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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:nonivamide
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Accession:CHEBI:46936 term browser browse the term
Definition:A capsaicinoid that is the carboxamide resulting from the formal condensation of the amino group of 4-hydroxy-3-methoxybenzylamine with the carboxy group of nonanoic acid. It is the active ingredient in many pepper sprays.
Synonyms:exact_synonym: N-(4-hydroxy-3-methoxybenzyl)nonanamide
 related_synonym: Formula=C17H27NO3;   Hydroxymethoxybenzyl pelargonamide;   InChI=1S/C17H27NO3/c1-3-4-5-6-7-8-9-17(20)18-13-14-10-11-15(19)16(12-14)21-2/h10-12,19H,3-9,13H2,1-2H3,(H,18,20);   InChIKey=RGOVYLWUIBMPGK-UHFFFAOYSA-N;   N-Nonanoyl vanillylamide;   N-Vanillylnonamide;   N-Vanillylpelargonamide;   Pelargonyl vanillylamide;   Pseudocapsaicin;   SMILES=CCCCCCCCC(=O)NCc1ccc(O)c(OC)c1;   Vanillyl-N-nonylamide
 xref: Beilstein:2144300;   CAS:2444-46-4
 xref_mesh: MESH:C040937
 xref: Reaxys:2144300;   Wikipedia:Nonivamide


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nonivamide term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Atf3 activating transcription factor 3 increases expression
multiple interactions
ISO nonivamide results in increased expression of ATF3 mRNA
[nonivamide binds to and results in increased activity of TRPV1 protein] which results in increased expression of ATF3 mRNA
CTD PMID:17332266 NCBI chr13:109,817,892...109,849,632
Ensembl chr13:109,817,728...109,849,632
JBrowse link
G Ccnd1 cyclin D1 multiple interactions
decreases expression
ISO [nonivamide binds to and results in increased activity of CCND1 protein] which results in decreased expression of CCND1 mRNA
nonivamide results in decreased expression of CCND1 mRNA
CTD PMID:17332266 NCBI chr 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
JBrowse link
G Ccng2 cyclin G2 multiple interactions
increases expression
ISO [nonivamide binds to and results in increased activity of TRPV1 protein] which results in increased expression of CCNG2 mRNA
nonivamide results in increased expression of CCNG2 mRNA
CTD PMID:17332266 NCBI chr14:16,267,572...16,276,068
Ensembl chr14:16,267,573...16,276,068
JBrowse link
G Cxcl2 C-X-C motif chemokine ligand 2 increases expression ISO nonivamide results in increased expression of CXCL2 mRNA CTD PMID:22155782 NCBI chr14:18,731,346...18,733,391
Ensembl chr14:18,731,378...18,733,391
JBrowse link
G Cxcl3 C-X-C motif chemokine ligand 3 increases expression ISO nonivamide results in increased expression of CXCL1 mRNA CTD PMID:22155782 NCBI chr14:18,820,168...18,839,659
Ensembl chr14:18,820,168...18,839,595
JBrowse link
G Ddit3 DNA-damage inducible transcript 3 decreases response to substance
multiple interactions
affects expression
increases expression
ISO DDIT3 protein results in decreased susceptibility to nonivamide
[nonivamide binds to and results in increased activity of TRPV1 protein] which results in increased expression of DDIT3 mRNA
nonivamide affects the expression of DDIT3 mRNA
nonivamide results in increased expression of DDIT3 mRNA; nonivamide results in increased expression of DDIT3 protein
CTD PMID:17332266, PMID:21343315, PMID:21949157 NCBI chr 7:70,578,564...70,585,074
Ensembl chr 7:70,580,198...70,585,084
JBrowse link
G Eif2a eukaryotic translation initiation factor 2A multiple interactions
increases phosphorylation
decreases response to substance
ISO [nonivamide binds to and results in increased activity of TRPV1 protein] which results in increased expression of EIF2A protein; [nonivamide binds to and results in increased activity of TRPV1 protein] which results in increased phosphorylation of EIF2A protein; salubrinal inhibits the reaction [EIF2A protein results in decreased susceptibility to nonivamide]
nonivamide results in increased phosphorylation of EIF2A protein
CTD PMID:17332266 NCBI chr 2:148,722,343...148,755,781
Ensembl chr 2:148,722,231...148,755,520
JBrowse link
G Gadd45a growth arrest and DNA-damage-inducible, alpha multiple interactions
increases expression
ISO [nonivamide binds to and results in increased activity of TRPV1 protein] which results in increased expression of GADD45A mRNA
nonivamide results in increased expression of GADD45A mRNA
CTD PMID:17332266 NCBI chr 4:97,782,512...97,784,814
Ensembl chr 4:97,782,512...97,784,842
JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 multiple interactions
increases expression
ISO [nonivamide binds to and results in increased activity of TRPV1 protein] which results in increased expression of HSPA5 mRNA
nonivamide results in increased expression of HSPA5 mRNA
CTD PMID:17332266 NCBI chr 3:13,838,304...13,842,763
Ensembl chr 3:13,838,304...13,842,762
JBrowse link
G Igf1 insulin-like growth factor 1 increases expression ISO nonivamide results in increased expression of IGF1 protein CTD PMID:17307377 NCBI chr 7:28,412,123...28,491,815
Ensembl chr 7:28,412,198...28,486,609
JBrowse link
G Il6 interleukin 6 increases expression ISO nonivamide results in increased expression of IL6 mRNA CTD PMID:22155782 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
JBrowse link
G Trpv1 transient receptor potential cation channel, subfamily V, member 1 multiple interactions
increases response to substance
increases activity
ISO [nonivamide binds to and results in increased activity of TRPV1 protein] which results in increased abundance of Calcium; [nonivamide binds to and results in increased activity of TRPV1 protein] which results in increased expression of ATF3 mRNA; [nonivamide binds to and results in increased activity of TRPV1 protein] which results in increased expression of CCNG2 mRNA; [nonivamide binds to and results in increased activity of TRPV1 protein] which results in increased expression of DDIT3 mRNA; [nonivamide binds to and results in increased activity of TRPV1 protein] which results in increased expression of EIF2A protein; [nonivamide binds to and results in increased activity of TRPV1 protein] which results in increased expression of GADD45A mRNA; [nonivamide binds to and results in increased activity of TRPV1 protein] which results in increased expression of HSPA5 mRNA; [nonivamide binds to and results in increased activity of TRPV1 protein] which results in increased phosphorylation of EIF2A protein; nonivamide binds to and results in increased activity of TRPV1 protein
TRPV1 protein results in increased susceptibility to nonivamide
nonivamide results in increased activity of TRPV1 protein
CTD PMID:17332266, PMID:21343315, PMID:22155782 NCBI chr10:59,799,123...59,824,208
Ensembl chr10:59,799,123...59,824,679
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      biological role 19734
        biophysical role 12283
          lachrymator 61
            nonivamide 12
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic group 18495
                              organic divalent group 18488
                                organodiyl group 18488
                                  carbonyl group 18391
                                    carbonyl compound 18391
                                      carboxylic acid 18061
                                        carboacyl group 17348
                                          univalent carboacyl group 17348
                                            carbamoyl group 17134
                                              carboxamide 17134
                                                monocarboxylic acid amide 14553
                                                  fatty amide 759
                                                    capsaicinoid 490
                                                      nonivamide 12
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