended
It occurs in Strychnos nux-vomica, (poison nut tree).
See diagram: Strychnine

Supinidine, (C8H13NO), Pyrolizidine Alkaloid
Supinidine
It occurs in Heliotropium species, br> See diagram: Supinidine.

Swainsonine, (C8H15NO3, Pyrrolidine and Piperidine Alkaloid
Swainsonine, indolizidine derivative, inhibits enzymes, antimetastatic, antiproliferative, immunomodulatory, locoweed, stagger weed, from Astragalus, used to treat AIDs.
It occurs in Swainsona canescens
See diagram: Swainsonine.

Symphytine, (C20H31NO6), Pyrolizidine Alkaloid
Symphytine, hepatotoxic
It occurs in Myosotis, in Symphytum species.
See diagram: Symphytine.

Synephrine, (C9H13NO2), Phenethylamine Alkaloid
Synephrine, Oxedrine, p-Synephrine, Parasympatol, long-acting adrenergic effects, vasoconstrictor, used to treat circulatory failure, asthma, nasal congestion, glaucoma, Chinese medicine
It occurs in Bergamot, Citrus x aurantium, whole dried oranges.
See diagram: Synephrine.

Tabersonine, (C21H24N2O2), Indole Alkaloid
Tabersonine, terpene indole alkaloid, antitumour, hypoglycemic, diuretic, used to make other alkaloids.
It occurs in Apocynaceae, Amsonia elliptica
See diagram: Tabersonine.

Taxine, (C35H47NO10), Unclassified Alkaloid
Taxine, Taxine A and Taxine B, toxic cardiotoxins, no medical uses, in Taxus baccata, in Taxus cuspidata, yew leaves cattle poisoning.
See diagram: Taxine.

Taxol, (C47H51NO14), Unclassified Alkaloid
Taxol, Paclitaxel, Taxol A, Abraxane, cyclodecane, antineoplastic, antileukaemic, antitumour, (inhibits cellular mitosis of ovarian, breast, and lung cancer), occurs in Taxus brevifolia, in Taxus cuspidata.
See diagram: Taxol.

Tetrahydropalmatine, (C21H25NO4), Alkaloid
Tetrahydropalmatine, Rotundine, l-Tetrahydropalmatineanalgesic, (berberine alkaloid by adding two molecules of hydrogen to pyridine ring of palmatine), organic heterotetracyclic compound, sedative, tranquillizer, experimental treatment of Schizophrenia with L-tetrahydropalmatine, Dopamine Antagonist, anti-inflammatory, antiprotozoal.
It occurs in Corydalis ambigua
See diagram: Tetrahydropalmatine.

Tetrandrine, (C38H42N2O6), BenzylIsoquinoline Alkaloid
Tetrandrine, anti-hypertensive, immunosuppressive, antiproliferative, free radical scavenger, lowers plasma glucose
It occurs in Stephania tetrandra. in Radix stephania root.
See diagram: Tetrandrine.

Thebaine, (C19H21NO3, Isoquinoline Alkaloid
Thebaine, isoquinoline derivative, morphinan alkaloid, opiate alkaloid, paramorphine, organic heteropentacyclic compound, weak narcotic, analgesic, may cause strychnine-like convulsions, acutely toxic, main alkaloid from Iranian poppy, Papaver bracteum, usually produced from poppy straw, controlled opiate substance, habit forming.
It occurs in Papaver species.
See diagram: Thebaine.

Theobromine, (C7H8N4O2), Purines and Pyrimidines Alkaloid
Theobromine, (3,7-Dimethyl xanthine), purine derivative, (from xanthosine, 3, 7-dimethylxanthine), methylated purine, odourless, white, crystalline powder, bitter taste, main alkaloid in cacao bean, bronchodilator, vasodilator, less diuretic and less smooth muscle stimulant than theophylline, less CNS stimulant than caffeine, formerly used as diuretic and used to treat hypertension, occurs in Theobroma cacao (cocoa), Cola acuminata (cola, kola nut), in Paullinia cupana.
See diagram: Caffeine Theobromine, Theophylline.
(Theobromine does not contain bromine!).

