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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:alpha-Zearalanol
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Accession:CHEBI:35064 term browser browse the term
Definition:A macrolide that has formula C18H26O5.
Synonyms:related_synonym: Formula=C18H26O5;   InChI=1S/C18H26O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h10-12,14,19-21H,2-9H2,1H3/t12-,14+/m0/s1;   InChIKey=DWTTZBARDOXEAM-GXTWGEPZSA-N;   SMILES=C[C@H]1CCC[C@H](O)CCCCCc2cc(O)cc(O)c2C(=O)O1;   Zeranol;   ralabol;   zearalanol;   zearanol
 xref: CAS:26538-44-3;   Drug_Central:2860;   KEGG:C14752;   KEGG:D06362
 xref_mesh: MESH:D015029


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alpha-Zearalanol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Afp alpha-fetoprotein affects binding EXP Zeranol binds to AFP protein CTD PMID:25349334 NCBI chr14:17,573,412...17,591,476
Ensembl chr14:17,573,412...17,591,480 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions ISO Zeranol inhibits the reaction [Homocysteine results in increased expression of BAX protein] CTD PMID:16757814 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368 		JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions
increases expression		 ISO Zeranol inhibits the reaction [Homocysteine results in decreased expression of BCL2 protein]
Zeranol results in increased expression of BCL2 protein		 CTD PMID:16757814 PMID:27224899 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Bcl2l1 Bcl2-like 1 decreases expression ISO Zeranol results in decreased expression of BCL2L1 protein CTD PMID:24120472 NCBI chr 3:141,253,508...141,304,582
Ensembl chr 3:141,253,523...141,303,479 		JBrowse link
G Ccnd1 cyclin D1 increases expression
decreases expression		 ISO Zeranol results in increased expression of CCND1 protein
Zeranol results in decreased expression of CCND1 protein		 CTD PMID:22113133 PMID:24120472 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602 		JBrowse link
G Cdk2 cyclin dependent kinase 2 decreases expression ISO Zeranol results in decreased expression of CDK2 protein CTD PMID:24120472 NCBI chr 7:1,129,878...1,137,431
Ensembl chr 7:1,129,811...1,137,403 		JBrowse link
G Cdk4 cyclin-dependent kinase 4 decreases expression ISO Zeranol results in decreased expression of CDK4 protein CTD PMID:24120472 NCBI chr 7:62,886,124...62,889,562
Ensembl chr 7:62,883,105...62,942,403 		JBrowse link
G Cited2 Cbp/p300-interacting transactivator, with Glu/Asp-rich carboxy-terminal domain, 2 increases expression ISO Zeranol results in increased expression of CITED2 mRNA CTD PMID:11331657 NCBI chr 1:12,312,426...12,314,869
Ensembl chr 1:12,312,160...12,314,897 		JBrowse link
G Crh corticotropin releasing hormone multiple interactions
increases expression		 ISO 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [Zeranol results in increased expression of CRH mRNA]
Zeranol results in increased expression of CRH mRNA; Zeranol results in increased expression of CRH protein		 CTD PMID:23538034 NCBI chr 2:102,143,055...102,144,919
Ensembl chr 2:102,143,055...102,144,919 		JBrowse link
G Crhr1 corticotropin releasing hormone receptor 1 increases expression ISO Zeranol results in increased expression of CRHR1 mRNA CTD PMID:24120472 NCBI chr10:89,040,186...89,083,481
Ensembl chr10:89,040,203...89,083,481 		JBrowse link
G Edn1 endothelin 1 multiple interactions ISO Zeranol inhibits the reaction [Homocysteine affects the expression of EDN1 protein] CTD PMID:16757814 NCBI chr17:22,454,924...22,460,812
Ensembl chr17:22,454,420...22,460,885 		JBrowse link
G Esr1 estrogen receptor 1 affects binding
increases activity		 ISO
EXP		 Zeranol binds to ESR1 protein
Zeranol results in increased activity of ESR1 protein		 CTD PMID:11331656 PMID:19913605 PMID:30742918 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 EXP
ISO		 Zeranol binds to ESR2 protein CTD PMID:19913605 PMID:30742918 NCBI chr 6:94,858,438...94,909,630
Ensembl chr 6:94,809,547...94,908,919 		JBrowse link
G Gstm5 glutathione S-transferase, mu 5 increases expression ISO Zeranol results in increased expression of GSTM3 mRNA CTD PMID:11331657 NCBI chr 2:195,531,599...195,534,562
Ensembl chr 2:195,531,495...195,534,553 		JBrowse link
