Isopentenyl pyrophosphate
Athanor · official
C5H12O7P2 · 246.09 g/mol
IUPAC name: 3-methylbut-3-enyl phosphono hydrogen phosphate
Also called IPP, isopentenyl diphosphate, isoprene unit
Names and identifiers
- IUPAC name
- 3-methylbut-3-enyl phosphono hydrogen phosphate
- Synonyms
- IPP, isopentenyl diphosphate, isoprene unit
+ 37 more
3-Methyl-3-butenyl pyrophosphate, 3-methylbut-3-enyl phosphono hydrogen phosphate, IPPP, Mono(3-methyl-3-butenyl) diphosphate, delta3-Isopentenyl diphosphate, Diphosphoric acid mono(3-methyl-3-butenyl) ester, LSC8849M7B, CHEBI:16584, DTXSID80861893, delta3-methyl-3-butenyl diphosphate, ({hydroxy[(3-methylbut-3-en-1-yl)oxy]phosphoryl}oxy)phosphonic acid, ((hydroxy((3-methylbut-3-en-1-yl)oxy)phosphoryl)oxy)phosphonic acid, RefChem:792034, DTXCID00810747, 3-methylbut-3-enyl diphosphate, 3-methylbut-3-en-1-yl trihydrogen diphosphate, isopentenyl-pp, delta-3-Isopentenyl pyrophosphat, 3-METHYLBUT-3-ENYL TRIHYDROGEN DIPHOSPHATE, 3-methylbut-3-en-1-yl diphosphate, ISOPENTENYL PYROPHOSPHATE AMMONIUM 200, Diphosphoric acid, P-(3-methyl-3-buten-1-yl) ester, delta(3)-isopentenyl-PP, Isopentenyl-diphosphate, delta3-isopentenyl pyrophosphate, NUHSROFQTUXZQQ-UHFFFAOYSA-N, Isopentenyl Pyrophosphate Ammonium Salt, isopentenylpyrophosphate, Epitope ID:194668, UNII-LSC8849M7B, Isopentenyl-diphosphate; IPP, [14C]isopentenyl diphosphate, SCHEMBL125521, [14C]IPP, CHEMBL356362, GTPL3048, BDBM25257
- Molecular formula
- C5H12O7P2
- Empirical formula
- C5H12O7P2
- Molecular weight
- 246.09 g/mol
- Exact mass
- 246.00583
- CAS number
- 358-71-4
- PubChem CID
- 1195
- Canonical SMILES
- CC(=C)CCOP(=O)(O)OP(=O)(O)O
- Isomeric SMILES
- CC(=C)CCOP(=O)(O)OP(=O)(O)O
- InChI
- 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
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 14
- Rings
- 0
- Aromatic rings
- 0
- Fraction sp³ carbons (Fsp3)
- 0.6
- H-bond donors
- 3
- H-bond acceptors
- 4 computed here · PubChem 7
- Rotatable bonds
- 6
- TPSA (Ų)
- 113.3 computed here · PubChem 113
- Formal charge
- 0
- XLogP3
- -0.9 PubChem
- Complexity
- 292 PubChem
- Stereocenters
- 0 defined, 1 undefinedCIP: P7: undefined
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C24.40%
- H4.92%
- O45.51%
- P25.17%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- 1.18 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -1.71 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 3.54 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 246.09
- log P ≤ 5 (Crippen): 1.18
- H-bond donors ≤ 5: 3
- H-bond acceptors ≤ 10: 4
Passes all four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
No GHS hazard classification was found in the sources.
Safety data sheets on the supplier’s page: A2B Chem, BOC Sciences, AA BLOCKS.
Always read the supplier’s safety data sheet before working with it.
Spectra
- MS-MSHuman Metabolome Database (HMDB) (Orbitrap · negative) · Human Metabolome Database (HMDB) (Orbitrap · negative) · Human Metabolome Database (HMDB) (Orbitrap · negative) · Human Metabolome Database (HMDB) (Orbitrap · negative) · Human Metabolome Database (HMDB) (Orbitrap · negative) · Human Metabolome Database (HMDB) (Orbitrap · negative)
- LC-MSMassBank Europe (TripleToF 5600; Sciex · LC-ESI-QTOF · NEGATIVE) · MassBank Europe (Agilent 6530 Q-TOF LC/MS · LC-ESI-QTOF · NEGATIVE) · MassBank of North America (MoNA) (Thermo Scientific Orbitrap ID-X · LC-ESI-Orbitrap · ESI)
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [2]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
- [3]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
- [4]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.