Dimethylallyl diphosphate (BioCAD00000010150)

skeletal muscle

Metabolite Card

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

Synonyms [en]

dimethylallyl diphosphate; Dimethylallyl pyrophosphate; DMAPP; Monoprenyl diphosphate; 2-Isopentenyl diphosphate; Prenyl diphosphate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Dimethylallyl 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: BioCAD00000010150). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Dimethylallylpyrophosphate, also known as 2-isopentenyl diphosphate or delta-prenyl diphosphoric acid, belongs to the class of organic compounds known as isoprenoid phosphates. These are prenol lipids containing a phosphate group linked to an isoprene (2-methylbuta-1,3-diene) unit. Dimethylallylpyrophosphate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.

Peroxisome
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 1186-30-7
  • CAS Registry Number: 358-72-5
  • PubChem: 647
  • ChEBI: ChEBI:16057
  • HMDB: HMDB0001120
  • LipidMaps: LMPR01010001
  • KEGG: C00235
  • KEGG: C17627
  • NCBI MeSH: 3,3-dimethylallyl pyrophosphate
  • Wikipedia: Dimethylallyl pyrophosphate
  • Wikipedia: Dimethylallyl_pyrophosphate
  • DrugBank: DB01785
  • RefMet: RM0138838
  • MoNA: PS062607
  • MoNA: PS062608
  • MoNA: PS062609
  • MoNA: PS062610
  • Metlin: METLIN_372
  • Coconut NaturalProduct: CNP0343198.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R01122 2.5.1.75 delta2-isopentenyl-diphosphate:tRNA isopentenyltransferase
KEGG:R01123 5.3.3.2 isopentenyl-diphosphate Delta3-Delta2-isomerase
KEGG:R01657 2.5.1.34 dimethylallyl-diphosphate:L-tryptophan dimethylallyltransferase
KEGG:R01658 2.5.1.1 dimethylallyl-diphosphate:isopentenyl-diphosphate dimethylallyltranstransferase
KEGG:R01659 2.5.1.28 dimethylallyl-diphosphate:isopentenyl-diphosphate dimethylallylcistransferase
KEGG:R02943 2.5.1.34 C00806 + C00235<=>C06067 + C00013
KEGG:R03799 2.5.1.35 dimethylallyl-diphosphate:aspulvinone-E dimethylallyltransferase
KEGG:R04038 2.5.1.27 2-isopentenyl-diphosphate:AMP delta2-isopentenyltransferase
KEGG:R06757 2.5.1.111 dimethylallyl diphosphate:4-hydroxyphenylpyruvate 3-dimethylallyltransferase
KEGG:R07271 2.5.1.36 dimethylallyl-diphosphate:(6aS,11aS)-3,6a,9-trihydroxypterocarpan dimethylallyltransferase
KEGG:R07272 2.5.1.36 dimethylallyl-diphosphate:(6aS,11aS)-3,6a,9-trihydroxypterocarpan dimethylallyltransferase
KEGG:R08003 C06561 + C00235<=>C16416 + C00013
KEGG:R08051 2.5.1.112 2-isopentenyl-diphosphate:ATP delta2-isopentenyltransferase;
KEGG:R08052 2.5.1.112 2-isopentenyl-diphosphate:ADP delta2-isopentenyltransferase;
KEGG:R08199 4.2.3.27 dimethylallyl-diphosphate diphosphate-lyase (isoprene-forming)
KEGG:R08210 1.17.7.4 dimethylallyl diphosphate:ferredoxin oxidoreductase
KEGG:R08948 2.5.1.67 dimethylallyl-diphosphate:dimethylallyl-diphosphate dimethylallyltransferase (chrysanthemyl-diphosphate-forming)
KEGG:R08950 2.5.1.69 dimethylallyl-diphosphate:dimethylallyl-diphosphate dimethylallyltransferase (lavandulyl-diphosphate-forming)
KEGG:R08951 2.5.1.70 dimethylallyl-diphosphate:naringenin 8-dimethylallyltransferase
KEGG:R08952 2.5.1.71 dimethylallyl-diphosphate:leachianone-G 2''-dimethylallyltransferase
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Organism Source

Taxonomy Source

  1. Arabidopsis thaliana [ncbi taxid: 3702]
  2. Stevia rebaudiana [ncbi taxid: 55670]

Pathway Synthetic

pathway id name
BioCyc:TRYPANO_POLYISOPRENSYN-PWY polyisoprenoid biosynthesis (E. coli)
BioCyc:TRYPANO_PWY-922 mevalonate pathway I
BioCyc:LEISH_PWY-5123 trans, trans-farnesyl diphosphate biosynthesis 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: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)
Plant Reactome:R-HVU-1119367 Polyisoprenoid biosynthesis
Plant Reactome:R-HVU-1119472 Wighteone and luteone biosynthesis
Plant Reactome:R-OAU-2744345 Metabolism and regulation
Plant Reactome:R-OAU-1119464 DXP pathway
Plant Reactome:R-OAU-1119569 Kievitone biosynthesis
Plant Reactome:R-OAU-1119353 Linear furanocoumarin biosynthesis
Plant Reactome:R-OAU-1119615 MVA pathway
Plant Reactome:R-CME-1119569 Kievitone biosynthesis
Plant Reactome:R-CME-1119472 Wighteone and luteone biosynthesis
Plant Reactome:R-TAE-2744344 Secondary metabolism
Plant Reactome:R-TAE-1119367 Polyisoprenoid biosynthesis
View All Pathways