G Ifng interferon gamma decreases secretion ISO Zeranol results in decreased secretion of IFNG protein CTD PMID:14636701 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375 		JBrowse link
G Ins1 insulin 1 multiple interactions ISO [Zeranol co-treated with INS1 protein co-treated with 1-Methyl-3-isobutylxanthine co-treated with Dexamethasone] results in decreased expression of TRPC6 protein; [Zeranol co-treated with INS1 protein co-treated with 1-Methyl-3-isobutylxanthine co-treated with Dexamethasone] results in decreased expression of TRPV1 protein CTD PMID:33689779 NCBI chr 1:251,244,973...251,245,540
Ensembl chr 1:251,244,973...251,245,536 		JBrowse link
G Jag1 jagged canonical Notch ligand 1 increases expression ISO Zeranol results in increased expression of JAG1 protein CTD PMID:22113133 NCBI chr 3:124,406,783...124,442,220
Ensembl chr 3:124,406,794...124,442,209 		JBrowse link
G Maoa monoamine oxidase A increases expression ISO Zeranol results in increased expression of MAOA mRNA CTD PMID:10811566 PMID:11331657 NCBI chr  X:6,032,172...6,098,308
Ensembl chr  X:6,030,795...6,099,593 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 decreases expression
increases expression
multiple interactions
increases phosphorylation		 ISO Zeranol results in decreased expression of MAPK1 protein
Zeranol results in increased expression of MAPK1 protein modified form
ethyl-1-(4-(2*3*3-trichloroacrylamide)phenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate inhibits the reaction [Zeranol results in increased phosphorylation of MAPK1 protein]; ML 204 inhibits the reaction [Zeranol results in increased phosphorylation of MAPK1 protein]		 CTD PMID:23538034 PMID:24120472 PMID:27224899 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 increases expression
decreases expression
multiple interactions
increases phosphorylation		 ISO Zeranol results in increased expression of MAPK3 protein modified form
Zeranol results in decreased expression of MAPK3 protein
ethyl-1-(4-(2*3*3-trichloroacrylamide)phenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate inhibits the reaction [Zeranol results in increased phosphorylation of MAPK3 protein]; ML 204 inhibits the reaction [Zeranol results in increased phosphorylation of MAPK3 protein]		 CTD PMID:23538034 PMID:24120472 PMID:27224899 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mir34b microRNA 34b decreases expression ISO Zeranol results in decreased expression of MIR34B mRNA CTD PMID:22113133 NCBI chr 8:51,410,244...51,410,327
Ensembl chr 8:51,410,244...51,410,327 		JBrowse link
G Nos3 nitric oxide synthase 3 multiple interactions ISO Zeranol inhibits the reaction [Homocysteine results in decreased expression of NOS3 protein] CTD PMID:16757814 NCBI chr 4:10,793,834...10,814,170
Ensembl chr 4:10,793,834...10,814,166 		JBrowse link
G Pgr progesterone receptor increases expression ISO Zeranol results in increased expression of PGR mRNA CTD PMID:24120472 NCBI chr 8:6,072,673...6,131,552
Ensembl chr 8:6,072,673...6,131,344 		JBrowse link
G Pkd2 polycystin 2, transient receptor potential cation channel increases expression ISO Zeranol results in increased expression of PKD2 protein CTD PMID:27224899 NCBI chr14:5,237,135...5,280,455
Ensembl chr14:5,237,135...5,280,825 		JBrowse link
G Prkcb protein kinase C, beta multiple interactions
increases phosphorylation		 ISO ethyl-1-(4-(2*3*3-trichloroacrylamide)phenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate inhibits the reaction [Zeranol results in increased phosphorylation of PRKCB protein] CTD PMID:27224899 NCBI chr 1:176,832,173...177,163,539
Ensembl chr 1:176,832,226...177,163,536 		JBrowse link
G Prkcd protein kinase C, delta increases expression ISO Zeranol results in increased expression of PRKCD protein modified form CTD PMID:23538034 NCBI chr16:5,769,217...5,799,380
Ensembl chr16:5,769,215...5,799,352 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions
