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: exact_synonym: 17alpha-ethynyl-17beta-hydroxy-7alpha-methylestr-5(10)-en-3-one
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; Formula=C21H28O2; 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; InChIKey=WZDGZWOAQTVYBX-XOINTXKNSA-N; SMILES=[H][C@]12CC[C@@]3(C)[C@@]([H])(CC[C@@]3(O)C#C)[C@]1([H])[C@H](C)CC1=C2CCC(=O)C1; tibolona; tibolonum
xref: CAS:5630-53-5; Drug_Central:2655; KEGG:D01639
xref_mesh: MESH:C027385
xref: Patent:US3340279; Patent:US3475465
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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 6:123,258,748...123,266,830
Ensembl chr 6:123,258,748...123,266,829
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Crp
C-reactive protein, pentraxin-related
increases expression
ISO
tibolone results in increased expression of CRP protein
CTD
PMID:17882670
NCBI chr 1:172,525,623...172,527,533
Ensembl chr 1:172,525,622...172,660,598
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Esr1
estrogen receptor 1 (alpha)
increases activity
ISO
tibolone metabolite results in increased activity of ESR1 protein; tibolone results in increased activity of ESR1 protein
CTD
PMID:16720731
NCBI chr10:4,561,989...4,955,633
Ensembl chr10:4,561,593...4,955,614
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Esr2
estrogen receptor 2 (beta)
increases activity
ISO
tibolone metabolite results in increased activity of ESR2 protein; tibolone results in increased activity of ESR2 protein
CTD
PMID:16720731
NCBI chr12:76,167,193...76,224,033
Ensembl chr12:76,167,193...76,224,033
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F3
coagulation factor III
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 3:121,517,186...121,528,701
Ensembl chr 3:121,517,186...121,528,697
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Fkbp5
FK506 binding protein 5
increases expression
ISO
tibolone results in increased expression of FKBP5 mRNA
CTD
PMID:22217510
NCBI chr17:28,617,727...28,705,123
Ensembl chr17:28,618,068...28,736,501
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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 9:20,927,236...20,940,110
Ensembl chr 9:20,927,281...20,940,113
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Il13ra1
interleukin 13 receptor, alpha 1
increases expression
ISO
tibolone results in increased expression of IL13RA1 mRNA
CTD
PMID:22217510
NCBI chr X:35,375,761...35,434,915
Ensembl chr X:35,375,763...35,434,912
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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 chr16:16,801,246...16,865,317
Ensembl chr16:16,801,246...16,865,317
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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 7:126,358,798...126,364,988
Ensembl chr 7:126,358,773...126,364,991
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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 9:8,890,017...8,968,612
Ensembl chr 9:8,899,834...8,968,612
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Ppm1k
protein phosphatase 1K (PP2C domain containing)
decreases expression
ISO
tibolone results in decreased expression of PPM1K mRNA
CTD
PMID:22217510
NCBI chr 6:57,483,487...57,512,537
Ensembl chr 6:57,483,487...57,512,453
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Sele
selectin, endothelial cell
decreases expression
ISO
tibolone results in decreased expression of SELE protein
CTD
PMID:17882670
NCBI chr 1:163,867,200...163,886,056
Ensembl chr 1:163,875,773...163,885,246
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Serpine1
serine (or cysteine) peptidase inhibitor, clade 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 chr 5:137,090,358...137,101,126
Ensembl chr 5:137,090,358...137,101,122
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Smap2
small ArfGAP 2
increases expression
ISO
tibolone results in increased expression of SMAP2 mRNA
CTD
PMID:22217510
NCBI chr 4:120,825,514...120,874,497
Ensembl chr 4:120,825,514...120,874,444
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Tcf7
transcription factor 7, T cell specific
decreases expression
ISO
tibolone results in decreased expression of TCF7 mRNA
CTD
PMID:22217510
NCBI chr11:52,137,347...52,174,211
Ensembl chr11:52,143,198...52,174,158
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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 3:83,743,579...83,749,045
Ensembl chr 3:83,743,579...83,749,074
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Tpst1
protein-tyrosine sulfotransferase 1
increases expression
ISO
tibolone results in increased expression of TPST1 mRNA
CTD
PMID:22217510
NCBI chr 5:130,102,167...130,164,575
Ensembl chr 5:130,102,167...130,164,570
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Trav3-1
T cell receptor alpha variable 3-1
decreases expression
ISO
tibolone results in decreased expression of TRAV5 mRNA
CTD
PMID:22217510
NCBI chr14:52,818,219...52,818,670
Ensembl chr14:52,818,122...52,818,670
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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 1:43,786,121...43,866,999
Ensembl chr 1:43,786,126...43,866,960
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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 3:115,903,669...115,923,337
Ensembl chr 3:115,903,598...115,923,337
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