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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:clomiphene
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Accession:CHEBI:3752 term browser browse the term
Definition:A tertiary amine that has formula C26H28ClNO.
Synonyms:related_synonym: 2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-N,N-diethylethanamine;   2-(p-(2-chloro-1,2-diphenylvinyl)phenoxy)triethylamine;   2-(p-(beta-chloro-alpha-phenylstyryl)phenoxy)triethylamine;   Formula=C26H28ClNO;   InChI=1S/C26H28ClNO/c1-3-28(4-2)19-20-29-24-17-15-22(16-18-24)25(21-11-7-5-8-12-21)26(27)23-13-9-6-10-14-23/h5-18H,3-4,19-20H2,1-2H3;   InChIKey=GKIRPKYJQBWNGO-UHFFFAOYSA-N;   SMILES=CCN(CC)CCOc1ccc(cc1)C(c1ccccc1)=C(Cl)c1ccccc1;   clomifene;   clomifeno;   clomifenum
 xref: Beilstein:2302126;   CAS:911-45-5;   DrugBank:DB00882;   Drug_Central:700;   KEGG:C06917;   KEGG:D07726;   LINCS:LSM-2072
 xref_mesh: MESH:D002996
 xref: Patent:US2914563


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clomiphene term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abhd2 abhydrolase domain containing 2, acylglycerol lipase decreases expression ISO Clomiphene results in decreased expression of ABHD2 mRNA CTD PMID:26865669 NCBI chr 1:140,998,240...141,087,405
Ensembl chr 1:140,998,240...141,087,405
JBrowse link
G Ar androgen receptor affects binding
multiple interactions
EXP
ISO
Clomiphene binds to AR protein
Clomiphene binds to and results in decreased activity of AR protein
CTD PMID:14565775 PMID:25752796 NCBI chr  X:67,656,253...67,828,998
Ensembl chr  X:67,656,253...67,829,026
JBrowse link
G Ca12 carbonic anhydrase 12 decreases expression ISO Clomiphene results in decreased expression of CA12 mRNA CTD PMID:26865669 NCBI chr 8:72,405,770...72,461,425
Ensembl chr 8:72,405,748...72,460,240
JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO Clomiphene results in decreased expression of CCND1 mRNA CTD PMID:26865669 NCBI chr 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
JBrowse link
G Ccng2 cyclin G2 increases expression ISO Clomiphene results in increased expression of CCNG2 mRNA CTD PMID:26865669 NCBI chr14:16,267,572...16,276,068
Ensembl chr14:16,267,573...16,276,068
JBrowse link
G Cxcl12 C-X-C motif chemokine ligand 12 decreases expression ISO Clomiphene results in decreased expression of CXCL12 mRNA CTD PMID:26865669 NCBI chr 4:149,261,044...149,273,891
Ensembl chr 4:149,261,044...149,273,891
JBrowse link
G Cyp3a62 cytochrome P450, family 3, subfamily a, polypeptide 62 multiple interactions ISO [Clomiphene results in increased activity of NR1I2 protein] which results in increased expression of CYP3A4 mRNA CTD PMID:25455453 NCBI chr12:18,679,809...18,709,397
Ensembl chr12:18,678,594...18,709,397
JBrowse link
G Dkk1 dickkopf WNT signaling pathway inhibitor 1 decreases expression ISO Clomiphene results in decreased expression of DKK1 protein CTD PMID:21851939 NCBI chr 1:248,952,896...248,956,579
Ensembl chr 1:248,895,738...248,898,607
JBrowse link
G Efna1 ephrin A1 increases expression ISO Clomiphene results in increased expression of EFNA1 mRNA CTD PMID:26865669 NCBI chr 2:188,588,808...188,596,156
Ensembl chr 2:188,588,796...188,596,222
JBrowse link
G Egr3 early growth response 3 decreases expression ISO Clomiphene results in decreased expression of EGR3 mRNA CTD PMID:26865669 NCBI chr15:51,756,683...51,762,080
Ensembl chr15:51,756,736...51,760,722
JBrowse link
G Esr1 estrogen receptor 1 multiple interactions
affects binding
ISO Clomiphene binds to and results in decreased activity of ESR1 protein; Clomiphene inhibits the reaction [16 alpha-iodoestradiol binds to ESR1 protein]; Clomiphene promotes the reaction [ESR1 protein alternative form binds to ESR1 protein alternative form]
