1.0 2016-09-30 22:43:32 UTC 2020-04-22 15:07:27 UTC BMDB0001278 BMDB01278 Presqualene diphosphate [(1S,2S,3S)-2-[(e)-4,8-Dimethylnona-3,7-dienyl]-2-methyl-3-[(2E,6E)-2,6,10-trimethylundeca-1,5,9-trienyl]cyclopropan-1-yl]methyl diphosphate [(1S,2S,3S)-2-[(e)-4,8-Dimethylnona-3,7-dienyl]-2-methyl-3-[(2E,6E)-2,6,10-trimethylundeca-1,5,9-trienyl]cyclopropan-1-yl]methyl diphosphoric acid Presqualene diphosphoric acid [(1R,2R,3R)-2-[(e)-4,8-Dimethylnona-3,7-dienyl]-2-methyl-3-[(2E,6E)-2,6,10-trimethylundeca-1,5,9-trienyl]cyclopropan-1-yl]methyl diphosphate [(1R,2R,3R)-2-[(e)-4,8-Dimethylnona-3,7-dienyl]-2-methyl-3-[(2E,6E)-2,6,10-trimethylundeca-1,5,9-trienyl]cyclopropan-1-yl]methyl diphosphoric acid (1alpha,2beta(e),3beta(1E,5E))-Diphosphoric acid mono((2-(4,8-dimethyl-3,7-nonadienyl)-2-methyl-3-(2,6,10-trimethyl-1,5,9-undecatrienyl)cyclopropyl)methyl) ester Presqualene pyrophosphate Presqualene diphosphate C30H52O7P2 586.6772 586.318827042 [({[(1S,2S,3S)-2-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]-2-methyl-3-[(1E,5E)-2,6,10-trimethylundeca-1,5,9-trien-1-yl]cyclopropyl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid presqualene diphosphate 29849-75-0 CC(C)=CCC\C(C)=C\CC\C(C)=C\[C@@]1([H])[C@]([H])(COP(O)(=O)OP(O)(O)=O)[C@@]1(C)CC\C=C(/C)CCC=C(C)C InChI=1S/C30H52O7P2/c1-23(2)13-9-15-25(5)17-11-18-27(7)21-28-29(22-36-39(34,35)37-38(31,32)33)30(28,8)20-12-19-26(6)16-10-14-24(3)4/h13-14,17,19,21,28-29H,9-12,15-16,18,20,22H2,1-8H3,(H,34,35)(H2,31,32,33)/b25-17+,26-19+,27-21+/t28-,29-,30-/m0/s1 ATZKAUGGNMSCCY-VYCBRMPGSA-N belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Organic compounds Lipids and lipid-like molecules Prenol lipids Triterpenoids Triterpenoids Hydrocarbon derivatives Monoalkyl phosphates Organic oxides Organic pyrophosphates Organooxygen compounds Aliphatic homomonocyclic compound Alkyl phosphate Hydrocarbon derivative Monoalkyl phosphate Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic pyrophosphate Organooxygen compound Phosphoric acid ester Triterpenoid Aliphatic homomonocyclic compounds triterpenoid triterpenyl phosphate Solid logp 5.31 ALOGPS logs -5.71 ALOGPS logp 8 ChemAxon pka_strongest_acidic 1.78 ChemAxon iupac [({[(1S,2S,3S)-2-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]-2-methyl-3-[(1E,5E)-2,6,10-trimethylundeca-1,5,9-trien-1-yl]cyclopropyl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid ChemAxon average_mass 586.6772 ChemAxon mono_mass 586.318827042 ChemAxon smiles CC(C)=CCC\C(C)=C\CC\C(C)=C\[C@@]1([H])[C@]([H])(COP(O)(=O)OP(O)(O)=O)[C@@]1(C)CC\C=C(/C)CCC=C(C)C ChemAxon formula C30H52O7P2 ChemAxon inchi InChI=1S/C30H52O7P2/c1-23(2)13-9-15-25(5)17-11-18-27(7)21-28-29(22-36-39(34,35)37-38(31,32)33)30(28,8)20-12-19-26(6)16-10-14-24(3)4/h13-14,17,19,21,28-29H,9-12,15-16,18,20,22H2,1-8H3,(H,34,35)(H2,31,32,33)/b25-17+,26-19+,27-21+/t28-,29-,30-/m0/s1 ChemAxon inchikey ATZKAUGGNMSCCY-VYCBRMPGSA-N ChemAxon polar_surface_area 113.29 ChemAxon refractivity 165.33 ChemAxon polarizability 66.3 ChemAxon rotatable_bond_count 18 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 11056 Specdb::MsMs 179379 Specdb::MsMs 179380 Specdb::MsMs 179381 Specdb::MsMs 181707 Specdb::MsMs 181708 Specdb::MsMs 181709 Specdb::MsMs 2360552 Specdb::MsMs 2360553 Specdb::MsMs 2360554 Specdb::MsMs 2604986 Specdb::MsMs 2604987 Specdb::MsMs 2604988 Specdb::NmrOneD 304871 Specdb::NmrOneD 304872 Specdb::NmrOneD 304873 Specdb::NmrOneD 304874 Specdb::NmrOneD 304875 Specdb::NmrOneD 304876 Specdb::NmrOneD 304877 Specdb::NmrOneD 304878 Specdb::NmrOneD 304879 Specdb::NmrOneD 304880 Specdb::NmrOneD 304881 Specdb::NmrOneD 304882 Specdb::NmrOneD 304883 Specdb::NmrOneD 304884 Specdb::NmrOneD 304885 Specdb::NmrOneD 304886 Specdb::NmrOneD 304887 Specdb::NmrOneD 304888 Specdb::NmrOneD 304889 Specdb::NmrOneD 304890 C03428 FDB022531 4444207 5280592 15442 6132 CPD-465 Rogers, Daniel H.; Yi, Eugene C.; Poulter, C. Dale. Enantioselective Synthesis of (+)-Presqualene Diphosphate. Journal of Organic Chemistry (1995), 60(4), 941-5. BMDBP00261 Squalene synthase Q32KR6 FDFT1 Enzyme