1.0 2010-04-08 22:05:02 UTC 2025-11-18 22:32:11 UTC FDB001601 Xanthoangelol Xanthoangelol is a member of the class of compounds known as 3-prenylated chalcones. 3-prenylated chalcones are chalcones featuring a C5-isoprenoid unit at the 3-position. Thus, xanthoangelol is considered to be a flavonoid lipid molecule. Xanthoangelol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Xanthoangelol can be found in angelica, which makes xanthoangelol a potential biomarker for the consumption of this food product. 2',4,4'-Trihydroxy-3'-geranylchalcone C25H28O4 392.4874 392.198759384 (2E)-1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}-3-(4-hydroxyphenyl)prop-2-en-1-one xanthoangelol 62949-76-2 CC(C)=CCC\C(C)=C\CC1=C(O)C(=CC=C1O)C(=O)\C=C\C1=CC=C(O)C=C1 InChI=1S/C25H28O4/c1-17(2)5-4-6-18(3)7-13-21-24(28)16-14-22(25(21)29)23(27)15-10-19-8-11-20(26)12-9-19/h5,7-12,14-16,26,28-29H,4,6,13H2,1-3H3/b15-10+,18-7+ LRSMBOSQWGHYCW-MDGZPELGSA-N belongs to the class of organic compounds known as 3-prenylated chalcones. These are chalcones featuring a C5-isoprenoid unit at the 3-position. 3-prenylated chalcones Organic compounds Phenylpropanoids and polyketides Linear 1,3-diarylpropanoids Chalcones and dihydrochalcones Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 2'-Hydroxychalcones Acryloyl compounds Aromatic monoterpenoids Aryl ketones Benzoyl derivatives Cinnamylphenols Enones Hydrocarbon derivatives Hydroxycinnamic acids and derivatives Monocyclic monoterpenoids Organic oxides Resorcinols Styrenes Vinylogous acids 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 2'-hydroxychalcone 3-prenylated chalcone Acryloyl-group Alpha,beta-unsaturated ketone Aromatic homomonocyclic compound Aromatic monoterpenoid Aryl ketone Benzenoid Benzoyl Cinnamylphenol Enone Hydrocarbon derivative Hydroxycinnamic acid or derivatives Ketone Monocyclic benzene moiety Monocyclic monoterpenoid Monoterpenoid Organic oxide Organic oxygen compound Organooxygen compound Phenol Resorcinol Styrene Vinylogous acid Chalcones and dihydrochalcones logp 5.29 ALOGPS logs -5.01 ALOGPS solubility 3.87e-03 g/l ALOGPS logp 7.02 ChemAxon pka_strongest_acidic 7.57 ChemAxon pka_strongest_basic -6 ChemAxon iupac (2E)-1-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxyphenyl}-3-(4-hydroxyphenyl)prop-2-en-1-one ChemAxon average_mass 392.4874 ChemAxon mono_mass 392.198759384 ChemAxon smiles CC(C)=CCC\C(C)=C\CC1=C(O)C(=CC=C1O)C(=O)\C=C\C1=CC=C(O)C=C1 ChemAxon formula C25H28O4 ChemAxon inchi InChI=1S/C25H28O4/c1-17(2)5-4-6-18(3)7-13-21-24(28)16-14-22(25(21)29)23(27)15-10-19-8-11-20(26)12-9-19/h5,7-12,14-16,26,28-29H,4,6,13H2,1-3H3/b15-10+,18-7+ ChemAxon inchikey LRSMBOSQWGHYCW-MDGZPELGSA-N ChemAxon polar_surface_area 77.76 ChemAxon refractivity 120.87 ChemAxon polarizability 44.69 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 76275 Specdb::MsMs 76276 Specdb::MsMs 76277 Specdb::MsMs 136074 Specdb::MsMs 136075 Specdb::MsMs 136076 Angelica Type 1 specific Angelica keiskei 357850