1.0 2016-09-30 23:18:43 UTC 2020-05-05 18:38:19 UTC BMDB0005800 BMDB05800 Luteolin 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-benzopyrone 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one 3',4',5,7-Tetrahydroxyflavone 5,7,3',4'-Tetrahydroxyflavone Digitoflavone Flacitran Luteolol Salifazide 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-benzopyrone-4-one 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one Luteoline 3',4',5,7-Tetrahydroxy-flavone 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-benzopyran-4-one 3’,4’,5,7-Tetrahydroxyflavone 5,7,3’,4’-Tetrahydroxyflavone Cyanidenon C15H10O6 286.2363 286.047738052 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one luteolin 491-70-3 OC1=CC2=C(C(O)=C1)C(=O)C=C(O2)C1=CC=C(O)C(O)=C1 InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H IQPNAANSBPBGFQ-UHFFFAOYSA-N belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Organic compounds Phenylpropanoids and polyketides Flavonoids Flavones Flavones 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Benzene and substituted derivatives Catechols Chromones Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Organooxygen compounds Oxacyclic compounds Pyranones and derivatives Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Aromatic heteropolycyclic compound Benzenoid Benzopyran Catechol Chromone Flavone Heteroaromatic compound Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Pyran Pyranone Vinylogous acid Aromatic heteropolycyclic compounds 3'-hydroxyflavonoid Flavones and Flavonols Flavones and Flavonols flavones tetrahydroxyflavone Solid melting_point 329.5 °C logp 2.53 PERRISSOUD,D & TESTA,B (1986) logp 2.73 ALOGPS logs -3.32 ALOGPS logp 2.4 ChemAxon pka_strongest_acidic 6.57 ChemAxon pka_strongest_basic -5.4 ChemAxon iupac 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one ChemAxon average_mass 286.2363 ChemAxon mono_mass 286.047738052 ChemAxon smiles OC1=CC2=C(C(O)=C1)C(=O)C=C(O2)C1=CC=C(O)C(O)=C1 ChemAxon formula C15H10O6 ChemAxon inchi InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H ChemAxon inchikey IQPNAANSBPBGFQ-UHFFFAOYSA-N ChemAxon polar_surface_area 107.22 ChemAxon refractivity 74.89 ChemAxon polarizability 27.73 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge -1 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::NmrTwoD 1962 Specdb::NmrOneD 2027 Specdb::CMs 2232 Specdb::CMs 2273 Specdb::CMs 6007 Specdb::CMs 31529 Specdb::CMs 31530 Specdb::CMs 31956 Specdb::CMs 38895 Specdb::CMs 133465 Specdb::CMs 141199 Specdb::MsMs 6434 Specdb::MsMs 6435 Specdb::MsMs 6436 Specdb::MsMs 6437 Specdb::MsMs 6438 Specdb::MsMs 6439 Specdb::MsMs 6440 Specdb::MsMs 6441 Specdb::MsMs 6442 Specdb::MsMs 6443 Specdb::MsMs 20306 Specdb::MsMs 20307 Specdb::MsMs 20308 Specdb::MsMs 21857 Specdb::MsMs 21858 Specdb::MsMs 21859 Specdb::MsMs 285621 Specdb::MsMs 285622 Specdb::MsMs 373672 Specdb::MsMs 373673 Specdb::MsMs 374043 Specdb::MsMs 374064 Specdb::MsMs 438947 Specdb::MsMs 439138 Specdb::MsMs 439139 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 FDB013255 4444102 229 C01514 C00000674 15864 5280445 LU2 5734-TETRAHYDROXYFLAVONE Luteolin Hutchins, W. A.; Wheeler, T. S. Chalcones: A new synthesis of chrysin, apigenin and luteolin. Journal of the Chemical Society (1939), 91-4.