CHEBI ONTOLOGY - ANNOTATIONS
The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/ . The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/ ). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term: pyrroloindole
Accession: CHEBI:48133
browse the term
Synonyms: related_synonym: pyrroloindoles
G
Ache
acetylcholinesterase
decreases activity
EXP
eseroline results in decreased activity of ACHE protein
CTD
PMID:8961166
NCBI chr12:19,406,133...19,413,713
Ensembl chr12:19,407,360...19,413,651
G
Fos
Fos proto-oncogene, AP-1 transcription factor subunit
multiple interactions
EXP
SB 206553 inhibits the reaction [Fluoxetine results in increased expression of FOS protein]
CTD
PMID:16521035
NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
G
Htr2a
5-hydroxytryptamine receptor 2A
multiple interactions
EXP
[volinanserin binds to and results in decreased activity of HTR2A protein] inhibits the reaction [SB 206553 results in increased susceptibility to Methamphetamine]
CTD
PMID:11751031
NCBI chr15:49,950,035...50,022,188
Ensembl chr15:49,950,804...50,020,928
G
Htr2b
5-hydroxytryptamine receptor 2B
multiple interactions
EXP
SB 206553 binds to and results in decreased activity of HTR2B protein
CTD
PMID:16521035
NCBI chr 9:86,735,793...86,756,638
Ensembl chr 9:86,742,102...86,755,108
G
Htr2c
5-hydroxytryptamine receptor 2C
increases expression multiple interactions
ISO EXP
SB 206553 results in increased expression of HTR2C protein SB 206553 binds to and results in decreased activity of HTR2C protein
CTD
PMID:16521035 PMID:18083778
NCBI chr X:110,640,777...110,870,288
Ensembl chr X:110,641,153...110,870,287
G
Il1b
interleukin 1 beta
multiple interactions
ISO
SB 206553 inhibits the reaction [Isoproterenol results in increased expression of IL1B]
CTD
PMID:15302781
NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
G
Il6
interleukin 6
multiple interactions
ISO
SB 206553 inhibits the reaction [Isoproterenol results in increased expression of IL6]
CTD
PMID:15302781
NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
G
Tnf
tumor necrosis factor
multiple interactions
ISO
SB 206553 inhibits the reaction [Isoproterenol results in increased expression of TNF]
CTD
PMID:15302781
NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all
Path 1
CHEBI ontology
19808
chemical entity
19806
atom
19806
nonmetal atom
19744
nitrogen atom
18933
nitrogen molecular entity
18933
organonitrogen compound
18783
organonitrogen heterocyclic compound
18126
pyrroloindole
8
(+)naseseazine A
0
(16R)-hydroxyroquefortine C
0
(16S)-hydroxyroquefortine C
0
(1R,4R,7S,9R)-4-(2-methylpropyl)-9-[(1R,4R,7S,9R)-4-(2-methylpropyl)-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
0
(1S,4R,7R,9R)-4-benzyl-9-[(1S,4S,7R,9S)-4-benzyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
0
(1S,4R,7R,9S)-4-benzyl-9-[(1S,4R,7R,9R)-4-benzyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
0
(1S,4R,7R,9S)-4-benzyl-9-[(1S,4S,7R,9R)-4-benzyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
0
(1S,4R,7R,9S)-9-[(1S,4R,7R,9S)-3,6-dioxo-4-propan-2-yl-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-4-(2-methylpropyl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
0