Clomiphene binds to ESR1 protein
CTD PMID:9048584 PMID:15521089 PMID:19233257 PMID:25012808 PMID:25752796 PMID:26865669 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 increases activity
multiple interactions
affects binding
EXP
ISO
Clomiphene results in increased activity of ESR2 protein
Clomiphene binds to and results in decreased activity of ESR2 protein
Clomiphene binds to ESR2 protein
Clomiphene inhibits the reaction [16 alpha-iodoestradiol binds to ESR2 protein]
CTD PMID:9048584 PMID:12224631 PMID:19211805 PMID:25752796 NCBI chr 6:99,163,953...99,214,711
Ensembl chr 6:99,164,357...99,214,251
JBrowse link
G F3 coagulation factor III, tissue factor increases expression ISO Clomiphene results in increased expression of F3 protein CTD PMID:25569083 NCBI chr 2:225,310,686...225,322,281
Ensembl chr 2:225,310,624...225,322,272
JBrowse link
G F5 coagulation factor V affects response to substance ISO F5 gene polymorphism affects the susceptibility to Clomiphene CTD PMID:19371211 NCBI chr13:82,479,997...82,535,540
Ensembl chr13:82,479,998...82,535,534
JBrowse link
G Foxc1 forkhead box C1 decreases expression ISO Clomiphene results in decreased expression of FOXC1 mRNA CTD PMID:26865669 NCBI chr17:33,947,501...33,951,484
Ensembl chr17:33,947,506...33,951,484
JBrowse link
G Fshb follicle stimulating hormone subunit beta multiple interactions
increases expression
ISO Clomiphene promotes the reaction [Alcohols results in increased expression of FSHB protein]
Clomiphene results in increased expression of FSHB protein
CTD PMID:1915937 PMID:8590623 NCBI chr 3:98,088,321...98,092,131
Ensembl chr 3:98,088,324...98,092,131
JBrowse link
G Gnrh1 gonadotropin releasing hormone 1 multiple interactions ISO Clomiphene inhibits the reaction [Estradiol promotes the reaction [GNRH1 protein results in increased secretion of PRL protein]] CTD PMID:17054466 NCBI chr15:44,441,856...44,446,064
Ensembl chr15:44,442,555...44,442,875
Ensembl chr15:44,442,555...44,442,875
JBrowse link
G Id3 inhibitor of DNA binding 3, HLH protein increases expression ISO Clomiphene results in increased expression of ID3 mRNA CTD PMID:26865669 NCBI chr 5:154,489,603...154,491,172
Ensembl chr 5:154,489,590...154,491,223
JBrowse link
G Itgb3 integrin subunit beta 3 decreases expression ISO Clomiphene results in decreased expression of ITGB3 protein CTD PMID:15749485 NCBI chr10:92,667,869...92,783,413
Ensembl chr10:92,667,869...92,783,410
JBrowse link
G Jak2 Janus kinase 2 decreases expression ISO Clomiphene results in decreased expression of JAK2 mRNA CTD PMID:26865669 NCBI chr 1:247,398,667...247,457,521
Ensembl chr 1:247,398,598...247,458,509
JBrowse link
G Kynu kynureninase increases expression ISO Clomiphene results in increased expression of KYNU mRNA CTD PMID:26865669 NCBI chr 3:28,416,926...28,566,939
Ensembl chr 3:28,416,954...28,566,928
JBrowse link
G Lhb luteinizing hormone subunit beta increases secretion
multiple interactions
ISO Clomiphene results in increased secretion of LHB protein
Clomiphene promotes the reaction [Alcohols results in increased expression of LHB protein]; PRL protein inhibits the reaction [Clomiphene results in increased secretion of LHB protein]
CTD PMID:3891423 PMID:8590623 NCBI chr 1:101,409,992...101,413,725
Ensembl chr 1:101,410,019...101,413,724
JBrowse link
G Lif LIF, interleukin 6 family cytokine increases expression ISO Clomiphene results in increased expression of LIF mRNA CTD PMID:21851939 NCBI chr14:84,482,652...84,500,574
Ensembl chr14:84,482,674...84,500,642
JBrowse link
