Dimethylallyl pyrophosphate
Athanor · official
C5H12O7P2 · 246.09 g/mol
IUPAC name: 3-methylbut-2-enyl phosphono hydrogen phosphate
Also called DMAPP, dimethylallyl diphosphate
Names and identifiers
- IUPAC name
- 3-methylbut-2-enyl phosphono hydrogen phosphate
- Synonyms
- DMAPP, dimethylallyl diphosphate, Dimethylallyl diphosphate
+ 36 more
Prenyl diphosphate, 3,3-dimethylallyl pyrophosphate, 2-Isopentenyl diphosphate, 3-methylbut-2-enyl phosphono hydrogen phosphate, Monoprenyl diphosphate, dimethylallyl-PP, CHEBI:16057, Prenol pyrophosphate, delta2-Isopentenyl diphosphate, DTXSID70189331, di-CH3-allyl-PPi, DMADP cpd, (3-methylbut-2-enoxy-oxidophosphoryl) phosphate, RefChem:868481, DTXCID00219650, delta-Prenyl diphosphate, prenyl diphosphate trianion, 3-methylbut-2-en-1-yl trihydrogen diphosphate, dimethylallyl-diphosphate, dimethylallyl-PPi, dimethylallylpyrophosphate, 3-Methyl-2-butenyl pyrophosphate, dimethylallyl-pyrophosphate, 3-methylbut-2-enyl pyrophosphate, Gamma gamma-dimethylallyl pyrophosphate&, prenyl-diphosphate, Diphosphoric acid, mono(3-methyl-2-butenyl) ester, delta2-isopentenyl-diphosphate, Dimethylallyl Pyrophosphate (triammonium salt), starbld0005067, dimethyl allyl diphosphate, Epitope ID:140428, SCHEMBL153577, SCHEMBL156447, CHEMBL343480, orb1690578
- Molecular formula
- C5H12O7P2
- Empirical formula
- C5H12O7P2
- Molecular weight
- 246.09 g/mol
- Exact mass
- 246.00583
- CAS number
- 358-72-5
- PubChem CID
- 647
- Canonical SMILES
- CC(=CCOP(=O)(O)OP(=O)(O)O)C
- Isomeric SMILES
- CC(=CCOP(=O)(O)OP(=O)(O)O)C
- InChI
- InChI=1S/C5H12O7P2/c1-5(2)3-4-11-14(9,10)12-13(6,7)8/h3H,4H2,1-2H3,(H,9,10)(H2,6,7,8)
- InChIKey
- CBIDRCWHNCKSTO-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
- 5
- TPSA (Ų)
- 113.3 computed here · PubChem 113
- Formal charge
- 0
- XLogP3
- -1.1 PubChem
- Complexity
- 299 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)
- -1.78 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 3.49 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: CATO Research Chemicals Inc., Glixx Labs Inc, 001Chemical.
Always read the supplier’s safety data sheet before working with it.
Spectra
- 1H NMRHuman Metabolome Database (HMDB) (Bruker · 600 MHz · Water)
- 1H-13C NMRHuman Metabolome Database (HMDB) (Bruker · 600 MHz · Water)
- MS-MSHuman Metabolome Database (HMDB) (n/a · negative) · NIST Mass Spectrometry Data Center (IT/ion trap)
- LC-MSMassBank Europe (TripleToF 5600; Sciex · LC-ESI-QTOF · NEGATIVE)
- Other MSMassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI) · MassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI) · MassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · 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.