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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: 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 19898
    role 19868
      biological role 19866
        biophysical role 14062
          lachrymator 74
            nonivamide 16
Path 2
Term Annotations click to browse term
  CHEBI ontology 19898
    subatomic particle 19896
      composite particle 19896
        hadron 19896
          baryon 19896
            nucleon 19896
              atomic nucleus 19896
                atom 19896
                  main group element atom 19835
                    p-block element atom 19835
                      carbon group element atom 19774
                        carbon atom 19771
                          organic molecular entity 19771
                            heteroorganic entity 19528
                              organochalcogen compound 19290
                                organooxygen compound 19206
                                  carbon oxoacid 18675
                                    carboxylic acid 18672
                                      carboacyl group 17712
                                        univalent carboacyl group 17712
                                          carbamoyl group 17563
                                            carboxamide 17563
                                              monocarboxylic acid amide 15741
                                                fatty amide 830
                                                  capsaicinoid 524
                                                    nonivamide 16
paths to the root