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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:citronellal
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Accession:CHEBI:47856 term browser browse the term
Definition:A monoterpenoid, the main component of citronella oil which gives it its distinctive lemon aroma.
Synonyms:exact_synonym: 3,7-dimethyloct-6-enal
 related_synonym: 2,3-dihydrocitral;   3,7-dimethyl-6-octen-1-al;   3,7-dimethyl-6-octenal;   Formula=C10H18O;   InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,8,10H,4,6-7H2,1-3H3;   InChIKey=NEHNMFOYXAPHSD-UHFFFAOYSA-N;   SMILES=[H]C(=O)CC(C)CCC=C(C)C;   beta-citronellal
 xref: Beilstein:1209447;   Beilstein:1720789;   CAS:106-23-0;   Gmelin:1521962;   KEGG:C17384
 xref_mesh: MESH:C108217
 xref: PMID:10771133;   PMID:22382815;   PMID:22559719;   PMID:22972327;   PMID:23047114;   PMID:23064632;   PMID:23065287;   PMID:23071142;   PMID:9540973;   Wikipedia:Citronellal



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citronellal term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A decreases activity
multiple interactions
ISO citronellal results in decreased activity of ABCB1 protein
[citronellal results in decreased activity of ABCB1 protein] which results in decreased export of Digoxin; citronellal inhibits the reaction [ABCB1 protein results in increased uptake of Digoxin]
CTD PMID:15890377 PMID:16904803 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709
JBrowse link
G Alad aminolevulinate dehydratase decreases activity ISO citronellal results in decreased activity of ALAD protein CTD PMID:25218989 NCBI chr 5:75,961,993...75,972,334
Ensembl chr 5:75,961,993...75,972,474
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions EXP citronellal inhibits the reaction [Doxorubicin results in increased expression of BAX protein]; Lithium Chloride inhibits the reaction [citronellal inhibits the reaction [Doxorubicin results in increased expression of BAX protein]] CTD PMID:34813134 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions EXP citronellal inhibits the reaction [Doxorubicin results in decreased expression of BCL2 protein]; Lithium Chloride inhibits the reaction [citronellal inhibits the reaction [Doxorubicin results in decreased expression of BCL2 protein]] CTD PMID:34813134 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743
JBrowse link
G Cyp2b1 cytochrome P450, family 2, subfamily b, polypeptide 1 decreases activity EXP citronellal results in decreased activity of CYP2B1 protein CTD PMID:9242356 NCBI chr 1:81,518,387...81,544,999
Ensembl chr 1:81,518,408...81,542,052
JBrowse link
G Gcg glucagon increases secretion ISO citronellal results in increased secretion of GCG protein CTD PMID:29070885 NCBI chr 3:47,113,914...47,122,958
Ensembl chr 3:47,113,914...47,122,929
JBrowse link
G Gna15 G protein subunit alpha 15 multiple interactions
increases response to substance
ISO [GNA15 protein results in increased susceptibility to citronellal] which results in increased activity of OR6E1 protein CTD PMID:9875846 NCBI chr 7:8,184,632...8,205,508
Ensembl chr 7:8,184,861...8,205,508
JBrowse link
G Gnal G protein subunit alpha L multiple interactions
increases response to substance
ISO [[GNAL protein results in increased susceptibility to citronellal] which results in increased activity of OR6E1 protein] which results in increased abundance of Cyclic AMP; [GNAL protein results in increased susceptibility to citronellal] which results in increased activity of OR6E1 protein; Egtazic Acid inhibits the reaction [[GNAL protein results in increased susceptibility to citronellal] which results in increased activity of OR6E1 protein]; Egtazic Acid inhibits the reaction [GNAL protein results in increased susceptibility to citronellal] CTD PMID:15598656 NCBI chr18:60,622,311...60,762,599
Ensembl chr18:60,622,311...60,762,599
JBrowse link
G Gnas GNAS complex locus increases response to substance
multiple interactions
ISO GNAS protein results in increased susceptibility to citronellal
