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: citraconoyl group
Accession: CHEBI:23315
browse the term
Synonyms: exact_synonym: (2Z)-2-methylbut-2-enedioyl
related_synonym: 2-methylmaleyl; Formula=C5H4O2; SMILES=C(=C(\\C)/C(*)=O)(\\[H])/C(=O)*; citraconoyl
G
Timp1
TIMP metallopeptidase inhibitor 1
increases expression
ISO
arecaidine results in increased expression of TIMP1 mRNA; arecaidine results in increased expression of TIMP1 protein
CTD
PMID:16311067
NCBI chr X:1,212,969...1,217,714
Ensembl chr X:1,212,972...1,217,664
G
Ccnd1
cyclin D1
multiple interactions
ISO
[cassine co-treated with spectaline] results in decreased expression of CCND1 mRNA
CTD
PMID:26616281
NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
G
Mapk1
mitogen activated protein kinase 1
multiple interactions
ISO
[cassine co-treated with spectaline] results in decreased phosphorylation of MAPK1 protein
CTD
PMID:26616281
NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
G
Mapk3
mitogen activated protein kinase 3
multiple interactions
ISO
[cassine co-treated with spectaline] results in decreased phosphorylation of MAPK3 protein
CTD
PMID:26616281
NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
G
Cyp1a1
cytochrome P450, family 1, subfamily a, polypeptide 1
multiple interactions
ISO
CYP1A1 protein affects the metabolism of and results in increased activity of N'-nitrosoanabasine
CTD
PMID:11774366
NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
G
Cyp2a1
cytochrome P450, family 2, subfamily a, polypeptide 1
multiple interactions decreases activity
ISO
N'-nitrosoanabasine inhibits the reaction [[CYP2A13 protein results in increased metabolism of N'-nitrosonornicotine] which results in increased abundance of 4-hydroxy-1-(3-pyridyl)-1-butanone] N'-nitrosoanabasine results in decreased activity of CYP2A13 protein
CTD
PMID:27567546
NCBI chr 1:82,231,611...82,244,887
Ensembl chr 1:82,231,611...82,244,887
G
Cyp3a2
cytochrome P450, family 3, subfamily a, polypeptide 2
multiple interactions
ISO
CYP3A4 protein affects the metabolism of and results in increased activity of N'-nitrosoanabasine
CTD
PMID:11774366
NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008
G
Ugt1a5
UDP glucuronosyltransferase family 1 member A5
increases glucuronidation
ISO
UGT1A4 protein results in increased glucuronidation of N'-nitrosoanabasine
CTD
PMID:18238858
NCBI chr 9:88,762,250...88,808,465
Ensembl chr 9:88,713,184...88,808,465
G
Cyp2a1
cytochrome P450, family 2, subfamily a, polypeptide 1
increases activity
ISO
CYP2A13 protein results in increased activity of N-nitrosoguvacoline
CTD
PMID:15725615
NCBI chr 1:82,231,611...82,244,887
Ensembl chr 1:82,231,611...82,244,887
G
Cyp2b3
cytochrome P450, family 2, subfamily b, polypeptide 3
increases chemical synthesis
ISO
CYP2B6 protein results in increased chemical synthesis of nicotine imine
CTD
PMID:30906561
NCBI chr 1:81,652,762...81,732,153
Ensembl chr 1:81,652,787...81,732,143
G
Casp3
caspase 3
increases activity
ISO
pancratistatin results in increased activity of CASP3 protein
CTD
PMID:15726366
NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
G
Parp1
poly (ADP-ribose) polymerase 1
multiple interactions
ISO
[voacamine co-treated with Paclitaxel] results in increased cleavage of PARP1 protein
CTD
PMID:34856211
NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
G
Rela
RELA proto-oncogene, NF-kB subunit
affects localization multiple interactions
ISO
voacamine affects the localization of RELA protein Paclitaxel promotes the reaction [voacamine affects the localization of RELA protein]
