isopentenyl diphosphate

Description

Isopentenyl diphosphate (IPP) is the central precursor for the biosynthesis of nearly all isoprenoids. IPP and its isomer dimethylallyl diphosphate (DMAPP) are produced through two independent metabolic routes: the methylerythritol phosphate (MEP) pathway, found in most bacteria and in plant plastids, and the mevalonate (MVA) pathway, which operates in eukaryotes, archaea, and certain bacteria [354].

Chemical Formula:

C₅H₉O₇P₂

Molecular Weight:

243.069 Daltons

Monoisotopic Mass:

246.0058257599 Daltons

SMILES:

C=C(C)CCOP([O-])(=O)OP([O-])(=O)[O-]

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)/p-3

InChIKey:

NUHSROFQTUXZQQ-UHFFFAOYSA-K

Synonyms

isopentenyl-pp
isopentenyl pyrophosphate
δ(3)-isopentenyl-PP
Δ³-isopentenyl-PP
3-methylbut-3-enyl diphosphate
3-methylbut-3-enyl pyrophosphate
IPP

Databases

MetaCyc: DELTA3-ISOPENTENYL-PP

RefMet: Isopentenyl-diphosphate

BiGG: ipdp

MetaboLights: MTBLC128769

HMDB: HMDB01347

ChemSpider: 13115335

ChEBI: 128769

PubChem (CID): 15983957 1195

KEGG: C00129

Seed: cpd00113

MetaNetX: MNXM83