1.0 2010-04-08 22:10:13 UTC 2019-11-26 03:06:57 UTC FDB012523 Dicoumarol Isolated from Melilotus alba (white melilot) Dicoumarol (INN) or dicumarol (USAN) is an anticoagulant that functions as a Vitamin K antagonist (similar to warfarin). It is also used in biochemical experiments as an inhibitor of reductases.; Dicumarol is an coumarin-like compound found in sweet clover. It is used as an oral anticoagulant and acts by inhibiting the hepatic synthesis of vitamin K-dependent coagulation factors (prothrombin and factors VII, IX, and X). It is also used in biochemical experiments as an inhibitor of reductases.; It is a derivative of coumarin.; Mechanism of action : it is a competitive inhibitor of Vitamin K preventing the formation of prothrombin , Administration of Vitamin K is the antidote for dicumarol toxicity; also that Dicumarol is a chemical subsrance of plant origin given only orally and acts within two days. 2H-1-Benzopyran-2-one, 3,3'-methylenebis(4-hydroxy- 2H-1-Benzopyran-2-one, 3,3'-methylenebis(4-hydroxy)- 2H-1-Benzopyran-2-one, 3,3'-methylenebis[4-hydroxy- 2H-1-Benzopyran-2-one, 3,3'-methylenebis[4-hydroxy- (9CI) 2H-1-Benzopyran-2-one), 3,3'-methylenebis(4-hydroxy- 2H-1-Benzopyran-2-one], 3,3'-methylenebis[4-hydroxy- 3, 3'-Methylen-bis(4-hydroxy-cumarin) (GERMAN) 3,3 -Methylene-bis[4-hydroxycoumarin] 3,3'-methanediylbis(4-hydroxy-2H-chromen-2-one) 3,3'-Methyleen-bis(4-hydroxy-cumarine) 3,3'-Methylen-bis(4-hydroxy-cumarin) 3,3'-Methylene-bis(4-hydroxycoumarin) 3,3'-Methylene-bis(4-hydroxycoumarine) 3,3'-Methylenebis-4-hydroxycoumarin, 8CI 3,3'-Methylenebis(4-hydroxy-1,2-benzopyrone) 3,3'-Methylenebis(4-hydroxy-2H-1-benzopyran-2-one) 3,3'-methylenebis(4-hydroxy-2H-chromen-2-one) 3,3'-Methylenebis(4-hydroxycoumarin) 3,3'-Methylenebis[4-hydroxy-1,2-benzopyrone] 3,3'-Methylenebis[4-hydroxy-2H-1-benzopyran-2-one] 3,3'-Methylenebis[4-hydroxy-2H-1-benzopyran-2-one], 9CI 3,3'-Methylenebis[4-hydroxycoumarin] 3,3'-Metilen-bis(4-idrossi-cumarina) 4,4'-Dihydroxy-3,3'-methylene bis coumarin Acadyl Acavyl Anathrombase Antitrombosin Apekumarol Baracoumin Bis-3, 3'-(4-hydroxycoumarinyl)methane Bis-3,3'-(4-hydroxycoumarinyl)methane Bis-3,3'-(4-oxycoumarinyl)ethylacetate Bis-hydroxycoumarin Bis(4-hydroxycoumarin-3-yl)methane Bishydroxycoumarin Coumarin, 3,3'-methylenebis(4-hydroxy- Coumarin, 3,3'-methylenebis[4-hydroxy- Coumarin, 3,3'-methylenebis[4-hydroxy- (8CI) CUMA Cumid Di-(4-hydroxy-3-coumarinyl)methane Di-4-hydroxy-3, 3'-methylenedicoumarin Di-4-hydroxy-3,3'-methylenedicoumarin Dicoumal Dicoumarin Dicoumarol (inn) Dicoumarolum Dicoumerol Dicuman Dicumaol r Dicumarine Dicumarinum Dicumarol Dicumarol (TN) Dicumarol (usan) Dicumarol [usan] Dicumarol(usan) Dicumarolo Dicumarolo [dcit] Dicumarolum Dicumol Dikumarol DTC Dufalone Dwukumarol Kumoran Melitoxin Temparin Trombosan Uncoupler of oxidative