1.0 2016-09-30 22:41:19 UTC 2020-05-19 22:01:18 UTC BMDB0001120 BMDB01120 Dimethylallylpyrophosphate 2-Isopentenyl diphosphate 3,3-Dimethylallyl pyrophosphate 3-Methylbut-2-enyl phosphono hydrogen phosphate delta-Prenyl diphosphate delta2-Isopentenyl diphosphate Dimethylallyl diphosphate Dimethylallyl pyrophosphate DMAPP Monoprenyl diphosphate Prenol pyrophosphate Prenyl diphosphate 2-Isopentenyl diphosphoric acid 3,3-Dimethylallyl pyrophosphoric acid 3-Methylbut-2-enyl phosphono hydrogen phosphoric acid delta-Prenyl diphosphoric acid Δ-prenyl diphosphate Δ-prenyl diphosphoric acid delta2-Isopentenyl diphosphoric acid Δ2-isopentenyl diphosphate Δ2-isopentenyl diphosphoric acid Dimethylallyl diphosphoric acid Dimethylallyl pyrophosphoric acid Monoprenyl diphosphoric acid Prenol pyrophosphoric acid Prenyl diphosphoric acid Dimethylallylpyrophosphoric acid 1,1-Dimethyl-4-phenylpiperazinium iodide 3-Methyl-2-buten-1-ol pyrophosphate 3-Methyl-2-buten-1-ol trihydrogen pyrophosphate 3-Methyl-2-butenyl pyrophosphate 3-Methylbut-2-enyl pyrophosphate Delta2-Isopentenyl-diphosphate Dimethylallyl-diphosphate Dimethylallyl-PP Dimethylallyl-ppi Dimethylallyl-pyrophosphate Diphosphoric acid mono(3-methyl-2-butenyl) ester DMPP IPE Prenyl-diphosphate 3,3-Dimethylallyl pyrophosphate, (14)C-labeled DMADP CPD 3-Methyl-2-butenyl trihydrogen diphosphate Dimethylallylpyrophosphate gamma,gamma-Dimethylallyl pyrophosphate γ,γ-Dimethylallyl pyrophosphate C5H12O7P2 246.0921 246.005825762 ({hydroxy[(3-methylbut-2-en-1-yl)oxy]phosphoryl}oxy)phosphonic acid dimethylallyl diphosphate 358-72-5 CC(C)=CCO[P@](O)(=O)OP(O)(O)=O 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) CBIDRCWHNCKSTO-UHFFFAOYSA-N 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. Organic compounds Lipids and lipid-like molecules Prenol lipids Isoprenoid phosphates Isoprenoid phosphates Hydrocarbon derivatives Monoalkyl phosphates Organic oxides Organic pyrophosphates Organooxygen compounds Aliphatic acyclic compound Alkyl phosphate Hydrocarbon derivative Isoprenoid phosphate Monoalkyl phosphate Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic pyrophosphate Organooxygen compound Phosphoric acid ester Aliphatic acyclic compounds C5 isoprenoids (hemiterpenes) C5 isoprenoids (hemiterpenes) prenol phosphate Solid melting_point 234 - 238 °C logp 0.30 ALOGPS logs -1.58 ALOGPS logp 0.3 ChemAxon pka_strongest_acidic 1.77 ChemAxon iupac ({hydroxy[(3-methylbut-2-en-1-yl)oxy]phosphoryl}oxy)phosphonic acid ChemAxon average_mass 246.0921 ChemAxon mono_mass 246.005825762 ChemAxon smiles CC(C)=CCO[P@](O)(=O)OP(O)(O)=O ChemAxon formula C5H12O7P2 ChemAxon 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) ChemAxon inchikey CBIDRCWHNCKSTO-UHFFFAOYSA-N ChemAxon polar_surface_area 113.29 ChemAxon refractivity 49.13 ChemAxon polarizability 19.19 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Steroid Biosynthesis SMP0087233 Specdb::NmrTwoD 1586 Specdb::CMs 3360 Specdb::CMs 167782 Specdb::MsMs 20858 Specdb::MsMs 20859 Specdb::MsMs 20860 Specdb::MsMs 22409 Specdb::MsMs 22410 Specdb::MsMs 22411 Specdb::MsMs 1471326 Specdb::MsMs 2841489 Specdb::MsMs 2841490 Specdb::MsMs 2841491 Specdb::MsMs 2863941 Specdb::MsMs 2863942 Specdb::MsMs 2863943 Specdb::NmrOneD 1645 Specdb::NmrOneD 146450 Specdb::NmrOneD 146451 Specdb::NmrOneD 146452 Specdb::NmrOneD 146453 Specdb::NmrOneD 146454 Specdb::NmrOneD 146455 Specdb::NmrOneD 146456 Specdb::NmrOneD 146457 Specdb::NmrOneD 146458 Specdb::NmrOneD 146459 Specdb::NmrOneD 146460 Specdb::NmrOneD 146461 Specdb::NmrOneD 146462 Specdb::NmrOneD 146463 Specdb::NmrOneD 146464 Specdb::NmrOneD 146465 Specdb::NmrOneD 146466 Specdb::NmrOneD 146467 Specdb::NmrOneD 146468 Specdb::NmrOneD 146469 Skeletal Muscle Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 C00235 DB01785 FDB022434 627 647 16057 C00007294 CPD-4211 131960 Dimethylallyl pyrophosphate 6016 BMDBP00451 Isopentenyl-diphosphate Delta-isomerase 1 Q1LZ95 IDI1 Enzyme BMDBP00864 Farnesyl pyrophosphate synthase Q8WMY2 FDPS Enzyme BMDBP00865 Geranylgeranyl pyrophosphate synthase P56966 GGPS1 Enzyme