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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


show annotations for term's descendants           Sort by:
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 1:133,217,403...133,298,564
Ensembl chr 1:133,217,375...133,299,061 		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; Clomiphene inhibits the reaction [[6-fluorotestosterone co-treated with Norgestrel] binds to and results in increased activity of AR protein]		 CTD PMID:14565775 PMID:25752796 PMID:33049310 NCBI chr  X:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925 		JBrowse link
G Car12 carbonic anhydrase 12 decreases expression ISO Clomiphene results in decreased expression of CA12 mRNA CTD PMID:26865669 NCBI chr 8:67,274,739...67,330,428
Ensembl chr 8:67,274,359...67,330,440 		JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO Clomiphene results in decreased expression of CCND1 mRNA CTD PMID:26865669 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602 		JBrowse link
G Ccng2 cyclin G2 increases expression ISO Clomiphene results in increased expression of CCNG2 mRNA CTD PMID:26865669 NCBI chr14:14,804,321...14,812,819
Ensembl chr14:14,804,322...14,812,830 		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 4:150,388,326...150,401,173
Ensembl chr 4:150,388,325...150,401,168 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 decreases activity ISO Clomiphene results in decreased activity of CYP1A1 protein CTD PMID:33814510 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125 		JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 decreases activity ISO Clomiphene results in decreased activity of CYP1B1 protein CTD PMID:33814510 NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917 		JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions ISO [Clomiphene results in increased activity of NR1I2 protein] which results in increased expression of CYP3A4 mRNA CTD PMID:25455453 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008 		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 1:228,381,521...228,385,202
Ensembl chr 1:228,381,521...228,385,202 		JBrowse link
G Efna1 ephrin A1 increases expression ISO Clomiphene results in increased expression of EFNA1 mRNA CTD PMID:26865669 NCBI chr 2:174,681,676...174,689,061
Ensembl chr 2:174,681,682...174,690,866 		JBrowse link
G Egr3 early growth response 3 decreases expression ISO Clomiphene results in decreased expression of EGR3 mRNA CTD PMID:26865669 NCBI chr15:45,150,335...45,156,052
Ensembl chr15:45,150,567...45,154,627 		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 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 increases activity
multiple interactions
affects binding		 EXP
ISO		 Clomiphene results in increased activity of ESR2 protein
Clomiphene inhibits the reaction [16 alpha-iodoestradiol binds to ESR2 protein]
Clomiphene binds to ESR2 protein
Clomiphene binds to and results in decreased activity of ESR2 protein
Clomiphene binds to Esr2 protein		 CTD
RGD		 PMID:9048584 PMID:12224631 PMID:19211805 PMID:25752796 PMID:9048584 RGD:8694130 NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919 		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 2:209,827,061...209,838,666
Ensembl chr 2:209,826,959...209,838,668 		JBrowse link
G F5 coagulation factor V affects response to substance ISO F5 gene polymorphism affects the susceptibility to Clomiphene CTD PMID:19371211 NCBI chr13:76,513,509...76,583,106
Ensembl chr13:76,513,255...76,582,317 		JBrowse link
G Foxc1 forkhead box C1 decreases expression ISO Clomiphene results in decreased expression of FOXC1 mRNA CTD PMID:26865669 NCBI chr17:32,631,379...32,635,361
Ensembl chr17:32,633,142...32,634,803 		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 3:93,548,560...93,552,370
Ensembl chr 3:93,548,560...93,552,370 		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 chr15:41,972,482...41,976,690
Ensembl chr15:41,972,905...41,973,581
Ensembl chr15:41,972,905...41,973,581 		JBrowse link