(1S,4S,10R,12R)-12-[3-[[(3S,8aR)-1,4-dioxo-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazin-3-yl]methyl]-1H-indol-5-yl]-2,8,19-triazapentacyclo[10.7.0.02,10.04,8.013,18]nonadeca-13,15,17-triene-3,9-dione
0
(1S,4S,7S,9R)-4-(1H-indol-3-ylmethyl)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
0
(3aR,8aR)-3a-acetoxyl-1,2,3,3a,8,8a-hexahydropyrrolo-[2,3-b]indol
0
(3aR,8aS)-1-acetyl-1,2,3,3a,8,8ahexahydropyrrolo[2,3-b]indol-3a-ol
0
(3aS,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-ol
0
(4E)-4-(1H-Imidazol-5-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
0
1'-(2-phenyl-ethylene)-ditryptophenaline
0
1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate
0
1-formyl-5-hydroxyaszonalenin
0
11,11′-dideoxyverticillin A
0
11-bromo-17-hydroxyroquefortine C
0
11′-deoxyverticillin A
0
15b-beta-hydroxy-5-N-acetylardeemin
0
15b-beta-methoxy-5-N-acetylardeemin
0
3,3a,8,8a-Tetrahydropyrrolo[2,3-b]indol-2(1H)-one
0
5'-O-[(S)-\{[6-(\{[6-(\{6-[(6-carbamoyl-3,6,7,8-tetrahydropyrrolo[3,2-e]indol-2-yl)carbonyl]-3,6,7,8-tetrahydropyrrolo[3,2-e]indol-2-yl\}carbonyl)-3,6,7,8-tetrahydropyrrolo[3,2-e]indol-2-yl]carbonyl\}amino)hexyl]oxy\}(hydroxy)phosphoryl]thymidine
0
5-N-acetyl-15b-didehydroardeemin
0
5-N-acetyl-15bbeta-hydroxyardeemin
0
5-N-acetyl-16alpha-hydroxyardeemin
0
5-N-acetyl-8-isopropylardeemin
0
5-N-acetylardeemin
0
6-formamide-chetomin
0
6-hydroxyacetylaszonalenin
0
Alline
0
Amauromine
0
Amauromine B
0
Ardeemin
0
Asperazine
0
Asperazine A
0
Asperazine B
0
Asperazine C
0
Asperdiazapinone B
0
Asperflocin
0
Asperversiamide K
0
Asperversiamide L
0
Asterrelenin
0
Aszonalenin
0
Auricularine
0
Bionectin A
0
Bionectin B
0
Bionectin C
0
Bionectin E
0
Borreverine
0
Brevianamide E
0
Brevicompanine B
0
Brevicompanine C
0
Brevicompanine D
0
Brevicompanine E
0
Brevicompanine F
0
Brevicompanine G
0
Brevicompanine H
0
Bromoroquefortine C
0
Bromoroquefortine D
0
CC-1065
0
Chaetocochin C
0
Chaetocochin G/H
0
Chaetocochin I
0
Chaetocochin J
0
Chetomin A
0
Chetomin B
0
Chetomin C
0
Chetomin D
0
Chetracin B
0
Chetracin C
0
Chetracin D
0
Chetracin E
0
Chetracin F
0
Cristatumin C
0
Ditryptophenaline
0
Drimentine A
0
Drimentine B
0
Drimentine C
0
Drimentine F
0
Drimentine G
0
Drimentine H
0
Drimentine I
0
Epi-aszonalenin A
0
Epi-aszonalenin B
0
Epi-aszonalenin C
0
Eseramine
0
Eurocristatine
0
Eurotiumin A
0
Eurotiumin B
0
Fellutanine D
0
Gartryprostatin A
0
Gartryprostatin B
0
Gliocladin C
0
Gliocladine A
0
Gliocladine B
0
Gliocladine C
0
Gliocladine D
0
Gliocladine E
0
Glioclatine
0
Gypsetin
0
Hodgkinsine
0
Iso-naseseazine B
0
Isocoumarindole A
0
LL-S490beta
0
LSM-6198
0
Lansai A
0
Lansai B
0
Leporizine A
0
Leporizine B
0
Leporizine C
0
Leptosin A_130037
0
Leptosin G1
0
Leptosin I
0
Leptosin K1
0
Leptosin K2
0
Leptosin M1
0
Leptosin N1
0
Leptosine M
0
Luteoalbusin A
0
Luteoalbusin B
0
Me-YTM-T
0
N-methylcarbamic acid [(8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] ester
0
N1-Hydroxy-roquefortine C
0
N6-Formyl-roquefortin C
0
NW-G01
0
NW-G03
0
NW-G06
0
NW-G07
0
Naseseazine A
0
Naseseazine B
0
Naseseazine C
0
Nocardioazine A
0
Nocardioazine B
0
Norgeamide D
0
Notoamide K
0
Notoamide P
0
Novoamauromine
0
Oidioperazine A
0
Okaramine B
0
Okaramine D
0
Okaramine D_120149
0
Okaramine G
0
Okaramine H
0
Okaramine I
0
Okaramine N
0
Okaramine O
0
Okaramine P
