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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:fraxetin
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Accession:CHEBI:5169 term browser browse the term
Definition:A hydroxycoumarin that is 6-methoxycoumarin in which the hydrogens at positions 7 and 8 have been replaced by hydroxy groups.
Synonyms:exact_synonym: 7,8-dihydroxy-6-methoxy-2H-chromen-2-one
 related_synonym: 7,8-dihydroxy-6-methoxy-2-benzopyrone;   7,8-dihydroxy-6-methoxycoumarin;   Formula=C10H8O5;   InChI=1S/C10H8O5/c1-14-6-4-5-2-3-7(11)15-10(5)9(13)8(6)12/h2-4,12-13H,1H3;   InChIKey=HAVWRBANWNTOJX-UHFFFAOYSA-N;   SMILES=C12=C(C=C(OC)C(=C1O)O)C=CC(O2)=O
 xref: CAS:574-84-5;   KEGG:C09265;   KNApSAcK:C00002473;   LINCS:LSM-3712
 xref_mesh: MESH:C105671
 xref: PMID:11456117;   PMID:12860476;   PMID:15120578;   PMID:15904944;   PMID:15996779;   PMID:16394523;   PMID:19721227;   PMID:23788190;   PMID:23806420;   PMID:23994349;   PMID:24025985;   PMID:25189268;   PMID:25445053;   PMID:26945887;   PMID:27722139;   PMID:28976788;   PMID:29157824;   PMID:29344176;   PMID:29414667;   PMID:29559590;   PMID:29581584;   PMID:29786751;   PMID:30205426;   PMID:9120770;   Reaxys:198796;   Wikipedia:Fraxetin


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fraxetin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 multiple interactions
decreases phosphorylation		 ISO fraxetin inhibits the reaction [Isoflurane results in decreased phosphorylation of AKT1 protein]
fraxetin results in decreased phosphorylation of AKT1 protein		 CTD PMID:34553399 PMID:37867445 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator decreases expression
increases expression 		ISO fraxetin results in decreased expression of BAX protein
Fraxetin increases expression of BAX protein in colorectum
fraxetin results in increased expression of BAX mRNA; fraxetin results in increased expression of BAX protein		 CTD
RGD		 PMID:15996779 PMID:37867445 PMID:32504672 RGD:125097526 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 decreases expression ISO Fraxetin decreases expression of BCL2 protein in colorectum
fraxetin results in decreased expression of BCL2 mRNA; fraxetin results in decreased expression of BCL2 protein		 CTD
RGD		 PMID:37867445 PMID:32504672 RGD:125097526 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 decreases activity
increases cleavage		 ISO fraxetin results in decreased activity of CASP3 protein
fraxetin results in increased cleavage of CASP3 protein		 CTD PMID:15996779 PMID:37867445 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp9 caspase 9 decreases activity ISO fraxetin results in decreased activity of CASP9 protein CTD PMID:15996779 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Cat catalase multiple interactions ISO fraxetin inhibits the reaction [Rotenone results in increased expression of and results in increased activity of CAT protein] CTD PMID:15904944 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Ccna2 cyclin A2 decreases expression ISO Fraxetin decreases expression of CCNA2 protein in colorectum RGD PMID:32504672 RGD:125097526 NCBI chr 2:119,427,239...119,433,645
Ensembl chr 2:119,426,089...119,433,577 		JBrowse link
G Ccne1 cyclin E1 decreases expression ISO Fraxetin decreases expression of CCNE1 protein in colorectum RGD PMID:32504672 RGD:125097526 NCBI chr 1:90,781,947...90,791,188
Ensembl chr 1:90,781,949...90,791,101 		JBrowse link
G Cdk2 cyclin dependent kinase 2 decreases expression ISO Fraxetin decreases expression of CDK2 protein in colorectum RGD PMID:32504672 RGD:125097526 NCBI chr 7:1,129,878...1,137,431
Ensembl chr 7:1,129,811...1,137,403 		JBrowse link
G Cycs cytochrome c, somatic affects localization ISO fraxetin affects the localization of CYCS protein CTD PMID:15996779 NCBI chr 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054
Ensembl chr18:79,651,378...79,654,054 		JBrowse link
G Il6 interleukin 6 multiple interactions ISO fraxetin inhibits the reaction [[Tetradecanoylphorbol Acetate co-treated with Calcimycin] results in increased expression of IL6 mRNA] CTD PMID:30496664 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Jak2 Janus kinase 2 decreases phosphorylation ISO Fraxetin decreases phosphorylation of JAK2 protein in colorectum RGD PMID:32504672 RGD:125097526 NCBI chr 1:226,995,334...227,054,381
Ensembl chr 1:226,995,334...227,054,189 		JBrowse link
G Mapk8 mitogen-activated protein kinase 8 decreases phosphorylation ISO fraxetin results in decreased phosphorylation of MAPK8 protein CTD PMID:37867445 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981 		JBrowse link
G Mki67 marker of proliferation Ki-67 decreases expression ISO fraxetin results in decreased expression of MKI67 protein CTD PMID:37867445 NCBI chr 1:190,496,319...190,522,983
Ensembl chr 1:190,496,319...190,522,762 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO fraxetin results in increased cleavage of PARP1 protein CTD PMID:37867445 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404 		JBrowse link
G Skp2 S-phase kinase associated protein 2 decreases expression ISO Fraxetin decreases expression of SKP2 mRNA and protein in colorectum RGD PMID:32504672 RGD:125097526 NCBI chr 2:58,161,226...58,189,293
Ensembl chr 2:58,161,229...58,189,338 		JBrowse link
G Sod2 superoxide dismutase 2 multiple interactions ISO fraxetin inhibits the reaction [Rotenone results in increased expression of and results in increased activity of SOD2 protein] CTD PMID:15904944 NCBI chr 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189 		JBrowse link
G Stat3 signal transducer and activator of transcription 3 decreases phosphorylation ISO Fraxetin decreases phosphorylation of STAT3 protein in colorectum RGD PMID:32504672 RGD:125097526 NCBI chr10:85,811,206...85,863,057
Ensembl chr10:85,811,218...85,863,057 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO fraxetin inhibits the reaction [[Tetradecanoylphorbol Acetate co-treated with Calcimycin] results in increased expression of TNF mRNA] CTD PMID:30496664 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19917
    role 19887
      chemical role 19514
        antioxidant 16167
          fraxetin 19
            fraxin 0
            sideretin (reduced form) + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19917
    subatomic particle 19915
      composite particle 19915
        hadron 19915
          baryon 19915
            nucleon 19915
              atomic nucleus 19915
                atom 19915
                  main group element atom 19855
                    p-block element atom 19855
                      carbon group element atom 19774
                        carbon atom 19790
                          organic molecular entity 19790
                            organic molecule 19743
                              organic cyclic compound 19533
                                organic heterocyclic compound 18903
                                  oxacycle 17921
                                    benzopyran 11975
                                      1-benzopyran 11730
                                        chromenes 4435
                                          chromenone 4379
                                            coumarins 4146
                                              hydroxycoumarin 356
                                                fraxetin 19
                                                  fraxin 0
                                                  sideretin (reduced form) + 0
paths to the root