increases expression		 ISO ethyl-1-(4-(2*3*3-trichloroacrylamide)phenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate inhibits the reaction [Zeranol results in increased expression of PTGS2 mRNA]; ethyl-1-(4-(2*3*3-trichloroacrylamide)phenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate inhibits the reaction [Zeranol results in increased expression of PTGS2 protein] CTD PMID:27224899 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Ptma prothymosin alpha decreases expression EXP Zeranol results in decreased expression of PTMA protein alternative form CTD PMID:10606005 NCBI chr 9:87,176,251...87,180,333
Ensembl chr 9:87,176,230...87,180,333 		JBrowse link
G Rln1 relaxin 1 increases expression ISO Zeranol results in increased expression of RLN1 mRNA CTD PMID:24120472 NCBI chr 1:227,079,960...227,082,960
Ensembl chr 1:227,079,966...227,082,882 		JBrowse link
G Serpina3n serine (or cysteine) peptidase inhibitor, clade A, member 3N increases expression ISO Zeranol results in increased expression of SERPINA3 mRNA CTD PMID:10811566 NCBI chr 6:123,323,623...123,331,181
Ensembl chr 6:123,323,629...123,332,433 		JBrowse link
G Shbg sex hormone binding globulin affects binding ISO Zeranol 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 Slc6a14 solute carrier family 6 member 14 increases expression ISO Zeranol results in increased expression of SLC6A14 mRNA CTD PMID:11331657 NCBI chr  X:112,314,643...112,375,412
Ensembl chr  X:112,314,691...112,375,096 		JBrowse link
G Tff1 trefoil factor 1 increases expression ISO Zeranol results in increased expression of TFF1 mRNA CTD PMID:10811566 PMID:11331657 NCBI chr20:9,235,736...9,239,597
Ensembl chr20:9,235,736...9,239,597 		JBrowse link
G Tgfb3 transforming growth factor, beta 3 increases expression ISO Zeranol results in increased expression of TGFB3 mRNA CTD PMID:10811566 PMID:11331657 NCBI chr 6:105,704,058...105,726,661
Ensembl chr 6:105,704,236...105,726,564 		JBrowse link
G Trpc3 transient receptor potential cation channel, subfamily C, member 3 increases expression ISO Zeranol results in increased expression of TRPC3 protein CTD PMID:27224899 NCBI chr 2:119,481,313...119,619,333
Ensembl chr 2:119,481,400...119,558,855 		JBrowse link
G Trpc6 transient receptor potential cation channel, subfamily C, member 6 increases expression
multiple interactions		 ISO Zeranol results in increased expression of TRPC6 protein
[Zeranol co-treated with INS1 protein co-treated with 1-Methyl-3-isobutylxanthine co-treated with Dexamethasone] results in decreased expression of TRPC6 protein		 CTD PMID:27224899 PMID:33689779 NCBI chr 8:5,759,387...5,864,000
Ensembl chr 8:5,758,935...5,828,092 		JBrowse link
G Trpv1 transient receptor potential cation channel, subfamily V, member 1 multiple interactions ISO [Zeranol co-treated with INS1 protein co-treated with 1-Methyl-3-isobutylxanthine co-treated with Dexamethasone] results in decreased expression of TRPV1 protein CTD PMID:33689779 NCBI chr10:57,851,428...57,876,513
Ensembl chr10:57,851,428...57,876,513 		JBrowse link
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  CHEBI ontology 19831
    chemical entity 19829
      atom 19829
        nonmetal atom 19767
          oxygen atom 19509
            oxygen molecular entity 19509
              organooxygen compound 19155
                polyketide 10555
                  macrolide 5862
                    alpha-Zearalanol 37
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  CHEBI ontology 19831
    subatomic particle 19829
      composite particle 19829
        hadron 19829
          baryon 19829
            nucleon 19829
              atomic nucleus 19829
                atom 19829
                  main group element atom 19779
                    p-block element atom 19779
                      carbon group element atom 19728
                        carbon atom 19724
                          organic molecular entity 19724
                            heteroorganic entity 19477
                              organochalcogen compound 19240
                                organooxygen compound 19155
                                  ester 17270
                                    carboxylic ester 16587
                                      lactone 12526
                                        macrocyclic lactone 5923
                                          macrolide 5862
                                            alpha-Zearalanol 37
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