1.0 2010-04-08 22:10:11 UTC 2019-11-26 03:06:52 UTC FDB012472 Protohypericin Isolated from Hypericum perforatum (St. John's Wort). Protohypericin is found in tea, alcoholic beverages, and herbs and spices. C30H18O8 506.4591 506.100167552 7,11,13,16,18,22-hexahydroxy-5,24-dimethylheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁹,²⁷.0²¹,²⁶.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),4,6,10,12,14,16,18,21(26),22,24-tridecaene-9,20-dione 7,11,13,16,18,22-hexahydroxy-5,24-dimethylheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁹,²⁷.0²¹,²⁶.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),4,6,10,12,14,16,18,21(26),22,24-tridecaene-9,20-dione 548-03-8 CC1=CC2=C(C(O)=C1)C(=O)C1=C(O)C=C(O)C3=C4C(O)=CC(O)=C5C(=O)C6=C(C=C(C)C=C6O)C(C2=C13)=C45 InChI=1S/C30H18O8/c1-9-3-11-19(13(31)5-9)29(37)25-17(35)7-15(33)23-24-16(34)8-18(36)26-28(24)22(21(11)27(23)25)12-4-10(2)6-14(32)20(12)30(26)38/h3-8,31-36H,1-2H3 YLILOANQCQKPOD-UHFFFAOYSA-N belongs to the class of organic compounds known as perylenequinones. These are heterocyclic compounds characterized by two 8-hydroxy-1,4-dihydronaphthalen-1-one moieties joined together one or two CC-bonds. Perylenequinones Organic compounds Benzenoids Perylenequinones Aromatic homopolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Anthracenes Hydrocarbon derivatives Naphthols and derivatives Organic oxides Phenanthrols Polyols Vinylogous acids 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 1-naphthol 2-naphthol Anthracene Aromatic homopolycyclic compound Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Perylenequinone Phenanthrene Phenanthrol Polyol Vinylogous acid logp 3.99 ALOGPS logs -5.01 ALOGPS solubility 5.00e-03 g/l ALOGPS melting_point Mp 300° logp 8.02 ChemAxon pka_strongest_acidic 3.53 ChemAxon pka_strongest_basic 11.29 ChemAxon iupac 7,11,13,16,18,22-hexahydroxy-5,24-dimethylheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁹,²⁷.0²¹,²⁶.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),4,6,10,12,14,16,18,21(26),22,24-tridecaene-9,20-dione ChemAxon average_mass 506.4591 ChemAxon mono_mass 506.100167552 ChemAxon smiles CC1=CC2=C(C(O)=C1)C(=O)C1=C(O)C=C(O)C3=C4C(O)=CC(O)=C5C(=O)C6=C(C=C(C)C=C6O)C(C2=C13)=C45 ChemAxon formula C30H18O8 ChemAxon inchi InChI=1S/C30H18O8/c1-9-3-11-19(13(31)5-9)29(37)25-17(35)7-15(33)23-24-16(34)8-18(36)26-28(24)22(21(11)27(23)25)12-4-10(2)6-14(32)20(12)30(26)38/h3-8,31-36H,1-2H3 ChemAxon inchikey YLILOANQCQKPOD-UHFFFAOYSA-N ChemAxon polar_surface_area 155.52 ChemAxon refractivity 140.23 ChemAxon polarizability 51.15 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 20429 Specdb::CMs 43747 Specdb::MsMs 7379 Specdb::MsMs 7380 Specdb::MsMs 7381 Specdb::MsMs 14051 Specdb::MsMs 14052 Specdb::MsMs 14053 Specdb::MsMs 2268715 Specdb::MsMs 2268716 Specdb::MsMs 2268717 Specdb::MsMs 3072894 Specdb::MsMs 3072895 Specdb::MsMs 3072896 HMDB34180 #<Reference:0x000055ce3250e370> 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