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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:2-methyl-6-(phenylethynyl)pyridine
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Accession:CHEBI:64159 term browser browse the term
Definition:A methylpyridine that coinsists of 2-methylp[yridine bearing an additional phenylethynyl group at position 6. Potent and highly selective non-competitive antagonist at the mGlu5 receptor subtype (IC50 = 36 nM) and a positive allosteric modulator at mGlu4 receptors. Centrally active following systemic administration in vivo. Reverses mechanical hyperalgesia in the inflamed rat hind paw.
Synonyms:related_synonym: Formula=C14H11N;   InChI=1S/C14H11N/c1-12-6-5-9-14(15-12)11-10-13-7-3-2-4-8-13/h2-9H,1H3;   InChIKey=NEWKHUASLBMWRE-UHFFFAOYSA-N;   MPEP;   SMILES=Cc1cccc(n1)C#Cc1ccccc1
 xref: CAS:219911-35-0;   LINCS:LSM-4678
 xref_mesh: MESH:C121465
 xref: PMID:20579001;   PMID:21069781;   PMID:21255635;   PMID:21656124;   PMID:21833506;   PMID:21896278;   PMID:21964032;   PMID:21971021;   PMID:22034224;   PMID:22079159;   PMID:22172929;   PMID:22261382;   PMID:22267204;   Reaxys:140513
 cyclic_relationship: is_conjugate_base_of CHEBI:64160


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2-methyl-6-(phenylethynyl)pyridine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ache acetylcholinesterase multiple interactions EXP 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Pilocarpine results in decreased expression of ACHE protein] CTD PMID:18242586 NCBI chr12:22,472,358...22,477,052
Ensembl chr12:22,472,358...22,478,753
JBrowse link
G Apoe apolipoprotein E multiple interactions ISO 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Sodium Glutamate results in increased expression of APOE mRNA] CTD PMID:31981724 NCBI chr 1:80,612,894...80,616,820
Ensembl chr 1:80,612,895...80,617,057
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions EXP 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Cocaine results in increased phosphorylation of BCL2 protein] CTD PMID:19879923 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Bdnf brain-derived neurotrophic factor multiple interactions
decreases expression
EXP BDNF protein inhibits the reaction [6-methyl-2-(phenylethynyl)pyridine results in decreased expression of GRM1 protein]
6-methyl-2-(phenylethynyl)pyridine results in decreased expression of BDNF protein
CTD PMID:21232601 NCBI chr 3:100,768,637...100,819,216
Ensembl chr 3:100,768,637...100,819,210
JBrowse link
G Casp3 caspase 3 multiple interactions ISO 6-methyl-2-(phenylethynyl)pyridine promotes the reaction [Biological Products results in increased expression of CASP3 protein modified form] CTD PMID:29458170 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Cat catalase multiple interactions EXP
ISO
6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Pilocarpine results in increased expression of CAT protein]
6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [[Lipopolysaccharides co-treated with Galactosamine] results in decreased activity of CAT protein]
CTD PMID:18242586, PMID:19153979 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Creb1 cAMP responsive element binding protein 1 multiple interactions ISO
EXP
6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [N-(4-chloro-2-((1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl)phenyl)-2-hydroxybenzamide promotes the reaction [3,5-dihydroxyphenylglycine results in increased phosphorylation of CREB1 protein]]
6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Sodium Glutamate results in increased expression of CREB1 mRNA]
6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Dextroamphetamine results in increased phosphorylation of CREB1 protein]; 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [N-(4-chloro-2-((1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl)phenyl)-2-hydroxybenzamide promotes the reaction [3,5-dihydroxyphenylglycine results in increased phosphorylation of CREB1 protein]]
CTD PMID:12377393, PMID:16600209, PMID:31981724 NCBI chr 9:71,229,753...71,298,994
Ensembl chr 9:71,230,108...71,293,435
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 decreases activity ISO 6-methyl-2-(phenylethynyl)pyridine results in decreased activity of CYP1A2 protein CTD PMID:15193955 NCBI chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
JBrowse link
G Cyp46a1 cytochrome P450, family 46, subfamily a, polypeptide 1 multiple interactions ISO 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Sodium Glutamate results in increased expression of CYP46A1 mRNA] CTD PMID:31981724 NCBI chr 6:132,242,328...132,273,788
Ensembl chr 6:132,242,328...132,273,787
JBrowse link
G Eif2ak3 eukaryotic translation initiation factor 2 alpha kinase 3 multiple interactions EXP 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Cocaine results in increased expression of EIF2AK3 protein] CTD PMID:17303341 NCBI chr 4:98,648,513...98,709,695
Ensembl chr 4:98,648,545...98,709,694
JBrowse link
G Elk1 ETS transcription factor ELK1 multiple interactions EXP 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Dextroamphetamine results in increased phosphorylation of ELK1 protein] CTD PMID:12377393 NCBI chr  X:1,287,875...1,304,822
Ensembl chr  X:1,297,099...1,304,822
JBrowse link
