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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:2-trans,6-trans-farnesyl diphosphate
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Accession:CHEBI:17407 term browser browse the term
Definition:The trans,trans-stereoisomer of farnesyl diphosphate.
Synonyms:exact_synonym: (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl trihydrogen diphosphate
 related_synonym: (2E,6E)-farnesol diphosphate;   (2E,6E)-farnesyl diphosphate;   (2E,6E)-farnesyl pyrophosphate;   (E,E)-farnesyl pyrophosphate;   (all-E)-farnesyl diphosphate;   2-trans,6-trans-farnesyl pyrophosphate;   Farnesyl diphosphate;   Farnesyl pyrophosphate;   Formula=C15H28O7P2;   InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11+;   InChIKey=VWFJDQUYCIWHTN-YFVJMOTDSA-N;   SMILES=CC(C)=CCC\\C(C)=C\\CC\\C(C)=C\\COP(O)(=O)OP(O)(O)=O;   all-trans-farnesyl pyrophosphate;   trans,trans-Farnesyl diphosphate
 alt_id: CHEBI:10700;   CHEBI:11488;   CHEBI:11491;   CHEBI:12854;   CHEBI:12874;   CHEBI:19789;   CHEBI:42496
 xref: Beilstein:2482197;   CAS:13058-04-3;   CAS:372-97-4;   KEGG:C00448;   KNApSAcK:C00000907;   KNApSAcK:C00007268;   LIPID_MAPS_instance:LMPR0103010002
 xref_mesh: MESH:C004808
 xref: PDBeChem:FPP;   PMID:7753173;   Reaxys:2482197
 cyclic_relationship: is_conjugate_acid_of CHEBI:175763


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2-trans,6-trans-farnesyl diphosphate term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Birc5 baculoviral IAP repeat-containing 5 multiple interactions ISO farnesyl pyrophosphate inhibits the reaction [Lovastatin results in decreased expression of BIRC5 protein] CTD PMID:17472962 NCBI chr10:106,856,097...106,864,419
Ensembl chr10:106,856,097...106,864,413
JBrowse link
G Bmp2 bone morphogenetic protein 2 multiple interactions ISO farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [TNF protein inhibits the reaction [BMP2 results in increased expression of RUNX2 mRNA]]] CTD PMID:18310456 NCBI chr 3:126,335,963...126,346,771
Ensembl chr 3:126,335,863...126,346,318
JBrowse link
G Casp3 caspase 3 multiple interactions ISO
EXP
farnesyl pyrophosphate inhibits the reaction [Lovastatin results in increased activity of and results in increased cleavage of CASP3 protein]
farnesyl pyrophosphate inhibits the reaction [Simvastatin results in increased activity of CASP3 protein]
CTD PMID:15200425, PMID:18766339 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Cyp17a1 cytochrome P450, family 17, subfamily a, polypeptide 1 multiple interactions EXP farnesyl pyrophosphate inhibits the reaction [Simvastatin results in decreased expression of CYP17A1 mRNA] CTD PMID:21918126 NCBI chr 1:266,422,127...266,429,947
Ensembl chr 1:266,422,132...266,428,239
JBrowse link
G Fnta farnesyltransferase, CAAX box, alpha multiple interactions EXP [FNTA protein binds to FNTB protein] binds to [farnesyl pyrophosphate analog co-treated with KRAS protein] CTD PMID:10673434 NCBI chr16:70,834,957...70,854,724
Ensembl chr16:70,834,957...70,854,724
JBrowse link
G Fntb farnesyltransferase, CAAX box, beta multiple interactions EXP [FNTA protein binds to FNTB protein] binds to [farnesyl pyrophosphate analog co-treated with KRAS protein] CTD PMID:10673434 NCBI chr 6:99,883,959...99,966,988
Ensembl chr 6:99,883,959...99,966,988
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO farnesyl pyrophosphate inhibits the reaction [Simvastatin results in decreased expression of FOS mRNA] CTD PMID:16005304 NCBI chr 6:109,300,433...109,303,299
Ensembl chr 6:109,300,433...109,303,299
JBrowse link
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase multiple interactions ISO [Lovastatin results in decreased activity of HMGCR protein] which results in decreased abundance of farnesyl pyrophosphate CTD PMID:17208200 NCBI chr 2:27,480,224...27,500,654
Ensembl chr 2:27,480,226...27,500,654
JBrowse link
G Hras HRas proto-oncogene, GTPase multiple interactions ISO farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [Lipopolysaccharides results in increased activity of HRAS protein]]; farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [Lipopolysaccharides results in increased localization of HRAS protein]] CTD PMID:18625914 NCBI chr 1:214,178,404...214,181,841
Ensembl chr 1:214,178,407...214,181,686
JBrowse link
G Icam1 intercellular adhesion molecule 1 multiple interactions ISO farnesyl pyrophosphate inhibits the reaction [Simvastatin promotes the reaction [IL1B protein results in increased expression of ICAM1 protein]] CTD PMID:10946302 NCBI chr 8:22,035,287...22,047,049
Ensembl chr 8:22,035,256...22,047,059
JBrowse link
G Il12b interleukin 12B multiple interactions ISO farnesyl pyrophosphate inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased expression of IL12B protein] CTD PMID:15187114 NCBI chr10:30,034,447...30,048,774
Ensembl chr10:30,038,709...30,048,085
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO farnesyl pyrophosphate inhibits the reaction [Simvastatin promotes the reaction [IL1B protein results in increased expression of ICAM1 protein]]; farnesyl pyrophosphate inhibits the reaction [Simvastatin promotes the reaction [IL1B protein results in increased expression of SELE protein]] CTD PMID:10946302 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Kras KRAS proto-oncogene, GTPase multiple interactions EXP [FNTA protein binds to FNTB protein] binds to [farnesyl pyrophosphate analog co-treated with KRAS protein] CTD PMID:10673434 NCBI chr 4:179,482,562...179,515,483
Ensembl chr 4:179,486,105...179,515,558
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [TNF results in increased phosphorylation of MAPK1 protein]] CTD PMID:18310456 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [TNF results in increased phosphorylation of MAPK3 protein]] CTD PMID:18310456 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions ISO farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [TNF results in increased phosphorylation of MAPK8 protein]] CTD PMID:18310456 NCBI chr16:9,620,854...9,709,342
