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4-Hydroxycoumarin

CAT: 0013-GTR19156767-02Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19156767-02Size:500 mg
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Description
4-Hydroxycoumarin, a coumarin derivative.4-Hydroxycoumarin serves as an immediate precursor of 4-hydroxycoumarin (4HC) type anticoagulants (for example, warfarin) . 4-Hydroxycoumarin derivatives are employed as the anticoagulant, antibacterial, antifungal, antiviral, antitumor, antiprotozoal, insecticidal, antimycobacterial, antimutagenic, antioxidant, anti-inflammatory agents, HIV protease inhibitors and tyrosine kinase inhibitorsThe antioxidant activity of 4-Hydroxycoumarin synthetic derivatives and 4-methylumbelliferone were determined taking 4-Hydroxycoumarin as the reference compound. METHODS AND RESULTS:Six 3-aryl-4-Hydroxycoumarin derivatives were synthesized from 4-Hydroxycoumarin as precursor in order to evaluate changes in their antioxidant properties due to C3-aryl substituent nature. Free radical scavenging capacities of these compounds against two different species DPPH (·) and ABTS (·+) and the protecting ability towards the β-carotene-linoleic acid co-oxidation enzymatically induced by lipoxygenase were measured. In addition, the relationship between the activities of these molecules against DPPH radical and the bond dissociation energy of O-H (BDE) calculated using methods of computational chemistry was evaluated.
CAS Number
1076-38-6
Purity
>98% (HPLC)
Solubility
DMSO:247 mg/mL (1523.37 mM; Need ultrasonic)
Smiles
Oc1cc (=O) oc2ccccc12
Molecular Formula
C9H6O3
Molecular Weight
162.14
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

4-Hydroxycoumarin

4-hydroxycoumarin is a hydroxycoumarin that is coumarin in which the hydrogen at position 4 is replaced by a hydroxy group. It is a conjugate acid of a 4-hydroxycoumarin(1-).

CAS Number1076-38-6
PubChem CID54682930
IUPAC Name4-hydroxychromen-2-one
Molecular FormulaC9H6O3
Molecular Weight162.14
XLogP1.3
Topological Polar Surface Area46.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Heavy Atom Count12
Formal Charge0
Complexity232
SMILES
C1=CC=C2C(=C1)C(=CC(=O)O2)O
InChI
InChI=1S/C9H6O3/c10-7-5-9(11)12-8-4-2-1-3-6(7)8/h1-5,10H
InChIKey
VXIXUWQIVKSKSA-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 4-Hydroxycoumarin
CAS: 1076-38-6
CID: 54682930
Formula: C9H6O3
MW: 162.14
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight162.14
XLogP31.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass162.031694049
Monoisotopic Mass162.031694049
Topological Polar Surface Area46.5 Ų
Heavy Atom Count12
Formal Charge0
Complexity232
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes