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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 Cyp2c6 cytochrome P450, family 2, subfamily C, polypeptide 6 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 chr12:9,207,978...9,230,064
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
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19911
    role 19854
      chemical role 19507
        antioxidant 16171
          (E,E)-germacrone 11
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
                    main group molecular entity 19849
                      s-block molecular entity 19681
                        hydrogen molecular entity 19662
                          hydrides 19167
                            organic hydride 18711
                              organic fundamental parent 18711
                                hydrocarbon 18454
                                  terpene 14053
                                    terpenoid 13751
                                      sesquiterpenoid 3287
                                        germacrane sesquiterpenoid 11
                                          (E,E)-germacrone 11
paths to the root