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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:germacrane sesquiterpenoid
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Accession:CHEBI:68588 term browser browse the term
Definition:Any sesquiterpenoid having a germacrane skeleton.
Synonyms:related_synonym: germacrane sesquiterpenoids


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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 19841
    chemical entity 19839
      atom 19839
        nonmetal atom 19777
          carbon atom 19733
            organic molecular entity 19733
              isoprenoid 14067
                terpenoid 13768
                  sesquiterpenoid 3271
                    germacrane sesquiterpenoid 11
                      (+)-Preisocalamenediol 0
                      (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol 0
                      (10-hydroxy-1,6-dimethyl-9-propan-2-yl-5,12-dioxatricyclo[9.1.0.04,6]dodecan-8-yl) (E)-3-phenylprop-2-enoate 0
                      (1E,4S,5E,7R)-germacra-1(10),5-dien-11-ol 0
                      (1R,2R,4S,5S,6R,7S)4,5-epoxygermacra-9Z-en-1,2,6-triol 0
                      (2E,6E)-hedycaryol 0
                      (2R,5S,8R)-2,8-Dimethyl-5-propan-2-ylcyclodecan-1-one 0
                      (2Z,6E)-hedycaryol 0
                      (3R*,3aS*,4S*,8aR*)-3-(10-hydroxy-10-methylethyl)-5,8a-dimethyldecahydroazulen-4-ol 0
                      (3R,5S,8E)-5,9,14-Trimethyl-4,12-dioxatricyclo[9.3.0.03,5]tetradeca-1(11),8,13-trien-2-one 0
                      (3S,8E)-5,9,14-Trimethyl-4,12-dioxatricyclo[9.3.0.03,5]tetradeca-1(11),8,13-trien-2-one 0
                      (4S,7R)-1(10)E,5E-Germacradien-11-OL 0
                      (4S,7S)-1(10)E,5E-Germacradien-11-OL 0
                      (5E,9E)-3,6,10-Trimethyl-8,11-dihydro-7H-cyclodeca[b]furan-4-one 0
                      (6E,10S)-6,10-Dimethyl-3-propan-2-ylidenecyclodec-6-ene-1,4-dione 0
                      (E,E)-germacrone 11
                      1(10),4-germacradiene-2,6,12-triol 0
                      1(10)E,5E-germacradiene-3,11-diol 0
                      1(10)E,5E-germacradiene-9beta,11-diol 0
                      1-epi-tatridin B 0
                      11-hydroxy-1(10)E,5E-germacradien-2-one 0
                      13-Hydroxygermacrone 0
                      2-[(1R,3E,7E,10S)-10-Hydroxy-4,8-dimethylcyclodeca-3,7-dien-1-yl]prop-2-enoic acid 0
                      2-[(1S,2R,3E,7E)-2-Hydroxy-4,8-dimethylcyclodeca-3,7-dien-1-yl]prop-2-enoic acid 0
                      6alpha,8beta-Dihydroxygermacra-1(10),4,11(13)-trien-12-oate 0
                      7(14)-Isodaucen-10-one 0
                      7-beta-hydroxy CAF-603 0
                      8beta-Hydroxygermacrene A acid 0
                      Acoragermacrone 0
                      Benditerpenoic acid 0
                      Chrysanthetriol 0
                      Curdione 0
                      Dehydrocurdione 0
                      Euglobal VII 0
                      Eunicea sesquiterpenoid 3 0
                      Furanodiene 0
                      Furanodienone 0
                      Furanogermenone 0
                      Germacr-1(10)-ene-5,8-dione 0
                      Germacrenone 0
                      Germacrone 4,5-epoxide 0
                      Germacrone-13-al 0
                      Glechomafuran 0
                      Hedycaryol 0
                      Kikkanol D 0
                      Kikkanol E 0
                      Kikkanol F 0
                      Microeunicellol A 0
                      Microeunicellol B 0
                      Neomeranol B 0
                      Preisocalamendiol 0
                      Ridentin 0
                      Tanacetol A 0
                      Tanacetol B 0
                      [(1R,2R,3S,4R,6E,10S)-2-hydroxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] (E)-3-phenylprop-2-enoate 0
                      alatolide 0
                      elephantin 0
                      germacra-1(10),4,11(13)-trien-12-oic acid 0
                      germacrene D-4-ol 0
                      kunzeaol 0
                      tatridin A 0
                      tatridin B 0
                      valerianol 0
                      versicolactone B 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19841
    subatomic particle 19839
      composite particle 19839
        hadron 19839
          baryon 19839
            nucleon 19839
              atomic nucleus 19839
                atom 19839
                  main group element atom 19789
                    main group molecular entity 19789
                      s-block molecular entity 19626
                        hydrogen molecular entity 19613
                          hydrides 19120
                            organic hydride 18689
                              organic fundamental parent 18689
                                hydrocarbon 18435
                                  terpene 14067
