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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:polyprenal
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Accession:CHEBI:137934 term browser browse the term
Definition:Any enal having a polyprenyl chain.
Synonyms:related_synonym: Formula=(C5H8)n.C5H8O;   polyprenals
 xref: KEGG:C15604


show annotations for term's descendants           Sort by:
citral term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Afp alpha-fetoprotein multiple interactions EXP citral inhibits the reaction [Diethylnitrosamine results in increased expression of AFP protein] CTD PMID:32302048 NCBI chr14:17,573,412...17,591,476 JBrowse link
G Akr1c2 aldo-keto reductase family 1, member C2 increases expression
increases activity		 ISO citral results in increased expression of AKR1C2 mRNA
citral results in increased activity of AKR1C2 promoter		 CTD PMID:20491607 PMID:21195160 NCBI chr17:70,669,684...70,717,935 JBrowse link
G Aldh1a2 aldehyde dehydrogenase 1 family, member A2 increases oxidation EXP ALDH1A2 protein results in increased oxidation of citral CTD PMID:23220587 NCBI chr 8:71,877,850...71,957,107 JBrowse link
G Cat catalase multiple interactions EXP citral inhibits the reaction [Diethylnitrosamine results in decreased expression of CAT protein] CTD PMID:32302048 NCBI chr 3:110,297,340...110,329,526 JBrowse link
G Cd86 CD86 molecule increases expression ISO citral results in increased expression of CD86 protein CTD PMID:29540657 NCBI chr11:77,647,565...77,706,178 JBrowse link
G Ceacam20 CEA cell adhesion molecule 20 multiple interactions EXP citral inhibits the reaction [Diethylnitrosamine results in increased expression of CEACAM20 protein] CTD PMID:32302048 NCBI chr 1:79,622,077...79,643,782 JBrowse link
G Cxcl2 C-X-C motif chemokine ligand 2 increases expression ISO citral results in increased expression of CXCL2 protein CTD PMID:23178550 NCBI chr14:17,465,210...17,467,255 JBrowse link
G Cyb5a cytochrome b5 type A multiple interactions EXP citral inhibits the reaction [Diethylnitrosamine results in increased expression of CYB5A protein] CTD PMID:32302048 NCBI chr18:78,213,067...78,245,677 JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions ISO [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral; [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral metabolite; [CYP1A1 protein results in increased metabolism of geraniol] which results in increased chemical synthesis of citral CTD PMID:18824010 NCBI chr 8:66,991,940...66,998,014 JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 multiple interactions ISO [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral; [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral metabolite CTD PMID:18824010 NCBI chr 6:21,093,927...21,103,091 JBrowse link
G Cyp2b1 cytochrome P450, family 2, subfamily b, polypeptide 1 decreases activity EXP citral results in decreased activity of CYP2B1 protein CTD PMID:9242356 NCBI chr 1:90,646,098...90,669,762 JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 multiple interactions ISO [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral; [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral metabolite; [CYP2B6 protein results in increased metabolism of geraniol] which results in increased chemical synthesis of citral; citral inhibits the reaction [CYP2B6 protein results in increased hydrolysis of Bupropion] CTD PMID:18611395 PMID:18824010 NCBI chr 1:90,780,468...90,859,852 JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 multiple interactions ISO [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral; [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral metabolite CTD PMID:18824010 NCBI chr 1:205,269,967...205,280,365 JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions ISO citral inhibits the reaction [CYP3A4 protein results in increased hydroxylation of Midazolam] CTD PMID:18385293 NCBI chr12:14,321,771...14,343,886 JBrowse link
G Cyp3a9 cytochrome P450, family 3, subfamily a, polypeptide 9 multiple interactions ISO [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral; [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral metabolite; [CYP3A5 protein results in increased metabolism of geraniol] which results in increased chemical synthesis of citral CTD PMID:18824010 NCBI chr12:21,919,955...21,960,160 JBrowse link
G Dnajb4 DnaJ heat shock protein family (Hsp40) member B4 increases expression ISO citral results in increased expression of DNAJB4 mRNA CTD PMID:27965148 NCBI chr 2:243,790,296...243,819,042 JBrowse link
G Esr1 estrogen receptor 1 affects binding
multiple interactions		 ISO citral binds to ESR1 protein
