1.0 2012-01-20 01:16:44 UTC 2025-11-19 03:00:07 UTC FDB029998 Schisandrin C A polyphenol metabolite detected in biological fluids [PhenolExplorer] C22H24O6 384.428 384.157288493 3,22-dimethoxy-12,13-dimethyl-5,7,18,20-tetraoxapentacyclo[13.7.0.0²,¹⁰.0⁴,⁸.0¹⁷,²¹]docosa-1(15),2,4(8),9,16,21-hexaene 3,22-dimethoxy-12,13-dimethyl-5,7,18,20-tetraoxapentacyclo[13.7.0.0²,¹⁰.0⁴,⁸.0¹⁷,²¹]docosa-1(15),2,4(8),9,16,21-hexaene COC1=C2OCOC2=CC2=C1C1=C(OC)C3=C(OCO3)C=C1CC(C)C(C)C2 InChI=1S/C22H24O6/c1-11-5-13-7-15-19(27-9-25-15)21(23-3)17(13)18-14(6-12(11)2)8-16-20(22(18)24-4)28-10-26-16/h7-8,11-12H,5-6,9-10H2,1-4H3 HTBWBWWADZJXID-UHFFFAOYSA-N belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. Hydrolyzable tannins Organic compounds Phenylpropanoids and polyketides Tannins Hydrolyzable tannins Aromatic heteropolycyclic compounds Acetals Alkyl aryl ethers Anisoles Benzodioxoles Dibenzocyclooctadiene lignans Hydrocarbon derivatives Oxacyclic compounds Acetal Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzodioxole Dibenzocyclooctane lignan Ether Hydrocarbon derivative Hydrolyzable tannin Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle logp 4.08 ALOGPS logs -4.37 ALOGPS solubility 1.64e-02 g/l ALOGPS logp 4.58 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac 3,22-dimethoxy-12,13-dimethyl-5,7,18,20-tetraoxapentacyclo[13.7.0.0²,¹⁰.0⁴,⁸.0¹⁷,²¹]docosa-1(15),2,4(8),9,16,21-hexaene ChemAxon average_mass 384.428 ChemAxon mono_mass 384.157288493 ChemAxon smiles COC1=C2OCOC2=CC2=C1C1=C(OC)C3=C(OCO3)C=C1CC(C)C(C)C2 ChemAxon formula C22H24O6 ChemAxon inchi InChI=1S/C22H24O6/c1-11-5-13-7-15-19(27-9-25-15)21(23-3)17(13)18-14(6-12(11)2)8-16-20(22(18)24-4)28-10-26-16/h7-8,11-12H,5-6,9-10H2,1-4H3 ChemAxon inchikey HTBWBWWADZJXID-UHFFFAOYSA-N ChemAxon polar_surface_area 55.38 ChemAxon refractivity 102.23 ChemAxon polarizability 41.11 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 6 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 1247371 Specdb::MsMs 1247372 Specdb::MsMs 1247373 Specdb::MsMs 1362700 Specdb::MsMs 1362701 Specdb::MsMs 1362702 Specdb::CMs 108846 Specdb::CMs 121505