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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:2,3-bis(4-hydroxyphenyl)propionitrile
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Accession:CHEBI:63949 term browser browse the term
Definition:A nitrile that is acetonitrile in which one of the hydrogens is replaced by a 4-hydroxyphenyl group while a second hydrogen is replaced by a 4-hydroxybenzyl group. It is a specific agonist for estrogen receptor beta (ERbeta).
Synonyms:exact_synonym: 2,3-BHPPN ;   2,3-bis(4-hydroxyphenyl)propanenitrile;   DPN compound
 related_synonym: 2,3-bis(p-hydroxyphenyl)propionitrile;   Formula=C15H13NO2;   InChI=1S/C15H13NO2/c16-10-13(12-3-7-15(18)8-4-12)9-11-1-5-14(17)6-2-11/h1-8,13,17-18H,9H2;   InChIKey=GHZHWDWADLAOIQ-UHFFFAOYSA-N;   SMILES=Oc1ccc(CC(C#N)c2ccc(O)cc2)cc1
 alt_id: MESH:C486182
 xref: CAS:1428-67-7;   LINCS:LSM-1423
 xref_mesh: MESH:C486182
 xref: PMID:21268084;   PMID:21397017;   PMID:21636213;   PMID:21712365;   Reaxys:3337109



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2,3-bis(4-hydroxyphenyl)propionitrile term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Bcl2 BCL2, apoptosis regulator increases expression
multiple interactions
ISO 2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of BCL2 mRNA; 2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of BCL2 protein
2,3-bis(4-hydroxyphenyl)-propionitrile promotes the reaction [Chlorodiphenyl (54% Chlorine) results in decreased expression of BCL2 protein]
ESR1 protein affects the reaction [2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of BCL2 protein]; ESR2 protein affects the reaction [2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of BCL2 mRNA]
CTD PMID:19264808 PMID:24216299 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Casp3 caspase 3 multiple interactions ISO 2,3-bis(4-hydroxyphenyl)-propionitrile promotes the reaction [Chlorodiphenyl (54% Chlorine) results in increased activity of CASP3 protein] CTD PMID:24216299 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Ccnd1 cyclin D1 multiple interactions ISO 2,3-bis(4-hydroxyphenyl)-propionitrile promotes the reaction [Chlorodiphenyl (54% Chlorine) results in decreased expression of CCND1 protein] CTD PMID:24216299 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Esr1 estrogen receptor 1 multiple interactions ISO 2,3-bis(4-hydroxyphenyl)-propionitrile binds to and results in increased activity of ESR1 protein; ESR1 protein affects the reaction [2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of BCL2 protein]; ESR1 protein affects the reaction [2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of PDCD4 protein]; ESR1 protein affects the reaction [2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of PTEN protein] CTD PMID:19264808 PMID:24425189 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 increases activity
increases expression
multiple interactions
ISO
EXP
2,3-bis(4-hydroxyphenyl)-propionitrile results in increased activity of ESR2 protein
2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of ESR2 protein; 2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of ESR2 protein alternative form
2,3-bis(4-hydroxyphenyl)-propionitrile binds to and results in increased activity of ESR2 protein; [2,3-bis(4-hydroxyphenyl)-propionitrile binds to and results in increased activity of ESR2 protein] inhibits the reaction [resveratrol results in decreased expression of PRL protein]
2,3-bis(4-hydroxyphenyl)-propionitrile results in increased phosphorylation of and results in increased localization of and results in increased activity of ESR2 protein; ESR2 protein affects the reaction [2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of BCL2 mRNA]; ESR2 protein affects the reaction [2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of PDCD4 mRNA]
2,3-bis(4-hydroxyphenyl)-propionitrile binds to and results in increased activity of ESR2 protein; [2,3-bis(4-hydroxyphenyl)-propionitrile binds to and results in increased activity of ESR2 protein] which results in increased secretion of Bicarbonates; ESR2 protein alternative form inhibits the reaction [2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of ESR2 protein]
CTD PMID:18499763 PMID:19264808 PMID:20623183 PMID:22104698 PMID:22257560 More... NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919
JBrowse link
