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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:mestranol
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Accession:CHEBI:6784 term browser browse the term
Definition:A terminal acetylenic compound that is (17alpha)-17-ethynylestra-1(10),2,4-triene substituted by a methoxy group at position 3 and a hydroxy group at position 17.
Synonyms:exact_synonym: 17-ethynyl-3-methoxyestra-1(10),2,4-trien-17beta-ol
 related_synonym: (+)-17alpha-Ethynyl-17beta-hydroxy-3-methoxy-1,3,5(10)-estratriene;   (+)-17alpha-Ethynyl-17beta-hydroxy-3-methoxy-1,3,5(10)-oestratriene;   17-ethynyl-3-methoxyoestra-1(10),2,4-trien-17beta-ol;   3-Methoxy-17alpha-ethynylestradiol;   3-Methoxy-19-norpregna-1,3,5(10)-trien-20-yn-17beta-ol;   Ethynylestradiol 3-methyl ether;   Formula=C21H26O2;   InChI=1S/C21H26O2/c1-4-21(22)12-10-19-18-7-5-14-13-15(23-3)6-8-16(14)17(18)9-11-20(19,21)2/h1,6,8,13,17-19,22H,5,7,9-12H2,2-3H3/t17-,18-,19+,20+,21+/m1/s1;   InChIKey=IMSSROKUHAOUJS-MJCUULBUSA-N;   SMILES=[H][C@]12CC[C@@]3(C)[C@@]([H])(CC[C@@]3(O)C#C)[C@]1([H])CCc1cc(OC)ccc21;   mestranolum
 xref: Beilstein:2625905;   CAS:72-33-3;   DrugBank:DB01357;   Drug_Central:1714;   HMDB:HMDB0015446;   KEGG:C07618;   KEGG:D00575;   LINCS:LSM-2693
 xref_mesh: MESH:D008656
 xref: PMID:12139060;   PMID:16414683;   Patent:US2666769;   Reaxys:2625905;   Wikipedia:Mestranol


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mestranol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abhd2 abhydrolase domain containing 2, acylglycerol lipase increases expression ISO Mestranol results in increased 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 Afp alpha-fetoprotein affects binding EXP Mestranol binds to AFP protein CTD PMID:23013281 PMID:25349334 NCBI chr14:17,573,412...17,591,476
Ensembl chr14:17,573,412...17,591,480 		JBrowse link
G Alad aminolevulinate dehydratase decreases expression ISO Mestranol results in decreased expression of ALAD mRNA CTD PMID:26865669 NCBI chr 5:75,961,993...75,972,334
Ensembl chr 5:75,961,993...75,972,474 		JBrowse link
G Ar androgen receptor multiple interactions
decreases expression		 ISO Mestranol inhibits the reaction [[6-fluorotestosterone co-treated with Norgestrel] binds to and results in increased activity of AR protein]
Mestranol results in decreased expression of AR mRNA		 CTD PMID:33049310 PMID:36098747 NCBI chr  X:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925 		JBrowse link
G Areg amphiregulin increases expression ISO Mestranol results in increased expression of AREG mRNA CTD PMID:26865669 NCBI chr14:16,972,185...16,981,443
Ensembl chr14:16,972,187...16,981,535 		JBrowse link
G Car12 carbonic anhydrase 12 increases expression ISO Mestranol results in increased 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 increases expression ISO Mestranol results in increased 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 decreases expression ISO Mestranol results in decreased 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 Cd44 CD44 molecule increases expression ISO Mestranol results in increased expression of CD44 mRNA CTD PMID:26865669 NCBI chr 3:89,155,850...89,244,615
Ensembl chr 3:89,157,058...89,244,620 		JBrowse link
G Clmn calmin decreases expression ISO Mestranol results in decreased expression of CLMN mRNA CTD PMID:26865669 NCBI chr 6:123,707,710...123,807,283
Ensembl chr 6:123,713,507...123,807,272 		JBrowse link
G Cxcl12 C-X-C motif chemokine ligand 12 increases expression ISO Mestranol results in increased 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 Cyp17a1 cytochrome P450, family 17, subfamily a, polypeptide 1 decreases expression ISO Mestranol results in decreased expression of CYP17A1 mRNA CTD PMID:36098747 NCBI chr 1:245,535,462...245,543,148
Ensembl chr 1:245,535,462...245,541,573 		JBrowse link
G Cyp19a1 cytochrome P450, family 19, subfamily a, polypeptide 1 increases expression ISO Mestranol results in increased expression of CYP19A1 mRNA CTD PMID:36098747 NCBI chr 8:54,552,978...54,580,375
Ensembl chr 8:54,553,165...54,580,758 		JBrowse link