Theophylline, (C7H8N4O2), Purines and Pyrimidines Alkaloid
Theophylline, 1,3-Dimethylxanthine, theocin, purine derivative, (xanthine derivative alkaloid, from xanthosine), anhydrous, methylxanthine, (1,3-dimethylxanthine), diuretic, methylxanthine derivative from tea, odourless, white crystalline powder, bitter taste, smooth muscle relaxant, bronchial dilator, cardiac and CNS stimulant, (bronchodilator, so used to treat asthma, emphysema and bronchitis), toxicity may be increased by presence of other drugs, e.g. erythromycin, occurs in Theobroma Cacao (crillo cocoa beans), much less in Camellia sinensis, tea.
See diagram: Nicotine.

Tigloidine, (C13H21NO2), Tropane Alkaloid
Tigloidine, Tigloyloxytropane, Tiglylpseudotropane, Tigloidin, Tropigline, depresses central nervous system, anticholinergic, used to treat muscle rigidity and Parkinson's disease
It occurs in Duboisia hopwoodii, in Datura species
See diagram: Tigloidine.

Tinctorine, (C15H20N2O), Quinolzidine Alkaloid
Tinctorine, Alteramine
It occurs in Baptisia, in Genista, in Thermopsis.
See diagram: Tinctorine.

Tomatidine, (C27H45NO2), Steroidal Alkaloid
Tomatidine, glycoalkaloid, supposed to be anabolic and increase muscle, occurs in green tomato.

Tomatine, (C50H83NO21), Steroidal Alkaloid
Tomatine, Lycopersicin, alpha-Tomatine, Tomatin, (derived from Tomatidine), antibiotic, glycoside, anti-histamine activity, insecticide, occurs in extract of leaves of wild tomato plants, phytotoxin, antifungal, antibacterial, precipitating agent for steroids, in Solanum lycopersicon.
See diagram: Tomatine.

Topotecan, (C23H23N3O5), Quinoline-based Alkaloid
Topotecan, Hycamptamine, (derivative of camptothecin), antitumour, anticancer agent, antineoplastic, used to treat ovarian cancer, inhibits topoisomerase
It occurs in Camptotheca acuminata
See diagram: Topotecan.

Trichostachine, (C16H17NO3.
Trichostachine, Piperyline, Trichostachin, Pyrroperine
Pyrrolidine and Piperidine Alkaloid
It occurs in Piper nigrim, in Piper guineense.
See diagram: Trichostachine.

Trigonelline, (C7H7NO2)
Trigonelline, Caffearine, Gynesine, N-Methylnicotinate, iminium betaine zwitterion, (derived from niacin, vitamin B3, a nicotinate so called “methylated niacin”, crystallizes as hygroscopic prisms, plant hormone metabolite, human urinary metabolite, in many plants.
It may lessen dental caries by preventing Streptococcus mutans adhering to teeth.
It occurs in Trigonella foenum-graecum, seeds hence “trigonelline”, in Japanese radish, in coffee especially arabica coffee, in oats, in potatoes, in Stachys species, in dahlia, in Strophanthus, in Dichapetalum cymosumin, in garden peas, in hemp seed

Tropine, (C8H15NO), Tropane Alkaloid
Tropine, Pseudotropine, (8-Methyl-8-azabicyclo[3.2.1]octan-3-ol), (3alpha-Tropanol), (2,3-Dihydro-3alpha-hydroxytropidine), highly toxic, kills grazing horses.
It occurs in Atropa belladonna, in Scopolea carniolice.
See diagram: Tropine.

Tubocurarine, (C37H41CN2O6+), Isoquinoline Alkaloid
Tubocurarine, bisbenzylisoquinoline alkaloid, toxic, skeletal muscle relaxant, arrow poison, induce neuromuscular paralysis, active ingredient in curare, curare, on poison-tipped arrows, blocks the action of acetylcholine.
It occurs in Chondodendron tomentosum
See diagram: Tubocurarine.
Tubocurarine hydrochloride, (C37H41ClN2O6.HCl.5H2O).

Valepotriate, (C22H30O8, Iridoid Alkaloid
Valapotriate, baldrisedon, iridoid monoterpenoid, sedative
It occurs in Valerian, in Kentranthus (valtratum iridoid).
See diagram: Valepotriate.
Valepotriates are a class of iridoid alkaloids, in Valeriana
Valtratum

Valeroidine, (C13H23NO3), Tropane Alkaloid
Valeroidine, Isovaleroxyhydroxypropane
It occurs in Datura species, in Duboisia hopwoodii.
See diagram: Valeroidine.

