1.0 2010-04-08 22:05:01 UTC 2025-11-18 22:32:03 UTC FDB001565 Apigeninidin Apigeninidin is a member of the class of compounds known as 7-hydroxyflavonoids. 7-hydroxyflavonoids are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton. Apigeninidin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Apigeninidin can be found in sorghum, which makes apigeninidin a potential biomarker for the consumption of this food product. Apigeninidin (Also, apigenidin, or Gesneridin) is a chemical compound belonging to the 3-deoxyanthocyanidins and that can be found in the Patagonian plant Ephedra frustillata and in the soybean. Apigeninidin is one of the principal pigments found in sorghum. Extremely high level of apigeninidin (49 mg/g) has been documented in sorghum leaf sheath. Like all anthocyanidins it exists in a variety of tautomers depending on pH and hydration, several of these bare the distinctive pyrylium core . 4',5,7-Trihydroxyflavylium chloride 5,7-Dihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium chloride Apigeninidin chloride C15H11ClO4 290.698 290.034586547 5,7-dihydroxy-2-(4-hydroxyphenyl)-1λ⁴-chromen-1-ylium chloride apigeninidin chloride 1151-98-0 [Cl-].OC1=CC=C(C=C1)C1=CC=C2C(O)=CC(O)=CC2=[O+]1 InChI=1S/C15H10O4.ClH/c16-10-3-1-9(2-4-10)14-6-5-12-13(18)7-11(17)8-15(12)19-14;/h1-8H,(H2-,16,17,18);1H GYQDOAKHUGURPD-UHFFFAOYSA-N belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton. 7-hydroxyflavonoids Organic compounds Phenylpropanoids and polyketides Flavonoids Hydroxyflavonoids Aromatic heteropolycyclic compounds 1-benzopyrans 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 4'-hydroxyflavonoids 5-hydroxyflavonoids Anthocyanidins Benzene and substituted derivatives Heteroaromatic compounds Hydrocarbon derivatives Organic chloride salts Organic zwitterions Organooxygen compounds Oxacyclic compounds 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Anthocyanidin Aromatic heteropolycyclic compound Benzenoid Benzopyran Heteroaromatic compound Hydrocarbon derivative Monocyclic benzene moiety Organic chloride salt Organic oxygen compound Organic salt Organic zwitterion Organoheterocyclic compound Organooxygen compound Oxacycle Phenol logp 2.92 ALOGPS logs -3.90 ALOGPS solubility 3.63e-02 g/l ALOGPS logp 3.62 ChemAxon pka_strongest_acidic 6.59 ChemAxon pka_strongest_basic -5.6 ChemAxon iupac 5,7-dihydroxy-2-(4-hydroxyphenyl)-1λ⁴-chromen-1-ylium chloride ChemAxon average_mass 290.698 ChemAxon mono_mass 290.034586547 ChemAxon smiles [Cl-].OC1=CC=C(C=C1)C1=CC=C2C(O)=CC(O)=CC2=[O+]1 ChemAxon formula C15H11ClO4 ChemAxon inchi InChI=1S/C15H10O4.ClH/c16-10-3-1-9(2-4-10)14-6-5-12-13(18)7-11(17)8-15(12)19-14;/h1-8H,(H2-,16,17,18);1H ChemAxon inchikey GYQDOAKHUGURPD-UHFFFAOYSA-N ChemAxon polar_surface_area 73.83 ChemAxon refractivity 80.15 ChemAxon polarizability 26.33 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 68736 Specdb::MsMs 68737 Specdb::MsMs 68738 Specdb::MsMs 126840 Specdb::MsMs 126841 Specdb::MsMs 126842 Sorghum Type 1 specific Sorghum bicolor 4558