CTD
PMID:34856211
NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all
Path 1
CHEBI ontology
19831
chemical entity
19829
group
19788
organic group
18944
acyl group
17699
carboacyl group
17699
divalent carboacyl group
12
citraconoyl group
12
(+)-dihydropinidine
0
(-)-Sedamine
0
(-)-Solenopsin A
0
(-)-epidihydropinidine
0
(-)-pinidinone
0
(2S,4R,6R)-2-methyl-6-nonylpiperidin-4-ol
0
(E)-2-methyl-4-((3aS)-1-methyl-2,3,8,8a-tetrahydropyrrolo[2,3-b]indol-3a(1H)-yl)but-2-en-1-ol
0
2-(Pyridin-3-yl)piperidine-1-carbaldehyde
0
2-pentyl-Piperidine
0
6,6'-(1,2,3,5,8,8a-Hexahydroindolizine-6,8-diyldi-10,1-decanediyl)bis(2-methyl-3-piperidinol)
0
Anapheline
0
Anatalline
0
Aquifoliunine EII
0
Aquifoliunine EIII
0
Arecaidine
1
Brunsvigine
0
Cassine
3
Echinatine
0
Elaeokanine C
0
Epivoacorine
0
Gabunine
0
Heliosupine N-oxide
0
Heliotridine viridiflorate N-oxide
0
Heliotrine n-oxide
0
Homoarecoline
0
Hydroxysenkirkine
0
Isatidine
0
Juliflorine
0
LSM-2853
0
Lobelanidine
0
Lyconnotine
0
N'-Nitrosoanabasine
4
N,N,N-Trimethylserotonin
0
N-Methylpelletierine
0
N-Nitrosoguvacine
0
N-Nitrosoguvacoline
1
Nangustine
0
Neurine
0
Nicotine imine
1
Nupharamine
0
O7-Angeloylretronecine
0
Pancratistatin
1
Pelletierine
0
Pilosine
0
Prosafrinine
0
Pseudoconhydrine
0
Strobamine
0
Trigonelline HCl
0
Voacamine
2
[(1S,3R,13S,14S,17S,18R,19R,20S,21S,23R,24R,25S)-19,21,24-triacetyloxy-18,25-dihydroxy-3,13,14,25-tetramethyl-6,15,22-trioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-20-yl]methyl acetate
0
[1,6]Dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-methyl-5-methylene-, (3Z,6R,14aR,14bR)-
0
oxystemokerrine
0
stemocurtisinol
0
stemokerrine
0
Path 2
CHEBI ontology
19831
subatomic particle
19829
composite particle
19829
hadron
19829
baryon
19829
nucleon
19829
atomic nucleus
19829
atom
19829
main group element atom
19779
p-block element atom
19779
carbon group element atom
19728
carbon atom
19724
organic molecular entity
19724
heteroorganic entity
19477
organochalcogen compound
19240
organooxygen compound
19155
carbon oxoacid
18613
carboxylic acid
18610
carboacyl group
17699
divalent carboacyl group
12
citraconoyl group
12
(+)-dihydropinidine
0
(-)-Sedamine
0
(-)-Solenopsin A
0
(-)-epidihydropinidine
0
(-)-pinidinone
0
(2S,4R,6R)-2-methyl-6-nonylpiperidin-4-ol
0
(E)-2-methyl-4-((3aS)-1-methyl-2,3,8,8a-tetrahydropyrrolo[2,3-b]indol-3a(1H)-yl)but-2-en-1-ol
0
2-(Pyridin-3-yl)piperidine-1-carbaldehyde
0
2-pentyl-Piperidine
0
6,6'-(1,2,3,5,8,8a-Hexahydroindolizine-6,8-diyldi-10,1-decanediyl)bis(2-methyl-3-piperidinol)
0
Anapheline
0
Anatalline
0
Aquifoliunine EII
0
Aquifoliunine EIII
0
Arecaidine
1
Brunsvigine
0
Cassine
3
Echinatine
0
Elaeokanine C
0
Epivoacorine
0
Gabunine
0
Heliosupine N-oxide
0
Heliotridine viridiflorate N-oxide
0
Heliotrine n-oxide
0
Homoarecoline
0
Hydroxysenkirkine
0
Isatidine
0
Juliflorine
0
LSM-2853
0
Lobelanidine
0
Lyconnotine
0
N'-Nitrosoanabasine
4
N,N,N-Trimethylserotonin
0
N-Methylpelletierine
0
N-Nitrosoguvacine
0
N-Nitrosoguvacoline
1
Nangustine
0
Neurine
0
Nicotine imine
1
Nupharamine
0
O7-Angeloylretronecine
0
Pancratistatin
1
Pelletierine
0
Pilosine
0
Prosafrinine
0
Pseudoconhydrine
0
Strobamine
0
Trigonelline HCl
0
Voacamine
2
[(1S,3R,13S,14S,17S,18R,19R,20S,21S,23R,24R,25S)-19,21,24-triacetyloxy-18,25-dihydroxy-3,13,14,25-tetramethyl-6,15,22-trioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-20-yl]methyl acetate
0
[1,6]Dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-methyl-5-methylene-, (3Z,6R,14aR,14bR)-
0
oxystemokerrine
0
stemocurtisinol
0
stemokerrine
0