Vinblastine, (C46H58N4O9), Indole Alkaloid
Vinblastine, vinca alkaloid, antitumour, antileukemic agent, antimicrotubule agent
It occurs in Vinca rosea
See diagram: Vinblastine.

Vincamine, (C21H26N2O3), Indole Alkaloid
Vincamine, indole derivative alkaloid, monoterpenoid indole alkaloid, aspidosperma-type alkaloid, vinca alkaloid, minorine, anti-aging, peripheral vasodilator, increases blood flow to the brain, anti-hypertensive, used to treat cerebrovascular disorders.
It occurs in Vinca minor.
See diagram: Vincamine.

Vincristine, (C46H56N4O10), Indole Alkaloid
Vincristine, vinca alkaloid, oncovine, antitumuor, antimicrotubule agent, used to treat acute leukaemia, malignant lymphoma, Hodkin's disease
It occurs in Vinca rosea.
See diagram: Vincristine.

Vindoline, (C25H32N2O6), Indole Alkaloid
Vindoline, used to synthesise anticancer antibiotics vinblastine and vinchristine, antimitotic activity.
It occurs in Vinca rosea, tabersonine.
See diagram: Vindoline.
(C21H24N2O2) --> vindoline --> vinblastine (C40H58N4O9).

Vinorelbine, (C45H54N4O8), Vinca Alkaloid
Vinorelbine, antitumour, antimicrotubule agent
It occurs in Vinca species.
See diagram: Vinorelbine.

Vinpocetine, (C22H26N2O2), Alkaloid
Vinpocetine, synthetic derivative of vinca alkaloid vincamine, ethyl apovincaminate, anti-inflammatory.
See diagram: Vinpocetine.

Vulgaxanthin, (C14H17N3O)7, Betalain Alkaloid
Vulgaxanthin, betaxanthins, Vulgaxanthin I and Vulgaxanthin II, yellow pigments.
It occurs in Mirabilis jalapsa, in Beta vulgaris
See diagram: Vulgaxanthin.

Yohimbine, (C21H26N2O3), Indole Alkaloid
Yohimbine, indole derivative alkaloid, monoterpenoid indole alkaloid, corynanthe type alkaloid, herbal medicine, aphrodisiac, used to treat erectile disfunction, cause pupil of eye to dilate, reverse veterinary sedation.
It occurs in Pausinystalia yohimbe bark.
See diagram: Yohimbine.
Yohimbine hydrochloride.

Yunaconitine, (C35H49NO11, Diterpenoid Alkaloid
Yunaconitine, Isoaconitine, Vilmorrianine B, plant metabolite, phytotoxin, human urinary metabolite, xenobiotic, acetate ester, aromatic ether, benzoate ester, bridged compound, organic heteropolycyclic compound, polyether, tertiary amino compound, secondary alcohol, (derived from an aconitane hydride).
It occurs in Aconitum bulleyanum.
See diagram: Yunaconitine.

Valerianine, (C11H15NO), Monoterpenoid and Sesquiterpenoid Alkaloid Valerianine, occurs in Valeriana officinalis roots.
See diagram: Valerianine.

Veracevine, (C27H43NO8), Steroidal Alkaloid
Veracevine, Veratridine, Protocevine, cyclic hemiketal (derived from a hydride of cevane), heptol, tertiary amino compound, tertiary alcohol, secondary alcohol, insecticide, used as a source of veratridine or cevine.
See diagram: Veracevine.

Veratramine, (C27H39NO2), Steroidal Alkaloid
Veratramine, in Veratrum species rhizomes, extracts of Veratrum viride used a veterinary medicine.
See diagram: Veratramine.

Veratridine, (C35H51NO11), Steroidal Alkaloid
Veratridine, Benzoate-cevane, Dimethoxybenzoate, (derivative of veracevine alkaloid, protocevine, (C27H43NO8), neurotoxin, activates sodium channels to remain open longer, sodium channel modulator, occurs in lily family, Veratrum used to treat nervous disorders, pain, occurs in Schoenocaulon officinale, Sabadilla seeds, in Veratrum album, rhizome.
See diagram: Veratridine.