citral inhibits the reaction [Estradiol binds to ESR1 protein]		 CTD PMID:12495555 NCBI chr 1:43,511,685...43,904,454 JBrowse link
G Esr2 estrogen receptor 2 affects binding
multiple interactions		 ISO citral binds to ESR2 protein
citral inhibits the reaction [Estradiol binds to ESR2 protein]		 CTD PMID:12495555 NCBI chr 6:100,589,553...100,645,240 JBrowse link
G Gclm glutamate cysteine ligase, modifier subunit increases expression ISO citral results in increased expression of GCLM mRNA CTD PMID:27965148 NCBI chr 2:213,032,135...213,052,192 JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions EXP citral inhibits the reaction [Diethylnitrosamine results in increased expression of GPT protein] CTD PMID:32302048 NCBI chr 7:110,295,599...110,300,134 JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions EXP citral inhibits the reaction [Diethylnitrosamine results in decreased expression of GSR protein] CTD PMID:32302048 NCBI chr16:65,185,574...65,228,742 JBrowse link
G Hmox1 heme oxygenase 1 increases expression ISO citral results in increased expression of HMOX1 mRNA CTD PMID:20491607 PMID:26244607 NCBI chr19:13,452,365...13,479,823 JBrowse link
G Hoxa1 homeobox A1 multiple interactions ISO citral inhibits the reaction [Vitamin A results in increased expression of HOXA1 mRNA] CTD PMID:23696197 NCBI chr 4:81,255,814...81,258,587 JBrowse link
G Icam1 intercellular adhesion molecule 1 increases expression ISO citral results in increased expression of ICAM1 protein CTD PMID:29540657 NCBI chr 8:27,829,688...27,841,618 JBrowse link
G Ifng interferon gamma multiple interactions ISO [citral co-treated with Ionomycin co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of IFNG mRNA CTD PMID:29594315 NCBI chr 7:55,789,180...55,793,216 JBrowse link
G Il18 interleukin 18 increases expression ISO citral results in increased expression of IL18 protein CTD PMID:23063874 NCBI chr 8:59,802,072...59,829,275 JBrowse link
G Il1a interleukin 1 alpha increases expression ISO citral results in increased expression of IL1A protein CTD PMID:23178550 NCBI chr 3:136,979,804...136,990,236 JBrowse link
G Il2 interleukin 2 increases secretion
multiple interactions		 ISO citral results in increased secretion of IL2 protein
[citral co-treated with Ionomycin co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of IL2 mRNA		 CTD PMID:22245253 PMID:29594315 NCBI chr 2:121,932,968...121,937,672 JBrowse link
G Il6 interleukin 6 increases secretion ISO citral results in increased secretion of IL6 protein CTD PMID:22245253 NCBI chr 4:5,889,999...5,894,575 JBrowse link
G Maff MAF bZIP transcription factor F increases expression ISO citral results in increased expression of MAFF mRNA CTD PMID:20491607 NCBI chr 7:112,792,787...112,804,139 JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases activity EXP citral results in increased activity of NQO1 protein CTD PMID:29389585 NCBI chr19:52,205,374...52,220,267 JBrowse link
G Pcna proliferating cell nuclear antigen multiple interactions EXP citral inhibits the reaction [Diethylnitrosamine results in increased expression of PCNA protein] CTD PMID:32302048 NCBI chr 3:139,951,948...139,955,820 JBrowse link
G Por cytochrome p450 oxidoreductase multiple interactions EXP citral inhibits the reaction [Diethylnitrosamine results in increased expression of POR protein] CTD PMID:32302048 NCBI chr12:26,587,674...26,655,612 JBrowse link
G Vegfa vascular endothelial growth factor A increases expression ISO citral results in increased expression of VEGFA protein CTD PMID:25617811 NCBI chr 9:22,452,854...22,468,194 JBrowse link
citral dimethyl acetal term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Gna15 G protein subunit alpha 15 increases response to substance
multiple interactions		 ISO GNA15 protein results in increased susceptibility to citral dimethyl acetal
[GNA15 protein results in increased susceptibility to citral dimethyl acetal] which results in increased activity of OR1A1B protein		 CTD PMID:15598656 NCBI chr 7:8,835,396...8,856,269 JBrowse link
G Or1a1 olfactory receptor family 1 subfamily A member 1 multiple interactions ISO [GNA15 protein results in increased susceptibility to citral dimethyl acetal] which results in increased activity of OR1A1B protein CTD PMID:15598656 NCBI chr10:59,058,941...59,059,879 JBrowse link
geranial term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Afp alpha-fetoprotein multiple interactions EXP citral inhibits the reaction [Diethylnitrosamine results in increased expression of AFP protein] CTD PMID:32302048 NCBI chr14:17,573,412...17,591,476 JBrowse link
G Akr1c2 aldo-keto reductase family 1, member C2 increases expression