G Ern1 endoplasmic reticulum to nucleus signaling 1 multiple interactions EXP 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Cocaine results in increased expression of ERN1 protein] CTD PMID:17303341 NCBI chr10:94,588,555...94,682,072
Ensembl chr10:94,588,555...94,681,914
JBrowse link
G Fmr1 FMRP translational regulator 1 multiple interactions ISO
EXP
FMR1 gene mutant form promotes the reaction [6-methyl-2-(phenylethynyl)pyridine binds to GRM5 protein]
6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Potassium Chloride affects the localization of FMR1 protein]
CTD PMID:15028757, PMID:20393458 NCBI chr  X:154,684,924...154,722,369
Ensembl chr  X:154,684,935...154,722,314
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions EXP 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Amphetamine results in increased expression of FOS mRNA]; 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Dextroamphetamine results in increased expression of FOS protein] CTD PMID:12377393, PMID:15010207 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 EXP 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [[Levodopa co-treated with Oxidopamine] results in increased expression of FOSB protein]; 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Levodopa results in increased expression of FOSB protein] CTD PMID:17933546, PMID:19636538 NCBI chr 1:80,214,691...80,221,417
Ensembl chr 1:80,214,494...80,221,710
JBrowse link
G Gad1 glutamate decarboxylase 1 multiple interactions EXP 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Levodopa promotes the reaction [Oxidopamine results in increased expression of GAD1 mRNA]] CTD PMID:19660528 NCBI chr 3:56,861,440...56,902,139
Ensembl chr 3:56,861,396...56,902,157
JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions ISO 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [[Lipopolysaccharides co-treated with Galactosamine] results in increased activity of GPT protein] CTD PMID:19153979 NCBI chr 7:117,759,083...117,761,932
Ensembl chr 7:117,759,083...117,761,931
JBrowse link
G Gria1 glutamate ionotropic receptor AMPA type subunit 1 multiple interactions EXP 6-methyl-2-(phenylethynyl)pyridine affects the reaction [Cocaine affects the phosphorylation of GRIA1 protein] CTD PMID:17680995 NCBI chr10:42,441,723...42,760,200
Ensembl chr10:42,614,713...42,760,200
JBrowse link
G Grin1 glutamate ionotropic receptor NMDA type subunit 1 multiple interactions EXP 6-methyl-2-(phenylethynyl)pyridine affects the reaction [Cocaine affects the phosphorylation of GRIN1 protein]; 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [N-(4-chloro-2-((1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl)phenyl)-2-hydroxybenzamide promotes the reaction [3,5-dihydroxyphenylglycine results in increased phosphorylation of GRIN1 protein]] CTD PMID:16600209, PMID:17680995 NCBI chr 3:2,507,745...2,534,664
Ensembl chr 3:2,506,896...2,534,663
JBrowse link
G Grm1 glutamate metabotropic receptor 1 decreases expression
multiple interactions
EXP 6-methyl-2-(phenylethynyl)pyridine results in decreased expression of GRM1 protein
BDNF protein inhibits the reaction [6-methyl-2-(phenylethynyl)pyridine results in decreased expression of GRM1 protein]
CTD PMID:21232601 NCBI chr 1:4,753,141...5,165,859
Ensembl chr 1:4,753,144...5,165,859
JBrowse link
G Grm5 glutamate metabotropic receptor 5 multiple interactions
affects binding
affects response to substance
ISO
EXP
3-cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide inhibits the reaction [6-methyl-2-(phenylethynyl)pyridine analog binds to GRM5 protein]
6-methyl-2-(phenylethynyl)pyridine binds to GRM5 protein
6-methyl-2-(phenylethynyl)pyridine binds to and results in decreased activity of GRM5 protein; 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [3,5-dihydroxyphenylglycine results in increased activity of GRM5 protein]; [6-methyl-2-(phenylethynyl)pyridine binds to and results in decreased activity of GRM5 protein] inhibits the reaction [Methamphetamine results in decreased abundance of Dopamine]; [6-methyl-2-(phenylethynyl)pyridine binds to and results in decreased activity of GRM5 protein] inhibits the reaction [Methamphetamine results in increased secretion of Dopamine]; [6-methyl-2-(phenylethynyl)pyridine binds to and results in decreased activity of GRM5 protein] inhibits the reaction [Veratridine results in increased secretion of Dopamine]; [6-methyl-2-(phenylethynyl)pyridine binds to and results in decreased activity of GRM5 protein] which results in decreased secretion of Dopamine; [6-methyl-2-(phenylethynyl)pyridine binds to and results in decreased activity of GRM5 protein] which results in decreased susceptibility to Pilocarpine
GRM5 affects the susceptibility to 6-methyl-2-(phenylethynyl)pyridine
6-methyl-2-(phenylethynyl)pyridine binds to and results in decreased activity of GRM5 protein; FMR1 gene mutant form promotes the reaction [6-methyl-2-(phenylethynyl)pyridine binds to GRM5 protein]
CTD PMID:12907309, PMID:15009663, PMID:15010207, PMID:15608073, PMID:16890937, PMID:17179862, PMID:18377703, PMID:19463707, PMID:19812363, PMID:20393458, PMID:21207959 NCBI chr 1:151,207,846...151,785,038
Ensembl chr 1:151,439,409...151,783,392
JBrowse link
G H6pd hexose-6-phosphate dehydrogenase (glucose 1-dehydrogenase) multiple interactions ISO 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Acetaminophen results in increased activity of H6PD protein] CTD PMID:12547406 NCBI chr 5:166,994,683...167,030,441
