Identification
- Generic Name
- Dimethylallyl Diphosphate
- DrugBank Accession Number
- DB01785
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Dimethylallyl Diphosphate (DB01785)
- Weight
- Average: 246.0921
Monoisotopic: 246.005825762 - Chemical Formula
- C5H12O7P2
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UFarnesyl pyrophosphate synthase Not Available Humans UIsopentenyl-diphosphate Delta-isomerase 1 Not Available Humans U4-hydroxy-3-methylbut-2-enyl diphosphate reductase Not Available Escherichia coli (strain K12) - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
Pathway Category Lovastatin Action Pathway Drug action Cerivastatin Action Pathway Drug action Hypercholesterolemia Disease Chondrodysplasia Punctata II, X-Linked Dominant (CDPX2) Disease Smith-Lemli-Opitz Syndrome (SLOS) Disease Mevalonic Aciduria Disease Simvastatin Action Pathway Drug action Pravastatin Action Pathway Drug action Rosuvastatin Action Pathway Drug action Zoledronate Action Pathway Drug action Pamidronate Action Pathway Drug action Fluvastatin Action Pathway Drug action Lysosomal Acid Lipase Deficiency (Wolman Disease) Disease Cholesteryl Ester Storage Disease Disease Steroid Biosynthesis Metabolic Ibandronate Action Pathway Drug action Alendronate Action Pathway Drug action Risedronate Action Pathway Drug action Atorvastatin Action Pathway Drug action Desmosterolosis Disease CHILD Syndrome Disease Hyper-IgD Syndrome Disease Wolman Disease Disease - Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound 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.
- Kingdom
- Organic compounds
- Super Class
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- Sub Class
- Isoprenoid phosphates
- Direct Parent
- Isoprenoid phosphates
- Alternative Parents
- Organic pyrophosphates / Monoalkyl phosphates / Organooxygen compounds / Organic oxides / Hydrocarbon derivatives
- Substituents
- Aliphatic acyclic compound / Alkyl phosphate / Hydrocarbon derivative / Isoprenoid phosphate / Monoalkyl phosphate / Organic oxide / Organic oxygen compound / Organic phosphoric acid derivative / Organic pyrophosphate / Organooxygen compound
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- prenol phosphate (CHEBI:16057) / C5 isoprenoids (hemiterpenes) (C00235) / C5 isoprenoids (hemiterpenes) (LMPR01010001)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- 358-72-5
- InChI Key
- CBIDRCWHNCKSTO-UHFFFAOYSA-N
- 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)
- IUPAC Name
- ({hydroxy[(3-methylbut-2-en-1-yl)oxy]phosphoryl}oxy)phosphonic acid
- SMILES
- CC(C)=CCO[P@](O)(=O)OP(O)(O)=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0001120
- KEGG Compound
- C00235
- PubChem Compound
- 647
- PubChem Substance
- 46507688
- ChemSpider
- 627
- ChEBI
- 16057
- ChEMBL
- CHEMBL343480
- ZINC
- ZINC000008215740
- PDBe Ligand
- DMA
- PDB Entries
- 1uby / 1yhl / 2ick / 2zrx / 2zrz / 3b06 / 3epl / 3kef / 3oyr / 3q1o … show 18 more
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 6.54 mg/mL ALOGPS logP 0.3 ALOGPS logP 0.3 Chemaxon logS -1.6 ALOGPS pKa (Strongest Acidic) 1.77 Chemaxon Physiological Charge -3 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 113.29 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 49.13 m3·mol-1 Chemaxon Polarizability 19.19 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.6689 Blood Brain Barrier + 0.8384 Caco-2 permeable - 0.646 P-glycoprotein substrate Non-substrate 0.5538 P-glycoprotein inhibitor I Non-inhibitor 0.8499 P-glycoprotein inhibitor II Non-inhibitor 0.9464 Renal organic cation transporter Non-inhibitor 0.9317 CYP450 2C9 substrate Non-substrate 0.8176 CYP450 2D6 substrate Non-substrate 0.838 CYP450 3A4 substrate Non-substrate 0.5755 CYP450 1A2 substrate Non-inhibitor 0.8712 CYP450 2C9 inhibitor Non-inhibitor 0.8098 CYP450 2D6 inhibitor Non-inhibitor 0.8769 CYP450 2C19 inhibitor Non-inhibitor 0.791 CYP450 3A4 inhibitor Non-inhibitor 0.9481 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9149 Ames test Non AMES toxic 0.6544 Carcinogenicity Carcinogens 0.5 Biodegradation Not ready biodegradable 0.6244 Rat acute toxicity 2.7766 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9206 hERG inhibition (predictor II) Non-inhibitor 0.9347
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-004j-9700000000-678abe159a77eee761ec Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-004i-0930000000-14b7c517a99324c3296b Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-0290000000-67a537efa4078bbbc971 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-00kb-9000000000-eb6ac59562ea746e554d Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-054k-9200000000-0672eda80afe285a6f0b Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-00kb-9000000000-32c473865bd813e4a8b4 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-056r-9400000000-0e949f46aea92716edcc 1H NMR Spectrum 1D NMR Not Applicable Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable [1H,13C] 2D NMR Spectrum 2D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 159.3251723 predictedDarkChem Lite v0.1.0 [M-H]- 159.7170723 predictedDarkChem Lite v0.1.0 [M-H]- 159.9804723 predictedDarkChem Lite v0.1.0 [M-H]- 129.38689 predictedDeepCCS 1.0 (2019) [M+H]+ 131.97932 predictedDeepCCS 1.0 (2019) [M+Na]+ 140.18771 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Poly(a) rna binding
- Specific Function
- Key enzyme in isoprenoid biosynthesis which catalyzes the formation of farnesyl diphosphate (FPP), a precursor for several classes of essential metabolites including sterols, dolichols, carotenoids...
- Gene Name
- FDPS
- Uniprot ID
- P14324
- Uniprot Name
- Farnesyl pyrophosphate synthase
- Molecular Weight
- 48275.03 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- Catalyzes the 1,3-allylic rearrangement of the homoallylic substrate isopentenyl (IPP) to its highly electrophilic allylic isomer, dimethylallyl diphosphate (DMAPP).
- Gene Name
- IDI1
- Uniprot ID
- Q13907
- Uniprot Name
- Isopentenyl-diphosphate Delta-isomerase 1
- Molecular Weight
- 26318.93 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- Converts 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate into isopentenyl diphosphate (IPP) and dimethylallyl diphosphate (DMAPP). Is also involved in penicillin tolerance and control of the stringe...
- Gene Name
- ispH
- Uniprot ID
- P62623
- Uniprot Name
- 4-hydroxy-3-methylbut-2-enyl diphosphate reductase
- Molecular Weight
- 34774.275 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52