Ensembl chr16:9,625,177...9,709,347
JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions EXP farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [Smoke analog results in increased expression of MMP9 mRNA]]; farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [Smoke analog results in increased secretion of MMP9 protein]] CTD PMID:19299917 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
JBrowse link
G Mvk mevalonate kinase decreases activity
decreases chemical synthesis
multiple interactions
ISO farnesyl pyrophosphate results in decreased activity of MVK protein
MVK protein mutant form results in decreased chemical synthesis of farnesyl pyrophosphate
farnesyl pyrophosphate inhibits the reaction [MVK protein results in increased hydrolysis of Adenosine Triphosphate]; farnesyl pyrophosphate inhibits the reaction [MVK protein results in increased phosphorylation of Mevalonic Acid]
CTD PMID:9392419, PMID:24073415 NCBI chr12:47,904,266...47,920,457
Ensembl chr12:47,904,719...47,919,400
JBrowse link
G Pon1 paraoxonase 1 multiple interactions ISO farnesyl pyrophosphate inhibits the reaction [pitavastatin results in increased expression of PON1 mRNA]; farnesyl pyrophosphate inhibits the reaction [Simvastatin results in increased expression of PON1 mRNA] CTD PMID:14500290, PMID:15690306 NCBI chr 4:30,249,749...30,276,297
Ensembl chr 4:30,249,742...30,276,372
JBrowse link
G Rac1 Rac family small GTPase 1 multiple interactions ISO farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [Lipopolysaccharides results in increased activity of RAC1 protein]]; farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [Lipopolysaccharides results in increased localization of RAC1 protein]] CTD PMID:18625914 NCBI chr12:13,090,316...13,111,841
Ensembl chr12:13,090,172...13,111,873
JBrowse link
G Rhoa ras homolog family member A multiple interactions ISO farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [Lipopolysaccharides results in decreased activity of RHOA protein]]
farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [TNF affects the localization of RHOA protein]]
CTD PMID:18310456, PMID:18625914 NCBI chr 8:117,082,440...117,116,244
Ensembl chr 8:117,106,576...117,116,167
JBrowse link
G Runx2 RUNX family transcription factor 2 multiple interactions ISO farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [TNF protein inhibits the reaction [BMP2 results in increased expression of RUNX2 mRNA]]] CTD PMID:18310456 NCBI chr 9:18,564,743...18,773,092
Ensembl chr 9:18,564,927...18,773,092
JBrowse link
G Sele selectin E multiple interactions ISO farnesyl pyrophosphate inhibits the reaction [Simvastatin promotes the reaction [IL1B protein results in increased expression of SELE protein]] CTD PMID:10946302 NCBI chr13:82,355,234...82,365,323
Ensembl chr13:82,355,471...82,365,341
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [TNF affects the localization of RHOA protein]]; farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [TNF protein inhibits the reaction [BMP2 results in increased expression of RUNX2 mRNA]]]; farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [TNF results in increased phosphorylation of MAPK1 protein]]; farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [TNF results in increased phosphorylation of MAPK3 protein]]; farnesyl pyrophosphate inhibits the reaction [Simvastatin inhibits the reaction [TNF results in increased phosphorylation of MAPK8 protein]] CTD PMID:18310456 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link

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Term Annotations click to browse term
  CHEBI ontology 19816
    role 19764
      biological role 19764
        biochemical role 19313
          metabolite 19294
            prokaryotic metabolite 18402
              bacterial metabolite 18402
                Escherichia coli metabolite 18283
                  2-trans,6-trans-farnesyl diphosphate 24
                    (2E,6E,10E)-omega-hydroxyfarnesyl diphosphate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19816
    subatomic particle 19814
      composite particle 19814
        hadron 19814
          baryon 19814
            nucleon 19814
              atomic nucleus 19814
                atom 19814
                  main group element atom 19702
                    p-block element atom 19702
                      chalcogen 19399
                        oxygen atom 19361
                          oxygen molecular entity 19361
                            hydroxides 19107
                              oxoacid 18241
                                pnictogen oxoacid 10179
                                  phosphorus oxoacid 9071
                                    phosphoric acids 7830
                                      phosphoric acid 7830
                                        phosphoric acid derivative 7511
                                          phosphate 7511
                                            organic phosphate 7510
                                              phospholipid 290
                                                isoprenoid phosphate 72
                                                  prenol phosphate 72
                                                    polyprenol phosphate 63
                                                      farnesyl phosphate 24
                                                        farnesyl diphosphate 24
                                                          2-trans,6-trans-farnesyl diphosphate 24
                                                            (2E,6E,10E)-omega-hydroxyfarnesyl diphosphate 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.