Send us a Message



Submit Data |  Help |  Video Tutorials |  News |  Publications |  Download |  REST API |  Citing RGD |  Contact   

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
go back to main search page
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: 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



show annotations for term's descendants           Sort by:
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

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19874
    role 19844
      chemical role 19473
        antioxidant 16145
          isopentenyl diphosphate 9
Path 2
Term Annotations click to browse term
  CHEBI ontology 19874
    subatomic particle 19872
      composite particle 19872
        hadron 19872
          baryon 19872
            nucleon 19872
              atomic nucleus 19872
                atom 19872
                  main group element atom 19811
                    p-block element atom 19811
                      chalcogen 19563
                        oxygen atom 19535
                          oxygen molecular entity 19535
                            hydroxides 19341
                              oxoacid 18777
                                pnictogen oxoacid 14974
                                  phosphorus oxoacid 14577
                                    phosphoric acids 13926
                                      phosphoric acid 13926
                                        phosphoric acid derivative 13835
                                          phosphate 13834
                                            organic phosphate 13834
                                              phospholipid 322
                                                isoprenoid phosphate 75
                                                  prenol phosphate 75
                                                    isopentenyl diphosphate 9
paths to the root