1.0 2010-04-08 22:05:24 UTC 2025-11-18 22:38:00 UTC FDB002515 Osthol Osthol, also known as 7-methoxy-8-(3-methylpent-2-enyl)coumarin, belongs to coumarins and derivatives class of compounds. Those are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Osthol is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Osthol can be found in a number of food items such as wild celery, lemon, parsley, and wild carrot, which makes osthol a potential biomarker for the consumption of these food products. Osthol is an O-methylated coumarin. It is a calcium channel blocker, found in plants such as Cnidium monnieri, Angelica archangelica and Angelica pubescens . 2H-1-Benzopyran-2-one, 7-methoxy-8-(3-methyl-2-butenyl)- 7-Methoxy-8-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one 7-Methoxy-8-(3-methyl-2-butenyl)-2H-chromen-2-one 7-Methoxy-8-(3-methyl-2-butenyl)-coumarin 7-Methoxy-8-(3-methyl-but-2-enyl)-chromen-2-one 7-methoxy-8-(3-methylbut-2-en-1-yl)-2H-chromen-2-one 7-Methoxy-8-isopentenylcoumarin 7-Methoxy-8-prenylcoumarin 8-(3-Methyl-2-butenyl)herniarin Coumarin, 7-methoxy-8-(3-methyl-2-butenyl)- Coumarin, 7-methoxy-8-(3-mmtenyl)- Osthol Osthole Ostol Ostole C15H16O3 244.2857 244.109944378 7-methoxy-8-(3-methylbut-2-en-1-yl)-2H-chromen-2-one osthole 484-12-8 COC1=CC=C2C=CC(=O)OC2=C1CC=C(C)C InChI=1S/C15H16O3/c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12/h4-6,8-9H,7H2,1-3H3 MBRLOUHOWLUMFF-UHFFFAOYSA-N belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Coumarins and derivatives Organic compounds Phenylpropanoids and polyketides Coumarins and derivatives Aromatic heteropolycyclic compounds 1-benzopyrans Alkyl aryl ethers Anisoles Heteroaromatic compounds Hydrocarbon derivatives Lactones Organic oxides Oxacyclic compounds Pyranones and derivatives 1-benzopyran Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzopyran Coumarin Ether Heteroaromatic compound Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Pyranone botanical anti-fungal agent coumarins coumarins logp 3.41 ALOGPS logs -4.58 ALOGPS solubility 6.38e-03 g/l ALOGPS melting_point Mp 85° logp 3.35 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac 7-methoxy-8-(3-methylbut-2-en-1-yl)-2H-chromen-2-one ChemAxon average_mass 244.2857 ChemAxon mono_mass 244.109944378 ChemAxon smiles COC1=CC=C2C=CC(=O)OC2=C1CC=C(C)C ChemAxon formula C15H16O3 ChemAxon inchi InChI=1S/C15H16O3/c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12/h4-6,8-9H,7H2,1-3H3 ChemAxon inchikey MBRLOUHOWLUMFF-UHFFFAOYSA-N ChemAxon polar_surface_area 35.53 ChemAxon refractivity 72.25 ChemAxon polarizability 26.34 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 1968 Specdb::MsMs 46992 Specdb::MsMs 46993 Specdb::MsMs 46994 Specdb::MsMs 165102 Specdb::MsMs 165103 Specdb::MsMs 165104 Specdb::MsMs 3599098 Specdb::MsMs 3599099 Specdb::MsMs 3599100 Specdb::MsMs 3599101 Specdb::MsMs 3599102 Specdb::MsMs 3599103 Carrot Type 1 specific Daucus carota ssp. sativus 79200 61.0 61.0 61.0 mg/100 g Dill Type 1 specific Anethum graveolens 40922 Lemon Type 1 specific Citrus limon 2708 Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 Parsley Type 1 specific Petroselinum crispum 4043 240.75 240.75 240.75 mg/100 g Sweet orange Type 1 specific Citrus sinensis 2711 Wild carrot Type 1 specific Daucus carota 4039 61.0 61.0 61.0 mg/100 g Wild celery Type 1 specific Apium graveolens 4045 5-lipoxygenase inhibitor 10 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. Analgesic 56 An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. Anti mitotic 441 Anti-allergic 103 A drug used to treat allergic reactions. Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-malarial 416 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-mutagenic 451 Calcium antagonist 748 Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Immunosuppressant 1033 An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. Juvabional 1058 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. Xanthine oxidase inhibitor 1431 An EC 1.17.3.* (oxidoreductase acting on CH or CH2 with oxygen as acceptor) inhibitor that interferes with the action of xanthine oxidase (EC 1.17.3.2).