increases activity		 ISO citral results in increased expression of AKR1C2 mRNA
citral results in increased activity of AKR1C2 promoter		 CTD PMID:20491607 PMID:21195160 NCBI chr17:70,669,684...70,717,935 JBrowse link
G Aldh1a2 aldehyde dehydrogenase 1 family, member A2 increases oxidation EXP ALDH1A2 protein results in increased oxidation of citral CTD PMID:23220587 NCBI chr 8:71,877,850...71,957,107 JBrowse link
G Cat catalase multiple interactions EXP citral inhibits the reaction [Diethylnitrosamine results in decreased expression of CAT protein] CTD PMID:32302048 NCBI chr 3:110,297,340...110,329,526 JBrowse link
G Cd86 CD86 molecule increases expression ISO citral results in increased expression of CD86 protein CTD PMID:29540657 NCBI chr11:77,647,565...77,706,178 JBrowse link
G Ceacam20 CEA cell adhesion molecule 20 multiple interactions EXP citral inhibits the reaction [Diethylnitrosamine results in increased expression of CEACAM20 protein] CTD PMID:32302048 NCBI chr 1:79,622,077...79,643,782 JBrowse link
G Cxcl2 C-X-C motif chemokine ligand 2 increases expression ISO citral results in increased expression of CXCL2 protein CTD PMID:23178550 NCBI chr14:17,465,210...17,467,255 JBrowse link
G Cyb5a cytochrome b5 type A multiple interactions EXP citral inhibits the reaction [Diethylnitrosamine results in increased expression of CYB5A protein] CTD PMID:32302048 NCBI chr18:78,213,067...78,245,677 JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions ISO [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral; [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral metabolite; [CYP1A1 protein results in increased metabolism of geraniol] which results in increased chemical synthesis of citral CTD PMID:18824010 NCBI chr 8:66,991,940...66,998,014 JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 multiple interactions ISO [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral; [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral metabolite CTD PMID:18824010 NCBI chr 6:21,093,927...21,103,091 JBrowse link
G Cyp2b1 cytochrome P450, family 2, subfamily b, polypeptide 1 decreases activity EXP citral results in decreased activity of CYP2B1 protein CTD PMID:9242356 NCBI chr 1:90,646,098...90,669,762 JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 multiple interactions ISO [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral; [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral metabolite; [CYP2B6 protein results in increased metabolism of geraniol] which results in increased chemical synthesis of citral; citral inhibits the reaction [CYP2B6 protein results in increased hydrolysis of Bupropion] CTD PMID:18611395 PMID:18824010 NCBI chr 1:90,780,468...90,859,852 JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 multiple interactions ISO [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral; [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral metabolite CTD PMID:18824010 NCBI chr 1:205,269,967...205,280,365 JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions ISO citral inhibits the reaction [CYP3A4 protein results in increased hydroxylation of Midazolam] CTD PMID:18385293 NCBI chr12:14,321,771...14,343,886 JBrowse link
G Cyp3a9 cytochrome P450, family 3, subfamily a, polypeptide 9 multiple interactions ISO [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral; [[CYP1A1 protein co-treated with CYP1B1 protein co-treated with CYP2B6 protein co-treated with CYP2E1 protein co-treated with CYP3A5 protein] results in increased metabolism of geraniol] which results in increased chemical synthesis of citral metabolite; [CYP3A5 protein results in increased metabolism of geraniol] which results in increased chemical synthesis of citral CTD PMID:18824010 NCBI chr12:21,919,955...21,960,160 JBrowse link
G Dnajb4 DnaJ heat shock protein family (Hsp40) member B4 increases expression ISO citral results in increased expression of DNAJB4 mRNA CTD PMID:27965148 NCBI chr 2:243,790,296...243,819,042 JBrowse link
G Esr1 estrogen receptor 1 affects binding
multiple interactions		 ISO citral binds to ESR1 protein
citral inhibits the reaction [Estradiol binds to ESR1 protein]		 CTD PMID:12495555 NCBI chr 1:43,511,685...43,904,454 JBrowse link
G Esr2 estrogen receptor 2 affects binding
multiple interactions		 ISO citral binds to ESR2 protein
citral inhibits the reaction [Estradiol binds to ESR2 protein]		 CTD PMID:12495555 NCBI chr 6:100,589,553...100,645,240 JBrowse link