G Dmc1 DNA meiotic recombinase 1 decreases expression ISO Mestranol results in decreased expression of DMC1 mRNA CTD PMID:36098747 NCBI chr 7:111,124,888...111,167,465
Ensembl chr 7:111,124,888...111,167,952 		JBrowse link
G Dyrk2 dual specificity tyrosine phosphorylation regulated kinase 2 decreases expression ISO Mestranol results in decreased expression of DYRK2 mRNA CTD PMID:26865669 NCBI chr 7:54,348,724...54,381,363
Ensembl chr 7:54,349,610...54,380,106 		JBrowse link
G Efna1 ephrin A1 decreases expression ISO Mestranol results in decreased 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 Egf epidermal growth factor multiple interactions EXP [EGF protein co-treated with Mestranol] results in increased expression of MYC mRNA CTD PMID:12632255 NCBI chr 2:218,219,408...218,302,359
Ensembl chr 2:218,219,415...218,302,064 		JBrowse link
G Egr3 early growth response 3 increases expression ISO Mestranol results in increased 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 Epha4 Eph receptor A4 decreases expression ISO Mestranol results in decreased expression of EPHA4 mRNA CTD PMID:26865669 NCBI chr 9:78,815,460...78,958,139
Ensembl chr 9:78,815,460...78,958,139 		JBrowse link
G Esr1 estrogen receptor 1 increases activity
multiple interactions		 ISO Mestranol results in increased activity of ESR1 protein
ESR1 protein affects the reaction [Mestranol results in increased expression of GREB1 mRNA]; ESR1 protein affects the reaction [Mestranol results in increased expression of SGK1 mRNA]; Mestranol binds to and results in increased activity of ESR1 protein		 CTD PMID:12623674 PMID:26865669 PMID:33049310 PMID:33405908 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 affects binding
multiple interactions
increases expression		 ISO Mestranol binds to ESR2 protein
Mestranol binds to and results in increased activity of ESR2 protein
Mestranol results in increased expression of ESR2 mRNA		 CTD PMID:12224631 PMID:33049310 PMID:36098747 NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919 		JBrowse link
G F7 coagulation factor VII increases expression ISO Mestranol results in increased expression of F7 protein CTD PMID:614942 NCBI chr16:76,489,775...76,500,636
Ensembl chr16:76,489,717...76,500,610 		JBrowse link
G Fhl2 four and a half LIM domains 2 increases expression ISO Mestranol results in increased expression of FHL2 mRNA CTD PMID:26865669 NCBI chr 9:45,388,979...45,462,421
Ensembl chr 9:45,388,981...45,431,192 		JBrowse link
G Foxc1 forkhead box C1 increases expression ISO Mestranol results in increased 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 Foxl2 forkhead box L2 increases expression ISO Mestranol results in increased expression of FOXL2 mRNA CTD PMID:36098747 NCBI chr 8:99,512,971...99,514,500
Ensembl chr 8:99,513,303...99,514,427 		JBrowse link
G Fshb follicle stimulating hormone subunit beta decreases expression ISO Mestranol results in decreased expression of FSHB protein CTD PMID:36098747 NCBI chr 3:93,548,560...93,552,370
Ensembl chr 3:93,548,560...93,552,370 		JBrowse link
G Fshr follicle stimulating hormone receptor decreases expression ISO Mestranol results in decreased expression of FSHR mRNA CTD PMID:36098747 NCBI chr 6:5,198,825...5,406,785
Ensembl chr 6:5,198,825...5,406,785 		JBrowse link
G Gper1 G protein-coupled estrogen receptor 1 increases expression ISO Mestranol results in increased expression of GPER1 protein CTD PMID:36098747 NCBI chr12:15,217,217...15,222,679
Ensembl chr12:15,217,442...15,221,889 		JBrowse link
G Greb1 growth regulating estrogen receptor binding 1 multiple interactions
increases expression		 ISO ESR1 protein affects the reaction [Mestranol results in increased expression of GREB1 mRNA] CTD PMID:33405908 NCBI chr 6:39,440,522...39,562,364
Ensembl chr 6:39,440,504...39,581,633 		JBrowse link
G H2ax H2A.X variant histone decreases expression
multiple interactions		 ISO Mestranol results in decreased expression of H2AX mRNA; Mestranol results in decreased expression of H2AX protein
Fulvestrant inhibits the reaction [Mestranol results in decreased expression of H2AX protein]		 CTD PMID:36098747 NCBI chr 8:44,671,907...44,673,262
