1.0 2010-04-08 22:09:28 UTC 2019-11-26 03:04:33 UTC FDB011104 Semilepidinoside A Alkaloid from the seeds of Lepidium sativum (garden cress). Semilepidinoside A is found in garden cress and brassicas. Semilepidinoside A C16H20N2O6 336.3398 336.132136382 2-(hydroxymethyl)-6-[4-(1H-imidazol-2-ylmethyl)phenoxy]oxane-3,4,5-triol 2-(hydroxymethyl)-6-[4-(1H-imidazol-2-ylmethyl)phenoxy]oxane-3,4,5-triol OCC1OC(OC2=CC=C(CC3=NC=CN3)C=C2)C(O)C(O)C1O InChI=1S/C16H20N2O6/c19-8-11-13(20)14(21)15(22)16(24-11)23-10-3-1-9(2-4-10)7-12-17-5-6-18-12/h1-6,11,13-16,19-22H,7-8H2,(H,17,18) PVXWBKJKWJZGQJ-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 heteromonocyclic compounds Acetals Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Imidazoles Monosaccharides O-glycosyl compounds Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Phenol ethers Phenoxy compounds Polyols Primary alcohols Secondary alcohols Acetal Alcohol Aromatic heteromonocyclic compound Azacycle Azole Benzenoid Heteroaromatic compound Hydrocarbon derivative Imidazole Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic nitrogen compound Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Phenol ether Phenolic glycoside Phenoxy compound Polyol Primary alcohol Secondary alcohol logp -0.05 ALOGPS logs -1.68 ALOGPS solubility 6.97e+00 g/l ALOGPS melting_point Mp 188-190° dec. logp -0.76 ChemAxon pka_strongest_acidic 12.18 ChemAxon pka_strongest_basic 7.06 ChemAxon iupac 2-(hydroxymethyl)-6-[4-(1H-imidazol-2-ylmethyl)phenoxy]oxane-3,4,5-triol ChemAxon average_mass 336.3398 ChemAxon mono_mass 336.132136382 ChemAxon smiles OCC1OC(OC2=CC=C(CC3=NC=CN3)C=C2)C(O)C(O)C1O ChemAxon formula C16H20N2O6 ChemAxon inchi InChI=1S/C16H20N2O6/c19-8-11-13(20)14(21)15(22)16(24-11)23-10-3-1-9(2-4-10)7-12-17-5-6-18-12/h1-6,11,13-16,19-22H,7-8H2,(H,17,18) ChemAxon inchikey PVXWBKJKWJZGQJ-UHFFFAOYSA-N ChemAxon polar_surface_area 128.06 ChemAxon refractivity 82.3 ChemAxon polarizability 33.36 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 23218 Specdb::CMs 43103 Specdb::CMs 150879 Specdb::MsMs 79188 Specdb::MsMs 79189 Specdb::MsMs 79190 Specdb::MsMs 139728 Specdb::MsMs 139729 Specdb::MsMs 139730 Specdb::MsMs 2701039 Specdb::MsMs 2701040 Specdb::MsMs 2701041 Specdb::MsMs 3007178 Specdb::MsMs 3007179 Specdb::MsMs 3007180 Specdb::NmrOneD 117958 Specdb::NmrOneD 117959 Specdb::NmrOneD 117960 Specdb::NmrOneD 117961 Specdb::NmrOneD 117962 Specdb::NmrOneD 117963 Specdb::NmrOneD 117964 Specdb::NmrOneD 117965 Specdb::NmrOneD 117966 Specdb::NmrOneD 117967 Specdb::NmrOneD 117968 Specdb::NmrOneD 117969 Specdb::NmrOneD 117970 Specdb::NmrOneD 117971 Specdb::NmrOneD 117972 Specdb::NmrOneD 117973 Specdb::NmrOneD 117974 Specdb::NmrOneD 117975 Specdb::NmrOneD 117976 Specdb::NmrOneD 117977 HMDB33107 #<Reference:0x000055ce31d7a640> Brassicas Unknown generic 3705 Garden cress Type 1 specific Lepidium sativum 33125