G Gclm glutamate cysteine ligase, modifier subunit increases expression ISO citral results in increased expression of GCLM mRNA CTD PMID:27965148 NCBI chr 2:213,032,135...213,052,192 JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions EXP citral inhibits the reaction [Diethylnitrosamine results in increased expression of GPT protein] CTD PMID:32302048 NCBI chr 7:110,295,599...110,300,134 JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions EXP citral inhibits the reaction [Diethylnitrosamine results in decreased expression of GSR protein] CTD PMID:32302048 NCBI chr16:65,185,574...65,228,742 JBrowse link
G Hmox1 heme oxygenase 1 increases expression ISO citral results in increased expression of HMOX1 mRNA CTD PMID:20491607 PMID:26244607 NCBI chr19:13,452,365...13,479,823 JBrowse link
G Hoxa1 homeobox A1 multiple interactions ISO citral inhibits the reaction [Vitamin A results in increased expression of HOXA1 mRNA] CTD PMID:23696197 NCBI chr 4:81,255,814...81,258,587 JBrowse link
G Icam1 intercellular adhesion molecule 1 increases expression ISO citral results in increased expression of ICAM1 protein CTD PMID:29540657 NCBI chr 8:27,829,688...27,841,618 JBrowse link
G Ifng interferon gamma multiple interactions ISO [citral co-treated with Ionomycin co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of IFNG mRNA CTD PMID:29594315 NCBI chr 7:55,789,180...55,793,216 JBrowse link
G Il18 interleukin 18 increases expression ISO citral results in increased expression of IL18 protein CTD PMID:23063874 NCBI chr 8:59,802,072...59,829,275 JBrowse link
G Il1a interleukin 1 alpha increases expression ISO citral results in increased expression of IL1A protein CTD PMID:23178550 NCBI chr 3:136,979,804...136,990,236 JBrowse link
G Il2 interleukin 2 increases secretion
multiple interactions		 ISO citral results in increased secretion of IL2 protein
[citral co-treated with Ionomycin co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of IL2 mRNA		 CTD PMID:22245253 PMID:29594315 NCBI chr 2:121,932,968...121,937,672 JBrowse link
G Il6 interleukin 6 increases secretion ISO citral results in increased secretion of IL6 protein CTD PMID:22245253 NCBI chr 4:5,889,999...5,894,575 JBrowse link
G Maff MAF bZIP transcription factor F increases expression ISO citral results in increased expression of MAFF mRNA CTD PMID:20491607 NCBI chr 7:112,792,787...112,804,139 JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases activity EXP citral results in increased activity of NQO1 protein CTD PMID:29389585 NCBI chr19:52,205,374...52,220,267 JBrowse link
G Pcna proliferating cell nuclear antigen multiple interactions EXP citral inhibits the reaction [Diethylnitrosamine results in increased expression of PCNA protein] CTD PMID:32302048 NCBI chr 3:139,951,948...139,955,820 JBrowse link
G Por cytochrome p450 oxidoreductase multiple interactions EXP citral inhibits the reaction [Diethylnitrosamine results in increased expression of POR protein] CTD PMID:32302048 NCBI chr12:26,587,674...26,655,612 JBrowse link
G Vegfa vascular endothelial growth factor A increases expression ISO citral results in increased expression of VEGFA protein CTD PMID:25617811 NCBI chr 9:22,452,854...22,468,194 JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19898
    chemical entity 19896
      atom 19896
        nonmetal atom 19818
          carbon atom 19770
            organic molecular entity 19770
              olefinic compound 16992
                enal 3111
                  polyprenal 36
                    (2-trans,6-trans)-farnesal 0
                    di-trans,poly-cis-dolichal 0
                    di-trans,poly-cis-polyprenal + 0
                    geranial + 36
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 19770
                          organic molecular entity 19770
                            heteroorganic entity 19535
                              organochalcogen compound 19296
                                organooxygen compound 19213
                                  carbon oxoacid 18682
                                    carboxylic acid 18679
                                      carboacyl group 17726
                                        univalent carboacyl group 17726
                                          formyl group 9386
                                            aldehyde 9386
                                              alpha,beta-unsaturated aldehyde 3111
                                                enal 3111
                                                  polyprenal 36
                                                    (2-trans,6-trans)-farnesal 0
                                                    di-trans,poly-cis-dolichal 0
                                                    di-trans,poly-cis-polyprenal + 0
                                                    geranial + 36
paths to the root