Ensembl chr 8:44,671,786...44,673,239 		JBrowse link
G Hsd3b1 hydroxy-delta-5-steroid dehydrogenase, 3 beta- and steroid delta-isomerase 1 multiple interactions
decreases expression		 ISO Fulvestrant inhibits the reaction [Mestranol results in decreased expression of HSD3B1 protein]
Mestranol results in decreased expression of HSD3B1 mRNA; Mestranol results in decreased expression of HSD3B1 protein		 CTD PMID:36098747 NCBI chr 2:186,169,864...186,175,984
Ensembl chr 2:186,169,863...186,175,999 		JBrowse link
G Id3 inhibitor of DNA binding 3 decreases expression ISO Mestranol results in decreased 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 Jak2 Janus kinase 2 increases expression ISO Mestranol results in increased 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 decreases expression ISO Mestranol results in decreased 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 decreases expression ISO Mestranol results in decreased expression of LHB protein CTD PMID:36098747 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 Mical2 microtubule associated monooxygenase, calponin and LIM domain containing 2 increases expression ISO Mestranol results in increased expression of MICAL2 mRNA CTD PMID:26865669 NCBI chr 1:166,345,853...166,530,575
Ensembl chr 1:166,345,859...166,471,719
Ensembl chr 1:166,345,859...166,471,719 		JBrowse link
G Myb MYB proto-oncogene, transcription factor increases expression ISO Mestranol results in increased 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 increases expression ISO Mestranol results in increased 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 Myc MYC proto-oncogene, bHLH transcription factor multiple interactions EXP [EGF protein co-treated with Mestranol] results in increased expression of MYC mRNA CTD PMID:12632255 NCBI chr 7:93,593,705...93,598,633
Ensembl chr 7:93,593,705...93,598,630 		JBrowse link
G Nmrk1 nicotinamide riboside kinase 1 increases expression ISO Mestranol results in increased 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 multiple interactions ISO Mestranol binds to and results in increased activity of NR1I2 protein CTD PMID:33049310 NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658 		JBrowse link
G Olfm1 olfactomedin 1 increases expression ISO Mestranol results in increased 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 increases expression ISO Mestranol results in increased 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 ISO Mestranol results in increased expression of PGR mRNA CTD PMID:26865669 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 decreases expression ISO Mestranol results in decreased 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 Plaur plasminogen activator, urokinase receptor increases expression ISO Mestranol results in increased expression of PLAUR mRNA CTD PMID:26865669 NCBI chr 1:80,053,440...80,068,384
Ensembl chr 1:80,050,324...80,068,595 		JBrowse link
G Plekhf2 pleckstrin homology and FYVE domain containing 2 decreases expression ISO Mestranol results in decreased expression of PLEKHF2 mRNA CTD PMID:26865669 NCBI chr 5:24,091,077...24,106,758
Ensembl chr 5:24,090,688...24,106,601 		JBrowse link
G Pou5f2 POU domain class 5, transcription factor 2 decreases expression ISO Mestranol results in decreased expression of POU5F2 mRNA CTD PMID:36098747 NCBI chr 2:7,907,504...7,908,738 JBrowse link
G Prss23 serine protease 23 increases expression ISO Mestranol results in increased 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 increases expression ISO Mestranol results in increased expression of PTGES mRNA CTD PMID:26865669 NCBI chr 3:14,177,892...14,189,236 JBrowse link
G Rapgefl1 Rap guanine nucleotide exchange factor like 1 increases expression ISO Mestranol results in increased expression of RAPGEFL1 mRNA CTD PMID:26865669 NCBI chr10:83,793,711...83,810,373
Ensembl chr10:83,793,694...83,810,371 		JBrowse link
