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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:SL-327
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Accession:CHEBI:92211 term browser browse the term
Definition:A nitrile that is acrylonitrile in which the hydrogen attached to the same carbon as the cyano group has been replaced by an o-(trifluoromethyl)phenyl group, while the remaining hydrogens of the ethenyl group have been replaced by amino and (4-aminophenyl)sulfanyl groups. The configuration of the double bond is not specified. It is an inhibitor of MEK1 and MEK2.
Synonyms:exact_synonym: 3-amino-3-[(4-aminophenyl)sulfanyl]-2-[2-(trifluoromethyl)phenyl]acrylonitrile
 related_synonym: 3-amino-3-[(4-aminophenyl)thio]-2-[2-(trifluoromethyl)phenyl]-2-propenenitrile;   Formula=C16H12F3N3S;   InChI=1S/C16H12F3N3S/c17-16(18,19)14-4-2-1-3-12(14)13(9-20)15(22)23-11-7-5-10(21)6-8-11/h1-8H,21-22H2;   InChIKey=JLOXTZFYJNCPIS-UHFFFAOYSA-N;   SL327;   SMILES=C1(=CC=CC=C1C(F)(F)F)C(C#N)=C(N)SC2=CC=C(C=C2)N;   alpha-{amino[(4-aminophenyl)thio]methylene}-2-(trifluoromethyl)benzeneacetonitrile
 alt_id: MESH:C424127
 xref: CAS:305350-87-2;   LINCS:LSM-2253
 xref_mesh: MESH:C424127
 xref: PMID:10969080;   PMID:12490588;   PMID:18766328;   PMID:21074569;   PMID:21312031;   Reaxys:9423720


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SL-327 term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor multiple interactions
increases expression
ISO SL 327 promotes the reaction [Tetrachlorodibenzodioxin affects the localization of AHR protein]
SL 327 results in increased expression of AHR protein
CTD PMID:15572374 NCBI chr 6:54,963,990...55,001,806
Ensembl chr 6:54,963,990...55,001,464
JBrowse link
G Bdnf brain-derived neurotrophic factor increases response to substance
multiple interactions
ISO BDNF gene mutant form results in increased susceptibility to SL 327
SL 327 inhibits the reaction [Dronabinol results in increased expression of BDNF mRNA]
CTD PMID:12657697, PMID:16945347 NCBI chr 3:100,768,637...100,819,216
Ensembl chr 3:100,768,637...100,819,210
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 decreases expression
decreases secretion
EXP SL 327 results in decreased expression of CCL2 mRNA
SL 327 results in decreased secretion of CCL2 protein
CTD PMID:20050970 NCBI chr10:69,412,065...69,413,863
Ensembl chr10:69,412,017...69,413,870
JBrowse link
G Creb1 cAMP responsive element binding protein 1 multiple interactions ISO SL 327 inhibits the reaction [Cocaine results in increased phosphorylation of CREB1 protein] CTD PMID:16339038 NCBI chr 9:71,229,753...71,298,994
Ensembl chr 9:71,230,108...71,293,435
JBrowse link
G Egr1 early growth response 1 multiple interactions ISO SL 327 inhibits the reaction [Chenodeoxycholic Acid results in increased expression of EGR1 mRNA]; SL 327 inhibits the reaction [Chenodeoxycholic Acid results in increased expression of EGR1 protein]; SL 327 inhibits the reaction [Deoxycholic Acid results in increased expression of EGR1 mRNA]; SL 327 inhibits the reaction [Deoxycholic Acid results in increased expression of EGR1 protein]; SL 327 inhibits the reaction [Dronabinol results in increased expression of EGR1 mRNA]; SL 327 inhibits the reaction [Dronabinol results in increased expression of EGR1 protein] CTD PMID:11553284, PMID:12657697, PMID:19931294 NCBI chr18:27,657,903...27,660,101
Ensembl chr18:27,657,628...27,661,429
JBrowse link
G Elk1 ETS transcription factor ELK1 multiple interactions ISO SL 327 inhibits the reaction [Dronabinol results in increased phosphorylation of and results in increased activity of ELK1 protein]; SL 327 inhibits the reaction [Haloperidol results in increased phosphorylation of ELK1 protein] CTD PMID:11553284, PMID:12871586 NCBI chr  X:1,287,875...1,304,822
Ensembl chr  X:1,297,099...1,304,822
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO
EXP
