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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 chr13:102,751,278...102,800,520
Ensembl chr13:102,751,321...102,764,631
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; nonivamide results in decreased expression of CCND1 protein
CTD PMID:17332266 PMID:37989449 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
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 chr14:14,804,321...14,812,819
Ensembl chr14:14,804,322...14,812,830
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A decreases expression ISO nonivamide results in decreased expression of CDKN1A protein CTD PMID:37989449 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
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 chr14:17,181,030...17,183,075
Ensembl chr14:17,181,062...17,183,075
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 chr14:17,287,727...17,289,451
Ensembl chr14:17,270,146...17,289,511
JBrowse link
G Ddit3 DNA-damage inducible transcript 3 decreases response to substance
increases expression
affects expression
multiple interactions
ISO DDIT3 protein results in decreased susceptibility to nonivamide
nonivamide results in increased expression of DDIT3 mRNA; nonivamide results in increased expression of DDIT3 protein
nonivamide affects the expression of DDIT3 mRNA
[nonivamide binds to and results in increased activity of TRPV1 protein] which results in increased expression of DDIT3 mRNA
CTD PMID:17332266 PMID:21343315 PMID:21949157 NCBI chr 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201
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 2:142,761,303...142,794,767
Ensembl chr 2:142,761,416...142,795,068
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 4:96,154,789...96,157,091
Ensembl chr 4:96,154,789...96,157,115
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 3:18,055,507...18,059,969
Ensembl chr 3:18,055,405...18,059,891
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 7:22,282,895...22,361,972
Ensembl chr 7:22,282,930...22,359,296
JBrowse link
G Il6 interleukin 6 increases expression ISO nonivamide results in increased expression of IL6 mRNA CTD PMID:22155782 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO nonivamide inhibits the reaction [TNF protein affects the localization of RELA protein modified form] CTD PMID:36847817 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO nonivamide inhibits the reaction [TNF protein affects the localization of RELA protein modified form] CTD PMID:36847817 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Trpa1 transient receptor potential cation channel, subfamily A, member 1 multiple interactions ISO nonivamide inhibits the reaction [Smoke results in increased expression of TRPA1 mRNA] CTD PMID:36847817 NCBI chr 5:4,379,862...4,434,133
Ensembl chr 5:4,379,999...4,433,570
JBrowse link
G Trpv1 transient receptor potential cation channel, subfamily V, member 1 multiple interactions
increases activity
increases response to substance
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
nonivamide results in increased activity of TRPV1 protein
TRPV1 protein results in increased susceptibility to nonivamide
CTD PMID:17332266 PMID:21343315 PMID:22155782 PMID:37989449 NCBI chr10:57,851,428...57,876,513
Ensembl chr10:57,851,428...57,876,513
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19911
    role 19854
      biological role 19852
        biophysical role 14075
          lachrymator 74
            nonivamide 16
Path 2
Term Annotations click to browse term
  CHEBI ontology 19911
    subatomic particle 19909
      composite particle 19909
        hadron 19880
          baryon 19880
            nucleon 19909
              atomic nucleus 19880
                atom 19909
                  main group element atom 19849
                    p-block element atom 19849
                      carbon group element atom 19766
                        carbon atom 19785
                          organic molecular entity 19785
                            heteroorganic entity 19541
                              organochalcogen compound 19301
                                organooxygen compound 19193
                                  carbon oxoacid 18681
                                    carboxylic acid 18678
                                      carboacyl group 17728
                                        univalent carboacyl group 17728
                                          carbamoyl group 17548
                                            carboxamide 17580
                                              monocarboxylic acid amide 15752
                                                fatty amide 831
                                                  capsaicinoid 523
                                                    nonivamide 16
paths to the root