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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 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 19821
    role 19769
      chemical role 19345
        antioxidant 14443
          (E,E)-germacrone 11
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    main group molecular entity 19716
                      s-block molecular entity 19502
                        hydrogen molecular entity 19498
                          hydrides 18852
                            organic hydride 18353
                              organic fundamental parent 18353
                                hydrocarbon 18066
                                  terpene 12711
                                    terpenoid 12280
                                      sesquiterpenoid 2727
                                        germacrane sesquiterpenoid 11
                                          (E,E)-germacrone 11
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