1.0 2010-04-08 22:05:27 UTC 2020-02-24 19:10:35 UTC FDB002630 Vicenin 2 Constituent of lemons (Citrus limon). Vicenin 2 is found in many foods, some of which are common salsify, fenugreek, sweet orange, and cucumber. 5,7,4'-Trihydroxyflavone-6,8-di-C-glucoside 6,8-Di-b-D-glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 9CI 6,8-Di-C-glucopyranosylapigenin 6,8-Di-C-glucosyl-4',5,7-trihydroxyflavone 6,8-Di-C-glucosylapigenin Apigenin 6,8-di-C-glucoside Vicenin-2 C27H30O15 594.5181 594.15847029 5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one 5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one 23666-13-9 OCC1OC(C(O)C(O)C1O)C1=C(O)C(C2OC(CO)C(O)C(O)C2O)=C2OC(=CC(=O)C2=C1O)C1=CC=C(O)C=C1 InChI=1S/C27H30O15/c28-6-12-17(32)21(36)23(38)26(41-12)15-19(34)14-10(31)5-11(8-1-3-9(30)4-2-8)40-25(14)16(20(15)35)27-24(39)22(37)18(33)13(7-29)42-27/h1-5,12-13,17-18,21-24,26-30,32-39H,6-7H2 FIAAVMJLAGNUKW-UHFFFAOYSA-N belongs to the class of organic compounds known as flavonoid 8-c-glycosides. Flavonoid 8-C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone. Flavonoid 8-C-glycosides Organic compounds Phenylpropanoids and polyketides Flavonoids Flavonoid glycosides Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Benzene and substituted derivatives C-glycosyl compounds Chromones Dialkyl ethers Flavones Heteroaromatic compounds Hexoses Hydrocarbon derivatives Organic oxides Oxacyclic compounds Oxanes Phenolic glycosides Polyols Primary alcohols Pyranones and derivatives Secondary alcohols Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Alcohol Aromatic heteropolycyclic compound Benzenoid Benzopyran C-glycosyl compound Chromone Dialkyl ether Ether Flavone Flavonoid-8-c-glycoside Glycosyl compound Heteroaromatic compound Hexose monosaccharide Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenolic glycoside Polyol Primary alcohol Pyran Pyranone Secondary alcohol Vinylogous acid logp -0.97 ALOGPS logs -1.78 ALOGPS solubility 9.88e+00 g/l ALOGPS melting_point Mp 233-236° (214-216° dec.) logp -2.8 ChemAxon pka_strongest_acidic 5.76 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one ChemAxon average_mass 594.5181 ChemAxon mono_mass 594.15847029 ChemAxon smiles OCC1OC(C(O)C(O)C1O)C1=C(O)C(C2OC(CO)C(O)C(O)C2O)=C2OC(=CC(=O)C2=C1O)C1=CC=C(O)C=C1 ChemAxon formula C27H30O15 ChemAxon inchi InChI=1S/C27H30O15/c28-6-12-17(32)21(36)23(38)26(41-12)15-19(34)14-10(31)5-11(8-1-3-9(30)4-2-8)40-25(14)16(20(15)35)27-24(39)22(37)18(33)13(7-29)42-27/h1-5,12-13,17-18,21-24,26-30,32-39H,6-7H2 ChemAxon inchikey FIAAVMJLAGNUKW-UHFFFAOYSA-N ChemAxon polar_surface_area 267.29 ChemAxon refractivity 139.15 ChemAxon polarizability 57.58 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 15 ChemAxon donor_count 11 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 110618 Specdb::NmrOneD 110619 Specdb::NmrOneD 110620 Specdb::NmrOneD 110621 Specdb::NmrOneD 110622 Specdb::NmrOneD 110623 Specdb::NmrOneD 110624 Specdb::NmrOneD 110625 Specdb::NmrOneD 110626 Specdb::NmrOneD 110627 Specdb::NmrOneD 110628 Specdb::NmrOneD 110629 Specdb::NmrOneD 110630 Specdb::NmrOneD 110631 Specdb::NmrOneD 110632 Specdb::NmrOneD 110633 Specdb::NmrOneD 110634 Specdb::NmrOneD 110635 Specdb::NmrOneD 110636 Specdb::NmrOneD 110637 Specdb::MsMs 7958 Specdb::MsMs 7959 Specdb::MsMs 7960 