G Hoxa10 homeobox A10 decreases expression ISO Clomiphene results in decreased expression of HOXA10 mRNA; Clomiphene results in decreased expression of HOXA10 protein CTD PMID:26603317 NCBI chr 4:81,331,591...81,340,878
Ensembl chr 4:81,331,591...81,340,919 		JBrowse link
G Id3 inhibitor of DNA binding 3 increases expression ISO Clomiphene results in increased expression of ID3 mRNA CTD PMID:26865669 NCBI chr 5:148,372,784...148,374,353
Ensembl chr 5:148,372,762...148,374,349 		JBrowse link
G Itgb3 integrin subunit beta 3 decreases expression ISO Clomiphene results in decreased expression of ITGB3 protein
Clomiphene results in decreased expression of ITGB3 mRNA; Clomiphene results in decreased expression of ITGB3 protein		 CTD PMID:15749485 PMID:26603317 NCBI chr10:89,509,917...89,564,679
Ensembl chr10:89,509,989...89,564,679 		JBrowse link
G Iyd iodotyrosine deiodinase multiple interactions ISO Clomiphene inhibits the reaction [IYD protein results in increased metabolism of Monoiodotyrosine] CTD PMID:33352258 NCBI chr 1:40,003,999...40,019,323
Ensembl chr 1:40,004,041...40,019,319 		JBrowse link
G Jak2 Janus kinase 2 decreases expression ISO Clomiphene results in decreased expression of JAK2 mRNA CTD PMID:26865669 NCBI chr 1:226,995,334...227,054,381
Ensembl chr 1:226,995,334...227,054,189 		JBrowse link
G Kynu kynureninase increases expression ISO Clomiphene results in increased expression of KYNU mRNA CTD PMID:26865669 NCBI chr 3:27,778,646...27,929,470
Ensembl chr 3:27,778,772...27,929,488 		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 1:95,898,269...95,901,973
Ensembl chr 1:95,900,984...95,901,972
Ensembl chr 1:95,900,984...95,901,972 		JBrowse link
G Lif LIF, interleukin 6 family cytokine increases expression
decreases expression		 ISO Clomiphene results in increased expression of LIF mRNA
Clomiphene results in decreased expression of LIF mRNA; Clomiphene results in decreased expression of LIF protein		 CTD PMID:21851939 PMID:26603317 NCBI chr14:79,131,049...79,140,486
Ensembl chr14:79,134,574...79,140,482 		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 1:15,939,771...15,973,367
Ensembl chr 1:15,939,761...15,973,057 		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 5:9,582,905...9,618,179
Ensembl chr 5:9,582,934...9,618,183 		JBrowse link
G Nmrk1 nicotinamide riboside kinase 1 decreases expression ISO Clomiphene results in decreased expression of NMRK1 mRNA CTD PMID:26865669 NCBI chr 1:216,049,350...216,076,792
Ensembl chr 1:216,049,437...216,076,791 		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; Clomiphene binds to and results in increased activity of NR1I2 protein		 CTD PMID:25455453 PMID:33049310 NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658 		JBrowse link
G Olfm1 olfactomedin 1 decreases expression ISO Clomiphene results in decreased expression of OLFM1 mRNA CTD PMID:26865669 NCBI chr 3:11,520,522...11,558,240
Ensembl chr 3:11,520,729...11,558,239 		JBrowse link
G Pdzk1 PDZ domain containing 1 decreases expression ISO Clomiphene results in decreased expression of PDZK1 mRNA CTD PMID:26865669 NCBI chr 2:184,376,161...184,407,514
Ensembl chr 2:184,376,161...184,407,514 		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 8:6,072,673...6,131,552
Ensembl chr 8:6,072,673...6,131,344 		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 5:129,700,925...129,772,591
Ensembl chr 5:129,701,229...129,772,583 		JBrowse link
G Prkce protein kinase C, epsilon affects localization ISO Clomiphene affects the localization of PRKCE protein CTD PMID:9714066 NCBI chr 6:7,965,048...8,451,966
Ensembl chr 6:7,965,048...8,451,719 		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 chr17:37,859,999...37,870,062
Ensembl chr17:37,860,007...37,870,062 		JBrowse link
G Prss23 serine protease 23 decreases expression ISO Clomiphene results in decreased expression of PRSS23 mRNA CTD PMID:26865669 NCBI chr 1:143,402,725...143,422,182
Ensembl chr 1:143,401,396...143,422,091 		JBrowse link
G Ptges prostaglandin E synthase decreases expression ISO Clomiphene results in decreased expression of PTGES mRNA CTD PMID:26865669 NCBI chr 3:14,177,892...14,189,236 JBrowse link