0
Okaramine Q
0
Okaramine S
0
Okaramine T
0
Okaramine U
0
Penicimutanin A
0
Penicimutanin B
0
Pestalazine A
0
Pestalazine B
0
Preubetaiadin A
0
Preubetaiadin B
0
Psychotridine
0
Purincyclamide
0
Quadrigemine A
0
Roquefortine
0
Roquefortine C
0
Roquefortine D
0
Roquefortine E
0
Roquefortine F
0
Roquefortine G
0
Roquefortine H
0
Roquefortine I
0
Roquefortine J
0
SB 206553
7
SF5280-415
0
Sch 52900
0
Sch 52901
0
Speramide B
0
Sporidesmin B
0
Sporidesmin C
0
Sporidesmin D
0
Sporidesmin E
0
Sporidesmin F
0
Sporidesmin G
0
Sporidesmin H
0
Sporidesmin J
0
T988 A
0
T988 B
0
T988 C
0
Terreusinol
0
Terreusinone
0
Terreusinone A
0
Verrucofortine
0
Verticillin A
0
Verticillin B
0
Verticillin D
0
Verticillin E
0
Verticillin F
0
Verticillin G
0
Verticillin H
0
WIN 64821
0
WIN-64745
0
YTM-T
0
Yatakemycin
0
[(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate
0
asperdiazapinone A
0
chimonanthine +
0
cyclic 3-Hydroxymelatonin
0
cyclic 6-Hydroxymelatonin
0
cyclic Melatonin
0
eseroline +
1
quilostigmine
0
Path 2
CHEBI ontology
19808
subatomic particle
19806
composite particle
19806
hadron
19806
baryon
19806
nucleon
19806
atomic nucleus
19806
atom
19806
main group element atom
19756
p-block element atom
19756
carbon group element atom
19705
carbon atom
19702
organic molecular entity
19702
organic molecule
19655
organic cyclic compound
19468
organic heterocyclic compound
18848
organic heteropolycyclic compound
18278
organic heterotricyclic compound
15623
pyrroloindole
8
(+)naseseazine A
0
(16R)-hydroxyroquefortine C
0
(16S)-hydroxyroquefortine C
0
(1R,4R,7S,9R)-4-(2-methylpropyl)-9-[(1R,4R,7S,9R)-4-(2-methylpropyl)-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
0
(1S,4R,7R,9R)-4-benzyl-9-[(1S,4S,7R,9S)-4-benzyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
0
(1S,4R,7R,9S)-4-benzyl-9-[(1S,4R,7R,9R)-4-benzyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
0
(1S,4R,7R,9S)-4-benzyl-9-[(1S,4S,7R,9R)-4-benzyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
0
(1S,4R,7R,9S)-9-[(1S,4R,7R,9S)-3,6-dioxo-4-propan-2-yl-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-4-(2-methylpropyl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
0
(1S,4S,10R,12R)-12-[3-[[(3S,8aR)-1,4-dioxo-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazin-3-yl]methyl]-1H-indol-5-yl]-2,8,19-triazapentacyclo[10.7.0.02,10.04,8.013,18]nonadeca-13,15,17-triene-3,9-dione
0
(1S,4S,7S,9R)-4-(1H-indol-3-ylmethyl)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
0
(3aR,8aR)-3a-acetoxyl-1,2,3,3a,8,8a-hexahydropyrrolo-[2,3-b]indol
0
(3aR,8aS)-1-acetyl-1,2,3,3a,8,8ahexahydropyrrolo[2,3-b]indol-3a-ol
0
(3aS,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-ol
0
(4E)-4-(1H-Imidazol-5-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
0
1'-(2-phenyl-ethylene)-ditryptophenaline
0
1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate
0
1-formyl-5-hydroxyaszonalenin
0
11,11′-dideoxyverticillin A
0
11-bromo-17-hydroxyroquefortine C
0
11′-deoxyverticillin A
0
15b-beta-hydroxy-5-N-acetylardeemin
0
15b-beta-methoxy-5-N-acetylardeemin
0
3,3a,8,8a-Tetrahydropyrrolo[2,3-b]indol-2(1H)-one
0
5'-O-[(S)-\{[6-(\{[6-(\{6-[(6-carbamoyl-3,6,7,8-tetrahydropyrrolo[3,2-e]indol-2-yl)carbonyl]-3,6,7,8-tetrahydropyrrolo[3,2-e]indol-2-yl\}carbonyl)-3,6,7,8-tetrahydropyrrolo[3,2-e]indol-2-yl]carbonyl\}amino)hexyl]oxy\}(hydroxy)phosphoryl]thymidine