Specdb::MsMs 12509 Specdb::MsMs 12510 Specdb::MsMs 12511 Specdb::MsMs 14630 Specdb::MsMs 14631 Specdb::MsMs 14632 Specdb::MsMs 19181 Specdb::MsMs 19182 Specdb::MsMs 19183 Specdb::MsMs 440553 Specdb::MsMs 440554 Specdb::MsMs 440555 Specdb::MsMs 452055 Specdb::MsMs 452146 Specdb::MsMs 2226317 Specdb::MsMs 2228412 Specdb::MsMs 2228632 Specdb::MsMs 2230789 Specdb::MsMs 2230948 Specdb::MsMs 2233276 Specdb::MsMs 2233342 Specdb::MsMs 2233412 Specdb::CMs 12211 Specdb::CMs 42106 Specdb::CMs 282969 Specdb::CMs 431853 Specdb::CMs 431854 Specdb::CMs 431855 Specdb::CMs 431856 Specdb::CMs 431857 Specdb::CMs 431858 Specdb::CMs 431859 Specdb::CMs 431860 Specdb::CMs 431861 Specdb::CMs 431862 Specdb::CMs 431863 Specdb::CMs 431864 Specdb::CMs 431865 Specdb::CMs 431866 Specdb::CMs 431867 Specdb::CMs 431868 Specdb::CMs 431869 Specdb::CMs 431870 Specdb::CMs 431871 Specdb::CMs 431872 Specdb::CMs 431873 Specdb::CMs 431874 HMDB30708 #<Reference:0x00007f093c1b1ab0> Amaranth Type 1 specific Amaranthus 3564 Annual wild rice Type 1 specific Zizania aquatica 75727 Barley Type 1 specific Hordeum vulgare 4513 Breakfast cereal Type 2 specific Bulgur Type 2 specific Cereals and cereal products Unknown generic Citrus Unknown generic Common buckwheat Type 1 specific Fagopyrum esculentum 3617 Common sage Type 1 specific Salvia officinalis 38868 Common salsify Type 1 specific Tragopogon porrifolius 13731 Common wheat Type 1 specific Triticum aestivum 4565 Corn Type 1 specific Zea mays 4577 Cucumber Type 1 specific Cucumis sativus 3659 Fenugreek Type 1 specific Trigonella foenum-graecum 78534 Flaxseed Type 1 specific Linum usitatissimum 4006 Flour Type 2 specific Hard wheat Type 1 specific Triticum durum 4567 Lemon Type 1 specific Citrus limon 2708 Millet Type 1 specific Panicum miliaceum 4540 Oat Type 1 specific Avena sativa 4498 Oriental wheat Type 1 specific Triticum turanicum 376534 Quinoa Type 1 specific Chenopodium quinoa 63459 Red rice Type 1 specific Oryza rufipogon 4529 Rice Type 1 specific Oryza sativa 4530 Rye Type 1 specific Secale cereale 4550 Sorghum Type 1 specific Sorghum bicolor 4558 Soy bean Type 1 specific Glycine max 3847 Spelt Type 1 specific Triticum spelta 58933 Sweet basil Type 1 specific Ocimum basilicum 39350 Sweet orange Type 1 specific Citrus sinensis 2711 4.533333 5.534999937 3.531666676 mg/100 g Tartary buckwheat Type 1 specific Fagopyrum tataricum 62330 Teff Type 1 specific Eragrostis tef 110835 Triticale Type 1 specific X Triticosecale rimpaui Wheat Type 1 specific Triticum 4564 Wild rice Type 1 specific Zizania 15949 Angiotensin converting enzyme inhibitor 18 An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1). Anti carcinomic 162 A substance that inhibits or prevents the proliferation of neoplasms. Anti proliferant 547 Anti-angiogenic 115 An agent and endogenous substances that antagonize or inhibit the development of new blood vessels. Anti-cancer 159 A substance that inhibits or prevents the proliferation of neoplasms. Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Apoptotic 704 Cyclin-B1 inhibitor 846 A substance that diminishes the rate of a chemical reaction. Cyclin-D1 inhibitor 847 A substance that diminishes the rate of a chemical reaction. Oviposition stimulant 1181 Radioprotective 1279 Any pharmaceutical compound containing a radioisotope.