7-HYDROXY-4-METHYL-3-(2-HYDROXY-ETHYL)COUMARIN

Identification

Name
7-HYDROXY-4-METHYL-3-(2-HYDROXY-ETHYL)COUMARIN
Accession Number
DB07908
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 220.2213
Monoisotopic: 220.073558872
Chemical Formula
C12H12O4
InChI Key
VCGFYFKJZGIZMX-UHFFFAOYSA-N
InChI
InChI=1S/C12H12O4/c1-7-9-3-2-8(14)6-11(9)16-12(15)10(7)4-5-13/h2-3,6,13-14H,4-5H2,1H3
IUPAC Name
7-hydroxy-3-(2-hydroxyethyl)-4-methyl-2H-chromen-2-one
SMILES
CC1=C(CCO)C(=O)OC2=CC(O)=CC=C12

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UProfilin-1Not AvailableHuman
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
5288573
PubChem Substance
99444379
ChemSpider
4450710
ChEMBL
CHEMBL251935
HET
HOM
PDB Entries
1cjf

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.652 mg/mLALOGPS
logP1.35ALOGPS
logP1.18ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)7.77ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity58.7 m3·mol-1ChemAxon
Polarizability22.47 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9383
Blood Brain Barrier+0.591
Caco-2 permeable+0.6955
P-glycoprotein substrateSubstrate0.6852
P-glycoprotein inhibitor INon-inhibitor0.8809
P-glycoprotein inhibitor IINon-inhibitor0.8155
Renal organic cation transporterNon-inhibitor0.7963
CYP450 2C9 substrateNon-substrate0.7199
CYP450 2D6 substrateNon-substrate0.8156
CYP450 3A4 substrateNon-substrate0.5289
CYP450 1A2 substrateNon-inhibitor0.5098
CYP450 2C9 inhibitorNon-inhibitor0.8794
CYP450 2D6 inhibitorNon-inhibitor0.9066
CYP450 2C19 inhibitorNon-inhibitor0.8396
CYP450 3A4 inhibitorNon-inhibitor0.7434
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8265
Ames testNon AMES toxic0.6688
CarcinogenicityNon-carcinogens0.9483
BiodegradationReady biodegradable0.5546
Rat acute toxicity2.3846 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8745
hERG inhibition (predictor II)Non-inhibitor0.6934
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Coumarins and derivatives
Sub Class
Hydroxycoumarins
Direct Parent
7-hydroxycoumarins
Alternative Parents
1-benzopyrans / Pyranones and derivatives / 1-hydroxy-2-unsubstituted benzenoids / Heteroaromatic compounds / Lactones / Oxacyclic compounds / Primary alcohols / Organic oxides / Hydrocarbon derivatives
Substituents
7-hydroxycoumarin / Benzopyran / 1-benzopyran / 1-hydroxy-2-unsubstituted benzenoid / Pyranone / Pyran / Benzenoid / Heteroaromatic compound / Lactone / Oxacycle
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Proline-rich region binding
Specific Function
Binds to actin and affects the structure of the cytoskeleton. At high concentrations, profilin prevents the polymerization of actin, whereas it enhances it at low concentrations. By binding to PIP2...
Gene Name
PFN1
Uniprot ID
P07737
Uniprot Name
Profilin-1
Molecular Weight
15054.145 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on September 15, 2010 15:26 / Updated on December 01, 2017 15:57