[[GNAS protein results in increased susceptibility to citronellal] which results in increased activity of OR6E1 protein] which results in increased abundance of Cyclic AMP; [GNAS protein results in increased susceptibility to citronellal] which results in increased activity of OR6E1 protein; Egtazic Acid inhibits the reaction [[GNAS protein results in increased susceptibility to citronellal] which results in increased activity of OR6E1 protein]; Egtazic Acid inhibits the reaction [GNAS protein results in increased susceptibility to citronellal]
CTD PMID:15598656 NCBI chr 3:163,071,003...163,136,350
Ensembl chr 3:163,071,417...163,127,262
Ensembl chr 3:163,071,417...163,127,262
JBrowse link
G Nppb natriuretic peptide B multiple interactions EXP citronellal inhibits the reaction [Doxorubicin results in increased expression of NPPB protein]; Lithium Chloride inhibits the reaction [citronellal inhibits the reaction [Doxorubicin results in increased expression of NPPB protein]] CTD PMID:34813134 NCBI chr 5:158,416,813...158,418,175
Ensembl chr 5:158,416,866...158,418,168
JBrowse link
G Or10h28 olfactory receptor family 10 subfamily H member 28 increases activity ISO citronellal results in increased activity of OR10H28 protein CTD PMID:15598656 NCBI chr 7:12,591,719...12,592,669
Ensembl chr 7:12,782,691...12,788,381
JBrowse link
G Or1a1 olfactory receptor family 1 subfamily A member 1 affects binding
increases activity
ISO citronellal binds to OR1A1 protein; OR1A1 protein binds to citronellal
OR1A1B protein binds to citronellal
citronellal results in increased activity of OR1A1B protein
CTD PMID:15598656 PMID:17601748 PMID:17681278 NCBI chr10:59,058,941...59,059,879
Ensembl chr10:59,052,828...59,060,676
JBrowse link
G Or1a1b olfactory receptor family 1 subfamily A member 1B affects binding
increases expression
ISO citronellal binds to OR1A2 protein; OR1A2 protein binds to citronellal
citronellal results in increased expression of OR1A2 mRNA; citronellal results in increased expression of OR1A2 protein
CTD PMID:17601748 PMID:17681278 PMID:25513961 NCBI chr10:59,070,239...59,071,183
Ensembl chr10:59,069,404...59,075,457
JBrowse link
G Or6e1 olfactory receptor family 6 subfamily E member 1 multiple interactions
affects binding
increases activity
ISO [[GNAL protein results in increased susceptibility to citronellal] which results in increased activity of OR6E1 protein] which results in increased abundance of Cyclic AMP; [[GNAS protein results in increased susceptibility to citronellal] which results in increased activity of OR6E1 protein] which results in increased abundance of Cyclic AMP; [GNAL protein results in increased susceptibility to citronellal] which results in increased activity of OR6E1 protein; [GNAS protein results in increased susceptibility to citronellal] which results in increased activity of OR6E1 protein; Egtazic Acid inhibits the reaction [[GNAL protein results in increased susceptibility to citronellal] which results in increased activity of OR6E1 protein]; Egtazic Acid inhibits the reaction [[GNAS protein results in increased susceptibility to citronellal] which results in increased activity of OR6E1 protein]
[citronellal results in increased activity of OR6E1 protein] which results in increased abundance of Cyclic AMP; [GNA15 protein results in increased susceptibility to citronellal] which results in increased activity of OR6E1 protein
OR6E1 protein binds to citronellal
CTD PMID:9875846 PMID:15598656 PMID:17681278 NCBI chr15:27,733,881...27,734,825
Ensembl chr15:27,729,827...27,736,945
JBrowse link
G Slc9a1 solute carrier family 9 member A1 multiple interactions EXP citronellal inhibits the reaction [Doxorubicin results in increased expression of NHE1 protein]; Lithium Chloride inhibits the reaction [citronellal inhibits the reaction [Doxorubicin results in increased expression of NHE1 protein]] CTD PMID:34813134 NCBI chr 5:145,576,341...145,629,630
Ensembl chr 5:145,576,334...145,629,624
JBrowse link
G Tdp1 tyrosyl-DNA phosphodiesterase 1 decreases activity ISO citronellal analog results in decreased activity of TDP1 protein CTD PMID:29248742 NCBI chr 6:119,163,192...119,231,029
Ensembl chr 6:119,163,166...119,231,021
JBrowse link