SL 327 inhibits the reaction [[Cocaine results in increased phosphorylation of and results in increased activity of MAPK1 protein] which results in increased expression of FOS protein]; SL 327 inhibits the reaction [[Cocaine results in increased phosphorylation of and results in increased activity of MAPK3 protein] which results in increased expression of FOS protein]; SL 327 inhibits the reaction [Cocaine results in increased activity of FOS protein]; SL 327 inhibits the reaction [Cocaine results in increased expression of FOS mRNA]; SL 327 inhibits the reaction [Cocaine results in increased expression of FOS protein]; SL 327 inhibits the reaction [Dronabinol results in increased expression of FOS protein]
SL 327 inhibits the reaction [Amphetamine results in increased expression of FOS mRNA]; SL 327 inhibits the reaction [Naloxone results in increased expression of FOS protein]
CTD PMID:11553284, PMID:12657697, PMID:15056714, PMID:15447667, PMID:16263220, PMID:17549049, PMID:18479823 NCBI chr 6:109,300,433...109,303,299
Ensembl chr 6:109,300,433...109,303,299
JBrowse link
G Fosb FosB proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO SL 327 inhibits the reaction [[Cocaine results in increased phosphorylation of and results in increased activity of MAPK1 protein] which results in increased expression of FOSB protein]; SL 327 inhibits the reaction [[Cocaine results in increased phosphorylation of and results in increased activity of MAPK3 protein] which results in increased expression of FOSB protein]; SL 327 inhibits the reaction [Cocaine results in increased expression of FOSB protein alternative form] CTD PMID:15056714, PMID:16263220 NCBI chr 1:80,214,691...80,221,417
Ensembl chr 1:80,214,494...80,221,710
JBrowse link
G Fosl2 FOS like 2, AP-1 transcription factor subunit multiple interactions ISO SL 327 inhibits the reaction [[Cocaine results in increased phosphorylation of and results in increased activity of MAPK1 protein] which results in increased expression of FOSL2 protein]; SL 327 inhibits the reaction [[Cocaine results in increased phosphorylation of and results in increased activity of MAPK3 protein] which results in increased expression of FOSL2 protein] CTD PMID:15056714 NCBI chr 6:25,598,936...25,616,995
Ensembl chr 6:25,598,936...25,616,995
JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit multiple interactions ISO SL 327 inhibits the reaction [Melatonin inhibits the reaction [KL mutant form results in decreased expression of GCLC mRNA]] CTD PMID:25550330 NCBI chr 8:85,059,051...85,097,471
Ensembl chr 8:85,059,051...85,097,468
JBrowse link
G Gclm glutamate cysteine ligase, modifier subunit multiple interactions ISO SL 327 inhibits the reaction [Melatonin inhibits the reaction [KL mutant form results in decreased expression of GCLM mRNA]] CTD PMID:25550330 NCBI chr 2:225,827,504...225,847,876
Ensembl chr 2:225,827,504...225,847,874
JBrowse link
G Gria1 glutamate ionotropic receptor AMPA type subunit 1 multiple interactions ISO SL 327 inhibits the reaction [Cocaine results in increased phosphorylation of GRIA1 protein] CTD PMID:16473939 NCBI chr10:42,441,723...42,760,200
Ensembl chr10:42,614,713...42,760,200
JBrowse link
G Il1b interleukin 1 beta decreases expression EXP SL 327 results in decreased expression of IL1B CTD PMID:20050970 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Junb JunB proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO SL 327 inhibits the reaction [Cocaine results in increased expression of JUNB protein] CTD PMID:16263220 NCBI chr19:26,092,972...26,094,756
Ensembl chr19:26,092,974...26,094,756
JBrowse link
