1.0 2010-04-08 22:05:00 UTC 2019-11-26 02:56:35 UTC FDB001537 Cirsimaritin Cirsimaritin, also known as 4',5-dihydroxy-6,7-dimethoxyflavone or scrophulein, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, cirsimaritin is considered to be a flavonoid lipid molecule. Cirsimaritin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cirsimaritin can be found in a number of food items such as italian oregano, lemon verbena, winter savory, and rosemary, which makes cirsimaritin a potential biomarker for the consumption of these food products. 4',5-Dihydroxy-6,7-dimethoxyflavone Flavone, 4',5-dihydroxy-6,7-dimethoxy- Skrofulein C17H14O6 314.2895 314.07903818 5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4H-chromen-4-one cirsimaritin 6601-62-3 COC1=C(OC)C(O)=C2C(=O)C=C(OC2=C1)C1=CC=C(O)C=C1 InChI=1S/C17H14O6/c1-21-14-8-13-15(16(20)17(14)22-2)11(19)7-12(23-13)9-3-5-10(18)6-4-9/h3-8,18,20H,1-2H3 ZIIAJIWLQUVGHB-UHFFFAOYSA-N belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. 7-O-methylated flavonoids Organic compounds Phenylpropanoids and polyketides Flavonoids O-methylated flavonoids Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 6-O-methylated flavonoids Alkyl aryl ethers Anisoles Benzene and substituted derivatives Chromones Flavones Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Oxacyclic compounds Pyranones and derivatives Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 6-methoxyflavonoid-skeleton 7-methoxyflavonoid-skeleton Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromone Ether Flavone Heteroaromatic compound Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Pyran Pyranone Vinylogous acid Flavones and Flavonols Flavones and Flavonols dihydroxyflavone dimethoxyflavone logp 3.21 ALOGPS logs -3.88 ALOGPS solubility 4.18e-02 g/l ALOGPS logp 2.69 ChemAxon pka_strongest_acidic 8.58 ChemAxon pka_strongest_basic -4.4 ChemAxon iupac 5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4H-chromen-4-one ChemAxon average_mass 314.2895 ChemAxon mono_mass 314.07903818 ChemAxon smiles COC1=C(OC)C(O)=C2C(=O)C=C(OC2=C1)C1=CC=C(O)C=C1 ChemAxon formula C17H14O6 ChemAxon inchi InChI=1S/C17H14O6/c1-21-14-8-13-15(16(20)17(14)22-2)11(19)7-12(23-13)9-3-5-10(18)6-4-9/h3-8,18,20H,1-2H3 ChemAxon inchikey ZIIAJIWLQUVGHB-UHFFFAOYSA-N ChemAxon polar_surface_area 85.22 ChemAxon refractivity 83.86 ChemAxon polarizability 31.91 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 6 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 5829 Specdb::CMs 118464 Specdb::CMs 863420 Specdb::CMs 863421 Specdb::CMs 863422 Specdb::CMs 863423 Specdb::CMs 863424 Specdb::CMs 863425 Specdb::MsMs 78837 Specdb::MsMs 78838 Specdb::MsMs 78839 Specdb::MsMs 139296 Specdb::MsMs 139297 Specdb::MsMs 139298 Specdb::MsMs 2226718 Specdb::MsMs 2227983 Specdb::MsMs 2229074 Specdb::MsMs 2230395 Specdb::MsMs 2231364 Specdb::MsMs 2232825 Specdb::MsMs 3424414 Specdb::MsMs 3424415 Specdb::MsMs 3424416 Specdb::MsMs 3424417 Specdb::MsMs 3424418 Common sage Type 1 specific Salvia officinalis 38868 14.3 14.300000191 14.300000191 mg/100 g Common thyme Type 1 specific Thymus vulgaris 49992 1.0 2.0 0.0 mg/100 g Italian oregano Type 1 specific Origanum X majoricum 1384207 0.0 0.0 0.0 mg/100 g Lemon verbena Type 1 specific Aloysia triphylla 542672 4.520714 4.520714202 4.520714202 mg/100 g Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 Mexican oregano Type 1 specific Lippia graveolens 68.435898 68.435897827 68.435897827 mg/100 g Rosemary Type 1 specific Rosmarinus officinalis 39367 16.2 16.199999809 16.199999809 mg/100 g Winter savory Type 1 specific Satureja montana 49988 aldose reductase inhibitor 40 An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21). anti bacterial 145 A substance that kills or slows the growth of bacteria. anti inflammatory 370 A substance that reduces or suppresses inflammation. anti mutagenic 451 cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. cyclooxygenase-1 inhibitor 840 A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1. cyclooxygenase-2 inhibitor 841 A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2. pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.