G Rbbp8 RB binding protein 8, endonuclease increases expression ISO Mestranol results in increased 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 increases expression ISO Mestranol results in increased 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 increases expression ISO Mestranol results in increased 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 Rhbdf1 rhomboid 5 homolog 1 decreases expression ISO Mestranol results in decreased expression of RHBDF1 mRNA CTD PMID:26865669 NCBI chr10:15,406,832...15,419,765
Ensembl chr10:15,406,859...15,419,763 		JBrowse link
G Rspo1 R-spondin 1 increases expression ISO Mestranol results in increased expression of RSPO1 mRNA CTD PMID:36098747 NCBI chr 5:137,251,629...137,273,273
Ensembl chr 5:137,251,659...137,272,933 		JBrowse link
G Sgk1 serum/glucocorticoid regulated kinase 1 increases expression
multiple interactions		 ISO Mestranol results in increased expression of SGK1 mRNA
ESR1 protein affects the reaction [Mestranol results in increased expression of SGK1 mRNA]		 CTD PMID:26865669 PMID:33405908 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 increases expression ISO Mestranol results in increased 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 Siah2 siah E3 ubiquitin protein ligase 2 increases expression ISO Mestranol results in increased 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 Slc7a5 solute carrier family 7 member 5 increases expression ISO Mestranol results in increased expression of SLC7A5 mRNA CTD PMID:26865669 NCBI chr19:49,935,220...49,963,823
Ensembl chr19:49,935,220...49,963,823 		JBrowse link
G Smox spermine oxidase increases expression ISO Mestranol results in increased 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 decreases expression ISO Mestranol results in decreased 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 increases expression ISO Mestranol results in increased 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 Sycp3 synaptonemal complex protein 3 decreases expression ISO Mestranol results in decreased expression of SYCP3 mRNA; Mestranol results in decreased expression of SYCP3 protein CTD PMID:36098747 NCBI chr 7:22,874,055...22,888,512
Ensembl chr 7:22,874,055...22,888,511 		JBrowse link
G Tfap2a transcription factor AP-2 alpha decreases expression ISO Mestranol results in decreased 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 increases expression ISO Mestranol results in increased 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 decreases expression ISO Mestranol results in decreased 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 Thrb thyroid hormone receptor beta multiple interactions ISO Mestranol 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
G Wwc1 WW and C2 domain containing 1 increases expression ISO Mestranol results in increased expression of WWC1 mRNA CTD PMID:26865669 NCBI chr10:20,300,735...20,454,393
Ensembl chr10:20,300,833...20,454,497 		JBrowse link
Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 19841
    role 19817
      application 19661
        pro-agent 11540
          prodrug 11301
            mestranol 69
Path 2
Term Annotations click to browse term
  CHEBI ontology 19841
    subatomic particle 19839
      composite particle 19839
        hadron 19839
          baryon 19839
            nucleon 19839
              atomic nucleus 19839
                atom 19839
                  main group element atom 19789
                    p-block element atom 19789
                      carbon group element atom 19737
                        carbon atom 19733
                          organic molecular entity 19733
                            organic molecule 19686
                              organic cyclic compound 19498
                                organic polycyclic compound 17247
                                  steroid 14693
                                    hydroxy steroid 14439
                                      3-hydroxy steroid 12775
                                        phenolic steroid 11268
                                          estradiol 11264
                                            17beta-estradiol 11264
                                              mestranol 69
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