1.0 2010-04-08 22:14:55 UTC 2025-11-19 02:29:17 UTC FDB020279 2,3-Dehydrosilybin Constituent of Silybum marianum (milk thistle). 2,3-Dehydrosilybin is found in coffee and coffee products and green vegetables. 2,3-Dehydrosilybin 2,3-Didehydrosilybin C25H20O10 480.4203 480.10564686 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4H-chromen-4-one 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chromen-4-one 25166-14-7 COC1=C(O)C=CC(=C1)C1OC2=C(OC1CO)C=CC(=C2)C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1 InChI=1S/C25H20O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,24,26-29,31H,10H2,1H3 BVKQRAYKLBRNIK-UHFFFAOYSA-N belongs to the class of organic compounds known as flavonolignans. These are non-conventional lignans that derived from flavonoids. They are characterized by a p-dioxin ring substituted at one carbon atom by a C3C6 (phenylpropan) group and fused to the B-ring of the 2-phenylchromene moiety. Flavonolignans Organic compounds Lignans, neolignans and related compounds Flavonolignans Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Anisoles Benzo-1,4-dioxanes Chromones Flavonols Heteroaromatic compounds Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Organic oxides Oxacyclic compounds Para dioxins Phenoxy compounds Phenylbenzo-1,4-dioxanes Polyols Primary alcohols Pyranones and derivatives Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 2-phenylbenzo-1,4-dioxane 3-hydroxyflavone 3-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Alcohol Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzo-1,4-dioxane Benzodioxane Benzopyran Chromone Ether Flavone Flavonolignan Heteroaromatic compound Hydrocarbon derivative Hydroxyflavonoid Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Para-dioxin Phenol Phenol ether Phenoxy compound Phenylbenzodioxane Polyol Primary alcohol Pyran Pyranone Vinylogous acid logp 2.80 ALOGPS logs -4.36 ALOGPS solubility 2.08e-02 g/l ALOGPS melting_point Mp 254-255° logp 2.97 ChemAxon pka_strongest_acidic 6.44 ChemAxon pka_strongest_basic -3 ChemAxon iupac 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4H-chromen-4-one ChemAxon average_mass 480.4203 ChemAxon mono_mass 480.10564686 ChemAxon smiles COC1=C(O)C=CC(=C1)C1OC2=C(OC1CO)C=CC(=C2)C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1 ChemAxon formula C25H20O10 ChemAxon inchi InChI=1S/C25H20O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,24,26-29,31H,10H2,1H3 ChemAxon inchikey BVKQRAYKLBRNIK-UHFFFAOYSA-N ChemAxon polar_surface_area 155.14 ChemAxon refractivity 122.55 ChemAxon polarizability 47.84 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 10 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 20245 Specdb::CMs 46810 Specdb::CMs 147353 Specdb::MsMs 7322 Specdb::MsMs 7323 Specdb::MsMs 7324 Specdb::MsMs 13994 Specdb::MsMs 13995 Specdb::MsMs 13996 Specdb::MsMs 2407865 Specdb::MsMs 2407866 Specdb::MsMs 2407867 Specdb::MsMs 2531634 Specdb::MsMs 2531635 Specdb::MsMs 2531636 HMDB40513 #<Reference:0x000055ce32f80ec0> Arabica coffee Type 1 specific Coffea arabica 13443 Coffee and coffee products Unknown generic Green vegetables Unknown generic Robusta coffee Type 1 specific Coffea canephora 49390