1.0 2010-04-08 22:04:39 UTC 2020-02-24 19:10:11 UTC FDB000645 Garcinone B Constituent of Garcinia mangostana (mangosteen). Garcinone B is found in fruits and purple mangosteen. 5,9,11-Trihydroxy-3,3-dimethyl-10-(3-methyl-2-butenyl)pyrano[3,2-a]xanthen-12(3H)-one, 9CI C23H22O6 394.4172 394.141638436 6,8,12-trihydroxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-2,5-dihydro-1,10-dioxatetraphen-5-one 6,8,12-trihydroxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-1,10-dioxatetraphen-5-one 76996-28-6 CC(C)=CCC1=C(O)C=C2OC3=C(C(=O)C2=C1O)C1=C(OC(C)(C)C=C1)C(O)=C3 InChI=1S/C23H22O6/c1-11(2)5-6-12-14(24)9-17-19(20(12)26)21(27)18-13-7-8-23(3,4)29-22(13)15(25)10-16(18)28-17/h5,7-10,24-26H,6H2,1-4H3 HVXHJNVYRXRHNX-UHFFFAOYSA-N belongs to the class of organic compounds known as 2-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 2-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. 2-prenylated xanthones Organic compounds Organoheterocyclic compounds Benzopyrans 1-benzopyrans Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 2,2-dimethyl-1-benzopyrans Alkyl aryl ethers Chromones Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Oxacyclic compounds Polyols Pyranones and derivatives Pyranoxanthones Vinylogous acids 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 2,2-dimethyl-1-benzopyran 2-prenylated xanthone Alkyl aryl ether Aromatic heteropolycyclic compound Benzenoid Chromone Ether Heteroaromatic compound Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Oxacycle Polyol Pyran Pyranone Pyranoxanthone Vinylogous acid logp 4.38 ALOGPS logs -4.45 ALOGPS solubility 1.40e-02 g/l ALOGPS melting_point Mp 190-192° logp 5.33 ChemAxon pka_strongest_acidic 7.24 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac 6,8,12-trihydroxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-2,5-dihydro-1,10-dioxatetraphen-5-one ChemAxon average_mass 394.4172 ChemAxon mono_mass 394.141638436 ChemAxon smiles CC(C)=CCC1=C(O)C=C2OC3=C(C(=O)C2=C1O)C1=C(OC(C)(C)C=C1)C(O)=C3 ChemAxon formula C23H22O6 ChemAxon inchi InChI=1S/C23H22O6/c1-11(2)5-6-12-14(24)9-17-19(20(12)26)21(27)18-13-7-8-23(3,4)29-22(13)15(25)10-16(18)28-17/h5,7-10,24-26H,6H2,1-4H3 ChemAxon inchikey HVXHJNVYRXRHNX-UHFFFAOYSA-N ChemAxon polar_surface_area 96.22 ChemAxon refractivity 111.4 ChemAxon polarizability 42.07 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 20491 Specdb::CMs 41416 Specdb::CMs 134999 Specdb::CMs 142733 Specdb::MsMs 104322 Specdb::MsMs 104323 Specdb::MsMs 104324 Specdb::MsMs 170574 Specdb::MsMs 170575 Specdb::MsMs 170576 Specdb::MsMs 2763925 Specdb::MsMs 2763926 Specdb::MsMs 2763927 Specdb::MsMs 2941067 Specdb::MsMs 2941068 Specdb::MsMs 2941069 HMDB29510 #<Reference:0x000055ce32626e38> Fruits Unknown generic Purple mangosteen Type 1 specific Garcinia mangostana 58228