1.0 2012-01-20 01:16:38 UTC 2025-11-19 03:00:00 UTC FDB029976 Puerarin A polyphenol metabolite detected in biological fluids [PhenolExplorer] C21H20O9 416.3781 416.110732238 7-hydroxy-3-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one puerarin 3681-99-0 OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C=CC2=C1OC=C(C2=O)C1=CC=C(O)C=C1 InChI=1S/C21H20O9/c22-7-14-17(26)18(27)19(28)21(30-14)15-13(24)6-5-11-16(25)12(8-29-20(11)15)9-1-3-10(23)4-2-9/h1-6,8,14,17-19,21-24,26-28H,7H2/t14-,17-,18+,19-,21+/m1/s1 HKEAFJYKMMKDOR-VPRICQMDSA-N belongs to the class of organic compounds known as isoflavonoid c-glycosides. These are c-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one. Isoflavonoid C-glycosides Organic compounds Phenylpropanoids and polyketides Isoflavonoids Isoflavonoid C-glycosides Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives C-glycosyl compounds Chromones Dialkyl ethers Heteroaromatic compounds Hexoses Hydrocarbon derivatives Hydroxyisoflavonoids Isoflavones Organic oxides Oxacyclic compounds Oxanes Phenolic glycosides Polyols Primary alcohols Pyranones and derivatives Secondary alcohols 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid Alcohol Aromatic heteropolycyclic compound Benzenoid Benzopyran C-glycosyl compound Chromone Dialkyl ether Ether Glycosyl compound Heteroaromatic compound Hexose monosaccharide Hydrocarbon derivative Hydroxyisoflavonoid Isoflavone Isoflavonoid c-glycoside Isoflavonoid-8-c-glycoside Monocyclic benzene moiety Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenolic glycoside Polyol Primary alcohol Pyran Pyranone Secondary alcohol C-glycosyl compound Isoflavonoids hydroxyisoflavone isoflavones logp 0.48 ALOGPS logs -2.59 ALOGPS solubility 1.08e+00 g/l ALOGPS logp -0.027 ChemAxon pka_strongest_acidic 6.03 ChemAxon pka_strongest_basic -3 ChemAxon iupac 7-hydroxy-3-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one ChemAxon average_mass 416.3781 ChemAxon mono_mass 416.110732238 ChemAxon smiles OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C=CC2=C1OC=C(C2=O)C1=CC=C(O)C=C1 ChemAxon formula C21H20O9 ChemAxon inchi InChI=1S/C21H20O9/c22-7-14-17(26)18(27)19(28)21(30-14)15-13(24)6-5-11-16(25)12(8-29-20(11)15)9-1-3-10(23)4-2-9/h1-6,8,14,17-19,21-24,26-28H,7H2/t14-,17-,18+,19-,21+/m1/s1 ChemAxon inchikey HKEAFJYKMMKDOR-VPRICQMDSA-N ChemAxon polar_surface_area 156.91 ChemAxon refractivity 102.82 ChemAxon polarizability 41.19 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 9 ChemAxon donor_count 6 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 153598 Specdb::CMs 153600 Specdb::CMs 153602 Specdb::CMs 153604 Specdb::CMs 153606 Specdb::CMs 153608 Specdb::CMs 153610 Specdb::CMs 164489 Specdb::CMs 279940 Specdb::NmrOneD 72392 Specdb::NmrOneD 72393 Specdb::NmrOneD 72394 Specdb::NmrOneD 72395 Specdb::NmrOneD 72396 Specdb::NmrOneD 72397 Specdb::NmrOneD 72398 Specdb::NmrOneD 72399 Specdb::NmrOneD 72400 Specdb::NmrOneD 72401 Specdb::NmrOneD 72402 Specdb::NmrOneD 72403 Specdb::NmrOneD 72404 Specdb::NmrOneD 72405 Specdb::NmrOneD 72406 Specdb::NmrOneD 72407 Specdb::NmrOneD 72408 Specdb::NmrOneD 72409 Specdb::NmrOneD 72410 Specdb::NmrOneD 72411 Specdb::MsMs 248988 Specdb::MsMs 248989 Specdb::MsMs 248990 Specdb::MsMs 268929 Specdb::MsMs 268930 Specdb::MsMs 268931 Specdb::MsMs 373770 Specdb::MsMs 373771 Specdb::MsMs 373772 Specdb::MsMs 373773 Specdb::MsMs 373774 Specdb::MsMs 373775 Specdb::MsMs 438968 Specdb::MsMs 438969 Specdb::MsMs 439146 Specdb::MsMs 439387 Specdb::MsMs 440271 Specdb::MsMs 440272 Specdb::MsMs 440273 Specdb::MsMs 440274 Specdb::MsMs 447865 Specdb::MsMs 447866 Specdb::MsMs 448094 Specdb::MsMs 2236295 Specdb::MsMs 2236582