1.0 2016-09-30 22:40:27 UTC 2020-04-22 15:06:30 UTC BMDB0001054 BMDB01054 Dolichyl b-D-glucosyl phosphate Dolichyl b-D-glucosyl phosphoric acid Dolichol monophosphate glucose Dolichyl b-delta-glucosyl phosphate Dolichyl beta-D-glucosyl phosphate Dolichyl beta-delta-glucosyl phosphate Dolichyl monophosphate glucose Dolichyl phosphate glucose Dolichylphosphoryl glucose C21H39O9P 466.5027 466.233169358 {[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}({[(6Z)-3,7,11-trimethyldodeca-6,10-dien-1-yl]oxy})phosphinic acid dolichyl phosphate glucose 220496-27-5 OC[C@H]1O[C@@H](OP(=O)(O)OCCC(C)CC\C=C(\C)CCC=C(C)C)[C@H](O)[C@@H](O)[C@@H]1O InChI=1S/C21H39O9P/c1-14(2)7-5-8-15(3)9-6-10-16(4)11-12-28-31(26,27)30-21-20(25)19(24)18(23)17(13-22)29-21/h7,9,16-25H,5-6,8,10-13H2,1-4H3,(H,26,27)/b15-9-/t16?,17-,18-,19+,20-,21+/m1/s1 RHJMCOLWMXJOGE-ZTZGTLKASA-N belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Sesquiterpenoids Dialkyl phosphates Hexoses Hydrocarbon derivatives Monosaccharide phosphates Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Alcohol Aliphatic heteromonocyclic compound Alkyl phosphate Dialkyl phosphate Farsesane sesquiterpenoid Hexose monosaccharide Hydrocarbon derivative Monosaccharide Monosaccharide phosphate Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phosphoric acid ester Polyol Primary alcohol Secondary alcohol Sesquiterpenoid Aliphatic heteromonocyclic compounds Solid logp 1.78 ALOGPS logs -2.88 ALOGPS logp 2.25 ChemAxon pka_strongest_acidic 1.62 ChemAxon pka_strongest_basic -3 ChemAxon iupac {[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}({[(6Z)-3,7,11-trimethyldodeca-6,10-dien-1-yl]oxy})phosphinic acid ChemAxon average_mass 466.5027 ChemAxon mono_mass 466.233169358 ChemAxon smiles OC[C@H]1O[C@@H](OP(=O)(O)OCCC(C)CC\C=C(\C)CCC=C(C)C)[C@H](O)[C@@H](O)[C@@H]1O ChemAxon formula C21H39O9P ChemAxon inchi InChI=1S/C21H39O9P/c1-14(2)7-5-8-15(3)9-6-10-16(4)11-12-28-31(26,27)30-21-20(25)19(24)18(23)17(13-22)29-21/h7,9,16-25H,5-6,8,10-13H2,1-4H3,(H,26,27)/b15-9-/t16?,17-,18-,19+,20-,21+/m1/s1 ChemAxon inchikey RHJMCOLWMXJOGE-ZTZGTLKASA-N ChemAxon polar_surface_area 145.91 ChemAxon refractivity 117.31 ChemAxon polarizability 49.65 ChemAxon rotatable_bond_count 13 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 22029 Specdb::CMs 37906 Specdb::CMs 169079 Specdb::MsMs 314899 Specdb::MsMs 314900 Specdb::MsMs 314901 Specdb::MsMs 360745 Specdb::MsMs 360746 Specdb::MsMs 360747 Specdb::MsMs 2682054 Specdb::MsMs 2682055 Specdb::MsMs 2682056 Specdb::MsMs 3027063 Specdb::MsMs 3027064 Specdb::MsMs 3027065 C01246 17216044 FDB022394 22833557 15812 1809280 5969 Rush, Jeffrey S.; Van Leyen, Klaus; Ouerfelli, Ouathek; Wolucka, Beata; Waechter, Charles J. Transbilayer movement of Glc-P-dolichol and its function as a glucosyl donor: protein-mediated transport of a water-soluble analog into sealed ER vesicles from pig brain. Glycobiology (1998), 8(12), 1195-1205.