G Myb MYB proto-oncogene, transcription factor decreases expression ISO Clomiphene results in decreased expression of MYB mRNA CTD PMID:26865669 NCBI chr 1:16,658,178...16,690,135
Ensembl chr 1:16,659,442...16,687,817
JBrowse link
G Mybl1 MYB proto-oncogene like 1 decreases expression ISO Clomiphene results in decreased expression of MYBL1 mRNA CTD PMID:26865669 NCBI chr 5:9,279,756...9,315,112
Ensembl chr 5:9,279,970...9,315,114
JBrowse link
G Nmrk1 nicotinamide riboside kinase 1 decreases expression ISO Clomiphene results in decreased expression of NMRK1 mRNA CTD PMID:26865669 NCBI chr 1:234,721,992...234,749,452
Ensembl chr 1:234,721,974...234,749,447
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 increases activity
multiple interactions
ISO Clomiphene results in increased activity of NR1I2 protein
[Clomiphene results in increased activity of NR1I2 protein] which results in increased expression of CYP3A4 mRNA
CTD PMID:25455453 NCBI chr11:65,022,100...65,058,546
Ensembl chr11:65,022,100...65,058,545
JBrowse link
G Olfm1 olfactomedin 1 decreases expression ISO Clomiphene results in decreased expression of OLFM1 mRNA CTD PMID:26865669 NCBI chr 3:6,761,031...6,798,739
Ensembl chr 3:6,773,813...6,798,737
JBrowse link
G Pdzk1 PDZ domain containing 1 decreases expression ISO Clomiphene results in decreased expression of PDZK1 mRNA CTD PMID:26865669 NCBI chr 2:198,965,685...198,999,323
Ensembl chr 2:198,965,685...198,999,323
JBrowse link
G Pgr progesterone receptor increases expression
multiple interactions
ISO Clomiphene results in increased expression of PGR protein
Clomiphene binds to and results in decreased activity of PGR protein
CTD PMID:15749485 PMID:25752796 NCBI chr 8:7,128,656...7,187,796
Ensembl chr 8:7,128,656...7,187,796
JBrowse link
G Pik3r3 phosphoinositide-3-kinase regulatory subunit 3 increases expression ISO Clomiphene results in increased expression of PIK3R3 mRNA CTD PMID:26865669 NCBI chr 5:135,069,972...135,145,633
Ensembl chr 5:135,074,297...135,142,488
JBrowse link
G Prkce protein kinase C, epsilon affects localization ISO Clomiphene affects the localization of PRKCE protein CTD PMID:9714066 NCBI chr 6:9,483,400...9,973,396
Ensembl chr 6:9,790,422...9,973,396
JBrowse link
G Prl prolactin multiple interactions ISO Clomiphene inhibits the reaction [Estradiol promotes the reaction [GNRH1 protein results in increased secretion of PRL protein]]; Clomiphene inhibits the reaction [Estradiol results in increased secretion of PRL protein]; PRL protein inhibits the reaction [Clomiphene results in increased secretion of LHB protein] CTD PMID:3891423 PMID:17054466 NCBI chr17:39,814,236...39,824,299
Ensembl chr17:39,814,244...39,824,299
JBrowse link
G Prss23 serine protease 23 decreases expression ISO Clomiphene results in decreased expression of PRSS23 mRNA CTD PMID:26865669 NCBI chr 1:153,732,528...153,742,111
Ensembl chr 1:153,732,532...153,752,541
JBrowse link
G Ptges prostaglandin E synthase decreases expression ISO Clomiphene results in decreased expression of PTGES mRNA CTD PMID:26865669 NCBI chr 3:9,727,408...9,738,752
Ensembl chr 3:9,727,408...9,738,752
JBrowse link
G Rbbp8 RB binding protein 8, endonuclease decreases expression ISO Clomiphene results in decreased expression of RBBP8 mRNA CTD PMID:26865669 NCBI chr18:3,134,630...3,227,702
Ensembl chr18:3,162,543...3,227,688
JBrowse link
G Rcl1 RNA terminal phosphate cyclase-like 1 decreases expression ISO Clomiphene results in decreased expression of RCL1 mRNA CTD PMID:26865669 NCBI chr 1:247,228,012...247,272,369
Ensembl chr 1:247,228,061...247,305,693
JBrowse link
G Ret ret proto-oncogene decreases expression ISO Clomiphene results in decreased expression of RET mRNA CTD PMID:26865669 NCBI chr 4:150,202,170...150,249,196
