dicumarol
coumarin, 3,3'-methylenebis(4-hydroxy-
Identification
| Name | dicumarol |
| IUPAC | 4-hydroxy-3-[(4-hydroxy-2-oxochromen-3-yl)methyl]chromen-2-one |
| CAS Number | 66-76-2 |
| EINECS | 200-632-9 |
| FDA UNII | 7QID3E7BG7 |
| Molecular Formula | C19 H12 O6 |
| Molecular Weight | 336.29984000 |
| MDL Number | MFCD00006857 |
| Nikkaji Number | J4.845C |
| Beilstein | 0335444 |
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 SDS | View |
| Oral/Parenteral Toxicity | intravenous-dog LDLo 40 mg/kg |
| Dermal Toxicity | subcutaneous-mouse LD50 50 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for dicumarol usage levels up to | not for fragrance use. |
| Recommendation for dicumarol flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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.