1.0 2010-04-08 22:10:15 UTC 2019-11-26 03:07:10 UTC FDB012603 Hypericin Widespread in Hypericum subspecies especies Hypericum perforatum (St John's Wort) Hypericin is a red-coloured anthraquinone-derivative, which, together with hyperforin, is one of the principal active constituents of Hypericum (Saint John's wort). Hypericin is believed to act as an antibiotic and non-specific kinase inhibitor. Hypericin may inhibit the action of the enzyme dopamine ?-hydroxylase, leading to increased dopamine levels, although thus possibly decreasing norepinephrine and epinephrine. Hypericin is found in tea, alcoholic beverages, and herbs and spices. 1,3,4,6,8,13-Hexahydroxy-10,11-dimethylphenanthro[1,10,9,8-opqra]perylene-7,14-dione, 9CI 1:6:8:10:11:13-Hexahydroxy-3:4-dimethyl-meso-naphthodianthrene-7:14-dione 4,5,7,4',5',7'-Hexahydroxy-2,2'-dimethylnaphthodianthrone Hipericina Hypericin & visible light Hypericin from hypericum perforatum Hypericine Hypericum extract Hypericum red Hyperizin Mycoporphyrin Vimrxyn C30H16O8 504.4432 504.084517488 5,7,11,18,22,24-hexahydroxy-13,16-dimethyloctacyclo[13.11.1.1²,¹⁰.0³,⁸.0⁴,²⁵.0¹⁹,²⁷.0²¹,²⁶.0¹⁴,²⁸]octacosa-1(27),2(28),3,5,7,10,12,14,16,18,21,23,25-tridecaene-9,20-dione hypericin 548-04-9 CC1=CC(O)=C2C(=O)C3=C(O)C=C(O)C4=C3C3=C2C1=C1C(C)=CC(O)=C2C(=O)C5=C(O)C=C(O)C4=C5C3=C12 InChI=1S/C30H16O8/c1-7-3-9(31)19-23-15(7)16-8(2)4-10(32)20-24(16)28-26-18(12(34)6-14(36)22(26)30(20)38)17-11(33)5-13(35)21(29(19)37)25(17)27(23)28/h3-6,31-36H,1-2H3 BTXNYTINYBABQR-UHFFFAOYSA-N belongs to the class of organic compounds known as benzopyrenes. These are organic compounds containing a benzene fused to a pyrene(benzo[def]phenanthrene) ring system. Benzopyrenes Organic compounds Benzenoids Pyrenes Benzopyrenes Aromatic homopolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids Anthracenes Chrysenes Hydrocarbon derivatives Naphthols and derivatives Organic oxides Phenanthro-perylenequinones Phenanthrols Polyols Triphenylenes Vinylogous acids 1-hydroxy-2-unsubstituted benzenoid 1-naphthol 2-naphthol Anthracene Aromatic homopolycyclic compound Benzo-a-pyrene Benzo-e-pyrene Chrysene Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Perylenequinone Phenanthrene Phenanthro-perylenequinone Phenanthrol Polyol Triphenylene Vinylogous acid Anthracenes and phenanthrenes Anthracenes and phenanthrenes Anthrone type carbopolycyclic compound logp 3.92 ALOGPS logs -4.84 ALOGPS solubility 7.32e-03 g/l ALOGPS melting_point Mp 300° (dec.) logp 7.7 ChemAxon pka_strongest_acidic 1.39 ChemAxon pka_strongest_basic 16.11 ChemAxon iupac 5,7,11,18,22,24-hexahydroxy-13,16-dimethyloctacyclo[13.11.1.1²,¹⁰.0³,⁸.0⁴,²⁵.0¹⁹,²⁷.0²¹,²⁶.0¹⁴,²⁸]octacosa-1(27),2(28),3,5,7,10,12,14,16,18,21,23,25-tridecaene-9,20-dione ChemAxon average_mass 504.4432 ChemAxon mono_mass 504.084517488 ChemAxon smiles CC1=CC(O)=C2C(=O)C3=C(O)C=C(O)C4=C3C3=C2C1=C1C(C)=CC(O)=C2C(=O)C5=C(O)C=C(O)C4=C5C3=C12 ChemAxon formula C30H16O8 ChemAxon inchi InChI=1S/C30H16O8/c1-7-3-9(31)19-23-15(7)16-8(2)4-10(32)20-24(16)28-26-18(12(34)6-14(36)22(26)30(20)38)17-11(33)5-13(35)21(29(19)37)25(17)27(23)28/h3-6,31-36H,1-2H3 ChemAxon inchikey BTXNYTINYBABQR-UHFFFAOYSA-N ChemAxon polar_surface_area 155.52 ChemAxon refractivity 139.31 ChemAxon polarizability 50.96 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25787 Specdb::CMs 43793 Specdb::MsMs 81891 Specdb::MsMs 81892 Specdb::MsMs 81893 Specdb::MsMs 143109 Specdb::MsMs 143110 Specdb::MsMs 143111 Specdb::MsMs 440497 Specdb::MsMs 452084 Specdb::MsMs 2434144 Specdb::MsMs 2434145 Specdb::MsMs 2434146 Specdb::MsMs 2504033 Specdb::MsMs 2504034 Specdb::MsMs 2504035 HMDB34271 5835 #<Reference:0x000055ce324fe3d0> #<Reference:0x000055ce324fe218> #<Reference:0x000055ce324fe060> #<Reference:0x000055ce324fdea8> Alcoholic beverages Unknown generic Black tea Type 1 Green tea Type 1 Herbal tea Type 1 Herbs and Spices Unknown generic Red tea Type 1 Tea Type 1 specific Camellia sinensis 4442