respiration C19H12O6 336.295 336.063388116 4-hydroxy-3-[(4-hydroxy-2-oxo-2H-chromen-3-yl)methyl]-2H-chromen-2-one dicoumarol 66-76-2 OC1=C(CC2=C(O)C3=C(OC2=O)C=CC=C3)C(=O)OC2=C1C=CC=C2 InChI=1S/C19H12O6/c20-16-10-5-1-3-7-14(10)24-18(22)12(16)9-13-17(21)11-6-2-4-8-15(11)25-19(13)23/h1-8,20-21H,9H2 DOBMPNYZJYQDGZ-UHFFFAOYSA-N belongs to the class of organic compounds known as 4-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to C4-position the coumarin skeleton. 4-hydroxycoumarins Organic compounds Phenylpropanoids and polyketides Coumarins and derivatives Hydroxycoumarins Aromatic heteropolycyclic compounds 1-benzopyrans Benzenoids Heteroaromatic compounds Hydrocarbon derivatives Lactones Organic oxides Organooxygen compounds Oxacyclic compounds Pyranones and derivatives Vinylogous acids 1-benzopyran 4-hydroxycoumarin Aromatic heteropolycyclic compound Benzenoid Benzopyran Heteroaromatic compound Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Pyranone Vinylogous acid coumarins hydroxycoumarin Solid logp 1.54 ALOGPS logs -3.71 ALOGPS solubility 6.62e-02 g/l ALOGPS melting_point Mp 288-289° logp -1.6 ChemAxon pka_strongest_acidic -12 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac 4-hydroxy-3-[(4-hydroxy-2-oxo-2H-chromen-3-yl)methyl]-2H-chromen-2-one ChemAxon average_mass 336.295 ChemAxon mono_mass 336.063388116 ChemAxon smiles OC1=C(CC2=C(O)C3=C(OC2=O)C=CC=C3)C(=O)OC2=C1C=CC=C2 ChemAxon formula C19H12O6 ChemAxon inchi InChI=1S/C19H12O6/c20-16-10-5-1-3-7-14(10)24-18(22)12(16)9-13-17(21)11-6-2-4-8-15(11)25-19(13)23/h1-8,20-21H,9H2 ChemAxon inchikey DOBMPNYZJYQDGZ-UHFFFAOYSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 89.19 ChemAxon polarizability 32.32 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Dicumarol Pathway SMP00270 Specdb::CMs 14944 Specdb::CMs 29927 Specdb::CMs 40308 Specdb::CMs 100092 Specdb::CMs 151563 Specdb::MsMs 94890 Specdb::MsMs 94891 Specdb::MsMs 94892 Specdb::MsMs 159021 Specdb::MsMs 159022 Specdb::MsMs 159023 Specdb::MsMs 2392537 Specdb::MsMs 2392538 Specdb::MsMs 2392539 Specdb::MsMs 2570030 Specdb::MsMs 2570031 Specdb::MsMs 2570032 Specdb::NmrOneD 100758 Specdb::NmrOneD 100759 Specdb::NmrOneD 100760 Specdb::NmrOneD 100761 Specdb::NmrOneD 100762 Specdb::NmrOneD 100763 Specdb::NmrOneD 100764 Specdb::NmrOneD 100765 Specdb::NmrOneD 100766 Specdb::NmrOneD 100767 Specdb::NmrOneD 100768 Specdb::NmrOneD 100769 Specdb::NmrOneD 100770 Specdb::NmrOneD 100771 Specdb::NmrOneD 100772 Specdb::NmrOneD 100773 Specdb::NmrOneD 100774 Specdb::NmrOneD 100775 Specdb::NmrOneD 100776 Specdb::NmrOneD 100777 HMDB14411 #<Reference:0x000055ce32354048> #<Reference:0x000055ce32353e40> #<Reference:0x000055ce32353c88> #<Reference:0x000055ce32353ad0> Herbs and Spices Unknown generic Pulses Unknown generic bitter Vitamin K epoxide reductase complex subunit 1 Q9BQB6 VKORC1