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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:(E,E)-germacrone
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Accession:CHEBI:80830 term browser browse the term
Definition:A germacrane sesquiterpenoid that has formula C15H22O. It is a natural product found in traditional medicinal plants of the family Zingiberaceae. The compound exhibits a range of pharmacological activities including anti-inflammatory, anticancer, antiviral, anti-androgenic, antioxidant, antimicrobial, antifungal, neuroprotective and insecticidal activities.
Synonyms:exact_synonym: (3E,7E)-3,7-dimethyl-10-(propan-2-ylidene)cyclodeca-3,7-dien-1-one
 related_synonym: (3E,7E)-3,7-dimethyl-10-(1-methylethylidene)-3,7-cyclodecadien-1-one;   Formula=C15H22O;   InChI=1S/C15H22O/c1-11(2)14-9-8-12(3)6-5-7-13(4)10-15(14)16/h7-8H,5-6,9-10H2,1-4H3/b12-8+,13-7-;   InChIKey=CAULGCQHVOVVRN-SWZPTJTJSA-N;   SMILES=CC(C)=C1C\\C=C(C)\\CC\\C=C(C)\\CC1=O;   germacron;   germacrone;   trans,trans-3,7-dimethyl-10-isopropylidene-3,7-cyclodecadien-1-one
 xref: AGR:IND606833661;   CAS:6902-91-6;   Chemspider:4940991;   FooDB:FDB005347;   KEGG:C16966;   KNApSAcK:C00011728
 xref_mesh: MESH:C048393
 xref: PMID:24095670;   PMID:26997613;   PMID:27178541;   PMID:28148897;   PMID:29138518;   PMID:29159692;   PMID:29218943;   PMID:2938786;   PMID:29655913;   PMID:31318092;   PMID:31377407;   PMID:31404973;   PMID:31451221;   PMID:31602228;   PMID:31766701;   PMID:32004654;   PMID:32020876;   PMID:32071920;   PMID:32145743;   PMID:32513194;   PMID:32521813;   PMID:32547235;   PMID:32723267;   PMID:32887356;   PMID:33010370;   PMID:33132314;   PMID:33244453;   PMID:33402180;   PMID:33432733;   PMID:33677207;   PMID:33678144;   PMID:33688362;   PMID:33721752;   PMID:33835632;   Reaxys:2047453;   Wikipedia:Germacrone



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(E,E)-germacrone 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 multiple interactions ISO ABCB1 protein inhibits the reaction [germacrone results in increased susceptibility to Doxorubicin]; germacrone inhibits the reaction [Doxorubicin results in increased expression of ABCB1 mRNA]; germacrone inhibits the reaction [Doxorubicin results in increased expression of ABCB1 protein] CTD PMID:29655913 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions ISO [germacrone results in increased susceptibility to Doxorubicin] which results in increased expression of BAX CTD PMID:29655913 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 ISO [germacrone results in increased susceptibility to Doxorubicin] which results in decreased expression of BCL2 CTD PMID:29655913 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 Casp3 caspase 3 multiple interactions ISO [germacrone results in increased susceptibility to Doxorubicin] which results in increased activity of CASP3 protein CTD PMID:29655913 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 decreases activity ISO germacrone results in decreased activity of CYP1A2 protein CTD PMID:23850985 NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 increases expression
decreases activity
ISO germacrone results in increased expression of CYP2B6 mRNA
germacrone results in decreased activity of CYP2B6 protein
CTD PMID:23850985 NCBI chr 1:81,652,762...81,732,153
Ensembl chr 1:81,652,787...81,732,143
JBrowse link
G Cyp2c6v1 cytochrome P450, family 2, subfamily C, polypeptide 6, variant 1 decreases activity ISO germacrone results in decreased activity of CYP2C19 protein CTD PMID:23850985 NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596
JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 decreases activity ISO germacrone results in decreased activity of CYP2D6 protein CTD PMID:23850985 NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 decreases activity
increases expression
ISO germacrone results in decreased activity of CYP3A4 protein
germacrone results in increased expression of CYP3A4 mRNA
CTD PMID:23850985 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 increases activity ISO germacrone results in increased activity of NR1I2 protein CTD PMID:23850985 NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658
JBrowse link
G Nr1i3 nuclear receptor subfamily 1, group I, member 3 increases activity ISO germacrone results in increased activity of NR1I3 protein CTD PMID:23850985 NCBI chr13:83,632,940...83,638,193
Ensembl chr13:83,632,899...83,637,906
JBrowse link

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  CHEBI ontology 19812
    role 19784
      chemical role 19418
        antioxidant 15723
          (E,E)-germacrone 11
Path 2
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  CHEBI ontology 19812
    subatomic particle 19810
      composite particle 19810
        hadron 19810
          baryon 19810
            nucleon 19810
              atomic nucleus 19810
                atom 19810
                  main group element atom 19755
                    main group molecular entity 19755
                      s-block molecular entity 19605
                        hydrogen molecular entity 19595
                          hydrides 19072
                            organic hydride 18667
                              organic fundamental parent 18667
                                hydrocarbon 18414
                                  terpene 13728
                                    terpenoid 13407
                                      sesquiterpenoid 3236
                                        germacrane sesquiterpenoid 11
                                          (E,E)-germacrone 11
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