Ensembl chr 5:166,998,881...167,030,441
JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 multiple interactions EXP 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Cocaine results in increased expression of HSPA5 protein] CTD PMID:17303341 NCBI chr 3:13,838,304...13,842,763
Ensembl chr 3:13,838,304...13,842,762
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO
EXP
6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Homocysteine results in increased phosphorylation of MAPK1 protein]; 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [N-(4-chloro-2-((1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl)phenyl)-2-hydroxybenzamide promotes the reaction [3,5-dihydroxyphenylglycine results in increased phosphorylation of MAPK1 protein]]
6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Dextroamphetamine results in increased phosphorylation of MAPK1 protein]; 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [N-(4-chloro-2-((1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl)phenyl)-2-hydroxybenzamide promotes the reaction [3,5-dihydroxyphenylglycine results in increased phosphorylation of MAPK1 protein]]
CTD PMID:12377393, PMID:16600209, PMID:19850060 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 ISO
EXP
6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Homocysteine results in increased phosphorylation of MAPK3 protein]; 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [N-(4-chloro-2-((1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl)phenyl)-2-hydroxybenzamide promotes the reaction [3,5-dihydroxyphenylglycine results in increased phosphorylation of MAPK3 protein]]
6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Dextroamphetamine results in increased phosphorylation of MAPK3 protein]; 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [N-(4-chloro-2-((1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl)phenyl)-2-hydroxybenzamide promotes the reaction [3,5-dihydroxyphenylglycine results in increased phosphorylation of MAPK3 protein]]
CTD PMID:12377393, PMID:16600209, PMID:19850060 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions ISO 6-methyl-2-(phenylethynyl)pyridine promotes the reaction [Biological Products results in increased phosphorylation of MAPK8 protein] CTD PMID:29458170 NCBI chr16:9,620,854...9,709,342
Ensembl chr16:9,625,177...9,709,347
JBrowse link
G Mapk9 mitogen-activated protein kinase 9 multiple interactions ISO 6-methyl-2-(phenylethynyl)pyridine promotes the reaction [Biological Products results in increased phosphorylation of MAPK9 protein] CTD PMID:29458170 NCBI chr10:35,333,859...35,374,364
Ensembl chr10:35,333,859...35,374,355
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Acetaminophen results in increased activity of NOS2 protein]; 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Acetaminophen results in increased expression of NOS2 protein] CTD PMID:12547406 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
JBrowse link
G Nr1h3 nuclear receptor subfamily 1, group H, member 3 multiple interactions ISO 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Sodium Glutamate results in increased expression of NR1H3 mRNA] CTD PMID:31981724 NCBI chr 3:80,004,130...80,014,197
Ensembl chr 3:80,004,130...80,012,750
JBrowse link
G Pdyn prodynorphin multiple interactions EXP 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [[Oxidopamine co-treated with Levodopa] results in increased expression of PDYN mRNA] CTD PMID:19660528 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 6-methyl-2-(phenylethynyl)pyridine inhibits the reaction [Haloperidol results in increased expression of PENK mRNA] CTD PMID:12373537 NCBI chr 5:17,056,412...17,061,762
Ensembl chr 5:17,056,419...17,061,837
JBrowse link
G Ppp1r1b protein phosphatase 1, regulatory (inhibitor) subunit 1B multiple interactions EXP 6-methyl-2-(phenylethynyl)pyridine affects the reaction [Cocaine affects the phosphorylation of PPP1R1B protein] CTD PMID:17680995 NCBI chr10:86,303,727...86,312,770
Ensembl chr10:86,303,727...86,312,762
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19792
    chemical entity 19791
      molecular entity 19787
        main group molecular entity 19675
          gas molecular entity 17570
            acetylene 32
              2-methyl-6-(phenylethynyl)pyridine 32
Path 2
Term Annotations click to browse term
  CHEBI ontology 19792
    subatomic particle 19788
      composite particle 19788
        hadron 19788
          baryon 19788
            nucleon 19788
              atomic nucleus 19788
                atom 19788
                  main group element atom 19675
                    main group molecular entity 19675
                      s-block molecular entity 19420
                        hydrogen molecular entity 19411
                          hydrides 18460
                            organic hydride 17773
                              organic fundamental parent 17773
                                hydrocarbon 17294
                                  acetylenes 32
                                    acyclic acetylene 32
                                      alkyne 32
                                        acetylene 32
                                          2-methyl-6-(phenylethynyl)pyridine 32
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.