G Trpa1 transient receptor potential cation channel, subfamily A, member 1 increases activity ISO citronellal results in increased activity of TRPA1 protein CTD PMID:26447139 NCBI chr 5:4,379,862...4,434,133
Ensembl chr 5:4,379,999...4,433,570
JBrowse link
hydroxycitronellal term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ccr7 C-C motif chemokine receptor 7 increases expression ISO hydroxycitronellal results in increased expression of CCR7 mRNA CTD PMID:17936526 NCBI chr10:84,098,193...84,108,309
Ensembl chr10:84,097,381...84,108,309
JBrowse link
G Cd80 Cd80 molecule increases expression ISO hydroxycitronellal results in increased expression of CD80 mRNA CTD PMID:17936526 NCBI chr11:62,254,543...62,293,414
Ensembl chr11:62,254,624...62,292,030
JBrowse link
G Cd86 CD86 molecule increases expression ISO hydroxycitronellal results in increased expression of CD86 protein CTD PMID:31958493 NCBI chr11:64,142,193...64,200,816
Ensembl chr11:64,163,828...64,200,818
JBrowse link
G Hmox1 heme oxygenase 1 increases expression ISO hydroxycitronellal results in increased expression of HMOX1 mRNA CTD PMID:20491607 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Maff MAF bZIP transcription factor F increases expression ISO hydroxycitronellal results in increased expression of MAFF mRNA CTD PMID:20491607 NCBI chr 7:110,912,367...110,923,711
Ensembl chr 7:110,912,499...110,923,851
JBrowse link
G Mt1 metallothionein 1 increases expression ISO hydroxycitronellal results in increased expression of MT1A mRNA CTD PMID:20491607 NCBI chr19:10,826,032...10,827,048
Ensembl chr19:10,826,032...10,827,049
Ensembl chr17:10,826,032...10,827,049
JBrowse link
G Mt2A metallothionein 2A increases expression ISO hydroxycitronellal results in increased expression of MT2A mRNA CTD PMID:20491607 NCBI chr19:10,832,009...10,832,783
Ensembl chr19:10,832,002...10,832,784
JBrowse link
G Tlr2 toll-like receptor 2 increases expression ISO hydroxycitronellal results in increased expression of TLR2 mRNA CTD PMID:17936526 NCBI chr 2:169,200,620...169,206,819
Ensembl chr 2:169,197,419...169,206,630
JBrowse link
G Tnf tumor necrosis factor increases secretion ISO hydroxycitronellal results in increased secretion of TNF protein CTD PMID:17118622 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Txn1 thioredoxin 1 increases expression ISO hydroxycitronellal results in increased expression of TXN mRNA CTD PMID:20491607 NCBI chr 5:72,712,334...72,724,564
Ensembl chr 5:72,711,933...72,724,629
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19860
    role 19832
      biological role 19830
        biochemical role 19538
          metabolite 19525
            citronellal 27
              (R)-(+)-citronellal 0
              (S)-(-)-citronellal + 0
              citronellic acid + 0
              hydroxycitronellal 10
Path 2
Term Annotations click to browse term
  CHEBI ontology 19860
    subatomic particle 19858
      composite particle 19858
        hadron 19858
          baryon 19858
            nucleon 19858
              atomic nucleus 19858
                atom 19858
                  main group element atom 19804
                    p-block element atom 19804
                      carbon group element atom 19745
                        carbon atom 19741
                          organic molecular entity 19741
                            heteroorganic entity 19494
                              organochalcogen compound 19257
                                organooxygen compound 19173
                                  carbon oxoacid 18641
                                    carboxylic acid 18638
                                      carboacyl group 17705
                                        univalent carboacyl group 17705
                                          formyl group 9005
                                            aldehyde 9005
                                              citronellal 27
                                                (R)-(+)-citronellal 0
                                                (S)-(-)-citronellal + 0
                                                citronellic acid + 0
                                                hydroxycitronellal 10
paths to the root