1.0 2016-09-30 23:18:28 UTC 2020-05-05 18:38:18 UTC BMDB0005782 BMDB05782 Hesperetin (-)-(S)-Hesperetin (-)-Hesperetin (2S)-Hesperetin (S)-2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 3',5,7-Trihydroxy-4'-methoxyflavanone Hesperitin 5,7, 3'-Trihydroxy-4'-methoxyflavanone 5,7,3'-Trihydroxy-4'-methoxyflavanone Cyanidanon 4'-methyl ether 1626 Hesperin Prestwick_908 YSO2 C16H14O6 302.2788 302.07903818 (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one hesperetin 520-33-2 COC1=C(O)C=C(C=C1)[C@@H]1CC(=O)C2=C(O)C=C(O)C=C2O1 InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1 AIONOLUJZLIMTK-AWEZNQCLSA-N belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. Organic compounds Phenylpropanoids and polyketides Flavonoids O-methylated flavonoids 4'-O-methylated flavonoids 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Anisoles Aryl alkyl ketones Chromones Flavanones Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Organic oxides Oxacyclic compounds Phenoxy compounds Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 4p-methoxyflavonoid-skeleton 5-hydroxyflavonoid 7-hydroxyflavonoid Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Aryl alkyl ketone Aryl ketone Benzenoid Benzopyran Chromane Chromone Ether Flavan Flavanone Hydrocarbon derivative Hydroxyflavonoid Ketone Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Phenol ether Phenoxy compound Vinylogous acid Aromatic heteropolycyclic compounds 3'-hydroxyflavanones Flavanones flavanones monomethoxyflavanone trihydroxyflavanone Solid melting_point 227.5 °C logp 2.6 PERRISSOUD,D & TESTA,B (1986) logp 2.52 ALOGPS logs -3.34 ALOGPS logp 2.68 ChemAxon pka_strongest_acidic 7.86 ChemAxon pka_strongest_basic -4.6 ChemAxon iupac (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one ChemAxon average_mass 302.2788 ChemAxon mono_mass 302.07903818 ChemAxon smiles COC1=C(O)C=C(C=C1)[C@@H]1CC(=O)C2=C(O)C=C(O)C=C2O1 ChemAxon formula C16H14O6 ChemAxon inchi InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1 ChemAxon inchikey AIONOLUJZLIMTK-AWEZNQCLSA-N ChemAxon polar_surface_area 96.22 ChemAxon refractivity 77.75 ChemAxon polarizability 29.3 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 18069 Specdb::CMs 38883 Specdb::CMs 173806 Specdb::MsMs 253713 Specdb::MsMs 253714 Specdb::MsMs 253715 Specdb::MsMs 273654 Specdb::MsMs 273655 Specdb::MsMs 273656 Specdb::MsMs 373837 Specdb::MsMs 373838 Specdb::MsMs 373839 Specdb::MsMs 373840 Specdb::MsMs 373841 Specdb::MsMs 373842 Specdb::MsMs 374783 Specdb::MsMs 436960 Specdb::MsMs 436961 Specdb::MsMs 436962 Specdb::MsMs 436963 Specdb::MsMs 436964 Specdb::MsMs 439207 Specdb::MsMs 439861 Specdb::MsMs 439862 Specdb::MsMs 444969 Specdb::MsMs 444970 Specdb::MsMs 444971 Specdb::MsMs 444972 Specdb::NmrOneD 3891 Specdb::NmrOneD 4165 Specdb::NmrOneD 270718 Specdb::NmrOneD 270719 Specdb::NmrOneD 270720 Specdb::NmrOneD 270721 Specdb::NmrOneD 270722 Specdb::NmrOneD 270723 Specdb::NmrOneD 270724 Specdb::NmrOneD 270725 Specdb::NmrOneD 270726 Specdb::NmrOneD 270727 Specdb::NmrOneD 270728 Specdb::NmrOneD 270729 Specdb::NmrOneD 270730 Specdb::NmrOneD 270731 Specdb::NmrOneD 270732 Specdb::NmrOneD 270733 Specdb::NmrOneD 270734 Specdb::NmrOneD 270735 Specdb::NmrOneD 270736 Specdb::NmrOneD 270737 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 72281 C01709 28230 65234 FDB002677 DB01094 203 CPD-7072 Hesperetin C00000968 Shinoda, J.; Kawagoye, M. Polyhydroxychalcones, polyhydroxyhydrochalcones and polyhydroxyflavanones. III. Synthesis of hesperetin. Yakugaku Zasshi (1928), 48 938-41.