Verruculotoxin, (C15H20N2O), Unclassified Alkaloid
Verruculotoxin, organonitrogen heterocyclic compound, organic heterobicyclic compound, toxic metabolite, mycotoxin in Penicillium veraculosum, hypogoea, cause ataxia and loss of muscle control in day-old chicks, occurs in Arachis (green peanuts).
See diagram: Verruculotoxin.

Verticine, (C27H45NO3), Steroidal Alkaloid
Verticine, Peimine, used to treat chest disorders, occurs in Fritillaria.
See diagram: Verticine.

Zizyphine, (C33H49N5O6), Peptide and Cyclopeptide Alkaloid
Zizyphine type alkaloid, Zizyphine, herbal medicine, aphrodisiac, used to treat erectile disfunction
Zizyphine A, (C33H49N5O6), cyclic peptide, occurs in Ramnus frangula, alder buckthorn.
See diagram: Zizyphine.
Zizyphine F, (C32H47N5O6), in Ziziphus, in Ceanothus americanus

16.6.0 Phenethylamine group of alkaloids
Phenethylamine (C8H11N) Plant Amine
1.0.0, Poisons and First Aid, (See: adrenalin) (Table)
Epinephrine
Epinephrine, (C9H13NO3), adrenaline, hormone and neurotransmitter, produced by the adrenal medulla.
It is not usually classified as alkaloid, as a "protoalkaloid", with nitrogen in the side chain.
It is a catecholamine and an active sympathomimetic hormone from the adrenal medulla.
Adrenergics mimic the effects of epinephrine
It causes vasoconstriction, increase in blood pressure, gastrointestinal relaxation, stimulates the heart, dilates bronchi smooth muscle, and used to treat asthma.
Adrenaline may be called the "fight or fright hormone"
When we have a fright or have to fight or run, extra adrenaline is released into the blood, This makes the heart beat faster, gets more air into our lungs and increases the blood supply to the muscles, so cope with emergencies when we are frightened.
Adrenaline injections are used to treat some emergency situations, which can occur in the heart and lungs.
The two brands of adrenaline autoinjector available in Australia to treat anaphylaxis are EpiPen™ and Anapen™br> Adrenaline 1:10, 000 is used in people whose hearts have suddenly stopped (cardiac arrest).
The adrenaline can help to restart the heart and stimulates it to beat strongly.
It can be given cautiously to people who are elderly, have high blood pressure, thyroid problems and high pressure in the eye.
However, care must also be taken if giving adrenaline to diabetics, people with heart disease and people allergic to adrenaline.
Common side effects include: palpitations, tremor, restlessness, anxiety, weakness, dissiness, headache, shortness of breath, cold hands and feet.

The class of phenethylamines include the following:
* Fight or fright hormones
Epinephrine, (C9H13NO3), Epinephrine
Dopamine (C8H11NO2)
Norepinephrine, (C8H11NO3), noradrenaline.
* Stimulant activity, monamine releasing agent
Amphetamine, (C9H13N), Amphetamines: 11.4.0
Methamphetamine, (C10H15N).
* Stimulant / decongestant activity
Ephedrine, (C10H15NO), / Pseudoephedrine, (C10H15NO)
Ephedra sinica contains ephedrine.
* Psychedelic activity:
Mescaline |.
Designer hallucinogens (2C- series), e.g. 2C-B, (C10H14BrNO2)
Bupropion, (C13H18ClNO), commonly prescribed antidepressant.
* Plant compounds
L-DOPA, (C9H11NO4), levodopa (L-3-4-dihydroxyphenylalanine), precursor of psychoactive compounds called catecholamines,
i.e. dopamine, norepinephrine (noradrenaline), and epinephrine (adrenaline)
[CH4(OH)2] = catechol ring.
MDMA, (C11H15NO2), (3,4-methylenedioxy-methamphetamine), psychoactive drug, "ecstasy".
Substituted amphetamines, e.g. catecholamine ether, guaiacol (C7H8O2), (HOC6H4OCH3), (2-hydroxyphenol), (1,2-hydroxybenzene).