0
5-N-acetyl-15b-didehydroardeemin
0
5-N-acetyl-15bbeta-hydroxyardeemin
0
5-N-acetyl-16alpha-hydroxyardeemin
0
5-N-acetyl-8-isopropylardeemin
0
5-N-acetylardeemin
0
6-formamide-chetomin
0
6-hydroxyacetylaszonalenin
0
Alline
0
Amauromine
0
Amauromine B
0
Ardeemin
0
Asperazine
0
Asperazine A
0
Asperazine B
0
Asperazine C
0
Asperdiazapinone B
0
Asperflocin
0
Asperversiamide K
0
Asperversiamide L
0
Asterrelenin
0
Aszonalenin
0
Auricularine
0
Bionectin A
0
Bionectin B
0
Bionectin C
0
Bionectin E
0
Borreverine
0
Brevianamide E
0
Brevicompanine B
0
Brevicompanine C
0
Brevicompanine D
0
Brevicompanine E
0
Brevicompanine F
0
Brevicompanine G
0
Brevicompanine H
0
Bromoroquefortine C
0
Bromoroquefortine D
0
CC-1065
0
Chaetocochin C
0
Chaetocochin G/H
0
Chaetocochin I
0
Chaetocochin J
0
Chetomin A
0
Chetomin B
0
Chetomin C
0
Chetomin D
0
Chetracin B
0
Chetracin C
0
Chetracin D
0
Chetracin E
0
Chetracin F
0
Cristatumin C
0
Ditryptophenaline
0
Drimentine A
0
Drimentine B
0
Drimentine C
0
Drimentine F
0
Drimentine G
0
Drimentine H
0
Drimentine I
0
Epi-aszonalenin A
0
Epi-aszonalenin B
0
Epi-aszonalenin C
0
Eseramine
0
Eurocristatine
0
Eurotiumin A
0
Eurotiumin B
0
Fellutanine D
0
Gartryprostatin A
0
Gartryprostatin B
0
Gliocladin C
0
Gliocladine A
0
Gliocladine B
0
Gliocladine C
0
Gliocladine D
0
Gliocladine E
0
Glioclatine
0
Gypsetin
0
Hodgkinsine
0
Iso-naseseazine B
0
Isocoumarindole A
0
LL-S490beta
0
LSM-6198
0
Lansai A
0
Lansai B
0
Leporizine A
0
Leporizine B
0
Leporizine C
0
Leptosin A_130037
0
Leptosin G1
0
Leptosin I
0
Leptosin K1
0
Leptosin K2
0
Leptosin M1
0
Leptosin N1
0
Leptosine M
0
Luteoalbusin A
0
Luteoalbusin B
0
Me-YTM-T
0
N-methylcarbamic acid [(8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] ester
0
N1-Hydroxy-roquefortine C
0
N6-Formyl-roquefortin C
0
NW-G01
0
NW-G03
0
NW-G06
0
NW-G07
0
Naseseazine A
0
Naseseazine B
0
Naseseazine C
0
Nocardioazine A
0
Nocardioazine B
0
Norgeamide D
0
Notoamide K
0
Notoamide P
0
Novoamauromine
0
Oidioperazine A
0
Okaramine B
0
Okaramine D
0
Okaramine D_120149
0
Okaramine G
0
Okaramine H
0
Okaramine I
0
Okaramine N
0
Okaramine O
0
Okaramine P
0
Okaramine Q
0
Okaramine S
0
Okaramine T
0
Okaramine U
0
Penicimutanin A
0
Penicimutanin B
0
Pestalazine A
0
Pestalazine B
0
Preubetaiadin A
0
Preubetaiadin B
0
Psychotridine
0
Purincyclamide
0
Quadrigemine A
0
Roquefortine
0
Roquefortine C
0
Roquefortine D
0
Roquefortine E
0
Roquefortine F
0
Roquefortine G
0
Roquefortine H
0
Roquefortine I
0
Roquefortine J
0
SB 206553
7
SF5280-415
0
Sch 52900
0
Sch 52901
0
Speramide B
0
Sporidesmin B
0
Sporidesmin C
0
Sporidesmin D
0
Sporidesmin E
0
Sporidesmin F
0
Sporidesmin G
0
Sporidesmin H
0
Sporidesmin J
0
T988 A
0
T988 B
0
T988 C
0
Terreusinol
0
Terreusinone
0
Terreusinone A
0
Verrucofortine
0
Verticillin A
0
Verticillin B
0
Verticillin D
0
Verticillin E
0
Verticillin F
0
Verticillin G
0
Verticillin H
0
WIN 64821
0
WIN-64745
0
YTM-T
0
Yatakemycin
0
[(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate
0
asperdiazapinone A
0
chimonanthine +
0
cyclic 3-Hydroxymelatonin
0
cyclic 6-Hydroxymelatonin
0
cyclic Melatonin
0
eseroline +
1
quilostigmine
0