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: tibolone
Accession: CHEBI:32223
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Definition: Estran-3-one with a double bond between positions 5 and 10, and bearing both an ethynyl group and a hydroxy group at position 17 (R -configuration). A synthetic steroid hormone drug which acts as an agonist at all five type I steroid hormone receptors, it is used in the prevention of postmenopausal osteoporosis and for treatment of endometriosis.
Synonyms: related_synonym: (17R)-17-hydroxy-7alpha-methyl-19-norpregn-5(10)-en-20-yn-3-one; (7alpha,17alpha)-17-hydroxy-7-methyl-19-norpregn-5(10)-en-20-yn-3-one; (7alpha,17beta)-17-ethynyl-17-hydroxy-7-methylestr-5(10)en-3-one; 17-hydroxy-7alpha-methyl-19-nor-17alpha-pregn-5(10)-en-20-yn-3-one; 17alpha-ethynyl-17beta-hydroxy-7alpha-methylestr-5(10)-en-3-one; tibolona; tibolonum
xref: CAS:5630-53-5
xref_mesh: MESH:C027385
xref: Patent:US3340279; Patent:US3475465; drugcentral:2655; kegg.drug:D01639
chemrof_formula: C21H28O2
chemrof_inchi: InChI=1S/C21H28O2/c1-4-21(23)10-8-18-19-13(2)11-14-12-15(22)5-6-16(14)17(19)7-9-20(18,21)3/h1,13,17-19,23H,5-12H2,2-3H3/t13-,17-,18+,19-,20+,21+/m1/s1
chemrof_inchikey: WZDGZWOAQTVYBX-XOINTXKNSA-N
chemrof_smiles: [H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC(=O)CC3)C[C@@H](C)[C@@]21[H]
G
Clec4e
C-type lectin domain family 4, member E
increases expression
ISO
tibolone results in increased expression of CLEC4E mRNA
CTD
PMID:22217510
NCBI chr 4:158,292,624...158,298,607
Ensembl chr 4:158,293,311...158,298,467
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Crp
C-reactive protein
increases expression
ISO
tibolone results in increased expression of CRP protein
CTD
PMID:17882670
NCBI chr13:87,694,062...87,695,978
Ensembl chr13:87,657,317...87,707,514
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Esr1
estrogen receptor 1
increases activity
ISO
tibolone metabolite results in increased activity of ESR1 protein; tibolone results in increased activity of ESR1 protein
CTD
PMID:16720731
NCBI chr 1:43,511,685...43,904,454
Ensembl chr 1:43,644,392...43,900,354
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Esr2
estrogen receptor 2
increases activity
ISO
tibolone metabolite results in increased activity of ESR2 protein; tibolone results in increased activity of ESR2 protein
CTD
PMID:16720731
NCBI chr 6:100,589,553...100,645,240
Ensembl chr 6:100,545,206...100,644,709
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F3
coagulation factor III, tissue factor
increases expression
ISO
tibolone metabolite results in increased expression of F3 protein; tibolone results in increased expression of F3 protein
CTD
PMID:16011840
NCBI chr 2:212,511,675...212,523,375
Ensembl chr 2:212,511,680...212,523,369
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Fkbp5
FKBP prolyl isomerase 5
increases expression
ISO
tibolone results in increased expression of FKBP5 mRNA
CTD
PMID:22217510
NCBI chr20:6,458,931...6,577,227
Ensembl chr20:6,458,940...6,543,118
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Icam1
intercellular adhesion molecule 1
decreases expression
ISO
tibolone results in decreased expression of ICAM1 protein
CTD
PMID:17882670
NCBI chr 8:27,829,688...27,841,618
Ensembl chr 8:27,829,161...27,841,617
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Il13ra1
interleukin 13 receptor subunit alpha 1
increases expression
ISO
tibolone results in increased expression of IL13RA1 mRNA
CTD
PMID:22217510
NCBI chr X:120,213,670...120,294,777
Ensembl chr X:120,214,075...120,274,461
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Mapk1
mitogen activated protein kinase 1
decreases phosphorylation
ISO
tibolone metabolite results in decreased phosphorylation of MAPK1 protein; tibolone results in decreased phosphorylation of MAPK1 protein
CTD
PMID:14764805
NCBI chr11:97,462,025...97,529,193
Ensembl chr11:97,462,025...97,527,825
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Mapk3
mitogen activated protein kinase 3
decreases phosphorylation
ISO
tibolone metabolite results in decreased phosphorylation of MAPK3 protein; tibolone results in decreased phosphorylation of MAPK3 protein
CTD
PMID:14764805
NCBI chr 1:190,797,189...190,803,411
Ensembl chr 1:190,797,185...190,803,411
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Pgr
progesterone receptor
increases activity
ISO
tibolone metabolite results in increased activity of PGR protein; tibolone results in increased activity of PGR protein
CTD
PMID:16011840
NCBI chr 8:14,354,398...14,413,271
Ensembl chr 8:14,354,398...14,413,271
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Ppm1k
protein phosphatase, Mg2+/Mn2+ dependent, 1K
decreases expression
ISO
tibolone results in decreased expression of PPM1K mRNA
CTD
PMID:22217510
NCBI chr 4:88,942,226...88,969,139
Ensembl chr 4:88,942,386...88,969,136
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Sele
selectin E
decreases expression
ISO
tibolone results in decreased expression of SELE protein
CTD
PMID:17882670
NCBI chr13:78,935,997...78,945,905
Ensembl chr13:78,936,036...78,945,903
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Serpine1
serpin family E member 1
increases expression
ISO
tibolone metabolite results in increased expression of SERPINE1 protein; tibolone results in increased expression of SERPINE1 protein
CTD
PMID:16011840
NCBI chr12:25,237,977...25,248,356
Ensembl chr12:25,237,952...25,248,357
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Smap2
small ArfGAP2
increases expression
ISO
tibolone results in increased expression of SMAP2 mRNA
CTD
PMID:22217510
NCBI chr 5:139,815,737...139,862,156
Ensembl chr 5:139,815,739...139,862,126
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Tcf7
transcription factor 7
decreases expression
ISO
tibolone results in decreased expression of TCF7 mRNA
CTD
PMID:22217510
NCBI chr10:36,924,363...36,954,279
Ensembl chr10:36,924,363...36,954,279
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Tlr2
toll-like receptor 2
increases expression
ISO
tibolone results in increased expression of TLR2 mRNA
CTD
PMID:22217510
NCBI chr 2:171,499,189...171,504,831
Ensembl chr 2:171,497,060...171,520,194
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Tpst1
tyrosylprotein sulfotransferase 1
increases expression
ISO
tibolone results in increased expression of TPST1 mRNA
CTD
PMID:22217510
NCBI chr12:32,180,688...32,247,478
Ensembl chr12:32,180,936...32,241,821
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Uxs1
UDP-glucuronate decarboxylase 1
decreases expression
ISO
tibolone results in decreased expression of UXS1 mRNA
CTD
PMID:22217510
NCBI chr 9:740,929...818,310
Ensembl chr 9:740,724...818,319
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Vcam1
vascular cell adhesion molecule 1
decreases expression
ISO
tibolone results in decreased expression of VCAM1 protein
CTD
PMID:17882670
NCBI chr 2:206,723,050...206,742,783
Ensembl chr 2:206,723,044...206,742,801
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