1.0 2010-04-08 22:12:27 UTC 2025-11-19 01:47:12 UTC FDB016457 Lucenin 2,7-O-rhamnoside Isolated from Linum usitatissimum (flax). Lucenin 2,7-O-rhamnoside is found in tea, coffee and coffee products, and fats and oils. Lucenin-2,7-O-rhamnoside C33H40O20 756.6587 756.21129372 2-(3,4-dihydroxyphenyl)-5-hydroxy-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4H-chromen-4-one 2-(3,4-dihydroxyphenyl)-5-hydroxy-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]chromen-4-one 29432-27-7 CC1OC(OC2=C(C3OC(CO)C(O)C(O)C3O)C(O)=C3C(=O)C=C(OC3=C2C2OC(CO)C(O)C(O)C2O)C2=CC(O)=C(O)C=C2)C(O)C(O)C1O InChI=1S/C33H40O20/c1-8-19(39)23(43)28(48)33(49-8)53-30-17(31-26(46)24(44)20(40)14(6-34)51-31)22(42)16-12(38)5-13(9-2-3-10(36)11(37)4-9)50-29(16)18(30)32-27(47)25(45)21(41)15(7-35)52-32/h2-5,8,14-15,19-21,23-28,31-37,39-48H,6-7H2,1H3 JGKAYWDKUOHFBC-UHFFFAOYSA-N belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Flavonoid-7-O-glycosides Organic compounds Phenylpropanoids and polyketides Flavonoids Flavonoid glycosides Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids Acetals Benzene and substituted derivatives C-glycosyl compounds Catechols Chromones Dialkyl ethers Flavones Flavonoid 8-C-glycosides Heteroaromatic compounds Hydrocarbon derivatives Monosaccharides O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Phenolic glycosides Polyols Primary alcohols Pyranones and derivatives Secondary alcohols Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 4'-hydroxyflavonoid 5-hydroxyflavonoid Acetal Alcohol Aromatic heteropolycyclic compound Benzenoid Benzopyran C-glycosyl compound Catechol Chromone Dialkyl ether Ether Flavone Flavonoid c-glycoside Flavonoid-7-o-glycoside Flavonoid-8-c-glycoside Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenolic glycoside Polyol Primary alcohol Pyran Pyranone Secondary alcohol Vinylogous acid logp -1.02 ALOGPS logs -1.42 ALOGPS solubility 2.85e+01 g/l ALOGPS logp -4.3 ChemAxon pka_strongest_acidic 7.94 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 2-(3,4-dihydroxyphenyl)-5-hydroxy-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4H-chromen-4-one ChemAxon average_mass 756.6587 ChemAxon mono_mass 756.21129372 ChemAxon smiles CC1OC(OC2=C(C3OC(CO)C(O)C(O)C3O)C(O)=C3C(=O)C=C(OC3=C2C2OC(CO)C(O)C(O)C2O)C2=CC(O)=C(O)C=C2)C(O)C(O)C1O ChemAxon formula C33H40O20 ChemAxon inchi InChI=1S/C33H40O20/c1-8-19(39)23(43)28(48)33(49-8)53-30-17(31-26(46)24(44)20(40)14(6-34)51-31)22(42)16-12(38)5-13(9-2-3-10(36)11(37)4-9)50-29(16)18(30)32-27(47)25(45)21(41)15(7-35)52-32/h2-5,8,14-15,19-21,23-28,31-37,39-48H,6-7H2,1H3 ChemAxon inchikey JGKAYWDKUOHFBC-UHFFFAOYSA-N ChemAxon polar_surface_area 346.44 ChemAxon refractivity 171.73 ChemAxon polarizability 72.15 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 20 ChemAxon donor_count 14 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 140610 Specdb::NmrOneD 140611 Specdb::NmrOneD 140612 Specdb::NmrOneD 140613 Specdb::NmrOneD 140614 Specdb::NmrOneD 140615 Specdb::NmrOneD 140616 Specdb::NmrOneD 140617 Specdb::NmrOneD 140618 Specdb::NmrOneD 140619 Specdb::NmrOneD 140620 Specdb::NmrOneD 140621 Specdb::NmrOneD 140622 Specdb::NmrOneD 140623 Specdb::NmrOneD 140624 Specdb::NmrOneD 140625 Specdb::NmrOneD 140626 Specdb::NmrOneD 140627 Specdb::NmrOneD 140628 Specdb::NmrOneD 140629 Specdb::CMs 780721 Specdb::CMs 780722 Specdb::CMs 780723 Specdb::CMs 780724 Specdb::CMs 780725 Specdb::CMs 780726 Specdb::CMs 780727 Specdb::CMs 780728 Specdb::CMs 780729 Specdb::CMs 780730 Specdb::CMs 780731 Specdb::CMs 780732 Specdb::CMs 780733 Specdb::CMs 780734 Specdb::CMs 780735 Specdb::CMs 780736 Specdb::CMs 780737 Specdb::CMs 780738 Specdb::CMs 780739 Specdb::CMs 780740 Specdb::CMs 780741 Specdb::CMs 780742 Specdb::CMs 780743 Specdb::CMs 780744 Specdb::CMs 780745 Specdb::MsMs 60768 Specdb::MsMs 60769 Specdb::MsMs 60770 Specdb::MsMs 117171 Specdb::MsMs 117172 Specdb::MsMs 117173 Specdb::MsMs 2343653 Specdb::MsMs 2343654 Specdb::MsMs 2343655 Specdb::MsMs 2595343 Specdb::MsMs 2595344 Specdb::MsMs 2595345 HMDB37411 #<Reference:0x000055ce335c2ce8> Arabica coffee Type 1 specific Coffea arabica 13443 Black tea Type 1 Coffee and coffee products Unknown generic Fats and oils Unknown generic Green tea Type 1 Herbal tea Type 1 Red tea Type 1 Robusta coffee Type 1 specific Coffea canephora 49390 Tea Type 1 specific Camellia sinensis 4442