dicumarol

coumarin, 3,3'-methylenebis(4-hydroxy-

CAS: 66-76-2 C19 H12 O6 MW: 336.29984000

Identification

Namedicumarol
IUPAC4-hydroxy-3-[(4-hydroxy-2-oxochromen-3-yl)methyl]chromen-2-one
CAS Number66-76-2
EINECS200-632-9
FDA UNII7QID3E7BG7
Molecular FormulaC19 H12 O6
Molecular Weight336.29984000
MDL NumberMFCD00006857
Nikkaji NumberJ4.845C
Beilstein0335444

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 127.8 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityintravenous-dog LDLo 40 mg/kg
Dermal Toxicitysubcutaneous-mouse LD50 50 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for dicumarol usage levels up tonot for fragrance use.
Recommendation for dicumarol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

melilotus alba

Synonyms

antitrombosin 2H-1- benzopyran-2-one, 3,3'-methylenebis(4-hydroxy- coumarin, 3,3'-methylenebis(4-hydroxy- 4- hydroxy-3-[(4-hydroxy-2-oxochromen-3-yl)methyl]chromen-2-one bis(4- hydroxycoumarin-3-yl)methane kumoran 3,3'- methylenebis(4-hydroxy-2H-1-benzopyran-2-one) temparin trombosan PubMed: Role of NAD(P)H:quinone oxidoreductase 1 on tumor necrosis factor-alpha-induced migration of human vascular smooth muscle cells. PubMed: Mechanism to study 1:1 stoichiometry of NADPH and alkoxyphenoxazones metabolism spectrophotometrically in subcellular biological preparations. PubMed: Synergistic cytotoxicity of Delta(9)-tetrahydrocannabinol and butylated hydroxyanisole. PubMed: Purification and characterization of an enzyme from Mycobacterium sp. Pyr-1, with nitroreductase activity and an N-terminal sequence similar to lipoamide dehydrogenase. PubMed: A novel NADPH:diamide oxidoreductase activity in arabidopsis thaliana P1 zeta-crystallin. PubMed: Modulation of halobenzene-induced hepatotoxicity by DT-diaphorase modulators, butylated hydroxyanisole and dicoumarol: evidence for possible involvement of quinone metabolites in the toxicity of halobenzenes. PubMed: Isolation of a novel NAD(P)H-quinone oxidoreductase from the cyanobacterium Synechocystis PCC6803. PubMed: Properties of the respiratory NAD(P)H dehydrogenase isolated from the cyanobacterium Synechocystis PCC6803. PubMed: Molecular characterization of monodehydroascorbate radical reductase from cucumber highly expressed in Escherichia coli. PubMed: Dicoumarol (moldy sweet clover) toxicosis in a group of Holstein calves. PubMed: Reduction and mutagenic activation of nitroaromatic compounds by a Mycobacterium sp. PubMed: Evaluation of vitamin K3 feed additive for prevention of sweet clover disease. PubMed: Liquid chromatographic determination of coumarin anticoagulants in tablets: collaborative study. PubMed: Enhancement of dicoumarol bioavailability by concomitant food intake.