1.0 2012-01-13 17:26:32 UTC 2015-07-21 07:01:57 UTC FDB029936 Peonidin 3-sambubioside 5-glucoside A polyphenol metabolite detected in biological fluids [PhenolExplorer] Peonidin 3-O-sambubioside 5-O-glucoside C33H41O20 757.6666 757.219118752 3-{[(2S,3R,4S,5S,6R)-3-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium 3-{[(2S,3R,4S,5S,6R)-3-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium COC1=C(O)C=CC(=C1)C1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@H](CO)[C@H](O)[C@H]2O)C=C2C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=CC(O)=CC2=[O+]1 InChI=1S/C33H40O20/c1-46-17-4-11(2-3-14(17)38)29-18(49-33-30(26(43)23(40)20(9-35)52-33)53-32-27(44)24(41)21(10-36)51-32)7-13-15(47-29)5-12(37)6-16(13)48-31-28(45)25(42)22(39)19(8-34)50-31/h2-7,19-28,30-36,39-45H,8-10H2,1H3,(H-,37,38)/p+1/t19-,20-,21-,22-,23-,24+,25+,26+,27-,28-,30-,31-,32+,33-/m1/s1 SAYKPBCLCFGKFE-YHZZWPFKSA-O belongs to the class of organic compounds known as anthocyanidin-5-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C5-position. Anthocyanidin-5-O-glycosides Organic compounds Phenylpropanoids and polyketides Flavonoids Flavonoid glycosides Aromatic heteropolycyclic compounds 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids 3'-O-methylated flavonoids 4'-hydroxyflavonoids 7-hydroxyflavonoids Acetals Alkyl aryl ethers Anisoles Anthocyanidin-3-O-glycosides Anthocyanidins Disaccharides Flavonoid-3-O-glycosides Heteroaromatic compounds Hydrocarbon derivatives Methoxybenzenes Methoxyphenols O-glycosyl compounds Organic cations Oxacyclic compounds Oxanes Phenolic glycosides Phenoxy compounds Polyols Primary alcohols Secondary alcohols Tetrahydrofurans 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 3p-methoxyflavonoid-skeleton 4'-hydroxyflavonoid 7-hydroxyflavonoid Acetal Alcohol Alkyl aryl ether Anisole Anthocyanidin Anthocyanidin-3-o-glycoside Anthocyanidin-5-o-glycoside Aromatic heteropolycyclic compound Benzenoid Benzopyran Disaccharide Ether Flavonoid-3-o-glycoside Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxyflavonoid Methoxybenzene Methoxyphenol Monocyclic benzene moiety O-glycosyl compound Organic cation Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenol ether Phenolic glycoside Phenoxy compound Polyol Primary alcohol Secondary alcohol Tetrahydrofuran logp -0.53 ALOGPS logs -2.48 ALOGPS solubility 2.60e+00 g/l ALOGPS logp -3.7 ChemAxon pka_strongest_acidic 6.66 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 3-{[(2S,3R,4S,5S,6R)-3-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium ChemAxon average_mass 757.6666 ChemAxon mono_mass 757.219118752 ChemAxon smiles COC1=C(O)C=CC(=C1)C1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@H](CO)[C@H](O)[C@H]2O)C=C2C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=CC(O)=CC2=[O+]1 ChemAxon formula C33H41O20 ChemAxon inchi InChI=1S/C33H40O20/c1-46-17-4-11(2-3-14(17)38)29-18(49-33-30(26(43)23(40)20(9-35)52-33)53-32-27(44)24(41)21(10-36)51-32)7-13-15(47-29)5-12(37)6-16(13)48-31-28(45)25(42)22(39)19(8-34)50-31/h2-7,19-28,30-36,39-45H,8-10H2,1H3,(H-,37,38)/p+1/t19-,20-,21-,22-,23-,24+,25+,26+,27-,28-,30-,31-,32+,33-/m1/s1 ChemAxon inchikey SAYKPBCLCFGKFE-YHZZWPFKSA-O ChemAxon polar_surface_area 320.51 ChemAxon refractivity 179.34 ChemAxon polarizability 73.42 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 19 ChemAxon donor_count 12 ChemAxon physiological_charge 0 ChemAxon formal_charge 1 ChemAxon Specdb::CMs 781383 Specdb::CMs 781384 Specdb::CMs 781385 Specdb::CMs 781386 Specdb::CMs 781387 Specdb::CMs 781388 Specdb::CMs 781389 Specdb::CMs 781390 Specdb::CMs 781391 Specdb::CMs 781392 Specdb::CMs 781393 Specdb::CMs 781394 Specdb::CMs 781395 Specdb::CMs 781396 Specdb::CMs 781397 Specdb::CMs 781398 Specdb::CMs 781399 Specdb::CMs 781400 Specdb::CMs 781401 Specdb::CMs 781402 Specdb::CMs 781403 Specdb::CMs 781404 Specdb::CMs 781405 Specdb::CMs 781406 Specdb::MsMs 296575 Specdb::MsMs 296576 Specdb::MsMs 296577 Specdb::MsMs 2641597 Specdb::MsMs 2641598 Specdb::MsMs 2641599 Specdb::NmrOneD 49642 Specdb::NmrOneD 49643 Specdb::NmrOneD 49644 Specdb::NmrOneD 49645 Specdb::NmrOneD 49646 Specdb::NmrOneD 49647 Specdb::NmrOneD 49648 Specdb::NmrOneD 49649 Specdb::NmrOneD 49650 Specdb::NmrOneD 49651 Specdb::NmrOneD 49652 Specdb::NmrOneD 49653 Specdb::NmrOneD 49654 Specdb::NmrOneD 49655 Specdb::NmrOneD 49656 Specdb::NmrOneD 49657 Specdb::NmrOneD 49658 Specdb::NmrOneD 49659 Specdb::NmrOneD 49660 Specdb::NmrOneD 49661 HMDB41765 #<Reference:0x000055ce32f7fef8>