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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:sophoraflavanone B
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Accession:CHEBI:50207 term browser browse the term
Definition:A trihydroxyflavanone that is (S)-naringenin having a prenyl group at position 8.
Synonyms:exact_synonym: (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one
 related_synonym: (-)-(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chroman-4-one;   (-)-(2S)-8-dimethylallylnaringenin;   (S)-8-dimethylallylnaringenin;   8-prenylnaringenin;   Flavaprenin;   Formula=C20H20O5;   InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9,18,21-23H,8,10H2,1-2H3/t18-/m0/s1;   InChIKey=LPEPZZAVFJPLNZ-SFHVURJKSA-N;   SMILES=CC(C)=CCc1c(O)cc(O)c2C(=O)C[C@H](Oc12)c1ccc(O)cc1
 alt_id: MESH:C119737
 xref: Beilstein:5611472;   KEGG:C18023;   LIPID_MAPS_instance:LMPK12140279
 xref_mesh: MESH:C119737
 xref: MetaCyc:CPD-9440;   PMID:22766195;   PMID:22933043;   Reaxys:5611472;   Wikipedia:Sophoraflavanone_B
 cyclic_relationship: is_conjugate_acid_of CHEBI:58812


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sophoraflavanone B term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Alpl alkaline phosphatase, biomineralization associated multiple interactions
increases activity
increases expression
ISO [8-prenylnaringenin binds to ESR1 protein] which results in increased activity of ALPL protein; fulvestrant inhibits the reaction [[8-prenylnaringenin binds to ESR1 protein] which results in increased activity of ALPL protein]
8-prenylnaringenin results in increased activity of ALPL protein
8-prenylnaringenin results in increased expression of ALPL mRNA
CTD PMID:12650720, PMID:16019205 NCBI chr 5:156,086,496...156,141,513
Ensembl chr 5:156,086,497...156,141,537
JBrowse link
G C3 complement C3 increases expression EXP 8-prenylnaringenin results in increased expression of C3 mRNA CTD PMID:16522720 NCBI chr 9:9,721,137...9,747,084
Ensembl chr 9:9,721,105...9,747,167
JBrowse link
G Cbr1 carbonyl reductase 1 multiple interactions ISO 8-prenylnaringenin inhibits the reaction [CBR1 protein results in increased metabolism of Daunorubicin]; 8-prenylnaringenin inhibits the reaction [CBR1 protein results in increased reduction of 2,3-hexanedione] CTD PMID:30849340 NCBI chr11:33,813,041...33,815,418
Ensembl chr11:33,845,463...33,847,793
JBrowse link
G Cga glycoprotein hormones, alpha polypeptide decreases expression EXP 8-prenylnaringenin results in decreased expression of CGA mRNA CTD PMID:16522720 NCBI chr 5:50,362,491...50,393,368
Ensembl chr 5:50,381,244...50,393,367
JBrowse link
G Csn2 casein beta increases expression
multiple interactions
EXP 8-prenylnaringenin results in increased expression of CSN2 mRNA
Methylcholanthrene inhibits the reaction [8-prenylnaringenin results in increased expression of CSN2 mRNA]
CTD PMID:26372666 NCBI chr14:21,972,274...21,979,511
Ensembl chr14:21,972,274...21,979,510
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 decreases activity ISO 8-prenylnaringenin results in decreased activity of CYP1A1 protein CTD PMID:19770484 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 decreases activity
increases expression
ISO 8-prenylnaringenin results in decreased activity of CYP1A2 protein
8-prenylnaringenin results in increased expression of CYP1A2 mRNA
CTD PMID:15672752, PMID:19770484 NCBI chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
JBrowse link
G Esr1 estrogen receptor 1 multiple interactions
increases activity
ISO 8-prenylnaringenin analog binds to and results in increased activity of ESR1 protein; 8-prenylnaringenin binds to and results in increased activity of ESR1 protein; [8-prenylnaringenin binds to ESR1 protein] which results in increased activity of ALPL protein; fulvestrant inhibits the reaction [[8-prenylnaringenin binds to ESR1 protein] which results in increased activity of ALPL protein]
8-prenylnaringenin results in increased activity of ESR1 protein
CTD PMID:12623674, PMID:12650720, PMID:15876408, PMID:16076101, PMID:17149865, PMID:17716812 NCBI chr 1:41,192,029...41,594,799
Ensembl chr 1:41,192,824...41,594,796
JBrowse link
G Esr2 estrogen receptor 2 decreases expression
multiple interactions
increases activity
EXP
ISO
8-prenylnaringenin results in decreased expression of ESR2 mRNA
8-prenylnaringenin analog binds to and results in decreased activity of ESR2 protein; 8-prenylnaringenin binds to and results in increased activity of ESR2 protein
8-prenylnaringenin results in increased activity of ESR2 protein
CTD PMID:16076101, PMID:16522720, PMID:17149865, PMID:17716812 NCBI chr 6:99,163,953...99,214,711