                                    terpenoid 13768
                                      sesquiterpenoid 3271
                                        germacrane sesquiterpenoid 11
                                          (+)-Preisocalamenediol 0
                                          (1(10)E,4a,5E)-1(10),5-Germacradiene-12-acetoxy-4,11-diol 0
                                          (10-hydroxy-1,6-dimethyl-9-propan-2-yl-5,12-dioxatricyclo[9.1.0.04,6]dodecan-8-yl) (E)-3-phenylprop-2-enoate 0
                                          (1E,4S,5E,7R)-germacra-1(10),5-dien-11-ol 0
                                          (1R,2R,4S,5S,6R,7S)4,5-epoxygermacra-9Z-en-1,2,6-triol 0
                                          (2E,6E)-hedycaryol 0
                                          (2R,5S,8R)-2,8-Dimethyl-5-propan-2-ylcyclodecan-1-one 0
                                          (2Z,6E)-hedycaryol 0
                                          (3R*,3aS*,4S*,8aR*)-3-(10-hydroxy-10-methylethyl)-5,8a-dimethyldecahydroazulen-4-ol 0
                                          (3R,5S,8E)-5,9,14-Trimethyl-4,12-dioxatricyclo[9.3.0.03,5]tetradeca-1(11),8,13-trien-2-one 0
                                          (3S,8E)-5,9,14-Trimethyl-4,12-dioxatricyclo[9.3.0.03,5]tetradeca-1(11),8,13-trien-2-one 0
                                          (4S,7R)-1(10)E,5E-Germacradien-11-OL 0
                                          (4S,7S)-1(10)E,5E-Germacradien-11-OL 0
                                          (5E,9E)-3,6,10-Trimethyl-8,11-dihydro-7H-cyclodeca[b]furan-4-one 0
                                          (6E,10S)-6,10-Dimethyl-3-propan-2-ylidenecyclodec-6-ene-1,4-dione 0
                                          (E,E)-germacrone 11
                                          1(10),4-germacradiene-2,6,12-triol 0
                                          1(10)E,5E-germacradiene-3,11-diol 0
                                          1(10)E,5E-germacradiene-9beta,11-diol 0
                                          1-epi-tatridin B 0
                                          11-hydroxy-1(10)E,5E-germacradien-2-one 0
                                          13-Hydroxygermacrone 0
                                          2-[(1R,3E,7E,10S)-10-Hydroxy-4,8-dimethylcyclodeca-3,7-dien-1-yl]prop-2-enoic acid 0
                                          2-[(1S,2R,3E,7E)-2-Hydroxy-4,8-dimethylcyclodeca-3,7-dien-1-yl]prop-2-enoic acid 0
                                          6alpha,8beta-Dihydroxygermacra-1(10),4,11(13)-trien-12-oate 0
                                          7(14)-Isodaucen-10-one 0
                                          7-beta-hydroxy CAF-603 0
                                          8beta-Hydroxygermacrene A acid 0
                                          Acoragermacrone 0
                                          Benditerpenoic acid 0
                                          Chrysanthetriol 0
                                          Curdione 0
                                          Dehydrocurdione 0
                                          Euglobal VII 0
                                          Eunicea sesquiterpenoid 3 0
                                          Furanodiene 0
                                          Furanodienone 0
                                          Furanogermenone 0
                                          Germacr-1(10)-ene-5,8-dione 0
                                          Germacrenone 0
                                          Germacrone 4,5-epoxide 0
                                          Germacrone-13-al 0
                                          Glechomafuran 0
                                          Hedycaryol 0
                                          Kikkanol D 0
                                          Kikkanol E 0
                                          Kikkanol F 0
                                          Microeunicellol A 0
                                          Microeunicellol B 0
                                          Neomeranol B 0
                                          Preisocalamendiol 0
                                          Ridentin 0
                                          Tanacetol A 0
                                          Tanacetol B 0
                                          [(1R,2R,3S,4R,6E,10S)-2-hydroxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] (E)-3-phenylprop-2-enoate 0
                                          alatolide 0
                                          elephantin 0
                                          germacra-1(10),4,11(13)-trien-12-oic acid 0
                                          germacrene D-4-ol 0
                                          kunzeaol 0
                                          tatridin A 0
                                          tatridin B 0
                                          valerianol 0
                                          versicolactone B 0
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