G Mapk1 mitogen activated protein kinase 1 affects phosphorylation EXP 2,3-bis(4-hydroxyphenyl)-propionitrile affects the phosphorylation of MAPK1 protein CTD PMID:20870566 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 affects phosphorylation EXP 2,3-bis(4-hydroxyphenyl)-propionitrile affects the phosphorylation of MAPK3 protein CTD PMID:20870566 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mir21 microRNA 21 decreases expression ISO 2,3-bis(4-hydroxyphenyl)-propionitrile results in decreased expression of MIR21 mRNA CTD PMID:19264808 NCBI chr10:71,405,257...71,405,348
Ensembl chr10:71,405,257...71,405,348
JBrowse link
G Pdcd4 programmed cell death 4 increases expression
decreases expression
multiple interactions
ISO 2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of PDCD4 protein
2,3-bis(4-hydroxyphenyl)-propionitrile results in decreased expression of PDCD4 mRNA
ESR1 protein affects the reaction [2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of PDCD4 protein]; ESR2 protein affects the reaction [2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of PDCD4 mRNA]
CTD PMID:19264808 NCBI chr 1:252,921,342...252,944,278
Ensembl chr 1:252,921,392...252,944,275
JBrowse link
G Prl prolactin multiple interactions EXP [2,3-bis(4-hydroxyphenyl)-propionitrile binds to and results in increased activity of ESR2 protein] inhibits the reaction [resveratrol results in decreased expression of PRL protein] CTD PMID:22104698 NCBI chr17:37,859,999...37,870,062
Ensembl chr17:37,860,007...37,870,062
JBrowse link
G Pten phosphatase and tensin homolog increases expression
multiple interactions
ISO 2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of PTEN protein
ESR1 protein affects the reaction [2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of PTEN protein]
CTD PMID:19264808 NCBI chr 1:230,631,303...230,696,754
Ensembl chr 1:230,630,338...230,696,838
JBrowse link
G Ptger2 prostaglandin E receptor 2 decreases expression EXP 2,3-bis(4-hydroxyphenyl)-propionitrile results in decreased expression of PTGER2 mRNA CTD PMID:22257560 NCBI chr15:18,215,013...18,228,714
Ensembl chr15:18,217,285...18,228,714
JBrowse link
G Ptger4 prostaglandin E receptor 4 decreases expression EXP 2,3-bis(4-hydroxyphenyl)-propionitrile results in decreased expression of PTGER4 mRNA CTD PMID:22257560 NCBI chr 2:54,330,563...54,347,451
Ensembl chr 2:54,335,424...54,346,670
JBrowse link
G Ryr2 ryanodine receptor 2 increases phosphorylation EXP 2,3-bis(4-hydroxyphenyl)-propionitrile results in increased phosphorylation of RYR2 protein CTD PMID:25723814 NCBI chr17:58,389,925...58,975,641
Ensembl chr17:58,389,925...58,975,142
JBrowse link
G Sod2 superoxide dismutase 2 multiple interactions EXP
ISO
2,3-bis(4-hydroxyphenyl)-propionitrile inhibits the reaction [[Oxygen deficiency co-treated with Oxygen] results in decreased activity of SOD2 protein]
2,3-bis(4-hydroxyphenyl)-propionitrile inhibits the reaction [4,4',4''-(4-propyl-((1)H)-pyrazole-1,3,5-triyl) tris-phenol inhibits the reaction [Glucose results in decreased expression of SOD2 protein]]
CTD PMID:20962025 PMID:24465521 NCBI chr 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189
JBrowse link
G Star steroidogenic acute regulatory protein increases expression ISO 2,3-bis(4-hydroxyphenyl)-propionitrile results in increased expression of STAR protein CTD PMID:30206973 NCBI chr16:66,267,094...66,274,368
Ensembl chr16:66,264,807...66,271,672
JBrowse link

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Path 1
Term Annotations click to browse term
  CHEBI ontology 19800
    chemical entity 19800
      group 19722
        pseudohalo group 3821
          cyano group 3821
            nitrile 3821
              2,3-bis(4-hydroxyphenyl)propionitrile 16
Path 2
Term Annotations click to browse term
  CHEBI ontology 19800
    subatomic particle 19799
      composite particle 19799
        hadron 19799
          baryon 19799
            nucleon 19799
              atomic nucleus 19799
                atom 19799
                  main group element atom 19698
                    p-block element atom 19698
                      carbon group element atom 19619
                        carbon atom 19609
                          organic molecular entity 19609
                            one-carbon compound 17656
                              hydrogen cyanide 4059
                                cyanides 4042
                                  nitrile 3821
                                    2,3-bis(4-hydroxyphenyl)propionitrile 16
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