1.0 2010-04-08 22:04:40 UTC 2025-11-18 22:21:14 UTC FDB000696 Isofraxidin Isofraxidin, also known as 6,8-dimethoxy-7-hydroxycoumarin or 7-hydroxy-6,8-dimethoxy-2h-1-benzopyran-2-one, is a member of the class of compounds known as 7-hydroxycoumarins. 7-hydroxycoumarins are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. Isofraxidin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Isofraxidin can be found in muskmelon, tarragon, and watermelon, which makes isofraxidin a potential biomarker for the consumption of these food products. Isofraxidin is a chemical compound found in a variety of plants including Eleutherococcus senticosus . 2H-1- Benzopyran-2-one, 7-hydroxy-6,8-dimethoxy- 2H-1-Benzopyran-2-one, 7-hydroxy-6,8-dimethoxy- 7-Hydroxy-6,8-dimethoxy-2H-1-benzopyran-2-one 7-Hydroxy-6,8-dimethoxycoumarin Calycanthogenol Coumarin, 7-hydroxy-6,8-dimethoxy- Isofraxidin Phytodolor Umbelliferone, 6,8-dimethoxy- C11H10O5 222.1941 222.05282343 7-hydroxy-6,8-dimethoxy-2H-chromen-2-one 7-hydroxy-6,8-dimethoxychromen-2-one 486-21-5 COC1=CC2=C(OC(=O)C=C2)C(OC)=C1O InChI=1S/C11H10O5/c1-14-7-5-6-3-4-8(12)16-10(6)11(15-2)9(7)13/h3-5,13H,1-2H3 HOEVRHHMDJKUMZ-UHFFFAOYSA-N belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. 7-hydroxycoumarins Organic compounds Phenylpropanoids and polyketides Coumarins and derivatives Hydroxycoumarins Aromatic heteropolycyclic compounds 1-benzopyrans Alkyl aryl ethers Anisoles Heteroaromatic compounds Hydrocarbon derivatives Lactones Organic oxides Oxacyclic compounds Pyranones and derivatives 1-benzopyran 7-hydroxycoumarin Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzopyran Ether Heteroaromatic compound Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Pyranone hydroxycoumarin logp 1.80 ALOGPS logs -2.15 ALOGPS solubility 1.57e+00 g/l ALOGPS melting_point Mp 148-149° logp 1.16 ChemAxon pka_strongest_acidic 7.77 ChemAxon pka_strongest_basic -4.6 ChemAxon iupac 7-hydroxy-6,8-dimethoxy-2H-chromen-2-one ChemAxon average_mass 222.1941 ChemAxon mono_mass 222.05282343 ChemAxon smiles COC1=CC2=C(OC(=O)C=C2)C(OC)=C1O ChemAxon formula C11H10O5 ChemAxon inchi InChI=1S/C11H10O5/c1-14-7-5-6-3-4-8(12)16-10(6)11(15-2)9(7)13/h3-5,13H,1-2H3 ChemAxon inchikey HOEVRHHMDJKUMZ-UHFFFAOYSA-N ChemAxon polar_surface_area 64.99 ChemAxon refractivity 56.46 ChemAxon polarizability 21.23 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 106716 Specdb::CMs 118966 Specdb::CMs 916875 Specdb::CMs 916876 Specdb::MsMs 68025 Specdb::MsMs 68026 Specdb::MsMs 68027 Specdb::MsMs 125970 Specdb::MsMs 125971 Specdb::MsMs 125972 Specdb::MsMs 2231619 Specdb::MsMs 2233419 Specdb::MsMs 2235501 Specdb::MsMs 2236197 Specdb::MsMs 2236245 Specdb::MsMs 2237150 Specdb::MsMs 2237166 Specdb::MsMs 2238376 Specdb::MsMs 2239183 Specdb::MsMs 2240398 Specdb::MsMs 2241325 Specdb::MsMs 2242418 Specdb::MsMs 2243343 Specdb::MsMs 2243418 Specdb::MsMs 2244566 Specdb::MsMs 2244617 Specdb::MsMs 2245485 Specdb::MsMs 2245521 Specdb::MsMs 2245536 Muskmelon Type 1 specific Cucumis melo 3656 Tarragon Type 1 specific Artemisia dracunculus 72341 Watermelon Type 1 specific Citrullus lanatus 3654 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 leukemic 393 A substance that inhibits or prevents the proliferation of neoplasms. Anti-malarial 416 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Choleretic 801