1.0 2010-04-08 22:11:19 UTC 2018-05-29 01:12:46 UTC FDB014531 Cascaroside B Isolated from Rhamnus purshiana (Cascara sagrada) bark (-)-Cascaroside B Cascaroside B C27H32O14 580.5346 580.179205732 1-hydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracen-9-one 1-hydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-10H-anthracen-9-one 53823-08-8 OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(C=C(CO)C=C2O)C3C2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O InChI=1S/C27H32O14/c28-6-9-4-11-16(26-24(37)22(35)19(32)14(7-29)39-26)10-2-1-3-13(18(10)21(34)17(11)12(31)5-9)40-27-25(38)23(36)20(33)15(8-30)41-27/h1-5,14-16,19-20,22-33,35-38H,6-8H2 MNAYRSRTNMVAPR-UHFFFAOYSA-N belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Phenolic glycosides Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Acetals Anthracenes Aromatic alcohols Aryl ketones C-glycosyl compounds Dialkyl ethers Hydrocarbon derivatives Monosaccharides O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Vinylogous acids 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Acetal Alcohol Anthracene Aromatic alcohol Aromatic heteropolycyclic compound Aryl ketone Benzenoid C-glycosyl compound Dialkyl ether Ether Hydrocarbon derivative Ketone Monosaccharide O-glycosyl compound Organic oxide Organoheterocyclic compound Oxacycle Oxane Phenolic glycoside Polyol Primary alcohol Secondary alcohol Vinylogous acid logp -1.24 ALOGPS logs -1.90 ALOGPS solubility 7.34e+00 g/l ALOGPS melting_point Mp 175-178° logp -2.5 ChemAxon pka_strongest_acidic 9.73 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 1-hydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracen-9-one ChemAxon average_mass 580.5346 ChemAxon mono_mass 580.179205732 ChemAxon smiles OCC1OC(OC2=CC=CC3=C2C(=O)C2=C(C=C(CO)C=C2O)C3C2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O ChemAxon formula C27H32O14 ChemAxon inchi InChI=1S/C27H32O14/c28-6-9-4-11-16(26-24(37)22(35)19(32)14(7-29)39-26)10-2-1-3-13(18(10)21(34)17(11)12(31)5-9)40-27-25(38)23(36)20(33)15(8-30)41-27/h1-5,14-16,19-20,22-33,35-38H,6-8H2 ChemAxon inchikey MNAYRSRTNMVAPR-UHFFFAOYSA-N ChemAxon polar_surface_area 247.06 ChemAxon refractivity 135.94 ChemAxon polarizability 56.08 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 14 ChemAxon donor_count 10 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 26478 Specdb::CMs 44542 Specdb::CMs 282548 Specdb::CMs 396255 Specdb::CMs 396256 Specdb::CMs 396257 Specdb::CMs 396258 Specdb::CMs 396259 Specdb::CMs 396260 Specdb::CMs 396261 Specdb::CMs 396262 Specdb::CMs 396263 Specdb::CMs 396264 Specdb::CMs 396265 Specdb::CMs 396266 Specdb::CMs 396267 Specdb::CMs 396268 Specdb::CMs 396269 Specdb::CMs 396270 Specdb::CMs 396271 Specdb::CMs 396272 Specdb::CMs 396273 Specdb::CMs 396274 Specdb::CMs 396275 Specdb::CMs 396276 Specdb::NmrOneD 132558 Specdb::NmrOneD 132559 Specdb::NmrOneD 132560 Specdb::NmrOneD 132561 Specdb::NmrOneD 132562 Specdb::NmrOneD 132563 Specdb::NmrOneD 132564 Specdb::NmrOneD 132565 Specdb::NmrOneD 132566 Specdb::NmrOneD 132567 Specdb::NmrOneD 132568 Specdb::NmrOneD 132569 Specdb::NmrOneD 132570 Specdb::NmrOneD 132571 Specdb::NmrOneD 132572 Specdb::NmrOneD 132573 Specdb::NmrOneD 132574 Specdb::NmrOneD 132575 Specdb::NmrOneD 132576 Specdb::NmrOneD 132577 Specdb::MsMs 96336 Specdb::MsMs 96337 Specdb::MsMs 96338 Specdb::MsMs 160794 Specdb::MsMs 160795 Specdb::MsMs 160796 Specdb::MsMs 3035477 Specdb::MsMs 3035478 Specdb::MsMs 3035479 Specdb::MsMs 3105254 Specdb::MsMs 3105255 Specdb::MsMs 3105256 HMDB35756 #<Reference:0x000055ce304a0a70>