1.0 2011-09-21 01:25:24 UTC 2015-07-21 06:59:08 UTC FDB027501 Estradiol-17alpha 3-D-glucuronoside Estradiol​-17alpha ​3-D-glucu​ronoside is a glycosylated derivative of estradiol. It is substrate for steroid N-acetylglucosaminyltransferas (EC 2.4.1.39). The reaction proceeds as follows: UDP-N-acetyl-D-glucosamine + estradiol-17alpha 3-D-glucuronoside = UDP + 17alpha-(N-acetyl-D-glucosaminyl)-estradiol 3-D-glucuronoside [HMDB] (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(17R)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl]oxy]tetrahydropyran-2-carboxylic acid 17a-estradiol 3-glucosiduronate 17a-estradiol 3-glucosiduronic acid 17a-estradiol 3-glucuronide 17a-hydroxyestra-1,3,5(10)-trien-3-yl b-D-glucopyranosiduronate 17a-hydroxyestra-1,3,5(10)-trien-3-yl b-D-glucopyranosiduronic acid 17a-hydroxyestra-1,3,5(10)-trien-3-yl b-delta-glucopyranosiduronate 17a-hydroxyestra-1,3,5(10)-trien-3-yl b-delta-glucopyranosiduronic acid 17alpha-estradiol 3-glucosiduronate 17alpha-estradiol 3-glucosiduronic acid 17alpha-estradiol 3-glucuronide 17alpha-hydroxyestra-1,3,5(10)-trien-3-yl beta-D-glucopyranosiduronate 17alpha-hydroxyestra-1,3,5(10)-trien-3-yl beta-D-glucopyranosiduronic acid 17alpha-hydroxyestra-1,3,5(10)-trien-3-yl beta-delta-glucopyranosiduronate 17alpha-hydroxyestra-1,3,5(10)-trien-3-yl beta-delta-glucopyranosiduronic acid 17α-estradiol 3-glucuronide estradiol-17a 3-D-glucuronoside estradiol-17a 3-delta-glucuronoside estradiol-17alpha 3-D-glucuronoside estradiol-17alpha 3-delta-glucuronoside Estradiol-17α 3-D-glucuronoside C24H32O8 448.5061 448.209718 (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,10R,11S,14R,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-5-yl]oxy}oxane-2-carboxylic acid 17α-estradiol 3-glucuronide [H][C@@]12CC[C@@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)C=C3 InChI=1S/C24H32O8/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-21,23,25-28H,2,4,6-9H2,1H3,(H,29,30)/t14-,15-,16+,17-,18+,19+,20-,21+,23-,24+/m1/s1 MUOHJTRCBBDUOW-FNUZHIFDSA-N belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton. Steroid glucuronide conjugates Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Steroidal glycosides Aromatic heteropolycyclic compounds 17-hydroxysteroids Acetals Alkyl glycosides Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Estrane steroids Fatty acyl glycosides of mono- and disaccharides Hydrocarbon derivatives Monocarboxylic acids and derivatives Monosaccharides O-glucuronides O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Phenanthrenes and derivatives Phenolic glycosides Polyols Pyrans Secondary alcohols Tetralins 1-o-glucuronide 17-hydroxysteroid Acetal Alcohol Alkyl glycoside Aromatic heteropolycyclic compound Benzenoid Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Estrane-skeleton Fatty acyl Fatty acyl glycoside Fatty acyl glycoside of mono- or disaccharide Glucuronic acid or derivatives Glycosyl compound Hydrocarbon derivative Hydroxy acid Hydroxysteroid Monocarboxylic acid or derivatives Monosaccharide O-glucuronide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenanthrene Phenolic glycoside Polyol Pyran Secondary alcohol Steroid-glucuronide-skeleton Tetralin Glucuronides steroid glucosiduronic acid Solid logp 1.46 ALOGPS logs -3.11 ALOGPS solubility 3.47e-01 g/l ALOGPS logp 1.8 ChemAxon pka_strongest_acidic 3.3 ChemAxon pka_strongest_basic -0.88 ChemAxon iupac (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,10R,11S,14R,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-5-yl]oxy}oxane-2-carboxylic acid ChemAxon average_mass 448.5061 ChemAxon mono_mass 448.209718 ChemAxon smiles [H][C@@]12CC[C@@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)C=C3 ChemAxon formula C24H32O8 ChemAxon inchi InChI=1S/C24H32O8/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-21,23,25-28H,2,4,6-9H2,1H3,(H,29,30)/t14-,15-,16+,17-,18+,19+,20-,21+,23-,24+/m1/s1 ChemAxon inchikey MUOHJTRCBBDUOW-FNUZHIFDSA-N ChemAxon polar_surface_area 136.68 ChemAxon refractivity 111.92 ChemAxon polarizability 47.43 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 8 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22186 Specdb::CMs 39470 Specdb::CMs 147660 Specdb::MsMs 102363 Specdb::MsMs 102364 Specdb::MsMs 102365 Specdb::MsMs 168171 Specdb::MsMs 168172 Specdb::MsMs 168173 Specdb::MsMs 2456310 Specdb::MsMs 2456311 Specdb::MsMs 2456312 Specdb::MsMs 2478994 Specdb::MsMs 2478995 Specdb::MsMs 2478996 HMDB10349 15822 Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Beta-glucuronidase P08236 GUSB UDP-glucuronosyltransferase 1-1 P22309 UGT1A1 UDP-glucuronosyltransferase 1-4 P22310 UGT1A4 UDP-glucuronosyltransferase 1-6 P19224 UGT1A6 UDP-glucuronosyltransferase 1-9 O60656 UGT1A9 UDP-glucuronosyltransferase 2B10 P36537 UGT2B10 UDP-glucuronosyltransferase 2B11 O75310 UGT2B11 UDP-glucuronosyltransferase 2B15 P54855 UGT2B15 UDP-glucuronosyltransferase 2B17 O75795 UGT2B17 UDP-glucuronosyltransferase 2B28 Q9BY64 UGT2B28 UDP-glucuronosyltransferase 2B4 P06133 UGT2B4 UDP-glucuronosyltransferase 2B7 P16662 UGT2B7