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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:isopentenyl diphosphate
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Accession:CHEBI:16584 term browser browse the term
Definition:A prenol phosphate comprising 3-methylbut-3-en-1-ol having an O-diphosphate substituent.
Synonyms:related_synonym: 3-Methyl-3-butenyl pyrophosphate;   3-methylbut-3-en-1-yl trihydrogen diphosphate;   3-methylbut-3-enyl phosphono hydrogen phosphate;   Diphosphoric acid mono(3-methyl-3-butenyl) ester;   Formula=C5H12O7P2;   IPP;   IPPP;   InChI=1S/C5H12O7P2/c1-5(2)3-4-11-14(9,10)12-13(6,7)8/h1,3-4H2,2H3,(H,9,10)(H2,6,7,8);   InChIKey=NUHSROFQTUXZQQ-UHFFFAOYSA-N;   Isopentenyl pyrophosphate;   Mono(3-methyl-3-butenyl) diphosphate;   SMILES=CC(=C)CCOP(O)(=O)OP(O)(O)=O;   delta-3-Isopentenyl pyrophosphate;   delta3-Methyl-3-butenyl diphosphate;   delta3-isopentenyl diphosphate
 alt_id: CHEBI:14473;   CHEBI:24907;   CHEBI:6037
 xref: Beilstein:1713792;   CAS:358-71-4;   DrugBank:DB04714;   KEGG:C00129;   KNApSAcK:C00000848;   LIPID_MAPS_instance:LMPR01010008
 xref_mesh: MESH:C004809
 xref: PDBeChem:IPE;   PMID:11278429;   PMID:15450402;   PMID:23000003;   PMID:23543734;   PMID:23747531;   PMID:23872678;   PMID:7584140;   PMID:7753173;   Reaxys:1713792;   Wikipedia:Isopentenyl_pyrophosphate
 cyclic_relationship: is_conjugate_acid_of CHEBI:128769



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isopentenyl diphosphate term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ccr5 C-C motif chemokine receptor 5 decreases expression ISO isopentenyl pyrophosphate results in decreased expression of CCR5 protein CTD PMID:11994442 NCBI chr 8:123,752,423...123,757,538
Ensembl chr 8:123,752,325...123,759,260
JBrowse link
G Fdps farnesyl diphosphate synthase multiple interactions ISO [zoledronic acid results in decreased activity of FDPS protein] which results in increased abundance of isopentenyl pyrophosphate CTD PMID:19699819 NCBI chr 2:174,497,402...174,507,031
Ensembl chr 2:174,486,665...174,507,776
JBrowse link
G Fgf9 fibroblast growth factor 9 increases expression ISO isopentenyl pyrophosphate results in increased expression of FGF9 mRNA; isopentenyl pyrophosphate results in increased expression of FGF9 protein CTD PMID:14704367 NCBI chr15:32,208,993...32,254,952
Ensembl chr15:32,210,074...32,253,309
JBrowse link
G Ifng interferon gamma multiple interactions
increases expression
ISO Calcitriol inhibits the reaction [isopentenyl pyrophosphate results in increased expression of IFNG protein] CTD PMID:15879110 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375
JBrowse link
G Il2ra interleukin 2 receptor subunit alpha multiple interactions
increases expression
ISO Calcitriol inhibits the reaction [isopentenyl pyrophosphate results in increased expression of IL2RA protein] CTD PMID:15879110 NCBI chr17:66,849,974...66,898,665
Ensembl chr17:66,849,974...66,898,697
JBrowse link
G Mvk mevalonate kinase multiple interactions
decreases activity
ISO isopentenyl pyrophosphate inhibits the reaction [MVK protein results in increased hydrolysis of Adenosine Triphosphate]; isopentenyl pyrophosphate inhibits the reaction [MVK protein results in increased phosphorylation of Mevalonic Acid]
isopentenyl pyrophosphate results in decreased activity of MVK protein
CTD PMID:9392419 NCBI chr12:42,141,391...42,158,893
Ensembl chr12:42,141,384...42,158,882
JBrowse link
G Trpa1 transient receptor potential cation channel, subfamily A, member 1 multiple interactions ISO isopentenyl pyrophosphate inhibits the reaction [cinnamaldehyde results in increased activity of TRPA1 protein] CTD PMID:21353389 NCBI chr 5:4,379,862...4,434,133
Ensembl chr 5:4,379,999...4,433,570
JBrowse link
G Trpv3 transient receptor potential cation channel, subfamily V, member 3 multiple interactions ISO isopentenyl pyrophosphate inhibits the reaction [Camphor results in increased activity of TRPV3 protein] CTD PMID:21353389 NCBI chr10:57,883,546...57,915,865
Ensembl chr10:57,883,546...57,913,296
JBrowse link
G Vdr vitamin D receptor multiple interactions
increases expression
ISO 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [isopentenyl pyrophosphate results in increased expression of VDR protein]; Go 6976 inhibits the reaction [isopentenyl pyrophosphate results in increased expression of VDR protein]; U 0126 inhibits the reaction [isopentenyl pyrophosphate results in increased expression of VDR protein] CTD PMID:15879110 NCBI chr 7:128,987,981...129,037,677
Ensembl chr 7:128,987,981...129,037,677
JBrowse link

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  CHEBI ontology 19911
    role 19887
      chemical role 19507
        antioxidant 16056
          isopentenyl diphosphate 9
Path 2
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  CHEBI ontology 19911
    subatomic particle 19909
      composite particle 19909
        hadron 19909
          baryon 19909
            nucleon 19909
              atomic nucleus 19909
                atom 19909
                  main group element atom 19859
                    p-block element atom 19859
                      chalcogen 19605
                        oxygen atom 19579
                          oxygen molecular entity 19579
                            hydroxides 19382
                              oxoacid 18779
                                pnictogen oxoacid 13189
                                  phosphorus oxoacid 12433
                                    phosphoric acids 11428
                                      phosphoric acid 11428
                                        phosphoric acid derivative 11236
                                          phosphate 11235
                                            organic phosphate 11235
                                              phospholipid 316
                                                isoprenoid phosphate 75
                                                  prenol phosphate 75
                                                    isopentenyl diphosphate 9
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