Ensembl chr 4:150,202,058...150,244,372
JBrowse link
G Sgk1 serum/glucocorticoid regulated kinase 1 decreases expression ISO Clomiphene results in decreased expression of SGK1 mRNA CTD PMID:26865669 NCBI chr 1:24,185,451...24,302,309
Ensembl chr 1:24,185,435...24,302,298
JBrowse link
G Sgk3 serum/glucocorticoid regulated kinase family, member 3 decreases expression ISO Clomiphene results in decreased expression of SGK3 mRNA CTD PMID:26865669 NCBI chr 5:9,046,889...9,094,740
Ensembl chr 5:9,048,614...9,094,616
JBrowse link
G Shbg sex hormone binding globulin affects binding ISO Clomiphene binds to SHBG protein CTD PMID:25349334 NCBI chr10:56,219,861...56,237,354
Ensembl chr10:56,219,858...56,223,245
JBrowse link
G Siah2 siah E3 ubiquitin protein ligase 2 decreases expression ISO Clomiphene results in decreased expression of SIAH2 mRNA CTD PMID:26865669 NCBI chr 2:148,874,151...148,891,900
Ensembl chr 2:148,874,151...148,891,900
JBrowse link
G Smox spermine oxidase decreases expression ISO Clomiphene results in decreased expression of SMOX mRNA CTD PMID:26865669 NCBI chr 3:124,068,796...124,103,726
Ensembl chr 3:124,068,865...124,102,240
JBrowse link
G Ssbp2 single-stranded DNA binding protein 2 increases expression ISO Clomiphene results in increased expression of SSBP2 mRNA CTD PMID:26865669 NCBI chr 2:20,416,795...20,707,838
Ensembl chr 2:20,431,243...20,702,515
JBrowse link
G Svil supervillin decreases expression ISO Clomiphene results in decreased expression of SVIL mRNA CTD PMID:26865669 NCBI chr17:55,230,298...55,425,967
Ensembl chr17:55,230,298...55,346,279
JBrowse link
G Tfap2a transcription factor AP-2 alpha increases expression ISO Clomiphene results in increased expression of TFAP2A mRNA CTD PMID:26865669 NCBI chr17:24,653,342...24,670,457
Ensembl chr17:24,654,902...24,670,457
JBrowse link
G Tfap2c transcription factor AP-2 gamma decreases expression ISO Clomiphene results in decreased expression of TFAP2C mRNA CTD PMID:26865669 NCBI chr 3:170,550,314...170,558,197
Ensembl chr 3:170,550,314...170,558,194
JBrowse link
G Tfpi tissue factor pathway inhibitor increases expression ISO Clomiphene results in increased expression of TFPI mRNA CTD PMID:26865669 NCBI chr 3:71,852,738...71,902,127
Ensembl chr 3:71,852,744...71,893,618
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19883
    role 19833
      application 19505
        pharmaceutical 19375
          drug 19375
            estrogen receptor modulator 3483
              clomiphene 48
                clomiphene citrate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19883
    subatomic particle 19881
      composite particle 19881
        hadron 19881
          baryon 19881
            nucleon 19881
              atomic nucleus 19881
                atom 19881
                  main group element atom 19771
                    main group molecular entity 19771
                      s-block molecular entity 19520
                        hydrogen molecular entity 19512
                          hydrides 18784
                            inorganic hydride 17511
                              pnictogen hydride 17484
                                nitrogen hydride 17327
                                  azane 17043
                                    ammonia 17042
                                      organic amino compound 17041
                                        tertiary amino compound 8656
                                          tertiary amine 610
                                            clomiphene 48
                                              clomiphene citrate 0
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