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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, sub-family 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 5:8,617,091...8,798,575
Ensembl chr 5:8,710,077...8,798,575 		JBrowse link
G Bax BCL2-associated X protein multiple interactions ISO [germacrone results in increased susceptibility to Doxorubicin] which results in increased expression of BAX CTD PMID:29655913 NCBI chr 7:45,111,124...45,116,332
Ensembl chr 7:45,111,121...45,116,322 		JBrowse link
G Bcl2 B cell leukemia/lymphoma 2 multiple interactions ISO [germacrone results in increased susceptibility to Doxorubicin] which results in decreased expression of BCL2 CTD PMID:29655913 NCBI chr 1:106,465,906...106,642,020
Ensembl chr 1:106,465,908...106,642,004 		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 chr 8:47,070,326...47,092,733
Ensembl chr 8:47,070,326...47,092,724 		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 9:57,584,220...57,590,938
Ensembl chr 9:57,584,220...57,590,986 		JBrowse link
G Cyp2b10 cytochrome P450, family 2, subfamily b, polypeptide 10 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 7:25,597,083...25,626,049
Ensembl chr 7:25,597,045...25,626,049 		JBrowse link
G Cyp2c38 cytochrome P450, family 2, subfamily c, polypeptide 38 decreases activity ISO germacrone results in decreased activity of CYP2C19 protein CTD PMID:23850985 NCBI chr19:39,379,109...39,451,519
Ensembl chr19:39,378,000...39,451,519 		JBrowse link
G Cyp2c65 cytochrome P450, family 2, subfamily c, polypeptide 65 decreases activity ISO germacrone results in decreased activity of CYP2C9 protein CTD PMID:23850985 NCBI chr19:39,049,450...39,082,392
Ensembl chr19:39,049,459...39,082,388 		JBrowse link
G Cyp2d22 cytochrome P450, family 2, subfamily d, polypeptide 22 decreases activity ISO germacrone results in decreased activity of CYP2D6 protein CTD PMID:23850985 NCBI chr15:82,254,728...82,264,461
Ensembl chr15:82,254,728...82,264,461 		JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 increases activity ISO
EXP		 germacrone results in increased activity of NR1I2 protein CTD PMID:23850985 NCBI chr16:38,068,711...38,115,211
Ensembl chr16:38,068,685...38,115,186 		JBrowse link
G Nr1i3 nuclear receptor subfamily 1, group I, member 3 increases activity EXP germacrone results in increased activity of NR1I3 protein CTD PMID:23850985 NCBI chr 1:171,041,503...171,046,414
Ensembl chr 1:171,041,539...171,048,270 		JBrowse link
Term paths to the root
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  CHEBI ontology 22194
    role 22179
      chemical role 21424
        antioxidant 16412
          (E,E)-germacrone 11
Path 2
Term Annotations click to browse term
  CHEBI ontology 22194
    subatomic particle 22186
      composite particle 22186
        hadron 22186
          baryon 22186
            nucleon 22186
              atomic nucleus 22186
                atom 22186
                  main group element atom 22120
                    main group molecular entity 22120
                      s-block molecular entity 21717
                        hydrogen molecular entity 21634
                          hydrides 20777
                            organic hydride 20333
                              organic fundamental parent 20333
                                hydrocarbon 19911
                                  terpene 14743
                                    terpenoid 14437
                                      sesquiterpenoid 3281
                                        germacrane sesquiterpenoid 11
                                          (E,E)-germacrone 11
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