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indole alkaloid

An alkaloid containing an indole skeleton.

ChEBI ID: 38958

Members (44)

MemberDefinitionRole
6-methoxyspirotryprostatin bAn indole alkaloid isolated from a marine-derived fungal strain Aspergillus sydowii PFW1-13 and has been shown to exhibit cytotoxic activity.6-methoxyspirotryprostatin B
9-methoxycanthin-6-oneAn indole alkaloid that is the 9-methoxy derivative of canthin-6-one. Isolated from Eurycoma longifolia and Simaba multiflora, it exhibits cytotoxic activity towards human cancer cell lines.9-methoxycanthin-6-one
aspidofractinineaspidofractinine
aspidospermineAn indole alkaloid having the structure of aspirospermidine methoxylated at C-17 and acetylated at N-1.aspidospermine
beta-erythroidineAn organic heterotetracyclic indole alkaloid isolated from the seeds and other parts of Erythrina species. It differs from the alpha isomer in having the double bond of the dihydropyranone ring located beta,gamma- to the lactone carbonyl group instead of alpha,beta-.beta-erythroidine
bromocriptinebromocriptine
bromodeoxytopsentinAn aromatic ketone that is imidazole which is substituted by a 1H-indole-3-carbonyl group and a 6-bromo-1H-indol-3-yl group at positions 2 and 4, respectively. Isolated from the Mediterranean shallow-water sponge, Topsentia genetrix. It is a potent inhibitor of MRSA pyruvate kinase and exhibits antibacterial properties.bromodeoxytopsentin
canthin-6-oneAn indole alkaloid that is 6H-indolo[3,2,1-de][1,5]naphthyridine substituted by an oxo group at position 6.canthin-6-one
chaetominineAn organic heterotetracyclic compound that consists of 4,5,5a,9c-tetrahydro-3H-2a,9b-diazacyclopenta[jk]fluorene-1,3(2H)-dione substituted by a hydroxy group at position 5, a methyl group at position 2 and a 4-oxoquinazolin-3(4H)-yl group at position 4 (the 2S,4R,5aS,9cS stereoisomer). It is a cytotoxic alkaloid isolated from the endophytic fungus Chaetomium.chaetominine
chuangxinmycinA thiinoindole that is 3,5-dihydro-2H-thiino[4,3,2-cd]indole which is substituted at positions 2 and 3 by carboxy and methyl groups, respectively (the 2R,3S diastereoisomer).(-)-chuangxinmycin
cryptolepineAn organic heterotetracyclic compound that is 5H-indolo[3,2-b]quinoline in which the hydrogen at position N-5 is replaced by a methyl group.cryptolepine
demethoxyfumitremorgin cAn organic heteropentacyclic compound that is a mycotoxic indole alkaloid, consisting of fumitremorgin C lacking the 9-methoxy substituent.demethoxyfumitremorgin C
detajmiumdetajmium
drymaritinAn indole alkaloid that is canthin-6-one substituted by a methoxy group at position 4. Isolated from the whole plants of Drymaria diandra, it exhibits anti-HIV activity.drymaritin
echinulineAn indole alkaloid with formula C29H39N3O2. It is a fungal metabolite found in several Aspergillus species.echinulin
ellipticineA organic heterotetracyclic compound that is pyrido[4,3-b]carbazole carrying two methyl substituents at positions 5 and 11.ellipticine
ergolineAn indole alkaloid whose structural skeleton is found in many naturally occurring and synthetic ergolines which are known to bind to neurotransmitter receptors, such as dopamine, noradrenaline and serotonin receptors and function as unselective agonists or antagonists at these receptors.ergoline
fumitremorgin aAn organic heterohexacyclic compound that is a mycotoxic indole alkaloid obtained by prenylation of the 10-hydroxy group of verruculogen.fumitremorgin A
fumitremorgin bAn organic heteropentacyclic compound that is a mycotoxic indole alkaloid produced by several fungi via a tryptophan-proline diketopiperazine intermediate.fumitremorgin B
geissospermineA indole alkaloid comprising two indole-derived polycyclic moieties joined by a cyclic ether linkage.geissospermine
gelsemineLSM-1353
gramineAn aminoalkylindole that is indole carrying a dimethylaminomethyl substituent at postion 3.gramine
harmanAn indole alkaloid fundamental parent with a structure of 9H-beta-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A.harman
hippeastrineAn indole alkaloid isolated from the Amaryllidaceae family and has been shown to exhibit cytotoxic activity.hippeastrine
indole-3-carbaldehydeA heteroarenecarbaldehyde that is indole in which the hydrogen at position 3 has been replaced by a formyl group.indole-3-carbaldehyde
kopsininekopsinine
lenticinAn amino acid betaine obtaine by exhaustive methylation of the alpha-amino group of L-tryptophan with concomitant deprotonation of the carboxy group.hypaphorine
lorajminelorajmine
LSM-21619LSM-21619
physostigminephysostigmine
picrinineA natural product with formula C20H22N2O3 that is the member of the akuammiline family of alkaloids, first isolated in 1965 from the leaves of Alstonia scholaris.picrinine
rescinnaminerescinnamine
sarpagineAn indole alkaloid that is sarpagan bearing hydroxy groups at positions 10 and 17.sarpagine
serpentine (alkaloid)An indole alkaloid that is 18-oxayohimban dehydrogenated at positions 3, 4, 5, 6, 16 and 17 and substituted by a methyl group at the 19alpha position and by a methoxycarbonyl group at position 16.serpentine
strictosidine3alpha(S)-strictosidine
tazettinetazettine
tilivallineA pyrrolobenzodiazepine that is (11aS)-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine substituted by an oxo group at position 5, by a hydroxy group at position 9, and by a 1H-indol-3-yl group at position 11S. It is a natural product discovered in Klebsiella oxytoca which is the causative toxin in antibiotic associated hemorrhagic colitis. It exhibits a microtubule-stabilizing activity that leads to mitotic arrest in the host cells.tilivalline
triphosphateAn indole alkaloid that is sarpagan in which the methyl group attached to position 16 has been oxidised to the corresponding aldehyde.vellosimine
tryprostatin aA cyclic dipeptide that is brevianamide F (cyclo-L-Trp-L-Pro) substituted at positions 2 and 6 on the indole ring by prenyl and methoxy groups respectively.tryprostatin A
tryprostatin bA cyclic dipeptide that is brevianamide F (cyclo-L-Trp-L-Pro) substituted at position 2 on the indole ring by a prenyl group.tryprostatin B
tryptamineAn aminoalkylindole consisting of indole having a 2-aminoethyl group at the 3-position.tryptamine
tryptoquivalineAn organic heteropentacyclic compound that is a mycotoxic indole alkaloid produced by several fungi. A potent and specific inhibitor of the breast cancer resistance protein multidrug transporter.fumitremorgin C
verruculogenAn organic heterohexacyclic compound that is a mycotoxic indole alkaloid isolated from Penicillium and Aspergillus species.verruculogen
yohimbaneyohimban

Research

Studies (18,239)

TimeframeStudies, Drugs in This Class (%)All Drugs %
pre-19909,950 (54.55)18.7374
1990's3,761 (20.62)18.2507
2000's2,195 (12.03)29.6817
2010's1,909 (10.47)24.3611
2020's424 (2.32)2.80

Study Types

Publication TypeStudies, Drugs in This Class (%)All Drugs (%)
Trials1,370 (6.74%)5.53%
Reviews1,117 (5.50%)6.00%
Case Studies1,792 (8.82%)4.05%
Observational14 (0.07%)0.25%
Other16,020 (78.87%)84.16%