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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 5:149,951,397...150,006,424
Ensembl chr 5:149,951,409...150,006,446
JBrowse link
G C3 complement C3 increases expression EXP 8-prenylnaringenin results in increased expression of C3 mRNA CTD PMID:16522720 NCBI chr 9:2,087,437...2,114,366
Ensembl chr 9:2,087,437...2,114,429
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 5:49,486,915...49,499,192
Ensembl chr 5:49,487,068...49,499,191
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 chr14:20,322,581...20,329,818
Ensembl chr14:20,322,581...20,329,817
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 decreases activity
decreases expression
ISO 8-prenylnaringenin results in decreased activity of CYP1A1 protein
8-prenylnaringenin results in decreased expression of CYP1A1 mRNA
CTD PMID:19770484 PMID:32986415 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
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 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 decreases activity ISO 8-prenylnaringenin results in decreased activity of CYP3A4 protein CTD PMID:19770484 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Esr1 estrogen receptor 1 multiple interactions
decreases expression
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; benzyloxycarbonylleucyl-leucyl-leucine aldehyde inhibits the reaction [8-prenylnaringenin results in decreased expression of ESR1 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 More... NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
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 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919
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 3:93,548,560...93,552,370
Ensembl chr 3:93,548,560...93,552,370
JBrowse link
G Gnrhr gonadotropin releasing hormone receptor decreases expression EXP 8-prenylnaringenin results in decreased expression of GNRHR mRNA CTD PMID:16522720 NCBI chr14:21,856,871...21,874,861
Ensembl chr14:21,856,871...21,874,861
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 1:121,549,839...121,838,545
Ensembl chr 1:121,550,743...121,831,777
JBrowse link
G Il6 interleukin 6 decreases expression ISO 8-prenylnaringenin results in decreased expression of IL6 mRNA CTD PMID:16019205 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
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 1:235,124,371...235,176,760
Ensembl chr 1:235,124,316...235,176,766
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 3:95,764,388...95,824,756
Ensembl chr 3:95,764,388...95,824,582
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 5:130,637,347...130,662,680
Ensembl chr 5:130,637,347...130,662,637
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 1:95,898,269...95,901,973
Ensembl chr 1:95,900,984...95,901,972
Ensembl chr 1:95,900,984...95,901,972
JBrowse link
G LOC102556347 carbonyl reductase [NADPH] 1-like 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 chr11:32,892,640...32,895,277
Ensembl chr11:32,857,991...32,895,275
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 1:190,496,319...190,522,983
Ensembl chr 1:190,496,319...190,522,762
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 8:6,073,216...6,131,552
Ensembl chr 8:6,072,673...6,131,344
JBrowse link
G Prl prolactin increases expression EXP 8-prenylnaringenin results in increased expression of PRL protein CTD PMID:16522720 NCBI chr17:37,859,999...37,870,062
Ensembl chr17:37,860,007...37,870,062
JBrowse link
G Tff1 trefoil factor 1 increases expression ISO 8-prenylnaringenin results in increased expression of TFF1 mRNA CTD PMID:16019205 NCBI chr20:9,235,736...9,239,597
Ensembl chr20:9,235,736...9,239,597
JBrowse link
G Vwf von Willebrand factor increases expression ISO 8-prenylnaringenin results in increased expression of VWF mRNA CTD PMID:16019205 NCBI chr 4:158,360,152...158,491,539
Ensembl chr 4:158,360,152...158,491,539
JBrowse link

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  CHEBI ontology 20056
    role 20008
      application 19745
        pharmaceutical 19618
          drug 19618
            expectorant 1497
              (S)-naringenin 235
                sophoraflavanone B 23
Path 2
Term Annotations click to browse term
  CHEBI ontology 20056
    subatomic particle 20054
      composite particle 20054
        hadron 20054
          baryon 20054
            nucleon 20054
              atomic nucleus 20054
                atom 20054
                  main group element atom 19956
                    p-block element atom 19956
                      carbon group element atom 19882
                        carbon atom 19875
                          organic molecular entity 19875
                            organic molecule 19822
                              organic cyclic compound 19575
                                organic heterocyclic compound 18798
                                  oxacycle 17684
                                    benzopyran 11207
                                      1-benzopyran 10945
                                        flavonoid 6570
                                          flavans 3064
                                            flavanones 332
                                              hydroxyflavanone 319
                                                4'-hydroxyflavanones 277
                                                  naringenin 235
                                                    (S)-naringenin 235
                                                      sophoraflavanone B 23
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