Isopentenyl diphosphate (BioCAD00000012630)

spleen

Metabolite Card

Formula: C5H12O7P2 (246.0058)
SMILES: CC(=C)CCOP(O)(=O)OP(O)(O)=O

Synonyms [en]

Isopentenyl diphosphate; Isopentenyl pyrophosphate; IPP; delta3-methyl-3-butenyl diphosphate; 3-methylbut-3-en-1-yl trihydrogen diphosphate; 3-methylbut-3-enyl phosphono hydrogen phosphate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Isopentenyl diphosphate. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000012630). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Isopentenyl pyrophosphate, IPP or isopentenyl diphosphate, is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. IPP is formed from Mevalonate-5-pyrophosphate, in a reaction catalyzed by the enzyme mevalonate-5-pyrophosphate decarboxylase. (wikipedia).

Peroxisome
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 358-71-4
  • PubChem: 1195
  • ChEBI: ChEBI:16584
  • HMDB: HMDB0001347
  • HMDB: HMDB01347
  • LipidMaps: LMPR01010008
  • KEGG: C00129
  • NCBI MeSH: isopentenyl pyrophosphate
  • Wikipedia: Isopentenyl pyrophosphate
  • Wikipedia: Isopentenyl_pyrophosphate
  • DrugBank: DB04714
  • RefMet: RM0135299
  • MoNA: BAF_UVA_POS000419
  • MoNA: MoNA024235
  • Metlin: METLIN_6181
  • Coconut NaturalProduct: CNP0356722.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R01121 4.1.1.33 ATP:(R)-5-diphosphomevalonate carboxy-lyase (adding ATP; isopentenyl-diphosphate-forming);
KEGG:R01123 5.3.3.2 isopentenyl-diphosphate Delta3-Delta2-isomerase
KEGG:R01658 2.5.1.1 dimethylallyl-diphosphate:isopentenyl-diphosphate dimethylallyltranstransferase
KEGG:R01659 2.5.1.28 dimethylallyl-diphosphate:isopentenyl-diphosphate dimethylallylcistransferase
KEGG:R02003 2.5.1.10 geranyl-diphosphate:isopentenyl-diphosphate geranyltrans-transferase
KEGG:R02061 2.5.1.29 trans,trans-farnesyl-diphosphate:isopentenyl-diphosphate farnesyltranstransferase
KEGG:R03917 2.5.1.20 poly-cis-polyprenyl-diphosphate:isopentenyl-diphosphate polyprenylcistransferase
KEGG:R05555 2.5.1.- farnesyl diphosphate:isopentenyl diphosphate farnesyl cistransferase
KEGG:R05556 2.5.1.87 (2E,6E)-farnesyl-diphosphate:isopentenyl-diphosphate cistransferase (adding 10-55 isopentenyl units)
KEGG:R05611 2.5.1.- C04146 + C00013<=>C04216 + C00129
KEGG:R05612 2.5.1.- C01230 + C00129<=>C04216 + C00013
KEGG:R05613 2.5.1.- C04217 + C00129<=>C01230 + C00013
KEGG:R05884 1.17.7.4 isopentenyl-diphosphate:ferredoxin oxidoreductase
KEGG:R06447 2.5.1.31 (2E,6E)-farnesyl-diphosphate:isopentenyl-diphosphate cistransferase (adding 8 isopentenyl units)
KEGG:R07267 2.5.1.- (E)-octaprenyl-diphosphate:isopentenyl-diphosphate octaprenyltranstransferase
KEGG:R07269 2.5.1.- di-trans,poly-cis-decaprenyl-diphosphate:isopentenyl-diphosphate undecaprenylcistransferase
KEGG:R07475 2.5.1.81 geranylgeranyl-diphosphate:isopentenyl-diphosphate transtransferase
KEGG:R08400 2.5.1.20 poly-cis-polyprenyl-diphosphate:isopentenyl-diphosphate polyprenyl-cis-transferase
KEGG:R08528 2.5.1.68 Z-farnesyl diphosphate synthase
KEGG:R08747 2.5.1.- (E)-nonaprenyl-diphosphate:isopentenyl-diphosphate nonaprenyltranstransferase;
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Organism Source

Taxonomy Source

  1. Arabidopsis thaliana [ncbi taxid: 3702]
  2. Citrus mitis [ncbi taxid: ]
  3. Citrus unshiu [ncbi taxid: 55188]

Pathway Synthetic

pathway id name
BioCyc:LEISH_PWY-5783 octaprenyl diphosphate biosynthesis
BioCyc:TRYPANO_POLYISOPRENSYN-PWY polyisoprenoid biosynthesis (E. coli)
BioCyc:TRYPANO_PWY-922 mevalonate pathway I
BioCyc:TRYPANO_PWY-5783 octaprenyl diphosphate biosynthesis
BioCyc:CALBI_PWY-5123 trans, trans-farnesyl diphosphate biosynthesis
BioCyc:CALBI_ERGOSTEROL-SYN-PWY superpathway of ergosterol biosynthesis
BioCyc:LEISH_PWY-5123 trans, trans-farnesyl diphosphate biosynthesis I
BioCyc:TRYPANO_PWY-5785 di-trans,poly-cis-undecaprenyl phosphate biosynthesis
BioCyc:CALBI_PWY3B3-10 ubiquinone (coenzyme Q) biosynthesis
BioCyc:CALBI_PWY-922 mevalonate pathway I
BioCyc:LEISH_PWY-922 mevalonate pathway I
BioCyc:LEISH_POLYISOPRENSYN-PWY polyisoprenoid biosynthesis (E. coli)
BioCyc:LEISH_PWY3IU-93 superpathway of sterol biosynthesis
BioCyc:LEISH_PWY-5785 di-trans,poly-cis-undecaprenyl phosphate biosynthesis
BioCyc:TRYPANO_PWY-5123 trans, trans-farnesyl diphosphate biosynthesis I
PathBank:SMP0000974 Secondary Metabolites: Methylerythritol Phosphate and Polyisoprenoid Biosynthesis
PathBank:SMP0000991 Secondary Metabolites: Isoprenoid Biosynthesis (Nonmevalonate Pathway)
PathBank:SMP0000997 Secondary Metabolites: Ubiquinol Biosynthesis
PathBank:SMP0002050 Secondary Metabolites: Ubiquinol Biosynthesis 2
Plant Reactome:R-HVU-1119367 Polyisoprenoid biosynthesis
View All Pathways