G Kl Klotho multiple interactions ISO SL 327 inhibits the reaction [Melatonin inhibits the reaction [KL mutant form affects the localization of and results in decreased activity of NFE2L2 protein]]; SL 327 inhibits the reaction [Melatonin inhibits the reaction [KL mutant form results in decreased expression of GCLC mRNA]]; SL 327 inhibits the reaction [Melatonin inhibits the reaction [KL mutant form results in decreased expression of GCLM mRNA]]; SL 327 inhibits the reaction [Melatonin inhibits the reaction [KL mutant form results in decreased phosphorylation of MAPK1 protein]]; SL 327 inhibits the reaction [Melatonin inhibits the reaction [KL mutant form results in decreased phosphorylation of MAPK3 protein]] CTD PMID:25550330 NCBI chr12:942,974...987,206
Ensembl chr12:943,006...987,551
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
decreases phosphorylation
ISO
EXP
SL 327 inhibits the reaction [[benserazide, levodopa drug combination co-treated with Oxidopamine] results in increased phosphorylation of MAPK1 protein]; SL 327 inhibits the reaction [[Cocaine results in increased phosphorylation of and results in increased activity of MAPK1 protein] which results in increased expression of FOS protein]; SL 327 inhibits the reaction [[Cocaine results in increased phosphorylation of and results in increased activity of MAPK1 protein] which results in increased expression of FOSB protein]; SL 327 inhibits the reaction [[Cocaine results in increased phosphorylation of and results in increased activity of MAPK1 protein] which results in increased expression of FOSL2 protein]; SL 327 inhibits the reaction [Chenodeoxycholic Acid results in increased phosphorylation of MAPK1 protein]; SL 327 inhibits the reaction [Cocaine results in increased phosphorylation of and results in increased activity of MAPK1 protein]; SL 327 inhibits the reaction [Deoxycholic Acid results in increased phosphorylation of MAPK1 protein]; SL 327 inhibits the reaction [Dronabinol results in increased phosphorylation of and results in increased activity of MAPK1 protein]; SL 327 inhibits the reaction [Haloperidol results in increased phosphorylation of MAPK1 protein]; SL 327 inhibits the reaction [Melatonin inhibits the reaction [KL mutant form results in decreased phosphorylation of MAPK1 protein]]; SL 327 inhibits the reaction [Pilocarpine results in increased phosphorylation of MAPK1 protein]
SL 327 results in decreased phosphorylation of MAPK1 protein
SL 327 inhibits the reaction [HU 211 results in increased phosphorylation of MAPK1 protein]; SL 327 inhibits the reaction [Isoproterenol results in increased phosphorylation of MAPK1 protein]; SL 327 results in decreased phosphorylation of and results in decreased activity of MAPK1 protein
CTD PMID:12657697, PMID:12871586, PMID:15056714, PMID:16473939, PMID:17596448, PMID:17623046, PMID:19402951, PMID:19931294, PMID:20050970, PMID:20081235, PMID:25550330 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions
decreases phosphorylation
ISO
EXP
SL 327 inhibits the reaction [[benserazide, levodopa drug combination co-treated with Oxidopamine] results in increased phosphorylation of MAPK3 protein]; SL 327 inhibits the reaction [[Cocaine results in increased phosphorylation of and results in increased activity of MAPK3 protein] which results in increased expression of FOS protein]; SL 327 inhibits the reaction [[Cocaine results in increased phosphorylation of and results in increased activity of MAPK3 protein] which results in increased expression of FOSB protein]; SL 327 inhibits the reaction [[Cocaine results in increased phosphorylation of and results in increased activity of MAPK3 protein] which results in increased expression of FOSL2 protein]; SL 327 inhibits the reaction [Chenodeoxycholic Acid results in increased phosphorylation of MAPK3 protein]; SL 327 inhibits the reaction [Cocaine results in increased phosphorylation of and results in increased activity of MAPK3 protein]; SL 327 inhibits the reaction [Deoxycholic Acid results in increased phosphorylation of MAPK3 protein]; SL 327 inhibits the reaction [Dronabinol results in increased phosphorylation of and results in increased activity of MAPK3 protein]; SL 327 inhibits the reaction [Haloperidol results in increased phosphorylation of MAPK3 protein]; SL 327 inhibits the reaction [Melatonin inhibits the reaction [KL mutant form results in decreased phosphorylation of MAPK3 protein]]; SL 327 inhibits the reaction [Pilocarpine results in increased phosphorylation of MAPK3 protein]
