3-hydroxycoumarin
coumarin, 3-hydroxy-
Identification
| Name | 3-hydroxycoumarin |
| IUPAC | 3-hydroxychromen-2-one |
| CAS Number | 939-19-5 |
| EINECS | 213-355-3 |
| FDA UNII | RQX0CMD9PN |
| Molecular Formula | C9 H6 O3 |
| Molecular Weight | 162.14442000 |
| MDL Number | MFCD00017490 |
| Nikkaji Number | J298.537C |
| Beilstein | 0128032 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 369.90 °C. @ 760.00 mm Hg (est) |
| Flash Point | 346.00 °F. TCC ( 174.70 °C. ) (est) |
| logP (o/w) | 1.600 (est) |
| Soluble in | water, 1.949e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-mouse LD50 1800 mg/kg |
| Dermal Toxicity | Not determined |
| 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 3-hydroxycoumarin usage levels up to | not for fragrance use. |
| Recommendation for 3-hydroxycoumarin flavor usage levels up to | not for flavor use. |
Potential Uses
Natural Occurrence
Synonyms
2H-1-
benzopyran-2-one, 3-hydroxy- (9CI)
coumarin, 3-hydroxy-
3-
hydroxy-2-benzopyrone
3-
hydroxy-2H-1-benzopyran-2-one
3-
hydroxychromen-2-one
PubMed:
Exploring molecular structures, orbital interactions, intramolecular proton-transfer reaction kinetics, electronic transitions and complexation of 3-hydroxycoumarin species using DFT methods.
PubMed:
Synthesis, docking and in vitro anticancer evaluation of some new benzopyrone derivatives.
PubMed:
A new combination MALDI matrix for small molecule analysis: application to imaging mass spectrometry for drugs and metabolites.
PubMed:
Synthesis of biologically active 1'-(2-oxo-2H-benzopyran-6-yl)- 5'-hydroxy-2'-methylindole-3'-amido-2"-phenyl-thiazolidene-4"-ones.
PubMed:
Synthesis of novel biologically active heterocyclic compounds from 2-oxo-2H-benzopyran-6-yl-imidazolidine.
PubMed:
Engineering bacterial cytochrome P450 (P450) BM3 into a prototype with human P450 enzyme activity using indigo formation.
PubMed:
Alpinumisoflavone.
PubMed:
CYP2A6 polymorphisms: is there a role for pharmacogenomics in preventing coumarin-induced hepatotoxicity in lymphedema patients?
PubMed:
3-Hydroxycoumarin as a new matrix for matrix-assisted laser desorption/ionization time-of-flight mass spectrometry of DNA.
PubMed:
Troxerutin protects the isolated perfused rat liver from a possible lipid peroxidation by coumarin.
PubMed:
Antioxidant properties of 3-hydroxycoumarin derivatives.
PubMed:
Cloning and characterization of a glucosyltransferase that reacts on 7-hydroxyl group of flavonol and 3-hydroxyl group of coumarin from tobacco cells.
PubMed:
Identification of the cytochromes P450 that catalyze coumarin 3,4-epoxidation and 3-hydroxylation.
PubMed:
o-hydroxyphenylacetaldehyde is a hepatotoxic metabolite of coumarin.
PubMed:
Structure-function analysis of human cytochrome P450 3A4 using 7-alkoxycoumarins as active-site probes.
PubMed:
Synthesis and reactivity of coumarin 3,4-epoxide.
PubMed:
Conformational properties of topoisomerase II inhibitors and sequence specificity of DNA cleavage.
PubMed:
3-hydroxycoumarin glycosides from Alyxia reinwardti var. Lucida.
PubMed:
Metabolism of coumarin by rat, gerbil and human liver microsomes.
PubMed:
Effect of inducers of cytochrome P-450 on the metabolism of [3-14C]coumarin by rat hepatic microsomes.
PubMed:
On the reactions of superoxide with keto enols, aci-reductones and ascorbic acid derivatives.
PubMed:
Coumarin and 7-hydroxycoumarin treatment of canine obstructive lymphoedema.
PubMed:
A new monooxygenase product from 7-ethoxycoumarin and its relation to the O-dealkylation reaction.
PubMed:
Researches in the field of antiviral compounds. Mannich Bases of 3-hydroxycoumarin.