G Rbbp8 RB binding protein 8, endonuclease decreases expression ISO Clomiphene results in decreased expression of RBBP8 mRNA CTD PMID:26865669 NCBI chr18:2,922,985...2,988,851
Ensembl chr18:2,921,286...2,988,846 		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 1:226,824,561...226,869,046
Ensembl chr 1:226,824,534...226,902,315 		JBrowse link
G Ret ret proto-oncogene decreases expression ISO Clomiphene results in decreased expression of RET mRNA CTD PMID:26865669 NCBI chr 4:151,325,969...151,368,176
Ensembl chr 4:151,326,431...151,368,176 		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 1:22,980,257...23,098,122
Ensembl chr 1:22,980,261...23,098,283 		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 5:9,345,761...9,472,243
Ensembl chr 5:9,346,040...9,415,476 		JBrowse link
G Shbg sex hormone binding globulin affects binding ISO Clomiphene binds to SHBG protein CTD PMID:25349334 NCBI chr10:54,332,939...54,350,409
Ensembl chr10:54,332,941...54,351,057 		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 2:142,913,924...142,931,752
Ensembl chr 2:142,914,003...142,931,950 		JBrowse link
G Smox spermine oxidase decreases expression ISO Clomiphene results in decreased expression of SMOX mRNA CTD PMID:26865669 NCBI chr 3:118,731,814...118,767,242
Ensembl chr 3:118,731,900...118,765,710 		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 2:22,650,488...22,938,669
Ensembl chr 2:22,651,258...22,933,696 		JBrowse link
G Svil supervillin decreases expression ISO Clomiphene results in decreased expression of SVIL mRNA CTD PMID:26865669 NCBI chr17:52,648,502...52,844,114
Ensembl chr17:52,648,502...52,793,404 		JBrowse link
G Tfap2a transcription factor AP-2 alpha increases expression ISO Clomiphene results in increased expression of TFAP2A mRNA CTD PMID:26865669 NCBI chr17:24,028,716...24,047,507
Ensembl chr17:24,024,432...24,047,507 		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 3:161,315,114...161,322,998
Ensembl chr 3:161,315,031...161,322,995 		JBrowse link
G Tfpi tissue factor pathway inhibitor increases expression ISO Clomiphene results in increased expression of TFPI mRNA CTD PMID:26865669 NCBI chr 3:69,533,156...69,582,547
Ensembl chr 3:69,533,156...69,576,880 		JBrowse link
G Thra thyroid hormone receptor alpha multiple interactions ISO Clomiphene binds to and results in increased activity of THRA protein CTD PMID:33049310 NCBI chr10:83,701,885...83,729,408
Ensembl chr10:83,700,755...83,729,936 		JBrowse link
G Thrb thyroid hormone receptor beta multiple interactions ISO Clomiphene binds to and results in increased activity of THRB protein CTD PMID:33049310 NCBI chr15:7,685,180...8,031,920
Ensembl chr15:7,685,180...7,882,916 		JBrowse link
Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 19808
    role 19784
      application 19627
        pharmaceutical 19468
          drug 19468
            estrogen receptor modulator 3556
              clomiphene 54
                clomiphene citrate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19808
    subatomic particle 19806
      composite particle 19806
        hadron 19806
          baryon 19806
            nucleon 19806
              atomic nucleus 19806
                atom 19806
                  main group element atom 19756
                    main group molecular entity 19756
                      s-block molecular entity 19595
                        hydrogen molecular entity 19582
                          hydrides 19095
                            inorganic hydride 18093
                              pnictogen hydride 18082
                                nitrogen hydride 17989
                                  azane 17798
                                    ammonia 17797
                                      organic amino compound 17797
                                        tertiary amino compound 10131
                                          tertiary amine 640
                                            clomiphene 54
                                              clomiphene citrate 0
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