SL 327 inhibits the reaction [HU 211 results in increased phosphorylation of MAPK3 protein]; SL 327 inhibits the reaction [Isoproterenol results in increased phosphorylation of MAPK3 protein]; SL 327 results in decreased phosphorylation of and results in decreased activity of MAPK3 protein
SL 327 results in decreased phosphorylation of MAPK3 protein
CTD PMID:12657697, PMID:12871586, PMID:15056714, PMID:16473939, PMID:17596448, PMID:17623046, PMID:19402951, PMID:19931294, PMID:20050970, PMID:20081235, PMID:25550330 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 multiple interactions ISO SL 327 inhibits the reaction [Melatonin inhibits the reaction [KL mutant form affects the localization of and results in decreased activity of NFE2L2 protein]] CTD PMID:25550330 NCBI chr 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
JBrowse link
G Pdyn prodynorphin multiple interactions EXP SL 327 inhibits the reaction [Dextroamphetamine results in increased expression of PDYN mRNA] CTD PMID:16459022 NCBI chr 3:122,194,327...122,206,671
Ensembl chr 3:122,194,329...122,206,671
JBrowse link
G Penk proenkephalin multiple interactions EXP SL 327 inhibits the reaction [Dextroamphetamine results in increased expression of PENK mRNA] CTD PMID:16459022 NCBI chr 5:17,056,412...17,061,762
Ensembl chr 5:17,056,419...17,061,837
JBrowse link
G Ptpn5 protein tyrosine phosphatase, non-receptor type 5 multiple interactions EXP SL 327 inhibits the reaction [Isoproterenol results in increased expression of PTPN5 protein] CTD PMID:17623046 NCBI chr 1:103,197,918...103,258,309
Ensembl chr 1:103,197,915...103,256,823
JBrowse link
G Rnd3 Rho family GTPase 3 multiple interactions ISO SL 327 inhibits the reaction [N-Methyl-3,4-methylenedioxyamphetamine results in increased expression of RND3 mRNA] CTD PMID:17196187 NCBI chr 3:36,643,374...36,660,727
Ensembl chr 3:36,642,587...36,660,758
JBrowse link
G Rps6ka5 ribosomal protein S6 kinase A5 multiple interactions ISO SL 327 inhibits the reaction [[benserazide, levodopa drug combination co-treated with Oxidopamine] results in increased phosphorylation of RPS6KA5 protein]; SL 327 inhibits the reaction [Cocaine results in increased phosphorylation of and results in increased activity of RPS6KA5 protein] CTD PMID:16339038, PMID:17596448 NCBI chr 6:124,557,892...124,735,787
Ensembl chr 6:124,557,913...124,735,778
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    chemical entity 19785
      group 19696
        pseudohalo group 2881
          cyano group 2881
            nitrile 2881
              SL-327 23
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    main group molecular entity 19670
                      s-block molecular entity 19428
                        hydrogen molecular entity 19418
                          hydrides 18685
                            organic hydride 18248
                              organic fundamental parent 18248
                                hydrocarbon 17968
                                  halohydrocarbon 13938
                                    haloalkane 11658
                                      fluoroalkane 7109
                                        fluoromethanes 6329
                                          tetrafluoromethane 6329
                                            trifluoromethyl group 6329
                                              (trifluoromethyl)benzenes 6329
                                                SL-327 23
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.