Ensembl chr 6:99,164,357...99,214,251
JBrowse link
G Fshb follicle stimulating hormone subunit beta decreases expression EXP 8-prenylnaringenin results in decreased expression of FSHB protein CTD PMID:16522720 NCBI chr 3:98,088,321...98,092,131
Ensembl chr 3:98,088,324...98,092,131
JBrowse link
G Gnrhr gonadotropin releasing hormone receptor decreases expression EXP 8-prenylnaringenin results in decreased expression of GNRHR mRNA CTD PMID:16522720 NCBI chr14:23,480,462...23,498,450
Ensembl chr14:23,480,462...23,498,450
JBrowse link
G Igf1r insulin-like growth factor 1 receptor increases expression EXP 8-prenylnaringenin results in increased expression of IGF1R mRNA CTD PMID:16522720 NCBI chr 1:128,924,921...129,213,816
Ensembl chr 1:128,924,966...129,206,516
JBrowse link
G Il6 interleukin 6 decreases expression ISO 8-prenylnaringenin results in decreased expression of IL6 mRNA CTD PMID:16019205 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
JBrowse link
G Kif11 kinesin family member 11 multiple interactions
increases expression
EXP Methylcholanthrene inhibits the reaction [8-prenylnaringenin results in increased expression of KIF11 mRNA] CTD PMID:26372666 NCBI chr 1:256,035,866...256,088,299
Ensembl chr 1:256,035,866...256,088,299
JBrowse link
G Kif18a kinesin family member 18A increases expression
multiple interactions
EXP 8-prenylnaringenin results in increased expression of KIF18A mRNA
Methylcholanthrene inhibits the reaction [8-prenylnaringenin results in increased expression of KIF18A mRNA]
CTD PMID:26372666 NCBI chr 3:100,366,168...100,426,867
Ensembl chr 3:100,366,168...100,427,030
JBrowse link
G Kif2c kinesin family member 2C increases expression EXP 8-prenylnaringenin results in increased expression of KIF2C mRNA CTD PMID:26372666 NCBI chr 5:136,027,923...136,053,268
Ensembl chr 5:136,027,934...136,053,210
JBrowse link
G Lhb luteinizing hormone subunit beta decreases expression EXP 8-prenylnaringenin results in decreased expression of LHB mRNA; 8-prenylnaringenin results in decreased expression of LHB protein CTD PMID:16522720 NCBI chr 1:101,409,992...101,413,725
Ensembl chr 1:101,410,019...101,413,724
JBrowse link
G Mki67 marker of proliferation Ki-67 decreases expression EXP 8-prenylnaringenin results in decreased expression of MKI67 mRNA CTD PMID:26372666 NCBI chr 1:207,993,895...208,020,454
Ensembl chr 1:207,993,895...208,020,454
JBrowse link
G Pgr progesterone receptor increases expression ISO
EXP
8-prenylnaringenin results in increased expression of PGR mRNA
8-prenylnaringenin results in increased expression of PGR mRNA; 8-prenylnaringenin results in increased expression of PGR protein
CTD PMID:16076101, PMID:16522720, PMID:16837889 NCBI chr 8:7,128,656...7,187,796
Ensembl chr 8:7,128,656...7,187,796
JBrowse link
G Prl prolactin increases expression EXP 8-prenylnaringenin results in increased expression of PRL protein CTD PMID:16522720 NCBI chr17:39,814,236...39,824,299
Ensembl chr17:39,814,244...39,824,299
JBrowse link
G Tff1 trefoil factor 1 increases expression ISO 8-prenylnaringenin results in increased expression of TFF1 mRNA CTD PMID:16019205 NCBI chr20:9,892,124...9,895,984
Ensembl chr20:9,892,124...9,895,984
JBrowse link
G Vwf von Willebrand factor increases expression ISO 8-prenylnaringenin results in increased expression of VWF mRNA CTD PMID:16019205 NCBI chr 4:158,085,059...158,219,525
Ensembl chr 4:158,088,505...158,219,523
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      application 19393
        pharmaceutical 19275
          drug 19275
            expectorant 1484
              (S)-naringenin 228
                sophoraflavanone B 22
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic molecule 19488
                              organic cyclic compound 19285
                                organic heterocyclic compound 18410
                                  oxacycle 17185
                                    benzopyran 10135
                                      1-benzopyran 9851
                                        flavonoid 6374
                                          flavans 3004
                                            flavanones 310
                                              hydroxyflavanone 297
                                                4'-hydroxyflavanones 268
                                                  naringenin 228
                                                    (S)-naringenin 228
                                                      sophoraflavanone B 22
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